X-Git-Url: https://git.madduck.net/etc/vim.git/blobdiff_plain/dc0c14240e7423d9ada002835dcc195f8c6d8797..bc7a4b2391a19b9ff1093a26d249e32324402498:/black.py?ds=sidebyside

diff --git a/black.py b/black.py
index fd2b75e..7629d9f 100644
--- a/black.py
+++ b/black.py
@@ -1,60 +1,75 @@
 import asyncio
-import pickle
 from asyncio.base_events import BaseEventLoop
 from concurrent.futures import Executor, ProcessPoolExecutor
+from datetime import datetime
 from enum import Enum
-from functools import partial, wraps
-import keyword
+from functools import lru_cache, partial, wraps
+import io
+import itertools
 import logging
-from multiprocessing import Manager
+from multiprocessing import Manager, freeze_support
 import os
 from pathlib import Path
+import pickle
 import re
-import tokenize
 import signal
 import sys
+import tempfile
+import tokenize
 from typing import (
     Any,
     Callable,
     Collection,
     Dict,
+    Generator,
     Generic,
     Iterable,
     Iterator,
     List,
     Optional,
     Pattern,
+    Sequence,
     Set,
     Tuple,
-    Type,
     TypeVar,
     Union,
+    cast,
 )
 
 from appdirs import user_cache_dir
-from attr import dataclass, Factory
+from attr import dataclass, evolve, Factory
 import click
+import toml
+from typed_ast import ast3, ast27
 
 # lib2to3 fork
 from blib2to3.pytree import Node, Leaf, type_repr
 from blib2to3 import pygram, pytree
 from blib2to3.pgen2 import driver, token
+from blib2to3.pgen2.grammar import Grammar
 from blib2to3.pgen2.parse import ParseError
 
-__version__ = "18.4a4"
+
+__version__ = "19.3b0"
 DEFAULT_LINE_LENGTH = 88
+DEFAULT_EXCLUDES = (
+    r"/(\.eggs|\.git|\.hg|\.mypy_cache|\.nox|\.tox|\.venv|_build|buck-out|build|dist)/"
+)
+DEFAULT_INCLUDES = r"\.pyi?$"
+CACHE_DIR = Path(user_cache_dir("black", version=__version__))
+
 
 # types
-syms = pygram.python_symbols
 FileContent = str
 Encoding = str
+NewLine = str
 Depth = int
 NodeType = int
 LeafID = int
 Priority = int
 Index = int
 LN = Union[Leaf, Node]
-SplitFunc = Callable[["Line", bool], Iterator["Line"]]
+SplitFunc = Callable[["Line", Collection["Feature"]], Iterator["Line"]]
 Timestamp = float
 FileSize = int
 CacheInfo = Tuple[Timestamp, FileSize]
@@ -62,68 +77,216 @@ Cache = Dict[Path, CacheInfo]
 out = partial(click.secho, bold=True, err=True)
 err = partial(click.secho, fg="red", err=True)
 
+pygram.initialize(CACHE_DIR)
+syms = pygram.python_symbols
+
 
 class NothingChanged(UserWarning):
-    """Raised by :func:`format_file` when reformatted code is the same as source."""
+    """Raised when reformatted code is the same as source."""
 
 
 class CannotSplit(Exception):
-    """A readable split that fits the allotted line length is impossible.
+    """A readable split that fits the allotted line length is impossible."""
 
-    Raised by :func:`left_hand_split`, :func:`right_hand_split`, and
-    :func:`delimiter_split`.
-    """
 
+class InvalidInput(ValueError):
+    """Raised when input source code fails all parse attempts."""
 
-class FormatError(Exception):
-    """Base exception for `# fmt: on` and `# fmt: off` handling.
 
-    It holds the number of bytes of the prefix consumed before the format
-    control comment appeared.
-    """
+class WriteBack(Enum):
+    NO = 0
+    YES = 1
+    DIFF = 2
+    CHECK = 3
 
-    def __init__(self, consumed: int) -> None:
-        super().__init__(consumed)
-        self.consumed = consumed
+    @classmethod
+    def from_configuration(cls, *, check: bool, diff: bool) -> "WriteBack":
+        if check and not diff:
+            return cls.CHECK
 
-    def trim_prefix(self, leaf: Leaf) -> None:
-        leaf.prefix = leaf.prefix[self.consumed :]
+        return cls.DIFF if diff else cls.YES
 
-    def leaf_from_consumed(self, leaf: Leaf) -> Leaf:
-        """Returns a new Leaf from the consumed part of the prefix."""
-        unformatted_prefix = leaf.prefix[: self.consumed]
-        return Leaf(token.NEWLINE, unformatted_prefix)
 
+class Changed(Enum):
+    NO = 0
+    CACHED = 1
+    YES = 2
 
-class FormatOn(FormatError):
-    """Found a comment like `# fmt: on` in the file."""
 
+class TargetVersion(Enum):
+    PY27 = 2
+    PY33 = 3
+    PY34 = 4
+    PY35 = 5
+    PY36 = 6
+    PY37 = 7
+    PY38 = 8
+
+    def is_python2(self) -> bool:
+        return self is TargetVersion.PY27
+
+
+PY36_VERSIONS = {TargetVersion.PY36, TargetVersion.PY37, TargetVersion.PY38}
+
+
+class Feature(Enum):
+    # All string literals are unicode
+    UNICODE_LITERALS = 1
+    F_STRINGS = 2
+    NUMERIC_UNDERSCORES = 3
+    TRAILING_COMMA_IN_CALL = 4
+    TRAILING_COMMA_IN_DEF = 5
+    # The following two feature-flags are mutually exclusive, and exactly one should be
+    # set for every version of python.
+    ASYNC_IDENTIFIERS = 6
+    ASYNC_KEYWORDS = 7
+
+
+VERSION_TO_FEATURES: Dict[TargetVersion, Set[Feature]] = {
+    TargetVersion.PY27: {Feature.ASYNC_IDENTIFIERS},
+    TargetVersion.PY33: {Feature.UNICODE_LITERALS, Feature.ASYNC_IDENTIFIERS},
+    TargetVersion.PY34: {Feature.UNICODE_LITERALS, Feature.ASYNC_IDENTIFIERS},
+    TargetVersion.PY35: {
+        Feature.UNICODE_LITERALS,
+        Feature.TRAILING_COMMA_IN_CALL,
+        Feature.ASYNC_IDENTIFIERS,
+    },
+    TargetVersion.PY36: {
+        Feature.UNICODE_LITERALS,
+        Feature.F_STRINGS,
+        Feature.NUMERIC_UNDERSCORES,
+        Feature.TRAILING_COMMA_IN_CALL,
+        Feature.TRAILING_COMMA_IN_DEF,
+        Feature.ASYNC_IDENTIFIERS,
+    },
+    TargetVersion.PY37: {
+        Feature.UNICODE_LITERALS,
+        Feature.F_STRINGS,
+        Feature.NUMERIC_UNDERSCORES,
+        Feature.TRAILING_COMMA_IN_CALL,
+        Feature.TRAILING_COMMA_IN_DEF,
+        Feature.ASYNC_KEYWORDS,
+    },
+    TargetVersion.PY38: {
+        Feature.UNICODE_LITERALS,
+        Feature.F_STRINGS,
+        Feature.NUMERIC_UNDERSCORES,
+        Feature.TRAILING_COMMA_IN_CALL,
+        Feature.TRAILING_COMMA_IN_DEF,
+        Feature.ASYNC_KEYWORDS,
+    },
+}
 
-class FormatOff(FormatError):
-    """Found a comment like `# fmt: off` in the file."""
 
+@dataclass
+class FileMode:
+    target_versions: Set[TargetVersion] = Factory(set)
+    line_length: int = DEFAULT_LINE_LENGTH
+    string_normalization: bool = True
+    is_pyi: bool = False
+
+    def get_cache_key(self) -> str:
+        if self.target_versions:
+            version_str = ",".join(
+                str(version.value)
+                for version in sorted(self.target_versions, key=lambda v: v.value)
+            )
+        else:
+            version_str = "-"
+        parts = [
+            version_str,
+            str(self.line_length),
+            str(int(self.string_normalization)),
+            str(int(self.is_pyi)),
+        ]
+        return ".".join(parts)
 
-class WriteBack(Enum):
-    NO = 0
-    YES = 1
-    DIFF = 2
 
+def supports_feature(target_versions: Set[TargetVersion], feature: Feature) -> bool:
+    return all(feature in VERSION_TO_FEATURES[version] for version in target_versions)
 
-class Changed(Enum):
-    NO = 0
-    CACHED = 1
-    YES = 2
+
+def read_pyproject_toml(
+    ctx: click.Context, param: click.Parameter, value: Union[str, int, bool, None]
+) -> Optional[str]:
+    """Inject Black configuration from "pyproject.toml" into defaults in `ctx`.
+
+    Returns the path to a successfully found and read configuration file, None
+    otherwise.
+    """
+    assert not isinstance(value, (int, bool)), "Invalid parameter type passed"
+    if not value:
+        root = find_project_root(ctx.params.get("src", ()))
+        path = root / "pyproject.toml"
+        if path.is_file():
+            value = str(path)
+        else:
+            return None
+
+    try:
+        pyproject_toml = toml.load(value)
+        config = pyproject_toml.get("tool", {}).get("black", {})
+    except (toml.TomlDecodeError, OSError) as e:
+        raise click.FileError(
+            filename=value, hint=f"Error reading configuration file: {e}"
+        )
+
+    if not config:
+        return None
+
+    if ctx.default_map is None:
+        ctx.default_map = {}
+    ctx.default_map.update(  # type: ignore  # bad types in .pyi
+        {k.replace("--", "").replace("-", "_"): v for k, v in config.items()}
+    )
+    return value
 
 
-@click.command()
+@click.command(context_settings=dict(help_option_names=["-h", "--help"]))
+@click.option("-c", "--code", type=str, help="Format the code passed in as a string.")
 @click.option(
     "-l",
     "--line-length",
     type=int,
     default=DEFAULT_LINE_LENGTH,
-    help="How many character per line to allow.",
+    help="How many characters per line to allow.",
     show_default=True,
 )
+@click.option(
+    "-t",
+    "--target-version",
+    type=click.Choice([v.name.lower() for v in TargetVersion]),
+    callback=lambda c, p, v: [TargetVersion[val.upper()] for val in v],
+    multiple=True,
+    help=(
+        "Python versions that should be supported by Black's output. [default: "
+        "per-file auto-detection]"
+    ),
+)
+@click.option(
+    "--py36",
+    is_flag=True,
+    help=(
+        "Allow using Python 3.6-only syntax on all input files.  This will put "
+        "trailing commas in function signatures and calls also after *args and "
+        "**kwargs. Deprecated; use --target-version instead. "
+        "[default: per-file auto-detection]"
+    ),
+)
+@click.option(
+    "--pyi",
+    is_flag=True,
+    help=(
+        "Format all input files like typing stubs regardless of file extension "
+        "(useful when piping source on standard input)."
+    ),
+)
+@click.option(
+    "-S",
+    "--skip-string-normalization",
+    is_flag=True,
+    help="Don't normalize string quotes or prefixes.",
+)
 @click.option(
     "--check",
     is_flag=True,
@@ -143,6 +306,31 @@ class Changed(Enum):
     is_flag=True,
     help="If --fast given, skip temporary sanity checks. [default: --safe]",
 )
+@click.option(
+    "--include",
+    type=str,
+    default=DEFAULT_INCLUDES,
+    help=(
+        "A regular expression that matches files and directories that should be "
+        "included on recursive searches.  An empty value means all files are "
+        "included regardless of the name.  Use forward slashes for directories on "
+        "all platforms (Windows, too).  Exclusions are calculated first, inclusions "
+        "later."
+    ),
+    show_default=True,
+)
+@click.option(
+    "--exclude",
+    type=str,
+    default=DEFAULT_EXCLUDES,
+    help=(
+        "A regular expression that matches files and directories that should be "
+        "excluded on recursive searches.  An empty value means no paths are excluded. "
+        "Use forward slashes for directories on all platforms (Windows, too).  "
+        "Exclusions are calculated first, inclusions later."
+    ),
+    show_default=True,
+)
 @click.option(
     "-q",
     "--quiet",
@@ -152,6 +340,15 @@ class Changed(Enum):
         "silence those with 2>/dev/null."
     ),
 )
+@click.option(
+    "-v",
+    "--verbose",
+    is_flag=True,
+    help=(
+        "Also emit messages to stderr about files that were not changed or were "
+        "ignored due to --exclude=."
+    ),
+)
 @click.version_option(version=__version__)
 @click.argument(
     "src",
@@ -159,103 +356,181 @@ class Changed(Enum):
     type=click.Path(
         exists=True, file_okay=True, dir_okay=True, readable=True, allow_dash=True
     ),
+    is_eager=True,
+)
+@click.option(
+    "--config",
+    type=click.Path(
+        exists=False, file_okay=True, dir_okay=False, readable=True, allow_dash=False
+    ),
+    is_eager=True,
+    callback=read_pyproject_toml,
+    help="Read configuration from PATH.",
 )
 @click.pass_context
 def main(
     ctx: click.Context,
+    code: Optional[str],
     line_length: int,
+    target_version: List[TargetVersion],
     check: bool,
     diff: bool,
     fast: bool,
+    pyi: bool,
+    py36: bool,
+    skip_string_normalization: bool,
     quiet: bool,
-    src: List[str],
+    verbose: bool,
+    include: str,
+    exclude: str,
+    src: Tuple[str],
+    config: Optional[str],
 ) -> None:
     """The uncompromising code formatter."""
-    sources: List[Path] = []
+    write_back = WriteBack.from_configuration(check=check, diff=diff)
+    if target_version:
+        if py36:
+            err(f"Cannot use both --target-version and --py36")
+            ctx.exit(2)
+        else:
+            versions = set(target_version)
+    elif py36:
+        err(
+            "--py36 is deprecated and will be removed in a future version. "
+            "Use --target-version py36 instead."
+        )
+        versions = PY36_VERSIONS
+    else:
+        # We'll autodetect later.
+        versions = set()
+    mode = FileMode(
+        target_versions=versions,
+        line_length=line_length,
+        is_pyi=pyi,
+        string_normalization=not skip_string_normalization,
+    )
+    if config and verbose:
+        out(f"Using configuration from {config}.", bold=False, fg="blue")
+    if code is not None:
+        print(format_str(code, mode=mode))
+        ctx.exit(0)
+    try:
+        include_regex = re_compile_maybe_verbose(include)
+    except re.error:
+        err(f"Invalid regular expression for include given: {include!r}")
+        ctx.exit(2)
+    try:
+        exclude_regex = re_compile_maybe_verbose(exclude)
+    except re.error:
+        err(f"Invalid regular expression for exclude given: {exclude!r}")
+        ctx.exit(2)
+    report = Report(check=check, quiet=quiet, verbose=verbose)
+    root = find_project_root(src)
+    sources: Set[Path] = set()
     for s in src:
         p = Path(s)
         if p.is_dir():
-            sources.extend(gen_python_files_in_dir(p))
-        elif p.is_file():
+            sources.update(
+                gen_python_files_in_dir(p, root, include_regex, exclude_regex, report)
+            )
+        elif p.is_file() or s == "-":
             # if a file was explicitly given, we don't care about its extension
-            sources.append(p)
-        elif s == "-":
-            sources.append(Path("-"))
+            sources.add(p)
         else:
             err(f"invalid path: {s}")
-
-    if check and not diff:
-        write_back = WriteBack.NO
-    elif diff:
-        write_back = WriteBack.DIFF
-    else:
-        write_back = WriteBack.YES
-    report = Report(check=check, quiet=quiet)
     if len(sources) == 0:
-        out("No paths given. Nothing to do 😴")
+        if verbose or not quiet:
+            out("No paths given. Nothing to do 😴")
         ctx.exit(0)
-        return
 
-    elif len(sources) == 1:
-        reformat_one(sources[0], line_length, fast, write_back, report)
+    if len(sources) == 1:
+        reformat_one(
+            src=sources.pop(),
+            fast=fast,
+            write_back=write_back,
+            mode=mode,
+            report=report,
+        )
     else:
-        loop = asyncio.get_event_loop()
-        executor = ProcessPoolExecutor(max_workers=os.cpu_count())
-        try:
-            loop.run_until_complete(
-                schedule_formatting(
-                    sources, line_length, fast, write_back, report, loop, executor
-                )
-            )
-        finally:
-            shutdown(loop)
-        if not quiet:
-            out("All done! ✨ 🍰 ✨")
-            click.echo(str(report))
+        reformat_many(
+            sources=sources, fast=fast, write_back=write_back, mode=mode, report=report
+        )
+
+    if verbose or not quiet:
+        out("Oh no! 💥 💔 💥" if report.return_code else "All done! ✨ 🍰 ✨")
+        click.secho(str(report), err=True)
     ctx.exit(report.return_code)
 
 
 def reformat_one(
-    src: Path, line_length: int, fast: bool, write_back: WriteBack, report: "Report"
+    src: Path, fast: bool, write_back: WriteBack, mode: FileMode, report: "Report"
 ) -> None:
     """Reformat a single file under `src` without spawning child processes.
 
