diff --git a/Cargo.lock b/Cargo.lock
index 11293fa2b7..47bc9299be 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -2110,6 +2110,7 @@ dependencies = [
  "insta",
  "once_cell",
  "ruff_formatter",
+ "ruff_python",
  "ruff_rustpython",
  "ruff_testing_macros",
  "ruff_text_size",
diff --git a/crates/ruff/src/docstrings/constants.rs b/crates/ruff/src/docstrings/constants.rs
deleted file mode 100644
index 3473b0c841..0000000000
--- a/crates/ruff/src/docstrings/constants.rs
+++ /dev/null
@@ -1,13 +0,0 @@
-/// See: <https://docs.python.org/3/reference/lexical_analysis.html#string-and-bytes-literals>
-
-pub const TRIPLE_QUOTE_PREFIXES: &[&str] = &[
-    "u\"\"\"", "u'''", "r\"\"\"", "r'''", "U\"\"\"", "U'''", "R\"\"\"", "R'''", "\"\"\"", "'''",
-];
-
-pub const SINGLE_QUOTE_PREFIXES: &[&str] = &[
-    "u\"", "u'", "r\"", "r'", "u\"", "u'", "r\"", "r'", "U\"", "U'", "R\"", "R'", "\"", "'",
-];
-
-pub const TRIPLE_QUOTE_SUFFIXES: &[&str] = &["\"\"\"", "'''"];
-
-pub const SINGLE_QUOTE_SUFFIXES: &[&str] = &["\"", "'"];
diff --git a/crates/ruff/src/docstrings/mod.rs b/crates/ruff/src/docstrings/mod.rs
index 6c0f85022a..468f9f4608 100644
--- a/crates/ruff/src/docstrings/mod.rs
+++ b/crates/ruff/src/docstrings/mod.rs
@@ -1,4 +1,3 @@
-pub mod constants;
 pub mod definition;
 pub mod extraction;
 pub mod google;
diff --git a/crates/ruff/src/rules/pydocstyle/helpers.rs b/crates/ruff/src/rules/pydocstyle/helpers.rs
index 18c8f1b2c0..8d08cb5810 100644
--- a/crates/ruff/src/rules/pydocstyle/helpers.rs
+++ b/crates/ruff/src/rules/pydocstyle/helpers.rs
@@ -1,13 +1,15 @@
-use crate::docstrings::constants;
+use ruff_python::string::{
+    SINGLE_QUOTE_PREFIXES, SINGLE_QUOTE_SUFFIXES, TRIPLE_QUOTE_PREFIXES, TRIPLE_QUOTE_SUFFIXES,
+};
 
 /// Strip the leading and trailing quotes from a docstring.
 pub fn raw_contents(contents: &str) -> &str {
-    for pattern in constants::TRIPLE_QUOTE_PREFIXES {
+    for pattern in TRIPLE_QUOTE_PREFIXES {
         if contents.starts_with(pattern) {
             return &contents[pattern.len()..contents.len() - 3];
         }
     }
-    for pattern in constants::SINGLE_QUOTE_PREFIXES {
+    for pattern in SINGLE_QUOTE_PREFIXES {
         if contents.starts_with(pattern) {
             return &contents[pattern.len()..contents.len() - 1];
         }
@@ -18,10 +20,7 @@ pub fn raw_contents(contents: &str) -> &str {
 /// Return the leading quote string for a docstring (e.g., `"""`).
 pub fn leading_quote(content: &str) -> Option<&str> {
     if let Some(first_line) = content.lines().next() {
-        for pattern in constants::TRIPLE_QUOTE_PREFIXES
-            .iter()
-            .chain(constants::SINGLE_QUOTE_PREFIXES)
-        {
+        for pattern in TRIPLE_QUOTE_PREFIXES.iter().chain(SINGLE_QUOTE_PREFIXES) {
             if first_line.starts_with(pattern) {
                 return Some(pattern);
             }
@@ -32,9 +31,9 @@ pub fn leading_quote(content: &str) -> Option<&str> {
 
 /// Return the trailing quote string for a docstring (e.g., `"""`).
 pub fn trailing_quote(content: &str) -> Option<&&str> {
-    constants::TRIPLE_QUOTE_SUFFIXES
+    TRIPLE_QUOTE_SUFFIXES
         .iter()
-        .chain(constants::SINGLE_QUOTE_SUFFIXES)
+        .chain(SINGLE_QUOTE_SUFFIXES)
         .find(|&pattern| content.ends_with(pattern))
 }
 
diff --git a/crates/ruff/src/rules/pydocstyle/rules/multi_line_summary_start.rs b/crates/ruff/src/rules/pydocstyle/rules/multi_line_summary_start.rs
index 1d840673ab..25f72523b5 100644
--- a/crates/ruff/src/rules/pydocstyle/rules/multi_line_summary_start.rs
+++ b/crates/ruff/src/rules/pydocstyle/rules/multi_line_summary_start.rs
@@ -1,9 +1,9 @@
 use ruff_macros::{define_violation, derive_message_formats};
+use ruff_python::string::TRIPLE_QUOTE_PREFIXES;
 
 use crate::ast::types::Range;
 use crate::ast::whitespace::LinesWithTrailingNewline;
 use crate::checkers::ast::Checker;
-use crate::docstrings::constants;
 use crate::docstrings::definition::{DefinitionKind, Docstring};
 use crate::fix::Fix;
 use crate::message::Location;
@@ -54,7 +54,7 @@ pub fn multi_line_summary_start(checker: &mut Checker, docstring: &Docstring) {
     {
         return;
     };
-    if constants::TRIPLE_QUOTE_PREFIXES.contains(&first_line) {
+    if TRIPLE_QUOTE_PREFIXES.contains(&first_line) {
         if checker
             .settings
             .rules
diff --git a/crates/ruff_python/src/string.rs b/crates/ruff_python/src/string.rs
index 16499f2182..c780abf496 100644
--- a/crates/ruff_python/src/string.rs
+++ b/crates/ruff_python/src/string.rs
@@ -1,6 +1,16 @@
 use once_cell::sync::Lazy;
 use regex::Regex;
 
+/// See: <https://docs.python.org/3/reference/lexical_analysis.html#string-and-bytes-literals>
+pub const TRIPLE_QUOTE_PREFIXES: &[&str] = &[
+    "u\"\"\"", "u'''", "r\"\"\"", "r'''", "U\"\"\"", "U'''", "R\"\"\"", "R'''", "\"\"\"", "'''",
+];
+pub const SINGLE_QUOTE_PREFIXES: &[&str] = &[
+    "u\"", "u'", "r\"", "r'", "u\"", "u'", "r\"", "r'", "U\"", "U'", "R\"", "R'", "\"", "'",
+];
+pub const TRIPLE_QUOTE_SUFFIXES: &[&str] = &["\"\"\"", "'''"];
+pub const SINGLE_QUOTE_SUFFIXES: &[&str] = &["\"", "'"];
+
 pub static STRING_QUOTE_PREFIX_REGEX: Lazy<Regex> =
     Lazy::new(|| Regex::new(r#"^(?i)[urb]*['"](?P<raw>.*)['"]$"#).unwrap());
 
diff --git a/crates/ruff_python_formatter/Cargo.toml b/crates/ruff_python_formatter/Cargo.toml
index 5d08682017..5894322556 100644
--- a/crates/ruff_python_formatter/Cargo.toml
+++ b/crates/ruff_python_formatter/Cargo.toml
@@ -7,6 +7,7 @@ rust-version = { workspace = true }
 
