diff --git a/crates/ruff_python_formatter/resources/test/fixtures/ruff/expression/yield.py b/crates/ruff_python_formatter/resources/test/fixtures/ruff/expression/yield.py
index ff587bd8120cb7..0959855cf53bd7 100644
--- a/crates/ruff_python_formatter/resources/test/fixtures/ruff/expression/yield.py
+++ b/crates/ruff_python_formatter/resources/test/fixtures/ruff/expression/yield.py
@@ -66,6 +66,13 @@ def foo():
         1
     )
 
+    yield (
+        "#   * Make sure each ForeignKey and OneToOneField has `on_delete` set "
+        "to the desired behavior"
+    )
+
+    yield aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa + bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb + ccccccccccccccccccccccccccccccccccccccccccccccccccccccc
+
 yield ("Cache key will cause errors if used with memcached: %r " "(longer than %s)" % (
     key,
     MEMCACHE_MAX_KEY_LENGTH,
diff --git a/crates/ruff_python_formatter/src/expression/expr_call.rs b/crates/ruff_python_formatter/src/expression/expr_call.rs
index c517f2ce8585cd..a8b0d70cd789b2 100644
--- a/crates/ruff_python_formatter/src/expression/expr_call.rs
+++ b/crates/ruff_python_formatter/src/expression/expr_call.rs
@@ -1,5 +1,6 @@
 use crate::expression::CallChainLayout;
-use ruff_formatter::FormatRuleWithOptions;
+
+use ruff_formatter::{format_args, write, FormatRuleWithOptions};
 use ruff_python_ast::node::AnyNodeRef;
 use ruff_python_ast::{Expr, ExprCall};
 
@@ -31,15 +32,11 @@ impl FormatNodeRule<ExprCall> for FormatExprCall {
 
         let call_chain_layout = self.call_chain_layout.apply_in_node(item, f);
 
-        let fmt_inner = format_with(|f| {
-            match func.as_ref() {
-                Expr::Attribute(expr) => expr.format().with_options(call_chain_layout).fmt(f)?,
-                Expr::Call(expr) => expr.format().with_options(call_chain_layout).fmt(f)?,
-                Expr::Subscript(expr) => expr.format().with_options(call_chain_layout).fmt(f)?,
-                _ => func.format().fmt(f)?,
-            }
-
-            arguments.format().fmt(f)
+        let fmt_func = format_with(|f| match func.as_ref() {
+            Expr::Attribute(expr) => expr.format().with_options(call_chain_layout).fmt(f),
+            Expr::Call(expr) => expr.format().with_options(call_chain_layout).fmt(f),
+            Expr::Subscript(expr) => expr.format().with_options(call_chain_layout).fmt(f),
+            _ => func.format().fmt(f),
         });
 
         // Allow to indent the parentheses while
@@ -51,9 +48,9 @@ impl FormatNodeRule<ExprCall> for FormatExprCall {
         if call_chain_layout == CallChainLayout::Fluent
             && self.call_chain_layout == CallChainLayout::Default
         {
-            group(&fmt_inner).fmt(f)
+            group(&format_args![fmt_func, arguments.format()]).fmt(f)
         } else {
-            fmt_inner.fmt(f)
+            write!(f, [fmt_func, arguments.format()])
         }
     }
 }
@@ -70,7 +67,7 @@ impl NeedsParentheses for ExprCall {
             OptionalParentheses::Multiline
         } else {
             match self.func.needs_parentheses(self.into(), context) {
-                OptionalParentheses::IfFits => OptionalParentheses::Never,
+                OptionalParentheses::IfFits => OptionalParentheses::IfFits,
                 parentheses => parentheses,
             }
         }
diff --git a/crates/ruff_python_formatter/src/expression/parentheses.rs b/crates/ruff_python_formatter/src/expression/parentheses.rs
index 32cf48ff10583a..d1d23c7903c0a8 100644
--- a/crates/ruff_python_formatter/src/expression/parentheses.rs
+++ b/crates/ruff_python_formatter/src/expression/parentheses.rs
@@ -53,7 +53,6 @@ pub(crate) enum Parenthesize {
     /// Parenthesizes the expression if the group doesn't fit on a line (e.g., even name expressions are parenthesized), or if
     /// the expression doesn't break, but _does_ reports that it always requires parentheses in this position (e.g., walrus
     /// operators in function return annotations).
-    // TODO can this be replaced by IfBreaks
     IfBreaksOrIfRequired,
 }
 