     If `quiet` is True, non-error messages are not output. `line_length`,
-    `write_back`, and `fast` options are passed to :func:`format_file_in_place`.
+    `write_back`, `fast` and `pyi` options are passed to
+    :func:`format_file_in_place` or :func:`format_stdin_to_stdout`.
     """
     try:
         changed = Changed.NO
         if not src.is_file() and str(src) == "-":
-            if format_stdin_to_stdout(
-                line_length=line_length, fast=fast, write_back=write_back
-            ):
+            if format_stdin_to_stdout(fast=fast, write_back=write_back, mode=mode):
                 changed = Changed.YES
         else:
             cache: Cache = {}
             if write_back != WriteBack.DIFF:
-                cache = read_cache(line_length)
-                src = src.resolve()
-                if src in cache and cache[src] == get_cache_info(src):
+                cache = read_cache(mode)
+                res_src = src.resolve()
+                if res_src in cache and cache[res_src] == get_cache_info(res_src):
                     changed = Changed.CACHED
-            if (
-                changed is not Changed.CACHED
-                and format_file_in_place(
-                    src, line_length=line_length, fast=fast, write_back=write_back
-                )
+            if changed is not Changed.CACHED and format_file_in_place(
+                src, fast=fast, write_back=write_back, mode=mode
             ):
                 changed = Changed.YES
-            if write_back == WriteBack.YES and changed is not Changed.NO:
-                write_cache(cache, [src], line_length)
+            if (write_back is WriteBack.YES and changed is not Changed.CACHED) or (
+                write_back is WriteBack.CHECK and changed is Changed.NO
+            ):
+                write_cache(cache, [src], mode)
         report.done(src, changed)
     except Exception as exc:
         report.failed(src, str(exc))
 
 
+def reformat_many(
+    sources: Set[Path],
+    fast: bool,
+    write_back: WriteBack,
+    mode: FileMode,
+    report: "Report",
+) -> None:
+    """Reformat multiple files using a ProcessPoolExecutor."""
+    loop = asyncio.get_event_loop()
+    worker_count = os.cpu_count()
+    if sys.platform == "win32":
+        # Work around https://bugs.python.org/issue26903
+        worker_count = min(worker_count, 61)
+    executor = ProcessPoolExecutor(max_workers=worker_count)
+    try:
+        loop.run_until_complete(
+            schedule_formatting(
+                sources=sources,
+                fast=fast,
+                write_back=write_back,
+                mode=mode,
+                report=report,
+                loop=loop,
+                executor=executor,
+            )
+        )
+    finally:
+        shutdown(loop)
+
+
 async def schedule_formatting(
-    sources: List[Path],
-    line_length: int,
+    sources: Set[Path],
     fast: bool,
     write_back: WriteBack,
+    mode: FileMode,
     report: "Report",
     loop: BaseEventLoop,
     executor: Executor,
@@ -264,90 +539,107 @@ async def schedule_formatting(
 
     (Use ProcessPoolExecutors for actual parallelism.)
 
-    `line_length`, `write_back`, and `fast` options are passed to
+    `line_length`, `write_back`, `fast`, and `pyi` options are passed to
     :func:`format_file_in_place`.
     """
     cache: Cache = {}
     if write_back != WriteBack.DIFF:
-        cache = read_cache(line_length)
+        cache = read_cache(mode)
         sources, cached = filter_cached(cache, sources)
-        for src in cached:
+        for src in sorted(cached):
             report.done(src, Changed.CACHED)
+    if not sources:
+        return
+
     cancelled = []
-    formatted = []
-    if sources:
-        lock = None
-        if write_back == WriteBack.DIFF:
-            # For diff output, we need locks to ensure we don't interleave output
-            # from different processes.
-            manager = Manager()
-            lock = manager.Lock()
-        tasks = {
-            src: loop.run_in_executor(
-                executor, format_file_in_place, src, line_length, fast, write_back, lock
+    sources_to_cache = []
+    lock = None
+    if write_back == WriteBack.DIFF:
+        # For diff output, we need locks to ensure we don't interleave output
+        # from different processes.
+        manager = Manager()
+        lock = manager.Lock()
+    tasks = {
+        asyncio.ensure_future(
+            loop.run_in_executor(
+                executor, format_file_in_place, src, fast, mode, write_back, lock
             )
-            for src in sources
-        }
-        _task_values = list(tasks.values())
-        try:
-            loop.add_signal_handler(signal.SIGINT, cancel, _task_values)
-            loop.add_signal_handler(signal.SIGTERM, cancel, _task_values)
-        except NotImplementedError:
-            # There are no good alternatives for these on Windows
-            pass
-        await asyncio.wait(_task_values)
-        for src, task in tasks.items():
-            if not task.done():
-                report.failed(src, "timed out, cancelling")
-                task.cancel()
-                cancelled.append(task)
-            elif task.cancelled():
+        ): src
+        for src in sorted(sources)
+    }
+    pending: Iterable[asyncio.Future] = tasks.keys()
+    try:
+        loop.add_signal_handler(signal.SIGINT, cancel, pending)
+        loop.add_signal_handler(signal.SIGTERM, cancel, pending)
+    except NotImplementedError:
+        # There are no good alternatives for these on Windows.
+        pass
+    while pending:
+        done, _ = await asyncio.wait(pending, return_when=asyncio.FIRST_COMPLETED)
+        for task in done:
+            src = tasks.pop(task)
+            if task.cancelled():
                 cancelled.append(task)
             elif task.exception():
                 report.failed(src, str(task.exception()))
             else:
-                formatted.append(src)
-                report.done(src, Changed.YES if task.result() else Changed.NO)
-
+                changed = Changed.YES if task.result() else Changed.NO
+                # If the file was written back or was successfully checked as
+                # well-formatted, store this information in the cache.
+                if write_back is WriteBack.YES or (
+                    write_back is WriteBack.CHECK and changed is Changed.NO
+                ):
+                    sources_to_cache.append(src)
+                report.done(src, changed)
     if cancelled:
         await asyncio.gather(*cancelled, loop=loop, return_exceptions=True)
-    if write_back == WriteBack.YES and formatted:
-        write_cache(cache, formatted, line_length)
+    if sources_to_cache:
+        write_cache(cache, sources_to_cache, mode)
 
 
 def format_file_in_place(
     src: Path,
-    line_length: int,
     fast: bool,
+    mode: FileMode,
     write_back: WriteBack = WriteBack.NO,
     lock: Any = None,  # multiprocessing.Manager().Lock() is some crazy proxy
 ) -> bool:
     """Format file under `src` path. Return True if changed.
 
-    If `write_back` is True, write reformatted code back to stdout.
+    If `write_back` is DIFF, write a diff to stdout. If it is YES, write reformatted
+    code to the file.
     `line_length` and `fast` options are passed to :func:`format_file_contents`.
     """
+    if src.suffix == ".pyi":
+        mode = evolve(mode, is_pyi=True)
 
-    with tokenize.open(src) as src_buffer:
-        src_contents = src_buffer.read()
+    then = datetime.utcfromtimestamp(src.stat().st_mtime)
+    with open(src, "rb") as buf:
+        src_contents, encoding, newline = decode_bytes(buf.read())
     try:
-        dst_contents = format_file_contents(
-            src_contents, line_length=line_length, fast=fast
-        )
+        dst_contents = format_file_contents(src_contents, fast=fast, mode=mode)
     except NothingChanged:
         return False
 
     if write_back == write_back.YES:
-        with open(src, "w", encoding=src_buffer.encoding) as f:
+        with open(src, "w", encoding=encoding, newline=newline) as f:
             f.write(dst_contents)
     elif write_back == write_back.DIFF:
-        src_name = f"{src}  (original)"
-        dst_name = f"{src}  (formatted)"
+        now = datetime.utcnow()
+        src_name = f"{src}\t{then} +0000"
+        dst_name = f"{src}\t{now} +0000"
         diff_contents = diff(src_contents, dst_contents, src_name, dst_name)
         if lock:
             lock.acquire()
         try:
-            sys.stdout.write(diff_contents)
+            f = io.TextIOWrapper(
+                sys.stdout.buffer,
+                encoding=encoding,
+                newline=newline,
+                write_through=True,
+            )
+            f.write(diff_contents)
+            f.detach()
         finally:
             if lock:
                 lock.release()
@@ -355,33 +647,40 @@ def format_file_in_place(
 
 
 def format_stdin_to_stdout(
-    line_length: int, fast: bool, write_back: WriteBack = WriteBack.NO
+    fast: bool, *, write_back: WriteBack = WriteBack.NO, mode: FileMode
 ) -> bool:
     """Format file on stdin. Return True if changed.
 
-    If `write_back` is True, write reformatted code back to stdout.
-    `line_length` and `fast` arguments are passed to :func:`format_file_contents`.
+    If `write_back` is YES, write reformatted code back to stdout. If it is DIFF,
+    write a diff to stdout. The `mode` argument is passed to
+    :func:`format_file_contents`.
     """
-    src = sys.stdin.read()
+    then = datetime.utcnow()
+    src, encoding, newline = decode_bytes(sys.stdin.buffer.read())
     dst = src
     try:
-        dst = format_file_contents(src, line_length=line_length, fast=fast)
+        dst = format_file_contents(src, fast=fast, mode=mode)
         return True
 
     except NothingChanged:
         return False
 
     finally:
+        f = io.TextIOWrapper(
+            sys.stdout.buffer, encoding=encoding, newline=newline, write_through=True
+        )
         if write_back == WriteBack.YES:
-            sys.stdout.write(dst)
+            f.write(dst)
         elif write_back == WriteBack.DIFF:
-            src_name = "<stdin>  (original)"
-            dst_name = "<stdin>  (formatted)"
-            sys.stdout.write(diff(src, dst, src_name, dst_name))
+            now = datetime.utcnow()
+            src_name = f"STDIN\t{then} +0000"
+            dst_name = f"STDOUT\t{now} +0000"
+            f.write(diff(src, dst, src_name, dst_name))
+        f.detach()
 
 
 def format_file_contents(
-    src_contents: str, line_length: int, fast: bool
+    src_contents: str, *, fast: bool, mode: FileMode
 ) -> FileContent:
     """Reformat contents a file and return new contents.
 
@@ -392,53 +691,117 @@ def format_file_contents(
     if src_contents.strip() == "":
         raise NothingChanged
 
-    dst_contents = format_str(src_contents, line_length=line_length)
+    dst_contents = format_str(src_contents, mode=mode)
     if src_contents == dst_contents:
         raise NothingChanged
 
     if not fast:
         assert_equivalent(src_contents, dst_contents)
-        assert_stable(src_contents, dst_contents, line_length=line_length)
+        assert_stable(src_contents, dst_contents, mode=mode)
     return dst_contents
 
 
-def format_str(src_contents: str, line_length: int) -> FileContent:
+def format_str(src_contents: str, *, mode: FileMode) -> FileContent:
     """Reformat a string and return new contents.
 
     `line_length` determines how many characters per line are allowed.
     """
-    src_node = lib2to3_parse(src_contents)
-    dst_contents = ""
-    lines = LineGenerator()
-    elt = EmptyLineTracker()
-    py36 = is_python36(src_node)
+    src_node = lib2to3_parse(src_contents.lstrip(), mode.target_versions)
+    dst_contents = []
+    future_imports = get_future_imports(src_node)
+    if mode.target_versions:
+        versions = mode.target_versions
+    else:
+        versions = detect_target_versions(src_node)
+    normalize_fmt_off(src_node)
+    lines = LineGenerator(
+        remove_u_prefix="unicode_literals" in future_imports
+        or supports_feature(versions, Feature.UNICODE_LITERALS),
+        is_pyi=mode.is_pyi,
+        normalize_strings=mode.string_normalization,
+    )
+    elt = EmptyLineTracker(is_pyi=mode.is_pyi)
     empty_line = Line()
     after = 0
+    split_line_features = {
+        feature
+        for feature in {Feature.TRAILING_COMMA_IN_CALL, Feature.TRAILING_COMMA_IN_DEF}
+        if supports_feature(versions, feature)
+    }
     for current_line in lines.visit(src_node):
         for _ in range(after):
-            dst_contents += str(empty_line)
+            dst_contents.append(str(empty_line))
         before, after = elt.maybe_empty_lines(current_line)
         for _ in range(before):
-            dst_contents += str(empty_line)
-        for line in split_line(current_line, line_length=line_length, py36=py36):
-            dst_contents += str(line)
-    return dst_contents
+            dst_contents.append(str(empty_line))
+        for line in split_line(
+            current_line, line_length=mode.line_length, features=split_line_features
+        ):
+            dst_contents.append(str(line))
+    return "".join(dst_contents)
 
 
-GRAMMARS = [
-    pygram.python_grammar_no_print_statement_no_exec_statement,
-    pygram.python_grammar_no_print_statement,
-    pygram.python_grammar,
-]
+def decode_bytes(src: bytes) -> Tuple[FileContent, Encoding, NewLine]:
+    """Return a tuple of (decoded_contents, encoding, newline).
+
+    `newline` is either CRLF or LF but `decoded_contents` is decoded with
+    universal newlines (i.e. only contains LF).
+    """
+    srcbuf = io.BytesIO(src)
+    encoding, lines = tokenize.detect_encoding(srcbuf.readline)
+    if not lines:
+        return "", encoding, "\n"
+
+    newline = "\r\n" if b"\r\n" == lines[0][-2:] else "\n"
+    srcbuf.seek(0)
+    with io.TextIOWrapper(srcbuf, encoding) as tiow:
+        return tiow.read(), encoding, newline
+
+
+def get_grammars(target_versions: Set[TargetVersion]) -> List[Grammar]:
+    if not target_versions:
+        # No target_version specified, so try all grammars.
+        return [
+            # Python 3.7+
+            pygram.python_grammar_no_print_statement_no_exec_statement_async_keywords,
+            # Python 3.0-3.6
+            pygram.python_grammar_no_print_statement_no_exec_statement,
+            # Python 2.7 with future print_function import
+            pygram.python_grammar_no_print_statement,
+            # Python 2.7
+            pygram.python_grammar,
+        ]
+    elif all(version.is_python2() for version in target_versions):
+        # Python 2-only code, so try Python 2 grammars.
+        return [
+            # Python 2.7 with future print_function import
+            pygram.python_grammar_no_print_statement,
+            # Python 2.7
+            pygram.python_grammar,
+        ]
+    else:
+        # Python 3-compatible code, so only try Python 3 grammar.
+        grammars = []
+        # If we have to parse both, try to parse async as a keyword first
+        if not supports_feature(target_versions, Feature.ASYNC_IDENTIFIERS):
+            # Python 3.7+
+            grammars.append(
+                pygram.python_grammar_no_print_statement_no_exec_statement_async_keywords  # noqa: B950
+            )
+        if not supports_feature(target_versions, Feature.ASYNC_KEYWORDS):
+            # Python 3.0-3.6
+            grammars.append(pygram.python_grammar_no_print_statement_no_exec_statement)
+        # At least one of the above branches must have been taken, because every Python
+        # version has exactly one of the two 'ASYNC_*' flags
+        return grammars
 
 
-def lib2to3_parse(src_txt: str) -> Node:
+def lib2to3_parse(src_txt: str, target_versions: Iterable[TargetVersion] = ()) -> Node:
     """Given a string with source, return the lib2to3 Node."""
-    grammar = pygram.python_grammar_no_print_statement
-    if src_txt[-1] != "\n":
-        nl = "\r\n" if "\r\n" in src_txt[:1024] else "\n"
-        src_txt += nl
-    for grammar in GRAMMARS:
+    if src_txt[-1:] != "\n":
+        src_txt += "\n"
+
+    for grammar in get_grammars(set(target_versions)):
         drv = driver.Driver(grammar, pytree.convert)
         try:
             result = drv.parse_string(src_txt, True)
@@ -451,7 +814,7 @@ def lib2to3_parse(src_txt: str) -> Node:
                 faulty_line = lines[lineno - 1]
             except IndexError:
                 faulty_line = "<line number missing in source>"
-            exc = ValueError(f"Cannot parse: {lineno}:{column}: {faulty_line}")
+            exc = InvalidInput(f"Cannot parse: {lineno}:{column}: {faulty_line}")
     else:
         raise exc from None
 
@@ -520,18 +883,18 @@ class DebugVisitor(Visitor[T]):
             out(f" {node.value!r}", fg="blue", bold=False)
 
     @classmethod
-    def show(cls, code: str) -> None:
+    def show(cls, code: Union[str, Leaf, Node]) -> None:
         """Pretty-print the lib2to3 AST of a given string of `code`.
 