 [dependencies]
 ruff_formatter = { path = "../ruff_formatter" }
+ruff_python = { path = "../ruff_python" }
 ruff_rustpython = { path = "../ruff_rustpython" }
 ruff_text_size = { path = "../ruff_text_size" }
 
diff --git a/crates/ruff_python_formatter/src/core/helpers.rs b/crates/ruff_python_formatter/src/core/helpers.rs
new file mode 100644
index 0000000000..dd7dc2db08
--- /dev/null
+++ b/crates/ruff_python_formatter/src/core/helpers.rs
@@ -0,0 +1,23 @@
+use ruff_python::string::{
+    SINGLE_QUOTE_PREFIXES, SINGLE_QUOTE_SUFFIXES, TRIPLE_QUOTE_PREFIXES, TRIPLE_QUOTE_SUFFIXES,
+};
+
+/// Return the leading quote string for a docstring (e.g., `"""`).
+pub fn leading_quote(content: &str) -> Option<&str> {
+    if let Some(first_line) = content.lines().next() {
+        for pattern in TRIPLE_QUOTE_PREFIXES.iter().chain(SINGLE_QUOTE_PREFIXES) {
+            if first_line.starts_with(pattern) {
+                return Some(pattern);
+            }
+        }
+    }
+    None
+}
+
+/// Return the trailing quote string for a docstring (e.g., `"""`).
+pub fn trailing_quote(content: &str) -> Option<&&str> {
+    TRIPLE_QUOTE_SUFFIXES
+        .iter()
+        .chain(SINGLE_QUOTE_SUFFIXES)
+        .find(|&pattern| content.ends_with(pattern))
+}
diff --git a/crates/ruff_python_formatter/src/core/mod.rs b/crates/ruff_python_formatter/src/core/mod.rs
index 3812c9abd1..927be4f07d 100644
--- a/crates/ruff_python_formatter/src/core/mod.rs
+++ b/crates/ruff_python_formatter/src/core/mod.rs
@@ -1,3 +1,4 @@
+pub mod helpers;
 pub mod locator;
 pub mod types;
 pub mod visitor;
diff --git a/crates/ruff_python_formatter/src/format/expr.rs b/crates/ruff_python_formatter/src/format/expr.rs
index 240270cfe2..d14ceda8bd 100644
--- a/crates/ruff_python_formatter/src/format/expr.rs
+++ b/crates/ruff_python_formatter/src/format/expr.rs
@@ -13,6 +13,7 @@ use crate::cst::{
     Arguments, Boolop, Cmpop, Comprehension, Expr, ExprKind, Keyword, Operator, Unaryop,
 };
 use crate::format::helpers::{is_self_closing, is_simple_power, is_simple_slice};
+use crate::format::strings::string_literal;
 use crate::shared_traits::AsFormat;
 use crate::trivia::{Parenthesize, Relationship, TriviaKind};
 
@@ -128,8 +129,6 @@ fn format_tuple(
                     write!(
                         f,
                         [soft_block_indent(&format_with(|f| {
-                            // TODO(charlie): If the magic trailing comma isn't present, and the
-                            // tuple is _already_ expanded, we're not supposed to add this.
                             let magic_trailing_comma = expr
                                 .trivia
                                 .iter()
@@ -641,10 +640,21 @@ fn format_joined_str(
 fn format_constant(
     f: &mut Formatter<ASTFormatContext<'_>>,
     expr: &Expr,
-    _constant: &Constant,
+    constant: &Constant,
     _kind: Option<&str>,
 ) -> FormatResult<()> {
-    write!(f, [literal(Range::from_located(expr))])?;
+    match constant {
+        Constant::None => write!(f, [text("None")])?,
+        Constant::Bool(value) => {
+            if *value {
+                write!(f, [text("True")])?;
+            } else {
+                write!(f, [text("False")])?;
+            }
+        }
+        Constant::Str(_) => write!(f, [string_literal(expr)])?,
+        _ => write!(f, [literal(Range::from_located(expr))])?,
+    }
     Ok(())
 }
 
