diff --git a/crates/ruff_python_parser/src/parser/expression.rs b/crates/ruff_python_parser/src/parser/expression.rs
index b176d1e319401e..bf8773705495c4 100644
--- a/crates/ruff_python_parser/src/parser/expression.rs
+++ b/crates/ruff_python_parser/src/parser/expression.rs
@@ -1788,7 +1788,7 @@ impl<'src> Parser<'src> {
             let spec_start = self.node_start();
             let elements = self.parse_interpolated_string_elements(
                 flags,
-                InterpolatedStringElementsKind::FormatSpec,
+                InterpolatedStringElementsKind::FormatSpec(string_kind),
                 string_kind,
             );
             Some(Box::new(ast::InterpolatedStringFormatSpec {
diff --git a/crates/ruff_python_parser/src/parser/mod.rs b/crates/ruff_python_parser/src/parser/mod.rs
index 8d0614b6b918fd..b826b561a9e071 100644
--- a/crates/ruff_python_parser/src/parser/mod.rs
+++ b/crates/ruff_python_parser/src/parser/mod.rs
@@ -817,7 +817,7 @@ enum InterpolatedStringElementsKind {
     /// ```py
     /// f"hello {x:.2f} world"
     /// ```
-    FormatSpec,
+    FormatSpec(InterpolatedStringKind),
 }
 
 impl InterpolatedStringElementsKind {
@@ -827,7 +827,7 @@ impl InterpolatedStringElementsKind {
             // test_ok fstring_format_spec_terminator
             // f"hello {x:} world"
             // f"hello {x:.3f} world"
-            InterpolatedStringElementsKind::FormatSpec => TokenKind::Rbrace,
+            InterpolatedStringElementsKind::FormatSpec(_) => TokenKind::Rbrace,
         }
     }
 }
@@ -1197,23 +1197,13 @@ impl RecoveryContextKind {
                 ) || p.at_name_or_soft_keyword()
             }
             RecoveryContextKind::WithItems(_) => p.at_expr(),
-            RecoveryContextKind::InterpolatedStringElements(elements_kind) => {
-                match elements_kind {
-                    InterpolatedStringElementsKind::Regular(interpolated_string_kind) => {
-                        p.current_token_kind() == interpolated_string_kind.middle_token()
-                            || p.current_token_kind() == TokenKind::Lbrace
-                    }
-                    InterpolatedStringElementsKind::FormatSpec => {
-                        matches!(
-                            p.current_token_kind(),
-                            // Literal element
-                            TokenKind::FStringMiddle | TokenKind::TStringMiddle
-                            // Expression element
-                            | TokenKind::Lbrace
-                        )
-                    }
+            RecoveryContextKind::InterpolatedStringElements(elements_kind) => match elements_kind {
+                InterpolatedStringElementsKind::Regular(interpolated_string_kind)
+                | InterpolatedStringElementsKind::FormatSpec(interpolated_string_kind) => {
+                    p.current_token_kind() == interpolated_string_kind.middle_token()
+                        || p.current_token_kind() == TokenKind::Lbrace
                 }
-            }
+            },
         }
     }
 
@@ -1305,9 +1295,11 @@ impl RecoveryContextKind {
                 InterpolatedStringElementsKind::Regular(string_kind) => ParseErrorType::OtherError(
                     format!("Expected an element of or the end of the {string_kind}"),
                 ),
-                InterpolatedStringElementsKind::FormatSpec => ParseErrorType::OtherError(
-                    "Expected an f-string or t-string element or a '}'".to_string(),
-                ),
+                InterpolatedStringElementsKind::FormatSpec(string_kind) => {
+                    ParseErrorType::OtherError(format!(
+                        "Expected an {string_kind} element or a '}}'"
+                    ))
+                }
             },
         }
     }
@@ -1345,10 +1337,11 @@ bitflags! {
         const LAMBDA_PARAMETERS = 1 << 24;
         const WITH_ITEMS_PARENTHESIZED = 1 << 25;
         const WITH_ITEMS_PARENTHESIZED_EXPRESSION = 1 << 26;
-        const WITH_ITEMS_UNPARENTHESIZED = 1 << 28;
-        const F_STRING_ELEMENTS = 1 << 29;
-        const T_STRING_ELEMENTS = 1 << 30;
-        const FT_STRING_ELEMENTS_IN_FORMAT_SPEC = 1 << 31;
+        const WITH_ITEMS_UNPARENTHESIZED = 1 << 27;
+        const F_STRING_ELEMENTS = 1 << 28;
+        const T_STRING_ELEMENTS = 1 << 29;
+        const F_STRING_ELEMENTS_IN_FORMAT_SPEC = 1 << 30;
+        const T_STRING_ELEMENTS_IN_FORMAT_SPEC = 1 << 31;
     }
 }
 