diff --git a/crates/ruff_python_formatter/src/lib.rs b/crates/ruff_python_formatter/src/lib.rs
index 4303eac0d8f067..a11e3beaf2aaa8 100644
--- a/crates/ruff_python_formatter/src/lib.rs
+++ b/crates/ruff_python_formatter/src/lib.rs
@@ -249,10 +249,11 @@ if True:
     #[test]
     fn quick_test() {
         let src = r#"
-for converter in connection.ops.get_db_converters(
-    expression
-) + expression.get_db_converters(connection):
-    ...
+
+a1 = Blog.objects.filter(entry__headline__contains="Lennon").filter(
+           entry__pub_date__year=2008
+           )
+
 "#;
         // Tokenize once
         let mut tokens = Vec::new();
diff --git a/crates/ruff_python_formatter/tests/snapshots/black_compatibility@simple_cases__trailing_commas_in_leading_parts.py.snap b/crates/ruff_python_formatter/tests/snapshots/black_compatibility@simple_cases__trailing_commas_in_leading_parts.py.snap
index 3abf27d802c1b1..514ea6258ad1e1 100644
--- a/crates/ruff_python_formatter/tests/snapshots/black_compatibility@simple_cases__trailing_commas_in_leading_parts.py.snap
+++ b/crates/ruff_python_formatter/tests/snapshots/black_compatibility@simple_cases__trailing_commas_in_leading_parts.py.snap
@@ -56,6 +56,18 @@ assert xxxxxxxxx.xxxxxxxxx.xxxxxxxxx(
  
  
  # Example from https://github.com/psf/black/issues/3229
+@@ -43,8 +41,6 @@
+ )
+ 
+ # Regression test for https://github.com/psf/black/issues/3414.
+-assert xxxxxxxxx.xxxxxxxxx.xxxxxxxxx(
+-    xxxxxxxxx
+-).xxxxxxxxxxxxxxxxxx(), (
+-    "xxx {xxxxxxxxx} xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx"
+-)
++assert (
++    xxxxxxxxx.xxxxxxxxx.xxxxxxxxx(xxxxxxxxx).xxxxxxxxxxxxxxxxxx()
++), "xxx {xxxxxxxxx} xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx"
 ```
 
 ## Ruff Output
@@ -104,11 +116,9 @@ assert (
 )
 
 # Regression test for https://github.com/psf/black/issues/3414.
-assert xxxxxxxxx.xxxxxxxxx.xxxxxxxxx(
-    xxxxxxxxx
-).xxxxxxxxxxxxxxxxxx(), (
-    "xxx {xxxxxxxxx} xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx"
-)
+assert (
+    xxxxxxxxx.xxxxxxxxx.xxxxxxxxx(xxxxxxxxx).xxxxxxxxxxxxxxxxxx()
+), "xxx {xxxxxxxxx} xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx"
 ```
 
 ## Black Output
diff --git a/crates/ruff_python_formatter/tests/snapshots/format@expression__yield.py.snap b/crates/ruff_python_formatter/tests/snapshots/format@expression__yield.py.snap
index f8090247fce2f8..7c78a361807a9a 100644
--- a/crates/ruff_python_formatter/tests/snapshots/format@expression__yield.py.snap
+++ b/crates/ruff_python_formatter/tests/snapshots/format@expression__yield.py.snap
@@ -72,6 +72,13 @@ def foo():
         1
     )
 
+    yield (
+        "#   * Make sure each ForeignKey and OneToOneField has `on_delete` set "
+        "to the desired behavior"
+    )
+
+    yield aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa + bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb + ccccccccccccccccccccccccccccccccccccccccccccccccccccccc
+
 yield ("Cache key will cause errors if used with memcached: %r " "(longer than %s)" % (
     key,
     MEMCACHE_MAX_KEY_LENGTH,
@@ -168,6 +175,17 @@ def foo():
         )
     )
 
+    yield (
+        "#   * Make sure each ForeignKey and OneToOneField has `on_delete` set "
+        "to the desired behavior"
+    )
+
+    yield (
+        aaaaaaaaaaaaaaaaaaaaaaaaaaaaaaaa
+        + bbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbbb
+        + ccccccccccccccccccccccccccccccccccccccccccccccccccccccc
+    )
+
 
 yield (
     "Cache key will cause errors if used with memcached: %r "