diff --git a/crates/ruff_python_formatter/src/format/mod.rs b/crates/ruff_python_formatter/src/format/mod.rs
index ca673053b3..5dae9fd406 100644
--- a/crates/ruff_python_formatter/src/format/mod.rs
+++ b/crates/ruff_python_formatter/src/format/mod.rs
@@ -10,5 +10,6 @@ mod expr;
 mod helpers;
 mod operator;
 mod stmt;
+mod strings;
 mod unaryop;
 mod withitem;
diff --git a/crates/ruff_python_formatter/src/format/strings.rs b/crates/ruff_python_formatter/src/format/strings.rs
new file mode 100644
index 0000000000..25c602f637
--- /dev/null
+++ b/crates/ruff_python_formatter/src/format/strings.rs
@@ -0,0 +1,240 @@
+use rustpython_parser::{Mode, Tok};
+
+use ruff_formatter::prelude::*;
+use ruff_formatter::{write, Format};
+use ruff_text_size::TextSize;
+
+use crate::context::ASTFormatContext;
+use crate::core::helpers::{leading_quote, trailing_quote};
+use crate::core::types::Range;
+use crate::cst::Expr;
+use crate::trivia::Parenthesize;
+
+#[derive(Debug, Copy, Clone, Eq, PartialEq)]
+pub struct StringLiteralPart {
+    range: Range,
+}
+
+impl Format<ASTFormatContext<'_>> for StringLiteralPart {
+    fn fmt(&self, f: &mut Formatter<ASTFormatContext<'_>>) -> FormatResult<()> {
+        let (source, start, end) = f.context().locator().slice(self.range);
+
+        // Extract leading and trailing quotes.
+        let content = &source[start..end];
+        let leading_quote = leading_quote(content).unwrap();
+        let trailing_quote = trailing_quote(content).unwrap();
+        let body = &content[leading_quote.len()..content.len() - trailing_quote.len()];
+
+        // Determine the correct quote style.
+        // TODO(charlie): Make this parameterizable.
+        let mut squotes: usize = 0;
+        let mut dquotes: usize = 0;
+        for char in body.chars() {
+            if char == '\'' {
+                squotes += 1;
+            } else if char == '"' {
+                dquotes += 1;
+            }
+        }
+
+        let mut is_raw = false;
+        if leading_quote.contains('r') {
+            is_raw = true;
+            f.write_element(FormatElement::StaticText { text: "r" })?;
+        } else if leading_quote.contains('R') {
+            is_raw = true;
+            f.write_element(FormatElement::StaticText { text: "R" })?;
+        }
+
+        if trailing_quote.len() == 1 {
+            // Single-quoted string.
+            if dquotes == 0 || squotes > 0 {
+                // If the body doesn't contain any double quotes, or it contains both single and
+                // double quotes, use double quotes.
+                f.write_element(FormatElement::StaticText { text: "\"" })?;
+                f.write_element(FormatElement::DynamicText {
+                    text: if is_raw {
+                        body.into()
+                    } else {
+                        double_escape(body).into()
+                    },
+                    source_position: TextSize::default(),
+                })?;
+                f.write_element(FormatElement::StaticText { text: "\"" })?;
+                Ok(())
+            } else {
+                f.write_element(FormatElement::StaticText { text: "'" })?;
+                f.write_element(FormatElement::DynamicText {
+                    text: if is_raw {
+                        body.into()
+                    } else {
+                        single_escape(body).into()
+                    },
+                    source_position: TextSize::default(),
+                })?;
+                f.write_element(FormatElement::StaticText { text: "'" })?;
+                Ok(())
+            }
+        } else if trailing_quote.len() == 3 {
+            // Triple-quoted string.
+            if body.starts_with("\"\"\"") || body.ends_with('"') {
+                // We only need to use single quotes if the string body starts with three or more
+                // double quotes, or ends with a double quote. Converting to double quotes in those
+                // cases would cause a syntax error.
+                f.write_element(FormatElement::StaticText { text: "'''" })?;
+                f.write_element(FormatElement::DynamicText {
+                    text: body.to_string().into_boxed_str(),
+                    source_position: TextSize::default(),
+                })?;
+                f.write_element(FormatElement::StaticText { text: "'''" })?;
+                Ok(())
+            } else {
+                f.write_element(FormatElement::StaticText { text: "\"\"\"" })?;
+                f.write_element(FormatElement::DynamicText {
+                    text: body.to_string().into_boxed_str(),
+                    source_position: TextSize::default(),
+                })?;
+                f.write_element(FormatElement::StaticText { text: "\"\"\"" })?;
+                Ok(())
+            }
+        } else {
+            unreachable!("Invalid quote length: {}", trailing_quote.len());
+        }
+    }
+}
+
+#[inline]
+pub const fn string_literal_part(range: Range) -> StringLiteralPart {
+    StringLiteralPart { range }
+}
+
+#[derive(Debug, Copy, Clone)]
+pub struct StringLiteral<'a> {
+    expr: &'a Expr,
+}
+
+impl Format<ASTFormatContext<'_>> for StringLiteral<'_> {
+    fn fmt(&self, f: &mut Formatter<ASTFormatContext<'_>>) -> FormatResult<()> {
+        let expr = self.expr;
+
+        // TODO(charlie): This tokenization needs to happen earlier, so that we can attach
+        // comments to individual string literals.
+        let (source, start, end) = f.context().locator().slice(Range::from_located(expr));
+        let elts =
+            rustpython_parser::lexer::lex_located(&source[start..end], Mode::Module, expr.location)
+                .flatten()
+                .filter_map(|(start, tok, end)| {
+                    if matches!(tok, Tok::String { .. }) {
+                        Some(Range::new(start, end))
+                    } else {
+                        None
+                    }
+                })
+                .collect::<Vec<_>>();
+        write!(
+            f,
+            [group(&format_with(|f| {
+                if matches!(expr.parentheses, Parenthesize::IfExpanded) {
+                    write!(f, [if_group_breaks(&text("("))])?;
+                }
+                for (i, elt) in elts.iter().enumerate() {
+                    write!(f, [string_literal_part(*elt)])?;
+                    if i < elts.len() - 1 {
+                        write!(f, [soft_line_break_or_space()])?;
+                    }
+                }
+                if matches!(expr.parentheses, Parenthesize::IfExpanded) {
+                    write!(f, [if_group_breaks(&text(")"))])?;
+                }
+                Ok(())
+            }))]
+        )?;
+        Ok(())
+    }
+}
+
+#[inline]
+pub const fn string_literal(expr: &Expr) -> StringLiteral {
+    StringLiteral { expr }
+}
+
+/// Escape a string body to be used in a string literal with double quotes.
+fn double_escape(text: &str) -> String {
+    let mut escaped = String::with_capacity(text.len());
+    let mut chars = text.chars().peekable();
+    while let Some(ch) = chars.next() {
+        if ch == '\\' {
+            let Some(next) = chars.peek() else {
+                break;
+            };
+            if *next == '\'' {
+                chars.next();
+                escaped.push('\'');
+            } else if *next == '"' {