         Convenience method for debugging.
         """
         v: DebugVisitor[None] = DebugVisitor()
-        list(v.visit(lib2to3_parse(code)))
+        if isinstance(code, str):
+            code = lib2to3_parse(code)
+        list(v.visit(code))
 
 
-KEYWORDS = set(keyword.kwlist)
 WHITESPACE = {token.DEDENT, token.INDENT, token.NEWLINE}
-FLOW_CONTROL = {"return", "raise", "break", "continue"}
 STATEMENT = {
     syms.if_stmt,
     syms.while_stmt,
@@ -543,6 +906,7 @@ STATEMENT = {
     syms.classdef,
 }
 STANDALONE_COMMENT = 153
+token.tok_name[STANDALONE_COMMENT] = "STANDALONE_COMMENT"
 LOGIC_OPERATORS = {"and", "or"}
 COMPARATORS = {
     token.LESS,
@@ -553,19 +917,20 @@ COMPARATORS = {
     token.GREATEREQUAL,
 }
 MATH_OPERATORS = {
+    token.VBAR,
+    token.CIRCUMFLEX,
+    token.AMPER,
+    token.LEFTSHIFT,
+    token.RIGHTSHIFT,
     token.PLUS,
     token.MINUS,
     token.STAR,
     token.SLASH,
-    token.VBAR,
-    token.AMPER,
+    token.DOUBLESLASH,
     token.PERCENT,
-    token.CIRCUMFLEX,
+    token.AT,
     token.TILDE,
-    token.LEFTSHIFT,
-    token.RIGHTSHIFT,
     token.DOUBLESTAR,
-    token.DOUBLESLASH,
 }
 STARS = {token.STAR, token.DOUBLESTAR}
 VARARGS_PARENTS = {
@@ -580,6 +945,7 @@ UNPACKING_PARENTS = {
     syms.dictsetmaker,
     syms.listmaker,
     syms.testlist_gexp,
+    syms.testlist_star_expr,
 }
 TEST_DESCENDANTS = {
     syms.test,
@@ -598,13 +964,45 @@ TEST_DESCENDANTS = {
     syms.term,
     syms.power,
 }
+ASSIGNMENTS = {
+    "=",
+    "+=",
+    "-=",
+    "*=",
+    "@=",
+    "/=",
+    "%=",
+    "&=",
+    "|=",
+    "^=",
+    "<<=",
+    ">>=",
+    "**=",
+    "//=",
+}
 COMPREHENSION_PRIORITY = 20
-COMMA_PRIORITY = 10
-TERNARY_PRIORITY = 7
-LOGIC_PRIORITY = 5
-STRING_PRIORITY = 4
-COMPARATOR_PRIORITY = 3
-MATH_PRIORITY = 1
+COMMA_PRIORITY = 18
+TERNARY_PRIORITY = 16
+LOGIC_PRIORITY = 14
+STRING_PRIORITY = 12
+COMPARATOR_PRIORITY = 10
+MATH_PRIORITIES = {
+    token.VBAR: 9,
+    token.CIRCUMFLEX: 8,
+    token.AMPER: 7,
+    token.LEFTSHIFT: 6,
+    token.RIGHTSHIFT: 6,
+    token.PLUS: 5,
+    token.MINUS: 5,
+    token.STAR: 4,
+    token.SLASH: 4,
+    token.DOUBLESLASH: 4,
+    token.PERCENT: 4,
+    token.AT: 4,
+    token.TILDE: 3,
+    token.DOUBLESTAR: 2,
+}
+DOT_PRIORITY = 1
 
 
 @dataclass
@@ -615,8 +1013,8 @@ class BracketTracker:
     bracket_match: Dict[Tuple[Depth, NodeType], Leaf] = Factory(dict)
     delimiters: Dict[LeafID, Priority] = Factory(dict)
     previous: Optional[Leaf] = None
-    _for_loop_variable: bool = False
-    _lambda_arguments: bool = False
+    _for_loop_depths: List[int] = Factory(list)
+    _lambda_argument_depths: List[int] = Factory(list)
 
     def mark(self, leaf: Leaf) -> None:
         """Mark `leaf` with bracket-related metadata. Keep track of delimiters.
@@ -670,6 +1068,17 @@ class BracketTracker:
         """
         return max(v for k, v in self.delimiters.items() if k not in exclude)
 
+    def delimiter_count_with_priority(self, priority: int = 0) -> int:
+        """Return the number of delimiters with the given `priority`.
+
+        If no `priority` is passed, defaults to max priority on the line.
+        """
+        if not self.delimiters:
+            return 0
+
+        priority = priority or self.max_delimiter_priority()
+        return sum(1 for p in self.delimiters.values() if p == priority)
+
     def maybe_increment_for_loop_variable(self, leaf: Leaf) -> bool:
         """In a for loop, or comprehension, the variables are often unpacks.
 
@@ -678,16 +1087,21 @@ class BracketTracker:
         """
         if leaf.type == token.NAME and leaf.value == "for":
             self.depth += 1
-            self._for_loop_variable = True
+            self._for_loop_depths.append(self.depth)
             return True
 
         return False
 
     def maybe_decrement_after_for_loop_variable(self, leaf: Leaf) -> bool:
         """See `maybe_increment_for_loop_variable` above for explanation."""
-        if self._for_loop_variable and leaf.type == token.NAME and leaf.value == "in":
+        if (
+            self._for_loop_depths
+            and self._for_loop_depths[-1] == self.depth
+            and leaf.type == token.NAME
+            and leaf.value == "in"
+        ):
             self.depth -= 1
-            self._for_loop_variable = False
+            self._for_loop_depths.pop()
             return True
 
         return False
@@ -700,16 +1114,20 @@ class BracketTracker:
         """
         if leaf.type == token.NAME and leaf.value == "lambda":
             self.depth += 1
-            self._lambda_arguments = True
+            self._lambda_argument_depths.append(self.depth)
             return True
 
         return False
 
     def maybe_decrement_after_lambda_arguments(self, leaf: Leaf) -> bool:
         """See `maybe_increment_lambda_arguments` above for explanation."""
-        if self._lambda_arguments and leaf.type == token.COLON:
+        if (
+            self._lambda_argument_depths
+            and self._lambda_argument_depths[-1] == self.depth
+            and leaf.type == token.COLON
+        ):
             self.depth -= 1
-            self._lambda_arguments = False
+            self._lambda_argument_depths.pop()
             return True
 
         return False
@@ -725,9 +1143,10 @@ class Line:
 
     depth: int = 0
     leaves: List[Leaf] = Factory(list)
-    comments: List[Tuple[Index, Leaf]] = Factory(list)
+    comments: Dict[LeafID, List[Leaf]] = Factory(dict)  # keys ordered like `leaves`
     bracket_tracker: BracketTracker = Factory(BracketTracker)
     inside_brackets: bool = False
+    should_explode: bool = False
 
     def append(self, leaf: Leaf, preformatted: bool = False) -> None:
         """Add a new `leaf` to the end of the line.
@@ -798,6 +1217,13 @@ class Line:
             and self.leaves[0].value == "class"
         )
 
+    @property
+    def is_stub_class(self) -> bool:
+        """Is this line a class definition with a body consisting only of "..."?"""
+        return self.is_class and self.leaves[-3:] == [
+            Leaf(token.DOT, ".") for _ in range(3)
+        ]
+
     @property
     def is_def(self) -> bool:
         """Is this a function definition? (Also returns True for async defs.)"""
@@ -810,35 +1236,11 @@ class Line:
             second_leaf: Optional[Leaf] = self.leaves[1]
         except IndexError:
             second_leaf = None
-        return (
-            (first_leaf.type == token.NAME and first_leaf.value == "def")
-            or (
-                first_leaf.type == token.ASYNC
-                and second_leaf is not None
-                and second_leaf.type == token.NAME
-                and second_leaf.value == "def"
-            )
-        )
-
-    @property
-    def is_flow_control(self) -> bool:
-        """Is this line a flow control statement?
-
-        Those are `return`, `raise`, `break`, and `continue`.
-        """
-        return (
-            bool(self)
-            and self.leaves[0].type == token.NAME
-            and self.leaves[0].value in FLOW_CONTROL
-        )
-
-    @property
-    def is_yield(self) -> bool:
-        """Is this line a yield statement?"""
-        return (
-            bool(self)
-            and self.leaves[0].type == token.NAME
-            and self.leaves[0].value == "yield"
+        return (first_leaf.type == token.NAME and first_leaf.value == "def") or (
+            first_leaf.type == token.ASYNC
+            and second_leaf is not None
+            and second_leaf.type == token.NAME
+            and second_leaf.value == "def"
         )
 
     @property
@@ -857,12 +1259,51 @@ class Line:
             and self.leaves[3].value == ")"
         )
 
+    @property
+    def is_triple_quoted_string(self) -> bool:
+        """Is the line a triple quoted string?"""
+        return (
+            bool(self)
+            and self.leaves[0].type == token.STRING
+            and self.leaves[0].value.startswith(('"""', "'''"))
+        )
+
     def contains_standalone_comments(self, depth_limit: int = sys.maxsize) -> bool:
         """If so, needs to be split before emitting."""
         for leaf in self.leaves:
             if leaf.type == STANDALONE_COMMENT:
                 if leaf.bracket_depth <= depth_limit:
                     return True
+        return False
+
+    def contains_inner_type_comments(self) -> bool:
+        ignored_ids = set()
+        try:
+            last_leaf = self.leaves[-1]
+            ignored_ids.add(id(last_leaf))
+            if last_leaf.type == token.COMMA:
+                # When trailing commas are inserted by Black for consistency, comments
+                # after the previous last element are not moved (they don't have to,
+                # rendering will still be correct).  So we ignore trailing commas.
+                last_leaf = self.leaves[-2]
+                ignored_ids.add(id(last_leaf))
+        except IndexError:
+            return False
+
+        for leaf_id, comments in self.comments.items():
+            if leaf_id in ignored_ids:
+                continue
+
+            for comment in comments:
+                if is_type_comment(comment):
+                    return True
+
+        return False
+
+    def contains_multiline_strings(self) -> bool:
+        for leaf in self.leaves:
+            if is_multiline_string(leaf):
+                return True
 
         return False
 
@@ -891,7 +1332,7 @@ class Line:
             self.remove_trailing_comma()
             return True
 
-        # Otheriwsse, if the trailing one is the only one, we might mistakenly
+        # Otherwise, if the trailing one is the only one, we might mistakenly
         # change a tuple into a different type by removing the comma.
         depth = closing.bracket_depth + 1
         commas = 0
@@ -932,52 +1373,40 @@ class Line:
         if comment.type != token.COMMENT:
             return False
 
-        after = len(self.leaves) - 1
-        if after == -1:
+        if not self.leaves:
             comment.type = STANDALONE_COMMENT
             comment.prefix = ""
             return False
 
-        else:
-            self.comments.append((after, comment))
-            return True
+        self.comments.setdefault(id(self.leaves[-1]), []).append(comment)
+        return True
 
-    def comments_after(self, leaf: Leaf) -> Iterator[Leaf]:
+    def comments_after(self, leaf: Leaf) -> List[Leaf]:
         """Generate comments that should appear directly after `leaf`."""
-        for _leaf_index, _leaf in enumerate(self.leaves):
-            if leaf is _leaf:
-                break
-
-        else:
-            return
-
-        for index, comment_after in self.comments:
-            if _leaf_index == index:
-                yield comment_after
+        return self.comments.get(id(leaf), [])
 
     def remove_trailing_comma(self) -> None:
         """Remove the trailing comma and moves the comments attached to it."""
-        comma_index = len(self.leaves) - 1
-        for i in range(len(self.comments)):
-            comment_index, comment = self.comments[i]
-            if comment_index == comma_index:
-                self.comments[i] = (comma_index - 1, comment)
-        self.leaves.pop()
+        trailing_comma = self.leaves.pop()
+        trailing_comma_comments = self.comments.pop(id(trailing_comma), [])
+        self.comments.setdefault(id(self.leaves[-1]), []).extend(
+            trailing_comma_comments
+        )
 
     def is_complex_subscript(self, leaf: Leaf) -> bool:
         """Return True iff `leaf` is part of a slice with non-trivial exprs."""
-        open_lsqb = (
-            leaf if leaf.type == token.LSQB else self.bracket_tracker.get_open_lsqb()
-        )
+        open_lsqb = self.bracket_tracker.get_open_lsqb()
         if open_lsqb is None:
             return False
 
         subscript_start = open_lsqb.next_sibling
-        if (
-            isinstance(subscript_start, Node)
-            and subscript_start.type == syms.subscriptlist
-        ):
-            subscript_start = child_towards(subscript_start, leaf)
+
+        if isinstance(subscript_start, Node):
+            if subscript_start.type == syms.listmaker:
+                return False
+
+            if subscript_start.type == syms.subscriptlist:
+                subscript_start = child_towards(subscript_start, leaf)
         return subscript_start is not None and any(
             n.type in TEST_DESCENDANTS for n in subscript_start.pre_order()
         )
@@ -993,7 +1422,7 @@ class Line:
         res = f"{first.prefix}{indent}{first.value}"
         for leaf in leaves:
             res += str(leaf)
-        for _, comment in self.comments:
+        for comment in itertools.chain.from_iterable(self.comments.values()):
             res += str(comment)
         return res + "\n"
 
@@ -1002,55 +1431,6 @@ class Line:
         return bool(self.leaves or self.comments)
 
 
-class UnformattedLines(Line):
-    """Just like :class:`Line` but stores lines which aren't reformatted."""
-
-    def append(self, leaf: Leaf, preformatted: bool = True) -> None:
-        """Just add a new `leaf` to the end of the lines.
-
-        The `preformatted` argument is ignored.
-
-        Keeps track of indentation `depth`, which is useful when the user
-        says `# fmt: on`. Otherwise, doesn't do anything with the `leaf`.
-        """
-        try:
-            list(generate_comments(leaf))
-        except FormatOn as f_on:
-            self.leaves.append(f_on.leaf_from_consumed(leaf))
-            raise
-
-        self.leaves.append(leaf)
-        if leaf.type == token.INDENT:
-            self.depth += 1
-        elif leaf.type == token.DEDENT:
-            self.depth -= 1
-
-    def __str__(self) -> str:
-        """Render unformatted lines from leaves which were added with `append()`.
-
-        `depth` is not used for indentation in this case.
-        """
-        if not self:
-            return "\n"
-
-        res = ""
-        for leaf in self.leaves:
-            res += str(leaf)
-        return res
-
-    def append_comment(self, comment: Leaf) -> bool:
-        """Not implemented in this class. Raises `NotImplementedError`."""
-        raise NotImplementedError("Unformatted lines don't store comments separately.")
-
-    def maybe_remove_trailing_comma(self, closing: Leaf) -> bool:
-        """Does nothing and returns False."""
-        return False
-
-    def maybe_increment_for_loop_variable(self, leaf: Leaf) -> bool:
-        """Does nothing and returns False."""
-        return False
-
-
 @dataclass
 class EmptyLineTracker:
     """Provides a stateful method that returns the number of potential extra
@@ -1060,6 +1440,8 @@ class EmptyLineTracker:
     the prefix of the first leaf consists of optional newlines.  Those newlines
     are consumed by `maybe_empty_lines()` and included in the computation.
     """
+
+    is_pyi: bool = False
     previous_line: Optional[Line] = None
     previous_after: int = 0
     previous_defs: List[int] = Factory(list)
@@ -1068,12 +1450,8 @@ class EmptyLineTracker:
         """Return the number of extra empty lines before and after the `current_line`.
 