@@ -1409,8 +1402,11 @@ impl RecoveryContext {
                     RecoveryContext::T_STRING_ELEMENTS
                 }
 
-                InterpolatedStringElementsKind::FormatSpec => {
-                    RecoveryContext::FT_STRING_ELEMENTS_IN_FORMAT_SPEC
+                InterpolatedStringElementsKind::FormatSpec(InterpolatedStringKind::FString) => {
+                    RecoveryContext::F_STRING_ELEMENTS_IN_FORMAT_SPEC
+                }
+                InterpolatedStringElementsKind::FormatSpec(InterpolatedStringKind::TString) => {
+                    RecoveryContext::T_STRING_ELEMENTS_IN_FORMAT_SPEC
                 }
             },
         }
@@ -1485,9 +1481,14 @@ impl RecoveryContext {
             RecoveryContext::T_STRING_ELEMENTS => RecoveryContextKind::InterpolatedStringElements(
                 InterpolatedStringElementsKind::Regular(InterpolatedStringKind::TString),
             ),
-            RecoveryContext::FT_STRING_ELEMENTS_IN_FORMAT_SPEC => {
+            RecoveryContext::F_STRING_ELEMENTS_IN_FORMAT_SPEC => {
+                RecoveryContextKind::InterpolatedStringElements(
+                    InterpolatedStringElementsKind::FormatSpec(InterpolatedStringKind::FString),
+                )
+            }
+            RecoveryContext::T_STRING_ELEMENTS_IN_FORMAT_SPEC => {
                 RecoveryContextKind::InterpolatedStringElements(
-                    InterpolatedStringElementsKind::FormatSpec,
+                    InterpolatedStringElementsKind::FormatSpec(InterpolatedStringKind::TString),
                 )
             }
             _ => return None,
diff --git a/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle.snap b/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle.snap
new file mode 100644
index 00000000000000..12c9787631e776
--- /dev/null
+++ b/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle.snap
@@ -0,0 +1,8 @@
+---
+source: crates/ruff_python_parser/src/parser/tests.rs
+expression: error
+---
+ParseError {
+    error: ExpectedExpression,
+    location: 3..4,
+}
diff --git a/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle_fuzzer.snap b/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle_fuzzer.snap
new file mode 100644
index 00000000000000..e26bcbc33e9f04
--- /dev/null
+++ b/crates/ruff_python_parser/src/parser/snapshots/ruff_python_parser__parser__tests__tstring_fstring_middle_fuzzer.snap
@@ -0,0 +1,12 @@
+---
+source: crates/ruff_python_parser/src/parser/tests.rs
+expression: error
+---
+ParseError {
+    error: Lexical(
+        UnrecognizedToken {
+            tok: '\0',
+        },
+    ),
+    location: 5..6,
+}
diff --git a/crates/ruff_python_parser/src/parser/tests.rs b/crates/ruff_python_parser/src/parser/tests.rs
index dcb9ac16a0af58..fb1927775479e6 100644
--- a/crates/ruff_python_parser/src/parser/tests.rs
+++ b/crates/ruff_python_parser/src/parser/tests.rs
@@ -157,3 +157,23 @@ t"i}'"#;
 
     insta::assert_debug_snapshot!(error);
 }
+
+#[test]
+fn test_tstring_fstring_middle() {
+    let source = "t'{:{F'{\0}F";
+    let parsed = parse_expression(source);
+
+    let error = parsed.unwrap_err();
+
+    insta::assert_debug_snapshot!(error);
+}
+
+#[test]
+fn test_tstring_fstring_middle_fuzzer() {
+    let source = "A1[A\u{c}\0:+,>1t'{:f\0:{f\"f\0:\0{fm\0:{f:\u{10}\0\0\0:bb\0{@f>f\u{1}'\0f";
+    let parsed = parse_expression(source);
+
+    let error = parsed.unwrap_err();
+
+    insta::assert_debug_snapshot!(error);
+}