+                chars.next();
+                escaped.push('"');
+            } else if *next == '\\' {
+                chars.next();
+                escaped.push('\\');
+                escaped.push(ch);
+            } else {
+                escaped.push(ch);
+            }
+        } else if ch == '"' {
+            escaped.push('\\');
+            escaped.push('"');
+        } else {
+            escaped.push(ch);
+        }
+    }
+    escaped
+}
+
+/// Escape a string body to be used in a string literal with single quotes.
+fn single_escape(text: &str) -> String {
+    let mut escaped = String::with_capacity(text.len());
+    let mut chars = text.chars().peekable();
+    while let Some(ch) = chars.next() {
+        if ch == '\\' {
+            let Some(next) = chars.peek() else {
+                break;
+            };
+            if *next == '"' {
+                chars.next();
+                escaped.push('"');
+            } else if *next == '\'' {
+                chars.next();
+                escaped.push('\'');
+            } else if *next == '\\' {
+                chars.next();
+                escaped.push('\\');
+                escaped.push(ch);
+            } else {
+                escaped.push(ch);
+            }
+        } else if ch == '\'' {
+            escaped.push('\\');
+            escaped.push('\'');
+        } else {
+            escaped.push(ch);
+        }
+    }
+    escaped
+}
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn test_double_escape() {
+        assert_eq!(double_escape(r#"It\'s mine"#), r#"It's mine"#);
+        assert_eq!(double_escape(r#"It\'s "mine""#), r#"It's \"mine\""#);
+        assert_eq!(double_escape(r#"It\\'s mine"#), r#"It\\'s mine"#);
+    }
+
+    #[test]
+    fn test_single_escape() {
+        assert_eq!(single_escape(r#"It's \"mine\""#), r#"It\'s "mine""#);
+    }
+}
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__bracketmatch_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__bracketmatch_py.snap
deleted file mode 100644
index c142929ea6..0000000000
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__bracketmatch_py.snap
+++ /dev/null
@@ -1,49 +0,0 @@
----
-source: crates/ruff_python_formatter/src/lib.rs
-expression: snapshot
-input_file: crates/ruff_python_formatter/resources/test/fixtures/black/simple_cases/bracketmatch.py
----
-## Input
-
-```py
-for ((x in {}) or {})['a'] in x:
-    pass
-pem_spam = lambda l, spam = {
-    "x": 3
-}: not spam.get(l.strip())
-lambda x=lambda y={1: 3}: y['x':lambda y: {1: 2}]: x
-```
-
-## Black Differences
-
-```diff
---- Black
-+++ Ruff
-@@ -1,4 +1,4 @@
--for ((x in {}) or {})["a"] in x:
-+for ((x in {}) or {})['a'] in x:
-     pass
- pem_spam = lambda l, spam={"x": 3}: not spam.get(l.strip())
--lambda x=lambda y={1: 3}: y["x" : lambda y: {1: 2}]: x
-+lambda x=lambda y={1: 3}: y['x' : lambda y: {1: 2}]: x
-```
-
-## Ruff Output
-
-```py
-for ((x in {}) or {})['a'] in x:
-    pass
-pem_spam = lambda l, spam={"x": 3}: not spam.get(l.strip())
-lambda x=lambda y={1: 3}: y['x' : lambda y: {1: 2}]: x
-```
-
-## Black Output
-
-```py
-for ((x in {}) or {})["a"] in x:
-    pass
-pem_spam = lambda l, spam={"x": 3}: not spam.get(l.strip())
-lambda x=lambda y={1: 3}: y["x" : lambda y: {1: 2}]: x
-```
-
-
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__collections_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__collections_py.snap
deleted file mode 100644
index d35a56bb0e..0000000000
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__collections_py.snap
+++ /dev/null
@@ -1,319 +0,0 @@
----
-source: crates/ruff_python_formatter/src/lib.rs
-expression: snapshot
-input_file: crates/ruff_python_formatter/resources/test/fixtures/black/simple_cases/collections.py
----
-## Input
-
-```py
-import core, time, a
-
-from . import A, B, C
-
-# keeps existing trailing comma
-from foo import (
-    bar,
-)
-
-# also keeps existing structure
-from foo import (
-    baz,
-    qux,
-)
-
-# `as` works as well
-from foo import (
-    xyzzy as magic,
-)
-
-a = {1,2,3,}
-b = {
-1,2,
-     3}
-c = {
-    1,
-    2,
-    3,
-}
-x = 1,
-y = narf(),
-nested = {(1,2,3),(4,5,6),}
-nested_no_trailing_comma = {(1,2,3),(4,5,6)}
-nested_long_lines = ["aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa", "bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb", "cccccccccccccccccccccccccccccccccccccccc", (1, 2, 3), "dddddddddddddddddddddddddddddddddddddddd"]
-{"oneple": (1,),}
-{"oneple": (1,)}
-['ls', 'lsoneple/%s' % (foo,)]
-x = {"oneple": (1,)}
-y = {"oneple": (1,),}
-assert False, ("aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa wraps %s" % bar)
-
-# looping over a 1-tuple should also not get wrapped
-for x in (1,):
-    pass
-for (x,) in (1,), (2,), (3,):
-    pass
-
-[1, 2, 3,]
-
-division_result_tuple = (6/2,)
-print("foo %r", (foo.bar,))
-
-if True:
-    IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING = (
-        Config.IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING
-        | {pylons.controllers.WSGIController}
-    )
-
-if True:
-    ec2client.get_waiter('instance_stopped').wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            'Delay': 5,
-        })
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={"Delay": 5,},
-    )
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id], WaiterConfig={"Delay": 5,},
-    )
-```
-
-## Black Differences
-
-```diff
---- Black
-+++ Ruff
-@@ -47,7 +47,7 @@
-     "oneple": (1,),
- }
- {"oneple": (1,)}
--["ls", "lsoneple/%s" % (foo,)]
-+['ls', 'lsoneple/%s' % (foo,)]
- x = {"oneple": (1,)}
- y = {
-     "oneple": (1,),
-@@ -79,10 +79,10 @@
-     )
- 
- if True:
--    ec2client.get_waiter("instance_stopped").wait(
-+    ec2client.get_waiter('instance_stopped').wait(
-         InstanceIds=[instance.id],
-         WaiterConfig={
--            "Delay": 5,
-+            'Delay': 5,
-         },
-     )
-     ec2client.get_waiter("instance_stopped").wait(
-```
-
-## Ruff Output
-
-```py
-import core, time, a
-
-from . import A, B, C
-
-# keeps existing trailing comma
-from foo import (
-    bar,
-)
-
-# also keeps existing structure
-from foo import (
-    baz,
-    qux,
-)
-
-# `as` works as well
-from foo import (
-    xyzzy as magic,
-)
-
-a = {
-    1,
-    2,
-    3,
-}
-b = {1, 2, 3}
-c = {
-    1,
-    2,
-    3,
-}
-x = (1,)
-y = (narf(),)
-nested = {
-    (1, 2, 3),
-    (4, 5, 6),
-}
-nested_no_trailing_comma = {(1, 2, 3), (4, 5, 6)}
-nested_long_lines = [
-    "aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa",
-    "bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb",
-    "cccccccccccccccccccccccccccccccccccccccc",
-    (1, 2, 3),
-    "dddddddddddddddddddddddddddddddddddddddd",
-]
-{
-    "oneple": (1,),
-}
-{"oneple": (1,)}
-['ls', 'lsoneple/%s' % (foo,)]
-x = {"oneple": (1,)}
-y = {
-    "oneple": (1,),
-}
-assert False, (
-    "aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa wraps %s"
-    % bar
-)
-
-# looping over a 1-tuple should also not get wrapped
-for x in (1,):
-    pass
-for (x,) in (1,), (2,), (3,):
-    pass
-
-[
-    1,
-    2,
-    3,
-]
-
-division_result_tuple = (6 / 2,)
-print("foo %r", (foo.bar,))
-
-if True:
-    IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING = (
-        Config.IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING
-        | {pylons.controllers.WSGIController}