         This is for separating `def`, `async def` and `class` with extra empty
-        lines (two on module-level), as well as providing an extra empty line
-        after flow control keywords to make them more prominent.
+        lines (two on module-level).
         """
-        if isinstance(current_line, UnformattedLines):
-            return 0, 0
-
         before, after = self._maybe_empty_lines(current_line)
         before -= self.previous_after
         self.previous_after = after
@@ -1083,7 +1461,7 @@ class EmptyLineTracker:
     def _maybe_empty_lines(self, current_line: Line) -> Tuple[int, int]:
         max_allowed = 1
         if current_line.depth == 0:
-            max_allowed = 2
+            max_allowed = 1 if self.is_pyi else 2
         if current_line.leaves:
             # Consume the first leaf's extra newlines.
             first_leaf = current_line.leaves[0]
@@ -1095,29 +1473,12 @@ class EmptyLineTracker:
         depth = current_line.depth
         while self.previous_defs and self.previous_defs[-1] >= depth:
             self.previous_defs.pop()
-            before = 1 if depth else 2
-        is_decorator = current_line.is_decorator
-        if is_decorator or current_line.is_def or current_line.is_class:
-            if not is_decorator:
-                self.previous_defs.append(depth)
-            if self.previous_line is None:
-                # Don't insert empty lines before the first line in the file.
-                return 0, 0
-
-            if self.previous_line.is_decorator:
-                return 0, 0
-
-            if (
-                self.previous_line.is_comment
-                and self.previous_line.depth == current_line.depth
-                and before == 0
-            ):
-                return 0, 0
-
-            newlines = 2
-            if current_line.depth:
-                newlines -= 1
-            return newlines, 0
+            if self.is_pyi:
+                before = 0 if depth else 1
+            else:
+                before = 1 if depth else 2
+        if current_line.is_decorator or current_line.is_def or current_line.is_class:
+            return self._maybe_empty_lines_for_class_or_def(current_line, before)
 
         if (
             self.previous_line
@@ -1127,19 +1488,74 @@ class EmptyLineTracker:
         ):
             return (before or 1), 0
 
+        if (
+            self.previous_line
+            and self.previous_line.is_class
+            and current_line.is_triple_quoted_string
+        ):
+            return before, 1
+
         return before, 0
 
+    def _maybe_empty_lines_for_class_or_def(
+        self, current_line: Line, before: int
+    ) -> Tuple[int, int]:
+        if not current_line.is_decorator:
+            self.previous_defs.append(current_line.depth)
+        if self.previous_line is None:
+            # Don't insert empty lines before the first line in the file.
+            return 0, 0
 
-@dataclass
-class LineGenerator(Visitor[Line]):
-    """Generates reformatted Line objects.  Empty lines are not emitted.
+        if self.previous_line.is_decorator:
+            return 0, 0
 
-    Note: destroys the tree it's visiting by mutating prefixes of its leaves
-    in ways that will no longer stringify to valid Python code on the tree.
+        if self.previous_line.depth < current_line.depth and (
+            self.previous_line.is_class or self.previous_line.is_def
+        ):
+            return 0, 0
+
+        if (
+            self.previous_line.is_comment
+            and self.previous_line.depth == current_line.depth
+            and before == 0
+        ):
+            return 0, 0
+
+        if self.is_pyi:
+            if self.previous_line.depth > current_line.depth:
+                newlines = 1
+            elif current_line.is_class or self.previous_line.is_class:
+                if current_line.is_stub_class and self.previous_line.is_stub_class:
+                    # No blank line between classes with an empty body
+                    newlines = 0
+                else:
+                    newlines = 1
+            elif current_line.is_def and not self.previous_line.is_def:
+                # Blank line between a block of functions and a block of non-functions
+                newlines = 1
+            else:
+                newlines = 0
+        else:
+            newlines = 2
+        if current_line.depth and newlines:
+            newlines -= 1
+        return newlines, 0
+
+
+@dataclass
+class LineGenerator(Visitor[Line]):
+    """Generates reformatted Line objects.  Empty lines are not emitted.
+
+    Note: destroys the tree it's visiting by mutating prefixes of its leaves
+    in ways that will no longer stringify to valid Python code on the tree.
     """
+
+    is_pyi: bool = False
+    normalize_strings: bool = True
     current_line: Line = Factory(Line)
+    remove_u_prefix: bool = False
 
-    def line(self, indent: int = 0, type: Type[Line] = Line) -> Iterator[Line]:
+    def line(self, indent: int = 0) -> Iterator[Line]:
         """Generate a line.
 
         If the line is empty, only emit if it makes sense.
@@ -1148,66 +1564,61 @@ class LineGenerator(Visitor[Line]):
         If any lines were generated, set up a new current_line.
         """
         if not self.current_line:
-            if self.current_line.__class__ == type:
-                self.current_line.depth += indent
-            else:
-                self.current_line = type(depth=self.current_line.depth + indent)
+            self.current_line.depth += indent
             return  # Line is empty, don't emit. Creating a new one unnecessary.
 
         complete_line = self.current_line
-        self.current_line = type(depth=complete_line.depth + indent)
+        self.current_line = Line(depth=complete_line.depth + indent)
         yield complete_line
 
-    def visit(self, node: LN) -> Iterator[Line]:
-        """Main method to visit `node` and its children.
-
-        Yields :class:`Line` objects.
-        """
-        if isinstance(self.current_line, UnformattedLines):
-            # File contained `# fmt: off`
-            yield from self.visit_unformatted(node)
-
-        else:
-            yield from super().visit(node)
-
     def visit_default(self, node: LN) -> Iterator[Line]:
         """Default `visit_*()` implementation. Recurses to children of `node`."""
         if isinstance(node, Leaf):
             any_open_brackets = self.current_line.bracket_tracker.any_open_brackets()
-            try:
-                for comment in generate_comments(node):
-                    if any_open_brackets:
-                        # any comment within brackets is subject to splitting
-                        self.current_line.append(comment)
-                    elif comment.type == token.COMMENT:
-                        # regular trailing comment
-                        self.current_line.append(comment)
-                        yield from self.line()
+            for comment in generate_comments(node):
+                if any_open_brackets:
+                    # any comment within brackets is subject to splitting
+                    self.current_line.append(comment)
+                elif comment.type == token.COMMENT:
+                    # regular trailing comment
+                    self.current_line.append(comment)
+                    yield from self.line()
 
-                    else:
-                        # regular standalone comment
-                        yield from self.line()
-
-                        self.current_line.append(comment)
-                        yield from self.line()
-
-            except FormatOff as f_off:
-                f_off.trim_prefix(node)
-                yield from self.line(type=UnformattedLines)
-                yield from self.visit(node)
-
-            except FormatOn as f_on:
-                # This only happens here if somebody says "fmt: on" multiple
-                # times in a row.
-                f_on.trim_prefix(node)
-                yield from self.visit_default(node)
+                else:
+                    # regular standalone comment
+                    yield from self.line()
+
+                    self.current_line.append(comment)
+                    yield from self.line()
+
+            normalize_prefix(node, inside_brackets=any_open_brackets)
+            if self.normalize_strings and node.type == token.STRING:
+                normalize_string_prefix(node, remove_u_prefix=self.remove_u_prefix)
+                normalize_string_quotes(node)
+            if node.type == token.NUMBER:
+                normalize_numeric_literal(node)
+            if node.type not in WHITESPACE:
+                self.current_line.append(node)
+        yield from super().visit_default(node)
 
-            else:
-                normalize_prefix(node, inside_brackets=any_open_brackets)
-                if node.type == token.STRING:
-                    normalize_string_quotes(node)
-                if node.type not in WHITESPACE:
-                    self.current_line.append(node)
+    def visit_atom(self, node: Node) -> Iterator[Line]:
+        # Always make parentheses invisible around a single node, because it should
+        # not be needed (except in the case of yield, where removing the parentheses
+        # produces a SyntaxError).
+        if (
+            len(node.children) == 3
+            and isinstance(node.children[0], Leaf)
+            and node.children[0].type == token.LPAR
+            and isinstance(node.children[2], Leaf)
+            and node.children[2].type == token.RPAR
+            and isinstance(node.children[1], Leaf)
+            and not (
+                node.children[1].type == token.NAME
+                and node.children[1].value == "yield"
+            )
+        ):
+            node.children[0].value = ""
+            node.children[2].value = ""
         yield from super().visit_default(node)
 
     def visit_INDENT(self, node: Node) -> Iterator[Line]:
@@ -1236,14 +1647,13 @@ class LineGenerator(Visitor[Line]):
         """Visit a statement.
 
         This implementation is shared for `if`, `while`, `for`, `try`, `except`,
-        `def`, `with`, `class`, and `assert`.
+        `def`, `with`, `class`, `assert` and assignments.
 
         The relevant Python language `keywords` for a given statement will be
         NAME leaves within it. This methods puts those on a separate line.
 
-        `parens` holds pairs of nodes where invisible parentheses should be put.
-        Keys hold nodes after which opening parentheses should be put, values
-        hold nodes before which closing parentheses should be put.
+        `parens` holds a set of string leaf values immediately after which
+        invisible parens should be put.
         """
         normalize_invisible_parens(node, parens_after=parens)
         for child in node.children:
@@ -1252,16 +1662,27 @@ class LineGenerator(Visitor[Line]):
 
             yield from self.visit(child)
 
+    def visit_suite(self, node: Node) -> Iterator[Line]:
+        """Visit a suite."""
+        if self.is_pyi and is_stub_suite(node):
+            yield from self.visit(node.children[2])
+        else:
+            yield from self.visit_default(node)
+
     def visit_simple_stmt(self, node: Node) -> Iterator[Line]:
         """Visit a statement without nested statements."""
         is_suite_like = node.parent and node.parent.type in STATEMENT
         if is_suite_like:
-            yield from self.line(+1)
-            yield from self.visit_default(node)
-            yield from self.line(-1)
+            if self.is_pyi and is_stub_body(node):
+                yield from self.visit_default(node)
+            else:
+                yield from self.line(+1)
+                yield from self.visit_default(node)
+                yield from self.line(-1)
 
         else:
-            yield from self.line()
+            if not self.is_pyi or not node.parent or not is_stub_suite(node.parent):
+                yield from self.line()
             yield from self.visit_default(node)
 
     def visit_async_stmt(self, node: Node) -> Iterator[Line]:
@@ -1285,32 +1706,6 @@ class LineGenerator(Visitor[Line]):
             yield from self.line()
             yield from self.visit(child)
 
-    def visit_import_from(self, node: Node) -> Iterator[Line]:
-        """Visit import_from and maybe put invisible parentheses.
-
-        This is separate from `visit_stmt` because import statements don't
-        support arbitrary atoms and thus handling of parentheses is custom.
-        """
-        check_lpar = False
-        for index, child in enumerate(node.children):
-            if check_lpar:
-                if child.type == token.LPAR:
-                    # make parentheses invisible
-                    child.value = ""  # type: ignore
-                    node.children[-1].value = ""  # type: ignore
-                else:
-                    # insert invisible parentheses
-                    node.insert_child(index, Leaf(token.LPAR, ""))
-                    node.append_child(Leaf(token.RPAR, ""))
-                break
-
-            check_lpar = (
-                child.type == token.NAME and child.value == "import"  # type: ignore
-            )
-
-        for child in node.children:
-            yield from self.visit(child)
-
     def visit_SEMI(self, leaf: Leaf) -> Iterator[Line]:
         """Remove a semicolon and put the other statement on a separate line."""
         yield from self.line()
@@ -1320,30 +1715,19 @@ class LineGenerator(Visitor[Line]):
         yield from self.visit_default(leaf)
         yield from self.line()
 
-    def visit_unformatted(self, node: LN) -> Iterator[Line]:
-        """Used when file contained a `# fmt: off`."""
-        if isinstance(node, Node):
-            for child in node.children:
-                yield from self.visit(child)
-
-        else:
-            try:
-                self.current_line.append(node)
-            except FormatOn as f_on:
-                f_on.trim_prefix(node)
-                yield from self.line()
-                yield from self.visit(node)
-
-            if node.type == token.ENDMARKER:
-                # somebody decided not to put a final `# fmt: on`
-                yield from self.line()
+    def visit_STANDALONE_COMMENT(self, leaf: Leaf) -> Iterator[Line]:
+        if not self.current_line.bracket_tracker.any_open_brackets():
+            yield from self.line()
+        yield from self.visit_default(leaf)
 
     def __attrs_post_init__(self) -> None:
         """You are in a twisty little maze of passages."""
         v = self.visit_stmt
         Ø: Set[str] = set()
         self.visit_assert_stmt = partial(v, keywords={"assert"}, parens={"assert", ","})
-        self.visit_if_stmt = partial(v, keywords={"if", "else", "elif"}, parens={"if"})
+        self.visit_if_stmt = partial(
+            v, keywords={"if", "else", "elif"}, parens={"if", "elif"}
+        )
         self.visit_while_stmt = partial(v, keywords={"while", "else"}, parens={"while"})
         self.visit_for_stmt = partial(v, keywords={"for", "else"}, parens={"for", "in"})
         self.visit_try_stmt = partial(
@@ -1353,6 +1737,10 @@ class LineGenerator(Visitor[Line]):
         self.visit_with_stmt = partial(v, keywords={"with"}, parens=Ø)
         self.visit_funcdef = partial(v, keywords={"def"}, parens=Ø)
         self.visit_classdef = partial(v, keywords={"class"}, parens=Ø)
+        self.visit_expr_stmt = partial(v, keywords=Ø, parens=ASSIGNMENTS)
+        self.visit_return_stmt = partial(v, keywords={"return"}, parens={"return"})
+        self.visit_import_from = partial(v, keywords=Ø, parens={"import"})
+        self.visit_del_stmt = partial(v, keywords=Ø, parens={"del"})
         self.visit_async_funcdef = self.visit_async_stmt
         self.visit_decorated = self.visit_decorators
 
@@ -1365,7 +1753,7 @@ BRACKETS = OPENING_BRACKETS | CLOSING_BRACKETS
 ALWAYS_NO_SPACE = CLOSING_BRACKETS | {token.COMMA, STANDALONE_COMMENT}
 
 
-def whitespace(leaf: Leaf, *, complex_subscript: bool) -> str:  # noqa C901
+def whitespace(leaf: Leaf, *, complex_subscript: bool) -> str:  # noqa: C901
     """Return whitespace prefix if needed for the given `leaf`.
 
     `complex_subscript` signals whether the given leaf is part of a subscription
@@ -1384,10 +1772,11 @@ def whitespace(leaf: Leaf, *, complex_subscript: bool) -> str:  # noqa C901
         return DOUBLESPACE
 
     assert p is not None, f"INTERNAL ERROR: hand-made leaf without parent: {leaf!r}"
-    if (
-        t == token.COLON
-        and p.type not in {syms.subscript, syms.subscriptlist, syms.sliceop}
-    ):
+    if t == token.COLON and p.type not in {
+        syms.subscript,
+        syms.subscriptlist,
+        syms.sliceop,
+    }:
         return NO
 
     prev = leaf.prev_sibling
@@ -1408,7 +1797,10 @@ def whitespace(leaf: Leaf, *, complex_subscript: bool) -> str:  # noqa C901
         if prevp.type == token.EQUAL:
             if prevp.parent:
                 if prevp.parent.type in {
-                    syms.arglist, syms.argument, syms.parameters, syms.varargslist
+                    syms.arglist,
+                    syms.argument,
+                    syms.parameters,
+                    syms.varargslist,
                 }:
                     return NO
 
@@ -1561,16 +1953,16 @@ def whitespace(leaf: Leaf, *, complex_subscript: bool) -> str:  # noqa C901
 
             prevp_parent = prevp.parent
             assert prevp_parent is not None
-            if (
-                prevp.type == token.COLON
-                and prevp_parent.type in {syms.subscript, syms.sliceop}
-            ):
+            if prevp.type == token.COLON and prevp_parent.type in {
+                syms.subscript,
+                syms.sliceop,
+            }:
                 return NO
 
             elif prevp.type == token.EQUAL and prevp_parent.type == syms.argument:
                 return NO
 
-        elif t == token.NAME or t == token.NUMBER:
+        elif t in {token.NAME, token.NUMBER, token.STRING}:
             return NO
 
     elif p.type == syms.import_from:
@@ -1617,7 +2009,32 @@ def child_towards(ancestor: Node, descendant: LN) -> Optional[LN]:
     return node
 
 
-def is_split_after_delimiter(leaf: Leaf, previous: Leaf = None) -> int:
+def container_of(leaf: Leaf) -> LN:
+    """Return `leaf` or one of its ancestors that is the topmost container of it.
+
+    By "container" we mean a node where `leaf` is the very first child.
+    """
+    same_prefix = leaf.prefix
+    container: LN = leaf
+    while container:
+        parent = container.parent
+        if parent is None:
+            break
+
+        if parent.children[0].prefix != same_prefix:
+            break
+
+        if parent.type == syms.file_input:
+            break
+
+        if parent.prev_sibling is not None and parent.prev_sibling.type in BRACKETS:
+            break
+
+        container = parent
+    return container
+
+
+def is_split_after_delimiter(leaf: Leaf, previous: Optional[Leaf] = None) -> int:
     """Return the priority of the `leaf` delimiter, given a line break after it.
 
