diff --git a/crates/bin/docs_rs_web/src/handlers/rustdoc.rs b/crates/bin/docs_rs_web/src/handlers/rustdoc.rs
index d30b5f104..a36099073 100644
--- a/crates/bin/docs_rs_web/src/handlers/rustdoc.rs
+++ b/crates/bin/docs_rs_web/src/handlers/rustdoc.rs
@@ -3364,8 +3364,8 @@ mod test {
         let web = env.web_app().await;
 
         web.assert_redirect_cached_unchecked(
-            "/minidumper/latest/%23%3c%2f%73%63%72%69%70%74%3e%3c%74%65%73%74%65%3e",
-            "/minidumper/latest/%23%3C/script%3E%3Cteste%3E",
+            "/minidumper/latest/%3c%2f%73%63%72%69%70%74%3e%3c%74%65%73%74%65%3e",
+            "/minidumper/latest/%3C/script%3E%3Cteste%3E",
             CachePolicy::ForeverInCdn(KrateName::from_str("minidumper").unwrap().into()),
             env.config(),
         )
diff --git a/crates/bin/docs_rs_web/src/middleware/security.rs b/crates/bin/docs_rs_web/src/middleware/security.rs
index e33dcf587..70e183c0a 100644
--- a/crates/bin/docs_rs_web/src/middleware/security.rs
+++ b/crates/bin/docs_rs_web/src/middleware/security.rs
@@ -25,6 +25,12 @@ pub(crate) async fn security_middleware(
         return StatusCode::NOT_ACCEPTABLE.into_response();
     }
 
+    // `#` is never allowed in any rustdoc URLs, even encoded
+    if path.contains('#') {
+        warn!(%uri, "detected `#` in server-side request path");
+        return StatusCode::NOT_ACCEPTABLE.into_response();
+    }
+
     next.run(req).await
 }
 
@@ -46,6 +52,7 @@ mod tests {
     #[test_case("/.."; "relative path")]
     #[test_case("/asdf/../"; "relative path 2")]
     #[test_case("/tiny_http/latest/tiny_http%2f%2e%2e"; "encoded")]
+    #[test_case("/minidumper/latest/%23%3c%2f%73%63%72%69%70%74%3e%3c%74%65%73%74%65%3e"; "encoded XSS probe")]
     async fn test_invalid_path(path: &str) -> Result<()> {
         let app = Router::new()
             .route("/{*inner}", get(|| async { StatusCode::OK }))