-    )
-
-if True:
-    ec2client.get_waiter('instance_stopped').wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            'Delay': 5,
-        },
-    )
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            "Delay": 5,
-        },
-    )
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            "Delay": 5,
-        },
-    )
-```
-
-## Black Output
-
-```py
-import core, time, a
-
-from . import A, B, C
-
-# keeps existing trailing comma
-from foo import (
-    bar,
-)
-
-# also keeps existing structure
-from foo import (
-    baz,
-    qux,
-)
-
-# `as` works as well
-from foo import (
-    xyzzy as magic,
-)
-
-a = {
-    1,
-    2,
-    3,
-}
-b = {1, 2, 3}
-c = {
-    1,
-    2,
-    3,
-}
-x = (1,)
-y = (narf(),)
-nested = {
-    (1, 2, 3),
-    (4, 5, 6),
-}
-nested_no_trailing_comma = {(1, 2, 3), (4, 5, 6)}
-nested_long_lines = [
-    "aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa",
-    "bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb",
-    "cccccccccccccccccccccccccccccccccccccccc",
-    (1, 2, 3),
-    "dddddddddddddddddddddddddddddddddddddddd",
-]
-{
-    "oneple": (1,),
-}
-{"oneple": (1,)}
-["ls", "lsoneple/%s" % (foo,)]
-x = {"oneple": (1,)}
-y = {
-    "oneple": (1,),
-}
-assert False, (
-    "aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa wraps %s"
-    % bar
-)
-
-# looping over a 1-tuple should also not get wrapped
-for x in (1,):
-    pass
-for (x,) in (1,), (2,), (3,):
-    pass
-
-[
-    1,
-    2,
-    3,
-]
-
-division_result_tuple = (6 / 2,)
-print("foo %r", (foo.bar,))
-
-if True:
-    IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING = (
-        Config.IGNORED_TYPES_FOR_ATTRIBUTE_CHECKING
-        | {pylons.controllers.WSGIController}
-    )
-
-if True:
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            "Delay": 5,
-        },
-    )
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            "Delay": 5,
-        },
-    )
-    ec2client.get_waiter("instance_stopped").wait(
-        InstanceIds=[instance.id],
-        WaiterConfig={
-            "Delay": 5,
-        },
-    )
-```
-
-
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__comments2_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__comments2_py.snap
index 8d6d0a4434..fb232c5523 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__comments2_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__comments2_py.snap
@@ -178,7 +178,7 @@ instruction()#comment with bad spacing
 ```diff
 --- Black
 +++ Ruff
-@@ -1,31 +1,31 @@
+@@ -1,8 +1,8 @@
  from com.my_lovely_company.my_lovely_team.my_lovely_project.my_lovely_component import (
 -    MyLovelyCompanyTeamProjectComponent,  # NOT DRY
 +    MyLovelyCompanyTeamProjectComponent,
@@ -189,52 +189,25 @@ instruction()#comment with bad spacing
  )
  
  # Please keep __all__ alphabetized within each category.
- 
- __all__ = [
-     # Super-special typing primitives.
--    "Any",
--    "Callable",
--    "ClassVar",
-+    'Any',
-+    'Callable',
-+    'ClassVar',
+@@ -13,7 +13,7 @@
+     "Callable",
+     "ClassVar",
      # ABCs (from collections.abc).
 -    "AbstractSet",  # collections.abc.Set.
--    "ByteString",
--    "Container",
-+    'AbstractSet',
-+    'ByteString',
-+    'Container',
++    "AbstractSet",
+     "ByteString",
+     "Container",
      # Concrete collection types.
--    "Counter",
--    "Deque",
--    "Dict",
--    "DefaultDict",
--    "List",
--    "Set",
--    "FrozenSet",
+@@ -24,7 +24,7 @@
+     "List",
+     "Set",
+     "FrozenSet",
 -    "NamedTuple",  # Not really a type.
--    "Generator",
-+    'Counter',
-+    'Deque',
-+    'Dict',
-+    'DefaultDict',
-+    'List',
-+    'Set',
-+    'FrozenSet',
-+    'NamedTuple',
-+    'Generator',
++    "NamedTuple",
+     "Generator",
  ]
  
- not_shareables = [
-@@ -48,38 +48,45 @@
-     SubBytes(b"spam"),
- ]
- 
--if "PYTHON" in os.environ:
-+if 'PYTHON' in os.environ:
-     add_compiler(compiler_from_env())
- else:
+@@ -54,32 +54,39 @@
      # for compiler in compilers.values():
      # add_compiler(compiler)
      add_compiler(compilers[(7.0, 32)])
@@ -284,7 +257,7 @@ instruction()#comment with bad spacing
      ):
          pass
      # no newline before or after
-@@ -103,47 +110,47 @@
+@@ -103,42 +110,42 @@
      ############################################################################
  
      call2(
@@ -323,12 +296,11 @@ instruction()#comment with bad spacing
      ]
      lcomp3 = [
          # This one is actually too long to fit in a single line.
--        element.split("\n", 1)[0]
+         element.split("\n", 1)[0]
 -        # yup
 -        for element in collection.select_elements()
 -        # right
 -        if element is not None
-+        element.split('\n', 1)[0]
 +        for # yup
 +        element in collection.select_elements()
 +        if # right
@@ -346,12 +318,6 @@ instruction()#comment with bad spacing
  
      # let's return
      return Node(
-         syms.simple_stmt,
--        [Node(statement, result), Leaf(token.NEWLINE, "\n")],  # FIXME: \r\n?
-+        [Node(statement, result), Leaf(token.NEWLINE, '\n')],  # FIXME: \r\n?
-     )
- 
- 
 @@ -167,7 +174,7 @@
  #######################
  
@@ -377,23 +343,23 @@ from com.my_lovely_company.my_lovely_team.my_lovely_project.my_lovely_component
 
 __all__ = [
     # Super-special typing primitives.
-    'Any',
-    'Callable',
-    'ClassVar',
+    "Any",
+    "Callable",
+    "ClassVar",
     # ABCs (from collections.abc).
-    'AbstractSet',
-    'ByteString',
-    'Container',
+    "AbstractSet",
+    "ByteString",
+    "Container",
     # Concrete collection types.
-    'Counter',
-    'Deque',
-    'Dict',
-    'DefaultDict',
-    'List',
-    'Set',
-    'FrozenSet',
-    'NamedTuple',
-    'Generator',
+    "Counter",
+    "Deque",
+    "Dict",
+    "DefaultDict",
+    "List",
+    "Set",
+    "FrozenSet",
+    "NamedTuple",
+    "Generator",
 ]
 
 not_shareables = [
@@ -416,7 +382,7 @@ not_shareables = [
     SubBytes(b"spam"),
 ]
 
-if 'PYTHON' in os.environ:
+if "PYTHON" in os.environ:
     add_compiler(compiler_from_env())
 else:
     # for compiler in compilers.values():
@@ -501,7 +467,7 @@ short
     ]
     lcomp3 = [
         # This one is actually too long to fit in a single line.
-        element.split('\n', 1)[0]
+        element.split("\n", 1)[0]
         for # yup
         element in collection.select_elements()
         if # right
@@ -518,7 +484,7 @@ short
     # let's return
     return Node(
         syms.simple_stmt,
-        [Node(statement, result), Leaf(token.NEWLINE, '\n')],  # FIXME: \r\n?
+        [Node(statement, result), Leaf(token.NEWLINE, "\n")],  # FIXME: \r\n?
     )
 
 
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__empty_lines_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__empty_lines_py.snap
index 64f776a402..e8442851d3 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__empty_lines_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__empty_lines_py.snap
@@ -105,20 +105,7 @@ def g():
 ```diff
 --- Black
 +++ Ruff
-@@ -3,9 +3,9 @@
- 
- # leading comment
- def f():
--    NO = ""
--    SPACE = " "
--    DOUBLESPACE = "  "
-+    NO = ''
-+    SPACE = ' '
-+    DOUBLESPACE = '  '
- 
-     t = leaf.type
-     p = leaf.parent  # trailing comment
-@@ -25,35 +25,41 @@
+@@ -25,23 +25,30 @@
              return NO
  