     The delimiter priorities returned here are from those delimiters that would
@@ -1631,8 +2048,8 @@ def is_split_after_delimiter(leaf: Leaf, previous: Leaf = None) -> int:
     return 0
 
 
-def is_split_before_delimiter(leaf: Leaf, previous: Leaf = None) -> int:
-    """Return the priority of the `leaf` delimiter, given a line before after it.
+def is_split_before_delimiter(leaf: Leaf, previous: Optional[Leaf] = None) -> int:
+    """Return the priority of the `leaf` delimiter, given a line break before it.
 
     The delimiter priorities returned here are from those delimiters that would
     cause a line break before themselves.
@@ -1644,12 +2061,20 @@ def is_split_before_delimiter(leaf: Leaf, previous: Leaf = None) -> int:
         # Don't treat them as a delimiter.
         return 0
 
+    if (
+        leaf.type == token.DOT
+        and leaf.parent
+        and leaf.parent.type not in {syms.import_from, syms.dotted_name}
+        and (previous is None or previous.type in CLOSING_BRACKETS)
+    ):
+        return DOT_PRIORITY
+
     if (
         leaf.type in MATH_OPERATORS
         and leaf.parent
         and leaf.parent.type not in {syms.factor, syms.star_expr}
     ):
-        return MATH_PRIORITY
+        return MATH_PRIORITIES[leaf.type]
 
     if leaf.type in COMPARATORS:
         return COMPARATOR_PRIORITY
@@ -1661,37 +2086,69 @@ def is_split_before_delimiter(leaf: Leaf, previous: Leaf = None) -> int:
     ):
         return STRING_PRIORITY
 
+    if leaf.type not in {token.NAME, token.ASYNC}:
+        return 0
+
     if (
-        leaf.type == token.NAME
-        and leaf.value == "for"
+        leaf.value == "for"
         and leaf.parent
         and leaf.parent.type in {syms.comp_for, syms.old_comp_for}
+        or leaf.type == token.ASYNC
     ):
-        return COMPREHENSION_PRIORITY
+        if (
+            not isinstance(leaf.prev_sibling, Leaf)
+            or leaf.prev_sibling.value != "async"
+        ):
+            return COMPREHENSION_PRIORITY
 
     if (
-        leaf.type == token.NAME
-        and leaf.value == "if"
+        leaf.value == "if"
         and leaf.parent
         and leaf.parent.type in {syms.comp_if, syms.old_comp_if}
     ):
         return COMPREHENSION_PRIORITY
 
+    if leaf.value in {"if", "else"} and leaf.parent and leaf.parent.type == syms.test:
+        return TERNARY_PRIORITY
+
+    if leaf.value == "is":
+        return COMPARATOR_PRIORITY
+
     if (
-        leaf.type == token.NAME
-        and leaf.value in {"if", "else"}
+        leaf.value == "in"
         and leaf.parent
-        and leaf.parent.type == syms.test
+        and leaf.parent.type in {syms.comp_op, syms.comparison}
+        and not (
+            previous is not None
+            and previous.type == token.NAME
+            and previous.value == "not"
+        )
     ):
-        return TERNARY_PRIORITY
+        return COMPARATOR_PRIORITY
+
+    if (
+        leaf.value == "not"
+        and leaf.parent
+        and leaf.parent.type == syms.comp_op
+        and not (
+            previous is not None
+            and previous.type == token.NAME
+            and previous.value == "is"
+        )
+    ):
+        return COMPARATOR_PRIORITY
 
-    if leaf.type == token.NAME and leaf.value in LOGIC_OPERATORS and leaf.parent:
+    if leaf.value in LOGIC_OPERATORS and leaf.parent:
         return LOGIC_PRIORITY
 
     return 0
 
 
-def generate_comments(leaf: Leaf) -> Iterator[Leaf]:
+FMT_OFF = {"# fmt: off", "# fmt:off", "# yapf: disable"}
+FMT_ON = {"# fmt: on", "# fmt:on", "# yapf: enable"}
+
+
+def generate_comments(leaf: LN) -> Iterator[Leaf]:
     """Clean the prefix of the `leaf` and generate comments from it, if any.
 
     Comments in lib2to3 are shoved into the whitespace prefix.  This happens
@@ -1710,49 +2167,70 @@ def generate_comments(leaf: Leaf) -> Iterator[Leaf]:
     Inline comments are emitted as regular token.COMMENT leaves.  Standalone
     are emitted with a fake STANDALONE_COMMENT token identifier.
     """
-    p = leaf.prefix
-    if not p:
-        return
+    for pc in list_comments(leaf.prefix, is_endmarker=leaf.type == token.ENDMARKER):
+        yield Leaf(pc.type, pc.value, prefix="\n" * pc.newlines)
 
-    if "#" not in p:
-        return
+
+@dataclass
+class ProtoComment:
+    """Describes a piece of syntax that is a comment.
+
+    It's not a :class:`blib2to3.pytree.Leaf` so that:
+
+    * it can be cached (`Leaf` objects should not be reused more than once as
+      they store their lineno, column, prefix, and parent information);
+    * `newlines` and `consumed` fields are kept separate from the `value`. This
+      simplifies handling of special marker comments like ``# fmt: off/on``.
+    """
+
+    type: int  # token.COMMENT or STANDALONE_COMMENT
+    value: str  # content of the comment
+    newlines: int  # how many newlines before the comment
+    consumed: int  # how many characters of the original leaf's prefix did we consume
+
+
+@lru_cache(maxsize=4096)
+def list_comments(prefix: str, *, is_endmarker: bool) -> List[ProtoComment]:
+    """Return a list of :class:`ProtoComment` objects parsed from the given `prefix`."""
+    result: List[ProtoComment] = []
+    if not prefix or "#" not in prefix:
+        return result
 
     consumed = 0
     nlines = 0
-    for index, line in enumerate(p.split("\n")):
+    ignored_lines = 0
+    for index, line in enumerate(prefix.split("\n")):
         consumed += len(line) + 1  # adding the length of the split '\n'
         line = line.lstrip()
         if not line:
             nlines += 1
         if not line.startswith("#"):
+            # Escaped newlines outside of a comment are not really newlines at
+            # all. We treat a single-line comment following an escaped newline
+            # as a simple trailing comment.
+            if line.endswith("\\"):
+                ignored_lines += 1
             continue
 
-        if index == 0 and leaf.type != token.ENDMARKER:
+        if index == ignored_lines and not is_endmarker:
             comment_type = token.COMMENT  # simple trailing comment
         else:
             comment_type = STANDALONE_COMMENT
         comment = make_comment(line)
-        yield Leaf(comment_type, comment, prefix="\n" * nlines)
-
-        if comment in {"# fmt: on", "# yapf: enable"}:
-            raise FormatOn(consumed)
-
-        if comment in {"# fmt: off", "# yapf: disable"}:
-            if comment_type == STANDALONE_COMMENT:
-                raise FormatOff(consumed)
-
-            prev = preceding_leaf(leaf)
-            if not prev or prev.type in WHITESPACE:  # standalone comment in disguise
-                raise FormatOff(consumed)
-
+        result.append(
+            ProtoComment(
+                type=comment_type, value=comment, newlines=nlines, consumed=consumed
+            )
+        )
         nlines = 0
+    return result
 
 
 def make_comment(content: str) -> str:
     """Return a consistently formatted comment from the given `content` string.
 
-    All comments (except for "##", "#!", "#:") should have a single space between
-    the hash sign and the content.
+    All comments (except for "##", "#!", "#:", '#'", "#%%") should have a single
+    space between the hash sign and the content.
 
     If `content` didn't start with a hash sign, one is provided.
     """
@@ -1762,13 +2240,16 @@ def make_comment(content: str) -> str:
 
     if content[0] == "#":
         content = content[1:]
-    if content and content[0] not in " !:#":
+    if content and content[0] not in " !:#'%":
         content = " " + content
     return "#" + content
 
 
 def split_line(
-    line: Line, line_length: int, inner: bool = False, py36: bool = False
+    line: Line,
+    line_length: int,
+    inner: bool = False,
+    features: Collection[Feature] = (),
 ) -> Iterator[Line]:
     """Split a `line` into potentially many lines.
 
@@ -1777,18 +2258,18 @@ def split_line(
     current `line`, possibly transitively. This means we can fallback to splitting
     by delimiters if the LHS/RHS don't yield any results.
 
-    If `py36` is True, splitting may generate syntax that is only compatible
-    with Python 3.6 and later.
+    `features` are syntactical features that may be used in the output.
     """
-    if isinstance(line, UnformattedLines) or line.is_comment:
+    if line.is_comment:
         yield line
         return
 
     line_str = str(line).strip("\n")
+
     if (
-        len(line_str) <= line_length
-        and "\n" not in line_str  # multiline strings
-        and not line.contains_standalone_comments()
+        not line.contains_inner_type_comments()
+        and not line.should_explode
+        and is_line_short_enough(line, line_length=line_length, line_str=line_str)
     ):
         yield line
         return
@@ -1796,26 +2277,40 @@ def split_line(
     split_funcs: List[SplitFunc]
     if line.is_def:
         split_funcs = [left_hand_split]
-    elif line.is_import:
-        split_funcs = [explode_split]
-    elif line.inside_brackets:
-        split_funcs = [delimiter_split, standalone_comment_split, right_hand_split]
     else:
-        split_funcs = [right_hand_split]
+
+        def rhs(line: Line, features: Collection[Feature]) -> Iterator[Line]:
+            for omit in generate_trailers_to_omit(line, line_length):
+                lines = list(right_hand_split(line, line_length, features, omit=omit))
+                if is_line_short_enough(lines[0], line_length=line_length):
+                    yield from lines
+                    return
+
+            # All splits failed, best effort split with no omits.
+            # This mostly happens to multiline strings that are by definition
+            # reported as not fitting a single line.
+            yield from right_hand_split(line, line_length, features=features)
+
+        if line.inside_brackets:
+            split_funcs = [delimiter_split, standalone_comment_split, rhs]
+        else:
+            split_funcs = [rhs]
     for split_func in split_funcs:
         # We are accumulating lines in `result` because we might want to abort
         # mission and return the original line in the end, or attempt a different
         # split altogether.
         result: List[Line] = []
         try:
-            for l in split_func(line, py36):
+            for l in split_func(line, features):
                 if str(l).strip("\n") == line_str:
                     raise CannotSplit("Split function returned an unchanged result")
 
                 result.extend(
-                    split_line(l, line_length=line_length, inner=True, py36=py36)
+                    split_line(
+                        l, line_length=line_length, inner=True, features=features
+                    )
                 )
-        except CannotSplit as cs:
+        except CannotSplit:
             continue
 
         else:
@@ -1826,15 +2321,13 @@ def split_line(
         yield line
 
 
-def left_hand_split(line: Line, py36: bool = False) -> Iterator[Line]:
+def left_hand_split(line: Line, features: Collection[Feature] = ()) -> Iterator[Line]:
     """Split line into many lines, starting with the first matching bracket pair.
 
     Note: this usually looks weird, only use this for function definitions.
-    Prefer RHS otherwise.
+    Prefer RHS otherwise.  This is why this function is not symmetrical with
+    :func:`right_hand_split` which also handles optional parentheses.
     """
-    head = Line(depth=line.depth)
-    body = Line(depth=line.depth + 1, inside_brackets=True)
-    tail = Line(depth=line.depth)
     tail_leaves: List[Leaf] = []
     body_leaves: List[Leaf] = []
     head_leaves: List[Leaf] = []
@@ -1852,15 +2345,12 @@ def left_hand_split(line: Line, py36: bool = False) -> Iterator[Line]:
             if leaf.type in OPENING_BRACKETS:
                 matching_bracket = leaf
                 current_leaves = body_leaves
-    # Since body is a new indent level, remove spurious leading whitespace.
-    if body_leaves:
-        normalize_prefix(body_leaves[0], inside_brackets=True)
-    # Build the new lines.
-    for result, leaves in (head, head_leaves), (body, body_leaves), (tail, tail_leaves):
-        for leaf in leaves:
-            result.append(leaf, preformatted=True)
-            for comment_after in line.comments_after(leaf):
-                result.append(comment_after, preformatted=True)
+    if not matching_bracket:
+        raise CannotSplit("No brackets found")
+
+    head = bracket_split_build_line(head_leaves, line, matching_bracket)
+    body = bracket_split_build_line(body_leaves, line, matching_bracket, is_body=True)
+    tail = bracket_split_build_line(tail_leaves, line, matching_bracket)
     bracket_split_succeeded_or_raise(head, body, tail)
     for result in (head, body, tail):
         if result:
@@ -1868,12 +2358,19 @@ def left_hand_split(line: Line, py36: bool = False) -> Iterator[Line]:
 
 
 def right_hand_split(
-    line: Line, py36: bool = False, omit: Collection[LeafID] = ()
+    line: Line,
+    line_length: int,
+    features: Collection[Feature] = (),
+    omit: Collection[LeafID] = (),
 ) -> Iterator[Line]:
-    """Split line into many lines, starting with the last matching bracket pair."""
-    head = Line(depth=line.depth)
-    body = Line(depth=line.depth + 1, inside_brackets=True)
-    tail = Line(depth=line.depth)
+    """Split line into many lines, starting with the last matching bracket pair.
+
+    If the split was by optional parentheses, attempt splitting without them, too.
+    `omit` is a collection of closing bracket IDs that shouldn't be considered for
+    this split.
+
+    Note: running this function modifies `bracket_depth` on the leaves of `line`.
+    """
     tail_leaves: List[Leaf] = []
     body_leaves: List[Leaf] = []
     head_leaves: List[Leaf] = []
@@ -1890,40 +2387,58 @@ def right_hand_split(
                 opening_bracket = leaf.opening_bracket
                 closing_bracket = leaf
                 current_leaves = body_leaves
+    if not (opening_bracket and closing_bracket and head_leaves):
+        # If there is no opening or closing_bracket that means the split failed and
+        # all content is in the tail.  Otherwise, if `head_leaves` are empty, it means
+        # the matching `opening_bracket` wasn't available on `line` anymore.
+        raise CannotSplit("No brackets found")
+
     tail_leaves.reverse()
     body_leaves.reverse()
     head_leaves.reverse()
-    # Since body is a new indent level, remove spurious leading whitespace.
-    if body_leaves:
-        normalize_prefix(body_leaves[0], inside_brackets=True)
-    elif not head_leaves:
-        # No `head` and no `body` means the split failed. `tail` has all content.
-        raise CannotSplit("No brackets found")
-
-    # Build the new lines.
-    for result, leaves in (head, head_leaves), (body, body_leaves), (tail, tail_leaves):
-        for leaf in leaves:
-            result.append(leaf, preformatted=True)
-            for comment_after in line.comments_after(leaf):
-                result.append(comment_after, preformatted=True)
+    head = bracket_split_build_line(head_leaves, line, opening_bracket)
+    body = bracket_split_build_line(body_leaves, line, opening_bracket, is_body=True)
+    tail = bracket_split_build_line(tail_leaves, line, opening_bracket)
     bracket_split_succeeded_or_raise(head, body, tail)
-    assert opening_bracket and closing_bracket
     if (
-        opening_bracket.type == token.LPAR
+        # the body shouldn't be exploded
+        not body.should_explode
+        # the opening bracket is an optional paren
+        and opening_bracket.type == token.LPAR
         and not opening_bracket.value
+        # the closing bracket is an optional paren
         and closing_bracket.type == token.RPAR
         and not closing_bracket.value
+        # it's not an import (optional parens are the only thing we can split on
+        # in this case; attempting a split without them is a waste of time)
+        and not line.is_import
+        # there are no standalone comments in the body
+        and not body.contains_standalone_comments(0)
+        # and we can actually remove the parens
+        and can_omit_invisible_parens(body, line_length)
     ):
-        # These parens were optional. If there aren't any delimiters or standalone
-        # comments in the body, they were unnecessary and another split without
-        # them should be attempted.
-        if not (
-            body.bracket_tracker.delimiters or line.contains_standalone_comments(0)
-        ):
-            omit = {id(closing_bracket), *omit}
-            yield from right_hand_split(line, py36=py36, omit=omit)
+        omit = {id(closing_bracket), *omit}
+        try:
+            yield from right_hand_split(line, line_length, features=features, omit=omit)
             return
 
