diff --git a/crates/sre_engine/src/engine.rs b/crates/sre_engine/src/engine.rs
index a110a75d6..690801e0d 100644
--- a/crates/sre_engine/src/engine.rs
+++ b/crates/sre_engine/src/engine.rs
@@ -998,12 +998,12 @@ fn search_info_literal<const LITERAL: bool, S: StrDrive>(
                         return true;
                     }
 
+                    // `state.cursor` is `req.start + skip`, the position the
+                    // tail match resumes from; advancing past the prefix
+                    // instead would resume at `req.start + len` and only
+                    // agree when the prefix ends at the skip boundary.
                     let mut next_ctx = ctx;
-                    if skip != 0 {
-                        next_ctx.advance_char::<S>();
-                    } else {
-                        next_ctx.cursor = state.cursor;
-                    }
+                    next_ctx.cursor = state.cursor;
 
                     if _match(req, state, next_ctx) {
                         return true;
diff --git a/crates/sre_engine/tests/tests.rs b/crates/sre_engine/tests/tests.rs
index 53f5225d4..0a9f45c37 100644
--- a/crates/sre_engine/tests/tests.rs
+++ b/crates/sre_engine/tests/tests.rs
@@ -252,4 +252,19 @@ mod tests {
     #[rustfmt::skip] let p = Pattern { pattern: "\u{e0}+", code: &[14, 4, 0, 1, 4294967295, 24, 6, 1, 4294967295, 16, 224, 1, 1] };
         // END GENERATED
     }
+
+    #[test]
+    fn search_literal_prefix_longer_than_skip() {
+        // The INFO block carries prefix_len=4 and prefix_skip=2, so the tail
+        // match has to resume at the skip boundary rather than past the whole
+        // prefix.
+        // pattern p = re.compile('ab(cd)')
+        // START GENERATED by generate_tests.py
+        #[rustfmt::skip] let p = Pattern { pattern: "ab(cd)", code: &[14, 14, 1, 4, 4, 4, 2, 97, 98, 99, 100, 0, 0, 0, 0, 16, 97, 16, 98, 17, 0, 16, 99, 16, 100, 17, 1, 1] };
+        // END GENERATED
+        let (req, mut state) = p.state("xabcdcd");
+        assert!(state.search(req));
+        assert_eq!(state.start, 1);
+        assert_eq!(state.cursor.position, 5);
+    }
 }