          if prevp.type == token.EQUAL:
@@ -164,21 +151,14 @@ def g():
                  return NO
  
  
- ###############################################################################
+@@ -49,7 +56,6 @@
  # SECTION BECAUSE SECTIONS
  ###############################################################################
+ 
 -
- 
  def g():
--    NO = ""
--    SPACE = " "
--    DOUBLESPACE = "  "
-+    NO = ''
-+    SPACE = ' '
-+    DOUBLESPACE = '  '
- 
-     t = leaf.type
-     p = leaf.parent
+     NO = ""
+     SPACE = " "
 @@ -67,7 +73,7 @@
          return DOUBLESPACE
  
@@ -221,9 +201,9 @@ def g():
 
 # leading comment
 def f():
-    NO = ''
-    SPACE = ' '
-    DOUBLESPACE = '  '
+    NO = ""
+    SPACE = " "
+    DOUBLESPACE = "  "
 
     t = leaf.type
     p = leaf.parent  # trailing comment
@@ -275,9 +255,9 @@ def f():
 ###############################################################################
 
 def g():
-    NO = ''
-    SPACE = ' '
-    DOUBLESPACE = '  '
+    NO = ""
+    SPACE = " "
+    DOUBLESPACE = "  "
 
     t = leaf.type
     p = leaf.parent
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__expression_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__expression_py.snap
index 22949e554f..f42ec66248 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__expression_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__expression_py.snap
@@ -268,22 +268,16 @@ last_call()
 --- Black
 +++ Ruff
 @@ -1,5 +1,6 @@
--"some_string"
--b"\\xa3"
 +...
-+'some_string'
+ "some_string"
+-b"\\xa3"
 +b'\\xa3'
  Name
  None
  True
-@@ -35,10 +36,11 @@
- lambda arg: None
- lambda a=True: a
- lambda a, b, c=True: a
--lambda a, b, c=True, *, d=(1 << v2), e="str": a
--lambda a, b, c=True, *vararg, d=(v1 << 2), e="str", **kwargs: a + b
-+lambda a, b, c=True, *, d=(1 << v2), e='str': a
-+lambda a, b, c=True, *vararg, d=(v1 << 2), e='str', **kwargs: a + b
+@@ -38,7 +39,8 @@
+ lambda a, b, c=True, *, d=(1 << v2), e="str": a
+ lambda a, b, c=True, *vararg, d=(v1 << 2), e="str", **kwargs: a + b
  manylambdas = lambda x=lambda y=lambda z=1: z: y(): x()
 -foo = lambda port_id, ignore_missing: {
 +foo = lambda port_id,
@@ -291,38 +285,16 @@ last_call()
      "port1": port1_resource,
      "port2": port2_resource,
  }[port_id]
-@@ -52,11 +54,11 @@
-     if (1 if super_long_test_name else 2)
-     else (str or bytes or None)
- )
--{"2.7": dead, "3.7": (long_live or die_hard)}
--{"2.7": dead, "3.7": (long_live or die_hard), **{"3.6": verygood}}
-+{'2.7': dead, '3.7': (long_live or die_hard)}
-+{'2.7': dead, '3.7': (long_live or die_hard), **{'3.6': verygood}}
+@@ -56,7 +58,7 @@
+ {"2.7": dead, "3.7": (long_live or die_hard), **{"3.6": verygood}}
  {**a, **b, **c}
--{"2.7", "3.6", "3.7", "3.8", "3.9", ("4.0" if gilectomy else "3.10")}
+ {"2.7", "3.6", "3.7", "3.8", "3.9", ("4.0" if gilectomy else "3.10")}
 -({"a": "b"}, (True or False), (+value), "string", b"bytes") or None
-+{'2.7', '3.6', '3.7', '3.8', '3.9', ('4.0' if gilectomy else '3.10')}
-+({'a': 'b'}, (True or False), (+value), 'string', b'bytes') or None
++({"a": "b"}, (True or False), (+value), "string", b'bytes') or None
  ()
  (1,)
  (1, 2)
-@@ -88,32 +90,33 @@
- ]
- {i for i in (1, 2, 3)}
- {(i**2) for i in (1, 2, 3)}
--{(i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c"))}
-+{(i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c'))}
- {((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3)}
- [i for i in (1, 2, 3)]
- [(i**2) for i in (1, 2, 3)]
--[(i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c"))]
-+[(i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c'))]
- [((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3)]
- {i: 0 for i in (1, 2, 3)}
--{i: j for i, j in ((1, "a"), (2, "b"), (3, "c"))}
-+{i: j for i, j in ((1, 'a'), (2, 'b'), (3, 'c'))}
- {a: b * 2 for a, b in dictionary.items()}
+@@ -100,7 +102,8 @@
  {a: b * -2 for a, b in dictionary.items()}
  {
      k: v
@@ -332,23 +304,6 @@ last_call()
  }
  Python3 > Python2 > COBOL
  Life is Life
- call()
- call(arg)
--call(kwarg="hey")
--call(arg, kwarg="hey")
--call(arg, another, kwarg="hey", **kwargs)
-+call(kwarg='hey')
-+call(arg, kwarg='hey')
-+call(arg, another, kwarg='hey', **kwargs)
- call(
-     this_is_a_very_long_variable_which_will_force_a_delimiter_split,
-     arg,
-     another,
--    kwarg="hey",
-+    kwarg='hey',
-     **kwargs,
- )  # note: no trailing comma pre-3.6
- call(*gidgets[:2])
 @@ -122,8 +125,8 @@
  call(b, **self.screen_kwargs)
  lukasz.langa.pl
@@ -367,19 +322,19 @@ last_call()
 -xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = classmethod(  # type: ignore
 -    sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__)
 +xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = (
++    classmethod(sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__))  # type: ignore
++)
++xxxx_xxx_xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = (
 +    classmethod(sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__))  # type: ignore
  )
 -xxxx_xxx_xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = classmethod(  # type: ignore
 -    sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__)
 +xxxx_xxx_xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = (
-+    classmethod(sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__))  # type: ignore
++    classmethod(sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__))
  )
 -xxxx_xxx_xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = classmethod(
 -    sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__)
 -)  # type: ignore
-+xxxx_xxx_xxxx_xxxxx_xxxx_xxx: Callable[..., List[SomeClass]] = (
-+    classmethod(sync(async_xxxx_xxx_xxxx_xxxxx_xxxx_xxx.__func__))
-+)
  slice[0]
  slice[0:1]
  slice[0:1:2]
@@ -405,46 +360,25 @@ last_call()
  numpy[:, (0, 1, 2, 5)]
  numpy[0, [0]]
  numpy[:, [i]]
-@@ -172,17 +175,17 @@
+@@ -172,7 +175,7 @@
  numpy[-(c + 1) :, d]
  numpy[:, l[-2]]
  numpy[:, ::-1]
 -numpy[np.newaxis, :]
 +numpy[np.newaxis, ::]
  (str or None) if (sys.version_info[0] > (3,)) else (str or bytes or None)
--{"2.7": dead, "3.7": long_live or die_hard}
--{"2.7", "3.6", "3.7", "3.8", "3.9", "4.0" if gilectomy else "3.10"}
-+{'2.7': dead, '3.7': long_live or die_hard}
-+{'2.7', '3.6', '3.7', '3.8', '3.9', '4.0' if gilectomy else '3.10'}
- [1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or A, 11 or B, 12 or C]
- (SomeName)
- SomeName
- (Good, Bad, Ugly)
- (i for i in (1, 2, 3))
- ((i**2) for i in (1, 2, 3))
--((i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c")))
-+((i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c')))
- (((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3))
- (*starred,)
- {
+ {"2.7": dead, "3.7": long_live or die_hard}
+ {"2.7", "3.6", "3.7", "3.8", "3.9", "4.0" if gilectomy else "3.10"}