+        except CannotSplit:
+            if not (
+                can_be_split(body)
+                or is_line_short_enough(body, line_length=line_length)
+            ):
+                raise CannotSplit(
+                    "Splitting failed, body is still too long and can't be split."
+                )
+
+            elif head.contains_multiline_strings() or tail.contains_multiline_strings():
+                raise CannotSplit(
+                    "The current optional pair of parentheses is bound to fail to "
+                    "satisfy the splitting algorithm because the head or the tail "
+                    "contains multiline strings which by definition never fit one "
+                    "line."
+                )
+
     ensure_visible(opening_bracket)
     ensure_visible(closing_bracket)
     for result in (head, body, tail):
@@ -1957,6 +2472,42 @@ def bracket_split_succeeded_or_raise(head: Line, body: Line, tail: Line) -> None
             )
 
 
+def bracket_split_build_line(
+    leaves: List[Leaf], original: Line, opening_bracket: Leaf, *, is_body: bool = False
+) -> Line:
+    """Return a new line with given `leaves` and respective comments from `original`.
+
+    If `is_body` is True, the result line is one-indented inside brackets and as such
+    has its first leaf's prefix normalized and a trailing comma added when expected.
+    """
+    result = Line(depth=original.depth)
+    if is_body:
+        result.inside_brackets = True
+        result.depth += 1
+        if leaves:
+            # Since body is a new indent level, remove spurious leading whitespace.
+            normalize_prefix(leaves[0], inside_brackets=True)
+            # Ensure a trailing comma for imports, but be careful not to add one after
+            # any comments.
+            if original.is_import:
+                for i in range(len(leaves) - 1, -1, -1):
+                    if leaves[i].type == STANDALONE_COMMENT:
+                        continue
+                    elif leaves[i].type == token.COMMA:
+                        break
+                    else:
+                        leaves.insert(i + 1, Leaf(token.COMMA, ","))
+                        break
+    # Populate the line
+    for leaf in leaves:
+        result.append(leaf, preformatted=True)
+        for comment_after in original.comments_after(leaf):
+            result.append(comment_after, preformatted=True)
+    if is_body:
+        result.should_explode = should_explode(result, opening_bracket)
+    return result
+
+
 def dont_increase_indentation(split_func: SplitFunc) -> SplitFunc:
     """Normalize prefix of the first leaf in every line returned by `split_func`.
 
@@ -1964,8 +2515,8 @@ def dont_increase_indentation(split_func: SplitFunc) -> SplitFunc:
     """
 
     @wraps(split_func)
-    def split_wrapper(line: Line, py36: bool = False) -> Iterator[Line]:
-        for l in split_func(line, py36):
+    def split_wrapper(line: Line, features: Collection[Feature] = ()) -> Iterator[Line]:
+        for l in split_func(line, features):
             normalize_prefix(l.leaves[0], inside_brackets=True)
             yield l
 
@@ -1973,25 +2524,27 @@ def dont_increase_indentation(split_func: SplitFunc) -> SplitFunc:
 
 
 @dont_increase_indentation
-def delimiter_split(line: Line, py36: bool = False) -> Iterator[Line]:
+def delimiter_split(line: Line, features: Collection[Feature] = ()) -> Iterator[Line]:
     """Split according to delimiters of the highest priority.
 
-    If `py36` is True, the split will add trailing commas also in function
-    signatures that contain `*` and `**`.
+    If the appropriate Features are given, the split will add trailing commas
+    also in function signatures and calls that contain `*` and `**`.
     """
     try:
         last_leaf = line.leaves[-1]
     except IndexError:
         raise CannotSplit("Line empty")
 
-    delimiters = line.bracket_tracker.delimiters
+    bt = line.bracket_tracker
     try:
-        delimiter_priority = line.bracket_tracker.max_delimiter_priority(
-            exclude={id(last_leaf)}
-        )
+        delimiter_priority = bt.max_delimiter_priority(exclude={id(last_leaf)})
     except ValueError:
         raise CannotSplit("No delimiters found")
 
+    if delimiter_priority == DOT_PRIORITY:
+        if bt.delimiter_count_with_priority(delimiter_priority) == 1:
+            raise CannotSplit("Splitting a single attribute from its owner looks wrong")
+
     current_line = Line(depth=line.depth, inside_brackets=line.inside_brackets)
     lowest_depth = sys.maxsize
     trailing_comma_safe = True
@@ -2001,7 +2554,7 @@ def delimiter_split(line: Line, py36: bool = False) -> Iterator[Line]:
         nonlocal current_line
         try:
             current_line.append_safe(leaf, preformatted=True)
-        except ValueError as ve:
+        except ValueError:
             yield current_line
 
             current_line = Line(depth=line.depth, inside_brackets=line.inside_brackets)
@@ -2014,12 +2567,17 @@ def delimiter_split(line: Line, py36: bool = False) -> Iterator[Line]:
             yield from append_to_line(comment_after)
 
         lowest_depth = min(lowest_depth, leaf.bracket_depth)
-        if (
-            leaf.bracket_depth == lowest_depth
-            and is_vararg(leaf, within=VARARGS_PARENTS)
-        ):
-            trailing_comma_safe = trailing_comma_safe and py36
-        leaf_priority = delimiters.get(id(leaf))
+        if leaf.bracket_depth == lowest_depth:
+            if is_vararg(leaf, within={syms.typedargslist}):
+                trailing_comma_safe = (
+                    trailing_comma_safe and Feature.TRAILING_COMMA_IN_DEF in features
+                )
+            elif is_vararg(leaf, within={syms.arglist, syms.argument}):
+                trailing_comma_safe = (
+                    trailing_comma_safe and Feature.TRAILING_COMMA_IN_CALL in features
+                )
+
+        leaf_priority = bt.delimiters.get(id(leaf))
         if leaf_priority == delimiter_priority:
             yield current_line
 
@@ -2036,7 +2594,9 @@ def delimiter_split(line: Line, py36: bool = False) -> Iterator[Line]:
 
 
 @dont_increase_indentation
-def standalone_comment_split(line: Line, py36: bool = False) -> Iterator[Line]:
+def standalone_comment_split(
+    line: Line, features: Collection[Feature] = ()
+) -> Iterator[Line]:
     """Split standalone comments from the rest of the line."""
     if not line.contains_standalone_comments(0):
         raise CannotSplit("Line does not have any standalone comments")
@@ -2048,7 +2608,7 @@ def standalone_comment_split(line: Line, py36: bool = False) -> Iterator[Line]:
         nonlocal current_line
         try:
             current_line.append_safe(leaf, preformatted=True)
-        except ValueError as ve:
+        except ValueError:
             yield current_line
 
             current_line = Line(depth=line.depth, inside_brackets=line.inside_brackets)
@@ -2064,26 +2624,6 @@ def standalone_comment_split(line: Line, py36: bool = False) -> Iterator[Line]:
         yield current_line
 
 
-def explode_split(
-    line: Line, py36: bool = False, omit: Collection[LeafID] = ()
-) -> Iterator[Line]:
-    """Split by rightmost bracket and immediately split contents by a delimiter."""
-    new_lines = list(right_hand_split(line, py36, omit))
-    if len(new_lines) != 3:
-        yield from new_lines
-        return
-
-    yield new_lines[0]
-
-    try:
-        yield from delimiter_split(new_lines[1], py36)
-
-    except CannotSplit:
-        yield new_lines[1]
-
-    yield new_lines[2]
-
-
 def is_import(leaf: Leaf) -> bool:
     """Return True if the given leaf starts an import statement."""
     p = leaf.parent
@@ -2098,6 +2638,14 @@ def is_import(leaf: Leaf) -> bool:
     )
 
 
+def is_type_comment(leaf: Leaf) -> bool:
+    """Return True if the given leaf is a special comment.
+    Only returns true for type comments for now."""
+    t = leaf.type
+    v = leaf.value
+    return t in {token.COMMENT, t == STANDALONE_COMMENT} and v.startswith("# type:")
+
+
 def normalize_prefix(leaf: Leaf, *, inside_brackets: bool) -> None:
     """Leave existing extra newlines if not `inside_brackets`. Remove everything
     else.
@@ -2116,6 +2664,22 @@ def normalize_prefix(leaf: Leaf, *, inside_brackets: bool) -> None:
     leaf.prefix = ""
 
 
+def normalize_string_prefix(leaf: Leaf, remove_u_prefix: bool = False) -> None:
+    """Make all string prefixes lowercase.
+
+    If remove_u_prefix is given, also removes any u prefix from the string.
+
+    Note: Mutates its argument.
+    """
+    match = re.match(r"^([furbFURB]*)(.*)$", leaf.value, re.DOTALL)
+    assert match is not None, f"failed to match string {leaf.value!r}"
+    orig_prefix = match.group(1)
+    new_prefix = orig_prefix.lower()
+    if remove_u_prefix:
+        new_prefix = new_prefix.replace("u", "")
+    leaf.value = f"{new_prefix}{match.group(2)}"
+
+
 def normalize_string_quotes(leaf: Leaf) -> None:
     """Prefer double quotes but only if it doesn't cause more escaping.
 
@@ -2143,8 +2707,8 @@ def normalize_string_quotes(leaf: Leaf) -> None:
 
     prefix = leaf.value[:first_quote_pos]
     unescaped_new_quote = re.compile(rf"(([^\\]|^)(\\\\)*){new_quote}")
-    escaped_new_quote = re.compile(rf"([^\\]|^)\\(\\\\)*{new_quote}")
-    escaped_orig_quote = re.compile(rf"([^\\]|^)\\(\\\\)*{orig_quote}")
+    escaped_new_quote = re.compile(rf"([^\\]|^)\\((?:\\\\)*){new_quote}")
+    escaped_orig_quote = re.compile(rf"([^\\]|^)\\((?:\\\\)*){orig_quote}")
     body = leaf.value[first_quote_pos + len(orig_quote) : -len(orig_quote)]
     if "r" in prefix.casefold():
         if unescaped_new_quote.search(body):
@@ -2155,15 +2719,29 @@ def normalize_string_quotes(leaf: Leaf) -> None:
         # Do not introduce or remove backslashes in raw strings
         new_body = body
     else:
-        # remove unnecessary quotes
+        # remove unnecessary escapes
         new_body = sub_twice(escaped_new_quote, rf"\1\2{new_quote}", body)
         if body != new_body:
-            # Consider the string without unnecessary quotes as the original
+            # Consider the string without unnecessary escapes as the original
             body = new_body
             leaf.value = f"{prefix}{orig_quote}{body}{orig_quote}"
         new_body = sub_twice(escaped_orig_quote, rf"\1\2{orig_quote}", new_body)
         new_body = sub_twice(unescaped_new_quote, rf"\1\\{new_quote}", new_body)
-    if new_quote == '"""' and new_body[-1] == '"':
+    if "f" in prefix.casefold():
+        matches = re.findall(
+            r"""
+            (?:[^{]|^)\{  # start of the string or a non-{ followed by a single {
+                ([^{].*?)  # contents of the brackets except if begins with {{
+            \}(?:[^}]|$)  # A } followed by end of the string or a non-}
+            """,
+            new_body,
+            re.VERBOSE,
+        )
+        for m in matches:
+            if "\\" in str(m):
+                # Do not introduce backslashes in interpolated expressions
+                return
+    if new_quote == '"""' and new_body[-1:] == '"':
         # edge case:
         new_body = new_body[:-1] + '\\"'
     orig_escape_count = body.count("\\")
@@ -2177,43 +2755,220 @@ def normalize_string_quotes(leaf: Leaf) -> None:
     leaf.value = f"{prefix}{new_quote}{new_body}{new_quote}"
 
 
+def normalize_numeric_literal(leaf: Leaf) -> None:
+    """Normalizes numeric (float, int, and complex) literals.
+
+    All letters used in the representation are normalized to lowercase (except
+    in Python 2 long literals).
+    """
+    text = leaf.value.lower()
+    if text.startswith(("0o", "0b")):
+        # Leave octal and binary literals alone.
+        pass
+    elif text.startswith("0x"):
+        # Change hex literals to upper case.
+        before, after = text[:2], text[2:]
+        text = f"{before}{after.upper()}"
+    elif "e" in text:
+        before, after = text.split("e")
+        sign = ""
+        if after.startswith("-"):
+            after = after[1:]
+            sign = "-"
+        elif after.startswith("+"):
+            after = after[1:]
+        before = format_float_or_int_string(before)
+        text = f"{before}e{sign}{after}"
+    elif text.endswith(("j", "l")):
+        number = text[:-1]
+        suffix = text[-1]
+        # Capitalize in "2L" because "l" looks too similar to "1".
+        if suffix == "l":
+            suffix = "L"
+        text = f"{format_float_or_int_string(number)}{suffix}"
+    else:
+        text = format_float_or_int_string(text)
+    leaf.value = text
+
+
+def format_float_or_int_string(text: str) -> str:
+    """Formats a float string like "1.0"."""
+    if "." not in text:
+        return text
+
+    before, after = text.split(".")
+    return f"{before or 0}.{after or 0}"
+
+
 def normalize_invisible_parens(node: Node, parens_after: Set[str]) -> None:
     """Make existing optional parentheses invisible or create new ones.
 