 @@ -201,30 +204,26 @@
  e = (1,).count(1)
  f = 1, *range(10)
  g = 1, *"ten"
 -what_is_up_with_those_new_coord_names = (coord_names + set(vars_to_create)) + set(
 -    vars_to_remove
-+what_is_up_with_those_new_coord_names = (
-+    (coord_names
-+    + set(vars_to_create))
-+    + set(vars_to_remove)
- )
+-)
 -what_is_up_with_those_new_coord_names = (coord_names | set(vars_to_create)) - set(
 -    vars_to_remove
-+what_is_up_with_those_new_coord_names = (
-+    (coord_names
-+    | set(vars_to_create))
-+    - set(vars_to_remove)
- )
+-)
 -result = (
 -    session.query(models.Customer.id)
 -    .filter(
@@ -452,7 +386,11 @@ last_call()
 -    )
 -    .order_by(models.Customer.id.asc())
 -    .all()
--)
++what_is_up_with_those_new_coord_names = (
++    (coord_names
++    + set(vars_to_create))
++    + set(vars_to_remove)
+ )
 -result = (
 -    session.query(models.Customer.id)
 -    .filter(
@@ -462,7 +400,11 @@ last_call()
 -        models.Customer.id.asc(),
 -    )
 -    .all()
--)
++what_is_up_with_those_new_coord_names = (
++    (coord_names
++    | set(vars_to_create))
++    - set(vars_to_remove)
+ )
 +result = session.query(models.Customer.id).filter(
 +    models.Customer.account_id == account_id,
 +    models.Customer.email == email_address,
@@ -489,15 +431,6 @@ last_call()
  assert parens is TooMany
  for (x,) in (1,), (2,), (3,):
      ...
-@@ -272,7 +271,7 @@
-     addr_proto,
-     addr_canonname,
-     addr_sockaddr,
--) in socket.getaddrinfo("google.com", "http"):
-+) in socket.getaddrinfo('google.com', 'http'):
-     pass
- a = (
-     aaaa.bbbb.cccc.dddd.eeee.ffff.gggg.hhhh.iiii.jjjj.kkkk.llll.mmmm.nnnn.oooo.pppp
 @@ -327,13 +326,18 @@
  ):
      return True
@@ -536,7 +469,7 @@ last_call()
 
 ```py
 ...
-'some_string'
+"some_string"
 b'\\xa3'
 Name
 None
@@ -573,8 +506,8 @@ flags & ~select.EPOLLIN and waiters.write_task is not None
 lambda arg: None
 lambda a=True: a
 lambda a, b, c=True: a
-lambda a, b, c=True, *, d=(1 << v2), e='str': a
-lambda a, b, c=True, *vararg, d=(v1 << 2), e='str', **kwargs: a + b
+lambda a, b, c=True, *, d=(1 << v2), e="str": a
+lambda a, b, c=True, *vararg, d=(v1 << 2), e="str", **kwargs: a + b
 manylambdas = lambda x=lambda y=lambda z=1: z: y(): x()
 foo = lambda port_id,
 ignore_missing,: {
@@ -591,11 +524,11 @@ str or None if (1 if True else 2) else str or bytes or None
     if (1 if super_long_test_name else 2)
     else (str or bytes or None)
 )
-{'2.7': dead, '3.7': (long_live or die_hard)}
-{'2.7': dead, '3.7': (long_live or die_hard), **{'3.6': verygood}}
+{"2.7": dead, "3.7": (long_live or die_hard)}
+{"2.7": dead, "3.7": (long_live or die_hard), **{"3.6": verygood}}
 {**a, **b, **c}
-{'2.7', '3.6', '3.7', '3.8', '3.9', ('4.0' if gilectomy else '3.10')}
-({'a': 'b'}, (True or False), (+value), 'string', b'bytes') or None
+{"2.7", "3.6", "3.7", "3.8", "3.9", ("4.0" if gilectomy else "3.10")}
+({"a": "b"}, (True or False), (+value), "string", b'bytes') or None
 ()
 (1,)
 (1, 2)
@@ -627,14 +560,14 @@ str or None if (1 if True else 2) else str or bytes or None
 ]
 {i for i in (1, 2, 3)}
 {(i**2) for i in (1, 2, 3)}
-{(i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c'))}
+{(i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c"))}
 {((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3)}
 [i for i in (1, 2, 3)]
 [(i**2) for i in (1, 2, 3)]
-[(i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c'))]
+[(i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c"))]
 [((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3)]
 {i: 0 for i in (1, 2, 3)}
-{i: j for i, j in ((1, 'a'), (2, 'b'), (3, 'c'))}
+{i: j for i, j in ((1, "a"), (2, "b"), (3, "c"))}
 {a: b * 2 for a, b in dictionary.items()}
 {a: b * -2 for a, b in dictionary.items()}
 {
@@ -646,14 +579,14 @@ Python3 > Python2 > COBOL
 Life is Life
 call()
 call(arg)
-call(kwarg='hey')
-call(arg, kwarg='hey')
-call(arg, another, kwarg='hey', **kwargs)
+call(kwarg="hey")
+call(arg, kwarg="hey")
+call(arg, another, kwarg="hey", **kwargs)
 call(
     this_is_a_very_long_variable_which_will_force_a_delimiter_split,
     arg,
     another,
-    kwarg='hey',
+    kwarg="hey",
     **kwargs,
 )  # note: no trailing comma pre-3.6
 call(*gidgets[:2])
@@ -714,15 +647,15 @@ numpy[:, l[-2]]
 numpy[:, ::-1]
 numpy[np.newaxis, ::]
 (str or None) if (sys.version_info[0] > (3,)) else (str or bytes or None)
-{'2.7': dead, '3.7': long_live or die_hard}
-{'2.7', '3.6', '3.7', '3.8', '3.9', '4.0' if gilectomy else '3.10'}
+{"2.7": dead, "3.7": long_live or die_hard}
+{"2.7", "3.6", "3.7", "3.8", "3.9", "4.0" if gilectomy else "3.10"}
 [1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or A, 11 or B, 12 or C]
 (SomeName)
 SomeName
 (Good, Bad, Ugly)
 (i for i in (1, 2, 3))
 ((i**2) for i in (1, 2, 3))
-((i**2) for i, _ in ((1, 'a'), (2, 'b'), (3, 'c')))
+((i**2) for i, _ in ((1, "a"), (2, "b"), (3, "c")))
 (((i**2) + j) for i in (1, 2, 3) for j in (1, 2, 3))
 (*starred,)
 {
@@ -808,7 +741,7 @@ for (
     addr_proto,
     addr_canonname,
     addr_sockaddr,
-) in socket.getaddrinfo('google.com', 'http'):
+) in socket.getaddrinfo("google.com", "http"):
     pass
 a = (
     aaaa.bbbb.cccc.dddd.eeee.ffff.gggg.hhhh.iiii.jjjj.kkkk.llll.mmmm.nnnn.oooo.pppp
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff2_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff2_py.snap
index 32bb882d20..dff3ec9ad8 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff2_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff2_py.snap
@@ -67,11 +67,11 @@ def test_calculate_fades():
 -
 -    # Test don't manage the volume
 +@pytest.mark.parametrize(
-+    'test',
++    "test",
      [
 -        ('stuff', 'in')
 +        # Test don't manage the volume
-+        [('stuff', 'in')],
++        [("stuff", "in")],
      ],
 -])
 +)
@@ -123,10 +123,10 @@ TmEx = 2
 #   Position, Volume, State, TmSt/TmEx/None, [call, [arg1...]]
 
 @pytest.mark.parametrize(
-    'test',
+    "test",
     [
         # Test don't manage the volume
-        [('stuff', 'in')],
+        [("stuff", "in")],
     ],
 )
 def test_fader(test):
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff5_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff5_py.snap
index 1af351739c..171a290ea4 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff5_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__fmtonoff5_py.snap
@@ -97,17 +97,20 @@ elif   unformatted:
 ```diff
 --- Black
 +++ Ruff
-@@ -5,8 +5,7 @@
+@@ -3,10 +3,8 @@
+     entry_points={
+         # fmt: off
          "console_scripts": [
-             "foo-bar"
-             "=foo.bar.:main",
+-            "foo-bar"
+-            "=foo.bar.:main",
 -        # fmt: on
 -            ]  # Includes an formatted indentation.
++            "foo-bar" "=foo.bar.:main",
 +        ],
      },
  )
  