+    `parens_after` is a set of string leaf values immeditely after which parens
+    should be put.
+
     Standardizes on visible parentheses for single-element tuples, and keeps
     existing visible parentheses for other tuples and generator expressions.
     """
+    for pc in list_comments(node.prefix, is_endmarker=False):
+        if pc.value in FMT_OFF:
+            # This `node` has a prefix with `# fmt: off`, don't mess with parens.
+            return
+
     check_lpar = False
-    for child in list(node.children):
+    for index, child in enumerate(list(node.children)):
+        # Add parentheses around long tuple unpacking in assignments.
+        if (
+            index == 0
+            and isinstance(child, Node)
+            and child.type == syms.testlist_star_expr
+        ):
+            check_lpar = True
+
         if check_lpar:
             if child.type == syms.atom:
-                if not (
-                    is_empty_tuple(child)
-                    or is_one_tuple(child)
-                    or max_delimiter_priority_in_atom(child) >= COMMA_PRIORITY
-                ):
-                    first = child.children[0]
-                    last = child.children[-1]
-                    if first.type == token.LPAR and last.type == token.RPAR:
-                        # make parentheses invisible
-                        first.value = ""  # type: ignore
-                        last.value = ""  # type: ignore
+                if maybe_make_parens_invisible_in_atom(child, parent=node):
+                    lpar = Leaf(token.LPAR, "")
+                    rpar = Leaf(token.RPAR, "")
+                    index = child.remove() or 0
+                    node.insert_child(index, Node(syms.atom, [lpar, child, rpar]))
             elif is_one_tuple(child):
                 # wrap child in visible parentheses
                 lpar = Leaf(token.LPAR, "(")
                 rpar = Leaf(token.RPAR, ")")
-                index = child.remove() or 0
+                child.remove()
                 node.insert_child(index, Node(syms.atom, [lpar, child, rpar]))
-            else:
+            elif node.type == syms.import_from:
+                # "import from" nodes store parentheses directly as part of
+                # the statement
+                if child.type == token.LPAR:
+                    # make parentheses invisible
+                    child.value = ""  # type: ignore
+                    node.children[-1].value = ""  # type: ignore
+                elif child.type != token.STAR:
+                    # insert invisible parentheses
+                    node.insert_child(index, Leaf(token.LPAR, ""))
+                    node.append_child(Leaf(token.RPAR, ""))
+                break
+
+            elif not (isinstance(child, Leaf) and is_multiline_string(child)):
                 # wrap child in invisible parentheses
                 lpar = Leaf(token.LPAR, "")
                 rpar = Leaf(token.RPAR, "")
                 index = child.remove() or 0
-                node.insert_child(index, Node(syms.atom, [lpar, child, rpar]))
+                prefix = child.prefix
+                child.prefix = ""
+                new_child = Node(syms.atom, [lpar, child, rpar])
+                new_child.prefix = prefix
+                node.insert_child(index, new_child)
 
         check_lpar = isinstance(child, Leaf) and child.value in parens_after
 
 
+def normalize_fmt_off(node: Node) -> None:
+    """Convert content between `# fmt: off`/`# fmt: on` into standalone comments."""
+    try_again = True
+    while try_again:
+        try_again = convert_one_fmt_off_pair(node)
+
+
+def convert_one_fmt_off_pair(node: Node) -> bool:
+    """Convert content of a single `# fmt: off`/`# fmt: on` into a standalone comment.
+
+    Returns True if a pair was converted.
+    """
+    for leaf in node.leaves():
+        previous_consumed = 0
+        for comment in list_comments(leaf.prefix, is_endmarker=False):
+            if comment.value in FMT_OFF:
+                # We only want standalone comments. If there's no previous leaf or
+                # the previous leaf is indentation, it's a standalone comment in
+                # disguise.
+                if comment.type != STANDALONE_COMMENT:
+                    prev = preceding_leaf(leaf)
+                    if prev and prev.type not in WHITESPACE:
+                        continue
+
+                ignored_nodes = list(generate_ignored_nodes(leaf))
+                if not ignored_nodes:
+                    continue
+
+                first = ignored_nodes[0]  # Can be a container node with the `leaf`.
+                parent = first.parent
+                prefix = first.prefix
+                first.prefix = prefix[comment.consumed :]
+                hidden_value = (
+                    comment.value + "\n" + "".join(str(n) for n in ignored_nodes)
+                )
+                if hidden_value.endswith("\n"):
+                    # That happens when one of the `ignored_nodes` ended with a NEWLINE
+                    # leaf (possibly followed by a DEDENT).
+                    hidden_value = hidden_value[:-1]
+                first_idx = None
+                for ignored in ignored_nodes:
+                    index = ignored.remove()
+                    if first_idx is None:
+                        first_idx = index
+                assert parent is not None, "INTERNAL ERROR: fmt: on/off handling (1)"
+                assert first_idx is not None, "INTERNAL ERROR: fmt: on/off handling (2)"
+                parent.insert_child(
+                    first_idx,
+                    Leaf(
+                        STANDALONE_COMMENT,
+                        hidden_value,
+                        prefix=prefix[:previous_consumed] + "\n" * comment.newlines,
+                    ),
+                )
+                return True
+
+            previous_consumed = comment.consumed
+
+    return False
+
+
+def generate_ignored_nodes(leaf: Leaf) -> Iterator[LN]:
+    """Starting from the container of `leaf`, generate all leaves until `# fmt: on`.
+
+    Stops at the end of the block.
+    """
+    container: Optional[LN] = container_of(leaf)
+    while container is not None and container.type != token.ENDMARKER:
+        for comment in list_comments(container.prefix, is_endmarker=False):
+            if comment.value in FMT_ON:
+                return
+
+        yield container
+
+        container = container.next_sibling
+
+
+def maybe_make_parens_invisible_in_atom(node: LN, parent: LN) -> bool:
+    """If it's safe, make the parens in the atom `node` invisible, recursively.
+
+    Returns whether the node should itself be wrapped in invisible parentheses.
+
+    """
+    if (
+        node.type != syms.atom
+        or is_empty_tuple(node)
+        or is_one_tuple(node)
+        or (is_yield(node) and parent.type != syms.expr_stmt)
+        or max_delimiter_priority_in_atom(node) >= COMMA_PRIORITY
+    ):
+        return False
+
+    first = node.children[0]
+    last = node.children[-1]
+    if first.type == token.LPAR and last.type == token.RPAR:
+        # make parentheses invisible
+        first.value = ""  # type: ignore
+        last.value = ""  # type: ignore
+        if len(node.children) > 1:
+            maybe_make_parens_invisible_in_atom(node.children[1], parent=parent)
+        return False
+
+    return True
+
+
 def is_empty_tuple(node: LN) -> bool:
     """Return True if `node` holds an empty tuple."""
     return (
@@ -2247,12 +3002,33 @@ def is_one_tuple(node: LN) -> bool:
     )
 
 
+def is_yield(node: LN) -> bool:
+    """Return True if `node` holds a `yield` or `yield from` expression."""
+    if node.type == syms.yield_expr:
+        return True
+
+    if node.type == token.NAME and node.value == "yield":  # type: ignore
+        return True
+
+    if node.type != syms.atom:
+        return False
+
+    if len(node.children) != 3:
+        return False
+
+    lpar, expr, rpar = node.children
+    if lpar.type == token.LPAR and rpar.type == token.RPAR:
+        return is_yield(expr)
+
+    return False
+
+
 def is_vararg(leaf: Leaf, within: Set[NodeType]) -> bool:
     """Return True if `leaf` is a star or double star in a vararg or kwarg.
 
     If `within` includes VARARGS_PARENTS, this applies to function signatures.
-    If `within` includes COLLECTION_LIBERALS_PARENTS, it applies to right
-    hand-side extended iterable unpacking (PEP 3132) and additional unpacking
+    If `within` includes UNPACKING_PARENTS, it applies to right hand-side
+    extended iterable unpacking (PEP 3132) and additional unpacking
     generalizations (PEP 448).
     """
     if leaf.type not in STARS or not leaf.parent:
@@ -2270,6 +3046,41 @@ def is_vararg(leaf: Leaf, within: Set[NodeType]) -> bool:
     return p.type in within
 
 
+def is_multiline_string(leaf: Leaf) -> bool:
+    """Return True if `leaf` is a multiline string that actually spans many lines."""
+    value = leaf.value.lstrip("furbFURB")
+    return value[:3] in {'"""', "'''"} and "\n" in value
+
+
+def is_stub_suite(node: Node) -> bool:
+    """Return True if `node` is a suite with a stub body."""
+    if (
+        len(node.children) != 4
+        or node.children[0].type != token.NEWLINE
+        or node.children[1].type != token.INDENT
+        or node.children[3].type != token.DEDENT
+    ):
+        return False
+
+    return is_stub_body(node.children[2])
+
+
+def is_stub_body(node: LN) -> bool:
+    """Return True if `node` is a simple statement containing an ellipsis."""
+    if not isinstance(node, Node) or node.type != syms.simple_stmt:
+        return False
+
+    if len(node.children) != 2:
+        return False
+
+    child = node.children[0]
+    return (
+        child.type == syms.atom
+        and len(child.children) == 3
+        and all(leaf == Leaf(token.DOT, ".") for leaf in child.children)
+    )
+
+
 def max_delimiter_priority_in_atom(node: LN) -> int:
     """Return maximum delimiter priority inside `node`.
 
@@ -2310,57 +3121,248 @@ def ensure_visible(leaf: Leaf) -> None:
         leaf.value = ")"
 
 
-def is_python36(node: Node) -> bool:
-    """Return True if the current file is using Python 3.6+ features.
+def should_explode(line: Line, opening_bracket: Leaf) -> bool:
+    """Should `line` immediately be split with `delimiter_split()` after RHS?"""
+
+    if not (
+        opening_bracket.parent
+        and opening_bracket.parent.type in {syms.atom, syms.import_from}
+        and opening_bracket.value in "[{("
+    ):
+        return False
+
+    try:
+        last_leaf = line.leaves[-1]
+        exclude = {id(last_leaf)} if last_leaf.type == token.COMMA else set()
+        max_priority = line.bracket_tracker.max_delimiter_priority(exclude=exclude)
+    except (IndexError, ValueError):
+        return False
+
+    return max_priority == COMMA_PRIORITY
+
+
+def get_features_used(node: Node) -> Set[Feature]:
+    """Return a set of (relatively) new Python features used in this file.
 
     Currently looking for:
-    - f-strings; and
-    - trailing commas after * or ** in function signatures.
+    - f-strings;
+    - underscores in numeric literals; and
+    - trailing commas after * or ** in function signatures and calls.
     """
+    features: Set[Feature] = set()
     for n in node.pre_order():
         if n.type == token.STRING:
             value_head = n.value[:2]  # type: ignore
             if value_head in {'f"', 'F"', "f'", "F'", "rf", "fr", "RF", "FR"}:
-                return True
+                features.add(Feature.F_STRINGS)
+
+        elif n.type == token.NUMBER:
+            if "_" in n.value:  # type: ignore
+                features.add(Feature.NUMERIC_UNDERSCORES)
 
         elif (
-            n.type == syms.typedargslist
+            n.type in {syms.typedargslist, syms.arglist}
             and n.children
             and n.children[-1].type == token.COMMA
         ):
+            if n.type == syms.typedargslist:
+                feature = Feature.TRAILING_COMMA_IN_DEF
+            else:
+                feature = Feature.TRAILING_COMMA_IN_CALL
+
             for ch in n.children:
                 if ch.type in STARS:
-                    return True
+                    features.add(feature)
 
-    return False
+                if ch.type == syms.argument:
+                    for argch in ch.children:
+                        if argch.type in STARS:
+                            features.add(feature)
 
+    return features
+
+
+def detect_target_versions(node: Node) -> Set[TargetVersion]:
+    """Detect the version to target based on the nodes used."""
+    features = get_features_used(node)
+    return {
+        version for version in TargetVersion if features <= VERSION_TO_FEATURES[version]
+    }
 
-PYTHON_EXTENSIONS = {".py"}
-BLACKLISTED_DIRECTORIES = {
-    "build", "buck-out", "dist", "_build", ".git", ".hg", ".mypy_cache", ".tox", ".venv"
-}
 
+def generate_trailers_to_omit(line: Line, line_length: int) -> Iterator[Set[LeafID]]:
+    """Generate sets of closing bracket IDs that should be omitted in a RHS.
 
-def gen_python_files_in_dir(path: Path) -> Iterator[Path]:
-    """Generate all files under `path` which aren't under BLACKLISTED_DIRECTORIES
-    and have one of the PYTHON_EXTENSIONS.
+    Brackets can be omitted if the entire trailer up to and including
+    a preceding closing bracket fits in one line.
+
+    Yielded sets are cumulative (contain results of previous yields, too).  First
+    set is empty.
     """
+
+    omit: Set[LeafID] = set()
+    yield omit
+
+    length = 4 * line.depth
+    opening_bracket = None
+    closing_bracket = None
+    inner_brackets: Set[LeafID] = set()
+    for index, leaf, leaf_length in enumerate_with_length(line, reversed=True):
+        length += leaf_length
+        if length > line_length:
+            break
+
+        has_inline_comment = leaf_length > len(leaf.value) + len(leaf.prefix)
+        if leaf.type == STANDALONE_COMMENT or has_inline_comment:
+            break
+
+        if opening_bracket:
+            if leaf is opening_bracket:
+                opening_bracket = None
+            elif leaf.type in CLOSING_BRACKETS:
+                inner_brackets.add(id(leaf))
+        elif leaf.type in CLOSING_BRACKETS:
+            if index > 0 and line.leaves[index - 1].type in OPENING_BRACKETS:
+                # Empty brackets would fail a split so treat them as "inner"
+                # brackets (e.g. only add them to the `omit` set if another
+                # pair of brackets was good enough.
+                inner_brackets.add(id(leaf))
+                continue
+
+            if closing_bracket:
+                omit.add(id(closing_bracket))
+                omit.update(inner_brackets)
+                inner_brackets.clear()
+                yield omit
+
+            if leaf.value:
+                opening_bracket = leaf.opening_bracket
+                closing_bracket = leaf
+
+
+def get_future_imports(node: Node) -> Set[str]:
+    """Return a set of __future__ imports in the file."""
+    imports: Set[str] = set()
+
+    def get_imports_from_children(children: List[LN]) -> Generator[str, None, None]:
+        for child in children:
+            if isinstance(child, Leaf):
+                if child.type == token.NAME:
+                    yield child.value
+            elif child.type == syms.import_as_name:
+                orig_name = child.children[0]
+                assert isinstance(orig_name, Leaf), "Invalid syntax parsing imports"
+                assert orig_name.type == token.NAME, "Invalid syntax parsing imports"
+                yield orig_name.value
+            elif child.type == syms.import_as_names:
+                yield from get_imports_from_children(child.children)
+            else:
+                raise AssertionError("Invalid syntax parsing imports")
+
+    for child in node.children:
+        if child.type != syms.simple_stmt:
+            break
+        first_child = child.children[0]
+        if isinstance(first_child, Leaf):
+            # Continue looking if we see a docstring; otherwise stop.
+            if (
+                len(child.children) == 2
+                and first_child.type == token.STRING
+                and child.children[1].type == token.NEWLINE
+            ):
+                continue
+            else:
+                break
+        elif first_child.type == syms.import_from:
+            module_name = first_child.children[1]
+            if not isinstance(module_name, Leaf) or module_name.value != "__future__":
+                break
+            imports |= set(get_imports_from_children(first_child.children[3:]))
+        else:
+            break
+    return imports
+
+
+def gen_python_files_in_dir(
+    path: Path,
+    root: Path,
+    include: Pattern[str],
+    exclude: Pattern[str],
+    report: "Report",
+) -> Iterator[Path]:
+    """Generate all files under `path` whose paths are not excluded by the
+    `exclude` regex, but are included by the `include` regex.
+
+    Symbolic links pointing outside of the `root` directory are ignored.
+
+    `report` is where output about exclusions goes.
+    """
+    assert root.is_absolute(), f"INTERNAL ERROR: `root` must be absolute but is {root}"
     for child in path.iterdir():
-        if child.is_dir():
-            if child.name in BLACKLISTED_DIRECTORIES:
+        try:
+            normalized_path = "/" + child.resolve().relative_to(root).as_posix()
+        except ValueError:
+            if child.is_symlink():
+                report.path_ignored(
+                    child, f"is a symbolic link that points outside {root}"
+                )
                 continue
 
-            yield from gen_python_files_in_dir(child)
+            raise
+
+        if child.is_dir():
+            normalized_path += "/"
+        exclude_match = exclude.search(normalized_path)
+        if exclude_match and exclude_match.group(0):
+            report.path_ignored(child, f"matches the --exclude regular expression")
+            continue
+
+        if child.is_dir():
+            yield from gen_python_files_in_dir(child, root, include, exclude, report)
+
+        elif child.is_file():
+            include_match = include.search(normalized_path)
+            if include_match:
+                yield child
+
+
+@lru_cache()
+def find_project_root(srcs: Iterable[str]) -> Path:
+    """Return a directory containing .git, .hg, or pyproject.toml.
+
+    That directory can be one of the directories passed in `srcs` or their
+    common parent.
 
-        elif child.suffix in PYTHON_EXTENSIONS:
-            yield child
+    If no directory in the tree contains a marker that would specify it's the
+    project root, the root of the file system is returned.
+    """
+    if not srcs:
+        return Path("/").resolve()
+
+    common_base = min(Path(src).resolve() for src in srcs)
+    if common_base.is_dir():
+        # Append a fake file so `parents` below returns `common_base_dir`, too.
+        common_base /= "fake-file"
+    for directory in common_base.parents:
+        if (directory / ".git").is_dir():
+            return directory
+
+        if (directory / ".hg").is_dir():
+            return directory
+
+        if (directory / "pyproject.toml").is_file():
+            return directory
+
+    return directory
 
 
 @dataclass
 class Report:
     """Provides a reformatting counter. Can be rendered with `str(report)`."""
+
     check: bool = False
     quiet: bool = False
+    verbose: bool = False
     change_count: int = 0
     same_count: int = 0
     failure_count: int = 0
@@ -2369,11 +3371,11 @@ class Report:
         """Increment the counter for successful reformatting. Write out a message."""
         if changed is Changed.YES:
             reformatted = "would reformat" if self.check else "reformatted"
-            if not self.quiet:
+            if self.verbose or not self.quiet:
                 out(f"{reformatted} {src}")
             self.change_count += 1
         else:
-            if not self.quiet:
+            if self.verbose:
                 if changed is Changed.NO:
                     msg = f"{src} already well formatted, good job."
                 else:
@@ -2386,6 +3388,10 @@ class Report:
         err(f"error: cannot format {src}: {message}")
         self.failure_count += 1
 
+    def path_ignored(self, path: Path, message: str) -> None:
+        if self.verbose:
+            out(f"{path} ignored: {message}", bold=False)
+
     @property
     def return_code(self) -> int:
         """Return the exit code that the app should use.
@@ -2396,7 +3402,7 @@ class Report:
         - otherwise return 0.
         """
         # According to http://tldp.org/LDP/abs/html/exitcodes.html starting with
-        # 126 we have special returncodes reserved by the shell.
+        # 126 we have special return codes reserved by the shell.
         if self.failure_count:
             return 123
 
@@ -2435,17 +3441,34 @@ class Report:
         return ", ".join(report) + "."
 
 
+def parse_ast(src: str) -> Union[ast3.AST, ast27.AST]:
+    for feature_version in (7, 6):
+        try:
+            return ast3.parse(src, feature_version=feature_version)
+        except SyntaxError:
+            continue
+
+    return ast27.parse(src)
+
+
 def assert_equivalent(src: str, dst: str) -> None:
     """Raise AssertionError if `src` and `dst` aren't equivalent."""
 
-    import ast
     import traceback
 
-    def _v(node: ast.AST, depth: int = 0) -> Iterator[str]:
+    def _v(node: Union[ast3.AST, ast27.AST], depth: int = 0) -> Iterator[str]:
         """Simple visitor generating strings to compare ASTs by content."""
         yield f"{'  ' * depth}{node.__class__.__name__}("
 
         for field in sorted(node._fields):
+            # TypeIgnore has only one field 'lineno' which breaks this comparison
+            if isinstance(node, (ast3.TypeIgnore, ast27.TypeIgnore)):
+                break
+
+            # Ignore str kind which is case sensitive / and ignores unicode_literals
+            if isinstance(node, (ast3.Str, ast27.Str, ast3.Bytes)) and field == "kind":
+                continue
+
             try:
                 value = getattr(node, field)
             except AttributeError:
@@ -2455,10 +3478,19 @@ def assert_equivalent(src: str, dst: str) -> None:
 
             if isinstance(value, list):
                 for item in value:
-                    if isinstance(item, ast.AST):
+                    # Ignore nested tuples within del statements, because we may insert
+                    # parentheses and they change the AST.
+                    if (
+                        field == "targets"
+                        and isinstance(node, (ast3.Delete, ast27.Delete))
+                        and isinstance(item, (ast3.Tuple, ast27.Tuple))
+                    ):
+                        for item in item.elts:
+                            yield from _v(item, depth + 2)
+                    elif isinstance(item, (ast3.AST, ast27.AST)):
                         yield from _v(item, depth + 2)
 
-            elif isinstance(value, ast.AST):
+            elif isinstance(value, (ast3.AST, ast27.AST)):
                 yield from _v(value, depth + 2)
 
             else:
@@ -2467,22 +3499,20 @@ def assert_equivalent(src: str, dst: str) -> None:
         yield f"{'  ' * depth})  # /{node.__class__.__name__}"
 
     try:
-        src_ast = ast.parse(src)
+        src_ast = parse_ast(src)
     except Exception as exc:
-        major, minor = sys.version_info[:2]
         raise AssertionError(
-            f"cannot use --safe with this file; failed to parse source file "
-            f"with Python {major}.{minor}'s builtin AST. Re-run with --fast "
-            f"or stop using deprecated Python 2 syntax. AST error message: {exc}"
+            f"cannot use --safe with this file; failed to parse source file.  "
+            f"AST error message: {exc}"
         )
 
     try:
-        dst_ast = ast.parse(dst)
+        dst_ast = parse_ast(dst)
     except Exception as exc:
         log = dump_to_file("".join(traceback.format_tb(exc.__traceback__)), dst)
         raise AssertionError(
             f"INTERNAL ERROR: Black produced invalid code: {exc}. "
-            f"Please report a bug on https://github.com/ambv/black/issues.  "
+            f"Please report a bug on https://github.com/python/black/issues.  "
             f"This invalid output might be helpful: {log}"
         ) from None
 
@@ -2493,14 +3523,14 @@ def assert_equivalent(src: str, dst: str) -> None:
         raise AssertionError(
             f"INTERNAL ERROR: Black produced code that is not equivalent to "
             f"the source.  "
-            f"Please report a bug on https://github.com/ambv/black/issues.  "
+            f"Please report a bug on https://github.com/python/black/issues.  "
             f"This diff might be helpful: {log}"
         ) from None
 
 
-def assert_stable(src: str, dst: str, line_length: int) -> None:
+def assert_stable(src: str, dst: str, mode: FileMode) -> None:
     """Raise AssertionError if `dst` reformats differently the second time."""
-    newdst = format_str(dst, line_length=line_length)
+    newdst = format_str(dst, mode=mode)
     if dst != newdst:
         log = dump_to_file(
             diff(src, dst, "source", "first pass"),
@@ -2509,7 +3539,7 @@ def assert_stable(src: str, dst: str, line_length: int) -> None:
         raise AssertionError(
             f"INTERNAL ERROR: Black produced different code on the second pass "
             f"of the formatter.  "
-            f"Please report a bug on https://github.com/ambv/black/issues.  "
+            f"Please report a bug on https://github.com/python/black/issues.  "
             f"This diff might be helpful: {log}"
         ) from None
 
@@ -2539,7 +3569,7 @@ def diff(a: str, b: str, a_name: str, b_name: str) -> str:
     )
 
 
-def cancel(tasks: List[asyncio.Task]) -> None:
+def cancel(tasks: Iterable[asyncio.Task]) -> None:
     """asyncio signal handler that cancels all `tasks` and reports to stderr."""
     err("Aborted!")
     for task in tasks:
@@ -2549,8 +3579,12 @@ def cancel(tasks: List[asyncio.Task]) -> None:
 def shutdown(loop: BaseEventLoop) -> None:
     """Cancel all pending tasks on `loop`, wait for them, and close the loop."""
     try:
+        if sys.version_info[:2] >= (3, 7):
+            all_tasks = asyncio.all_tasks
+        else:
+            all_tasks = asyncio.Task.all_tasks
         # This part is borrowed from asyncio/runners.py in Python 3.7b2.
-        to_cancel = [task for task in asyncio.Task.all_tasks(loop) if not task.done()]
+        to_cancel = [task for task in all_tasks(loop) if not task.done()]
         if not to_cancel:
             return
 
@@ -2577,19 +3611,196 @@ def sub_twice(regex: Pattern[str], replacement: str, original: str) -> str:
     return regex.sub(replacement, regex.sub(replacement, original))
 
 
-CACHE_DIR = Path(user_cache_dir("black", version=__version__))
+def re_compile_maybe_verbose(regex: str) -> Pattern[str]:
+    """Compile a regular expression string in `regex`.
+
+    If it contains newlines, use verbose mode.
+    """
+    if "\n" in regex:
+        regex = "(?x)" + regex
+    return re.compile(regex)
+
 
+def enumerate_reversed(sequence: Sequence[T]) -> Iterator[Tuple[Index, T]]:
+    """Like `reversed(enumerate(sequence))` if that were possible."""
+    index = len(sequence) - 1
+    for element in reversed(sequence):
+        yield (index, element)
+        index -= 1
 
-def get_cache_file(line_length: int) -> Path:
-    return CACHE_DIR / f"cache.{line_length}.pickle"
 
+def enumerate_with_length(
+    line: Line, reversed: bool = False
+) -> Iterator[Tuple[Index, Leaf, int]]:
+    """Return an enumeration of leaves with their length.
+
+    Stops prematurely on multiline strings and standalone comments.
+    """
+    op = cast(
+        Callable[[Sequence[Leaf]], Iterator[Tuple[Index, Leaf]]],
+        enumerate_reversed if reversed else enumerate,
+    )
+    for index, leaf in op(line.leaves):
+        length = len(leaf.prefix) + len(leaf.value)
+        if "\n" in leaf.value:
+            return  # Multiline strings, we can't continue.
+
+        comment: Optional[Leaf]
+        for comment in line.comments_after(leaf):
+            length += len(comment.value)
+
+        yield index, leaf, length
+
+
+def is_line_short_enough(line: Line, *, line_length: int, line_str: str = "") -> bool:
+    """Return True if `line` is no longer than `line_length`.
+
+    Uses the provided `line_str` rendering, if any, otherwise computes a new one.
+    """
+    if not line_str:
+        line_str = str(line).strip("\n")
+    return (
+        len(line_str) <= line_length
+        and "\n" not in line_str  # multiline strings
+        and not line.contains_standalone_comments()
+    )
 
-def read_cache(line_length: int) -> Cache:
+
+def can_be_split(line: Line) -> bool:
+    """Return False if the line cannot be split *for sure*.
+
+    This is not an exhaustive search but a cheap heuristic that we can use to
+    avoid some unfortunate formattings (mostly around wrapping unsplittable code
+    in unnecessary parentheses).
+    """
+    leaves = line.leaves
+    if len(leaves) < 2:
+        return False
+
+    if leaves[0].type == token.STRING and leaves[1].type == token.DOT:
+        call_count = 0
+        dot_count = 0
+        next = leaves[-1]
+        for leaf in leaves[-2::-1]:
+            if leaf.type in OPENING_BRACKETS:
+                if next.type not in CLOSING_BRACKETS:
+                    return False
+
+                call_count += 1
+            elif leaf.type == token.DOT:
+                dot_count += 1
+            elif leaf.type == token.NAME:
+                if not (next.type == token.DOT or next.type in OPENING_BRACKETS):
+                    return False
+
+            elif leaf.type not in CLOSING_BRACKETS:
+                return False
+
+            if dot_count > 1 and call_count > 1:
+                return False
+
+    return True
+
+
+def can_omit_invisible_parens(line: Line, line_length: int) -> bool:
+    """Does `line` have a shape safe to reformat without optional parens around it?
+
+    Returns True for only a subset of potentially nice looking formattings but
+    the point is to not return false positives that end up producing lines that
+    are too long.
+    """
+    bt = line.bracket_tracker
+    if not bt.delimiters:
+        # Without delimiters the optional parentheses are useless.
+        return True
+
+    max_priority = bt.max_delimiter_priority()
+    if bt.delimiter_count_with_priority(max_priority) > 1:
+        # With more than one delimiter of a kind the optional parentheses read better.
+        return False
+
+    if max_priority == DOT_PRIORITY:
+        # A single stranded method call doesn't require optional parentheses.
+        return True
+
+    assert len(line.leaves) >= 2, "Stranded delimiter"
+
+    first = line.leaves[0]
+    second = line.leaves[1]
+    penultimate = line.leaves[-2]
+    last = line.leaves[-1]
+
+    # With a single delimiter, omit if the expression starts or ends with
+    # a bracket.
+    if first.type in OPENING_BRACKETS and second.type not in CLOSING_BRACKETS:
+        remainder = False
+        length = 4 * line.depth
+        for _index, leaf, leaf_length in enumerate_with_length(line):
+            if leaf.type in CLOSING_BRACKETS and leaf.opening_bracket is first:
+                remainder = True
+            if remainder:
+                length += leaf_length
+                if length > line_length:
+                    break
+
+                if leaf.type in OPENING_BRACKETS:
+                    # There are brackets we can further split on.
+                    remainder = False
+
+        else:
+            # checked the entire string and line length wasn't exceeded
+            if len(line.leaves) == _index + 1:
+                return True
+
+        # Note: we are not returning False here because a line might have *both*
+        # a leading opening bracket and a trailing closing bracket.  If the
+        # opening bracket doesn't match our rule, maybe the closing will.
+
+    if (
+        last.type == token.RPAR
+        or last.type == token.RBRACE
+        or (
+            # don't use indexing for omitting optional parentheses;
+            # it looks weird
+            last.type == token.RSQB
+            and last.parent
+            and last.parent.type != syms.trailer
+        )
+    ):
+        if penultimate.type in OPENING_BRACKETS:
+            # Empty brackets don't help.
+            return False
+
+        if is_multiline_string(first):
+            # Additional wrapping of a multiline string in this situation is
+            # unnecessary.
+            return True
+
+        length = 4 * line.depth
+        seen_other_brackets = False
+        for _index, leaf, leaf_length in enumerate_with_length(line):
+            length += leaf_length
+            if leaf is last.opening_bracket:
+                if seen_other_brackets or length <= line_length:
+                    return True
+
+            elif leaf.type in OPENING_BRACKETS:
+                # There are brackets we can further split on.
+                seen_other_brackets = True
+
+    return False
+
+
+def get_cache_file(mode: FileMode) -> Path:
+    return CACHE_DIR / f"cache.{mode.get_cache_key()}.pickle"
+
+
+def read_cache(mode: FileMode) -> Cache:
     """Read the cache if it exists and is well formed.
 
     If it is not well formed, the call to write_cache later should resolve the issue.
     """
-    cache_file = get_cache_file(line_length)
+    cache_file = get_cache_file(mode)
     if not cache_file.exists():
         return {}
 
@@ -2608,36 +3819,62 @@ def get_cache_info(path: Path) -> CacheInfo:
     return stat.st_mtime, stat.st_size
 
 
-def filter_cached(
-    cache: Cache, sources: Iterable[Path]
-) -> Tuple[List[Path], List[Path]]:
-    """Split a list of paths into two.
+def filter_cached(cache: Cache, sources: Iterable[Path]) -> Tuple[Set[Path], Set[Path]]:
+    """Split an iterable of paths in `sources` into two sets.
 
-    The first list contains paths of files that modified on disk or are not in the
-    cache. The other list contains paths to non-modified files.
+    The first contains paths of files that modified on disk or are not in the
+    cache. The other contains paths to non-modified files.
     """
-    todo, done = [], []
+    todo, done = set(), set()
     for src in sources:
         src = src.resolve()
         if cache.get(src) != get_cache_info(src):
-            todo.append(src)
+            todo.add(src)
         else:
-            done.append(src)
+            done.add(src)
     return todo, done
 
 
-def write_cache(cache: Cache, sources: List[Path], line_length: int) -> None:
+def write_cache(cache: Cache, sources: Iterable[Path], mode: FileMode) -> None:
     """Update the cache file."""
-    cache_file = get_cache_file(line_length)
+    cache_file = get_cache_file(mode)
     try:
-        if not CACHE_DIR.exists():
-            CACHE_DIR.mkdir(parents=True)
+        CACHE_DIR.mkdir(parents=True, exist_ok=True)
         new_cache = {**cache, **{src.resolve(): get_cache_info(src) for src in sources}}
-        with cache_file.open("wb") as fobj:
-            pickle.dump(new_cache, fobj, protocol=pickle.HIGHEST_PROTOCOL)
+        with tempfile.NamedTemporaryFile(dir=str(cache_file.parent), delete=False) as f:
+            pickle.dump(new_cache, f, protocol=pickle.HIGHEST_PROTOCOL)
+        os.replace(f.name, cache_file)
     except OSError:
         pass
 
 
-if __name__ == "__main__":
+def patch_click() -> None:
+    """Make Click not crash.
+
+    On certain misconfigured environments, Python 3 selects the ASCII encoding as the
+    default which restricts paths that it can access during the lifetime of the
+    application.  Click refuses to work in this scenario by raising a RuntimeError.
+
+    In case of Black the likelihood that non-ASCII characters are going to be used in
+    file paths is minimal since it's Python source code.  Moreover, this crash was
+    spurious on Python 3.7 thanks to PEP 538 and PEP 540.
+    """
+    try:
+        from click import core
+        from click import _unicodefun  # type: ignore
+    except ModuleNotFoundError:
+        return
+
+    for module in (core, _unicodefun):
+        if hasattr(module, "_verify_python3_env"):
+            module._verify_python3_env = lambda: None
+
+
+def patched_main() -> None:
+    freeze_support()
+    patch_click()
     main()
+
+
+if __name__ == "__main__":
+    patched_main()