-@@ -18,8 +17,8 @@
+@@ -18,8 +16,8 @@
          "ls",
          "-la",
      ]
@@ -118,7 +121,7 @@ elif   unformatted:
      check=True,
  )
  
-@@ -27,9 +26,8 @@
+@@ -27,9 +25,8 @@
  # Regression test for https://github.com/psf/black/issues/3026.
  def test_func():
      # yapf: disable
@@ -129,7 +132,7 @@ elif   unformatted:
      elif b:
          return True
  
-@@ -39,10 +37,10 @@
+@@ -39,10 +36,10 @@
  # Regression test for https://github.com/psf/black/issues/2567.
  if True:
      # fmt: off
@@ -144,7 +147,7 @@ elif   unformatted:
  else:
      print("This will be formatted")
  
-@@ -52,14 +50,11 @@
+@@ -52,14 +49,11 @@
      async def call(param):
          if param:
              # fmt: off
@@ -162,7 +165,7 @@ elif   unformatted:
  
          print("This will be formatted")
  
-@@ -68,20 +63,21 @@
+@@ -68,20 +62,21 @@
  class Named(t.Protocol):
      # fmt: off
      @property
@@ -198,8 +201,7 @@ setup(
     entry_points={
         # fmt: off
         "console_scripts": [
-            "foo-bar"
-            "=foo.bar.:main",
+            "foo-bar" "=foo.bar.:main",
         ],
     },
 )
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_py.snap
index e7ad2eb55d..376701cf3f 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_py.snap
@@ -117,32 +117,7 @@ def __await__(): return (yield)
  
  
  def func_no_args():
-@@ -27,7 +27,7 @@
- async def coroutine(arg, exec=False):
-     "Single-line docstring. Multiline is harder to reformat."
-     async with some_connection() as conn:
--        await conn.do_what_i_mean("SELECT bobby, tables FROM xkcd", timeout=2)
-+        await conn.do_what_i_mean('SELECT bobby, tables FROM xkcd', timeout=2)
-     await asyncio.sleep(1)
- 
- 
-@@ -44,7 +44,7 @@
-     return text[number:-1]
- 
- 
--def spaces(a=1, b=(), c=[], d={}, e=True, f=-1, g=1 if False else 2, h="", i=r""):
-+def spaces(a=1, b=(), c=[], d={}, e=True, f=-1, g=1 if False else 2, h="", i=r''):
-     offset = attr.ib(default=attr.Factory(lambda: _r.uniform(10000, 200000)))
-     assert task._cancel_stack[: len(old_stack)] == old_stack
- 
-@@ -58,25 +58,20 @@
-     f: int = -1,
-     g: int = 1 if False else 2,
-     h: str = "",
--    i: str = r"",
-+    i: str = r'',
- ):
-     ...
+@@ -64,19 +64,14 @@
  
  
  def spaces2(result=_core.Value(None)):
@@ -218,7 +193,7 @@ def func_no_args():
 async def coroutine(arg, exec=False):
     "Single-line docstring. Multiline is harder to reformat."
     async with some_connection() as conn:
-        await conn.do_what_i_mean('SELECT bobby, tables FROM xkcd', timeout=2)
+        await conn.do_what_i_mean("SELECT bobby, tables FROM xkcd", timeout=2)
     await asyncio.sleep(1)
 
 
@@ -235,7 +210,7 @@ def function_signature_stress_test(
     return text[number:-1]
 
 
-def spaces(a=1, b=(), c=[], d={}, e=True, f=-1, g=1 if False else 2, h="", i=r''):
+def spaces(a=1, b=(), c=[], d={}, e=True, f=-1, g=1 if False else 2, h="", i=r""):
     offset = attr.ib(default=attr.Factory(lambda: _r.uniform(10000, 200000)))
     assert task._cancel_stack[: len(old_stack)] == old_stack
 
@@ -249,7 +224,7 @@ def spaces_types(
     f: int = -1,
     g: int = 1 if False else 2,
     h: str = "",
-    i: str = r'',
+    i: str = r"",
 ):
     ...
 
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_trailing_comma_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_trailing_comma_py.snap
index 1ffca41f0d..b1b1d3dab3 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_trailing_comma_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__function_trailing_comma_py.snap
@@ -74,35 +74,6 @@ some_module.some_function(
 ```diff
 --- Black
 +++ Ruff
-@@ -2,7 +2,7 @@
-     a,
- ):
-     d = {
--        "key": "value",
-+        'key': 'value',
-     }
-     tup = (1,)
- 
-@@ -12,8 +12,8 @@
-     b,
- ):
-     d = {
--        "key": "value",
--        "key2": "value2",
-+        'key': 'value',
-+        'key2': 'value2',
-     }
-     tup = (
-         1,
-@@ -26,7 +26,7 @@
- ):
-     call(
-         arg={
--            "explode": "this",
-+            'explode': 'this',
-         }
-     )
-     call2(
 @@ -52,53 +52,52 @@
          pass
  
@@ -184,7 +155,7 @@ def f(
     a,
 ):
     d = {
-        'key': 'value',
+        "key": "value",
     }
     tup = (1,)
 
@@ -194,8 +165,8 @@ def f2(
     b,
 ):
     d = {
-        'key': 'value',
-        'key2': 'value2',
+        "key": "value",
+        "key2": "value2",
     }
     tup = (
         1,
@@ -208,7 +179,7 @@ def f(
 ):
     call(
         arg={
-            'explode': 'this',
+            "explode": "this",
         }
     )
     call2(
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__string_prefixes_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__string_prefixes_py.snap
index 07e263b90e..702cbe4a2a 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__string_prefixes_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__string_prefixes_py.snap
@@ -39,10 +39,9 @@ def docstring_multiline():
  name = "Łukasz"
 -(f"hello {name}", f"hello {name}")
 -(b"", b"")
--("", "")
 +(f"hello {name}", F"hello {name}")
 +(b"", B"")
-+(u"", U"")
+ ("", "")
  (r"", R"")
  
 -(rf"", rf"", Rf"", Rf"", rf"", rf"", Rf"", Rf"")
@@ -62,7 +61,7 @@ def docstring_multiline():
 name = "Łukasz"
 (f"hello {name}", F"hello {name}")
 (b"", B"")
-(u"", U"")
+("", "")
 (r"", R"")
 
 (rf"", fr"", Rf"", fR"", rF"", Fr"", RF"", FR"")
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens1_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens1_py.snap
index 47ea12c704..3511af0fc9 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens1_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens1_py.snap
@@ -38,7 +38,7 @@ class A:
 ```diff
 --- Black
 +++ Ruff
-@@ -1,15 +1,14 @@
+@@ -1,7 +1,6 @@
 -if e1234123412341234.winerror not in (
 -    _winapi.ERROR_SEM_TIMEOUT,
 -    _winapi.ERROR_PIPE_BUSY,
@@ -49,23 +49,13 @@ class A:
      pass
  
  if x:
-     if y:
-         new_id = (
-             max(
--                Vegetable.objects.order_by("-id")[0].id,
--                Mineral.objects.order_by("-id")[0].id,
-+                Vegetable.objects.order_by('-id')[0].id,
-+                Mineral.objects.order_by('-id')[0].id,
-             )
-             + 1
-         )
 @@ -21,14 +20,20 @@
              "Your password must contain at least %(min_length)d character.",
              "Your password must contain at least %(min_length)d characters.",
              self.min_length,
 -        ) % {"min_length": self.min_length}
 +        )
-+        % {'min_length': self.min_length}
++        % {"min_length": self.min_length}
  
  
  class A:
@@ -100,8 +90,8 @@ if x:
     if y:
         new_id = (
             max(
-                Vegetable.objects.order_by('-id')[0].id,
-                Mineral.objects.order_by('-id')[0].id,
+                Vegetable.objects.order_by("-id")[0].id,
+                Mineral.objects.order_by("-id")[0].id,
             )
             + 1
         )
@@ -114,7 +104,7 @@ class X:
             "Your password must contain at least %(min_length)d characters.",
             self.min_length,
         )
-        % {'min_length': self.min_length}
+        % {"min_length": self.min_length}
 
 
 class A:
diff --git a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens2_py.snap b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens2_py.snap
index 85eed38625..edc16d0dce 100644
--- a/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens2_py.snap
+++ b/crates/ruff_python_formatter/src/snapshots/ruff_python_formatter__tests__black_test__trailing_comma_optional_parens2_py.snap
@@ -23,7 +23,7 @@ if (e123456.get_tk_patchlevel() >= (8, 6, 0, 'final') or
 -    8,
 -) <= get_tk_patchlevel() < (8, 6):
 +if (
-+    e123456.get_tk_patchlevel() >= (8, 6, 0, 'final')
++    e123456.get_tk_patchlevel() >= (8, 6, 0, "final")
 +    or (8, 5, 8) <= get_tk_patchlevel() < (8, 6)
 +):
      pass
@@ -33,7 +33,7 @@ if (e123456.get_tk_patchlevel() >= (8, 6, 0, 'final') or
 
 ```py
 if (
-    e123456.get_tk_patchlevel() >= (8, 6, 0, 'final')
+    e123456.get_tk_patchlevel() >= (8, 6, 0, "final")
     or (8, 5, 8) <= get_tk_patchlevel() < (8, 6)
 ):
     pass