diff --git a/web/src/components/MessageList.tsx b/web/src/components/MessageList.tsx
index 06504c8..057bd39 100644
--- a/web/src/components/MessageList.tsx
+++ b/web/src/components/MessageList.tsx
@@ -378,7 +378,7 @@ export function MessageList() {
                     event.preventDefault();
                     void ensureReactionsLoaded(message.id);
                     const pos = getSafeContextPosition(event.clientX, event.clientY, 220, 220);
-                    setCtx({ x: pos.x, y: pos.y, messageId: message.id, attachmentUrl: null });
+                    setCtx({ x: pos.x, y: pos.y, messageId: message.id, attachmentUrl: getMessageAttachmentUrl(message) });
                   }}
                 >
                   {selectedIds.size > 0 ? (
@@ -876,6 +876,17 @@ function canDeleteForEveryone(
   return message.sender_id === meId;
 }
 
+function getMessageAttachmentUrl(message: Message): string | null {
+  const mediaTypes = new Set(["image", "video", "audio", "voice", "file", "circle_video"]);
+  if (!mediaTypes.has(message.type)) {
+    return null;
+  }
+  if (!message.text || !/^https?:\/\//i.test(message.text)) {
+    return null;
+  }
+  return message.text;
+}
+
 function extractFileName(url: string): string {
   try {
     const parsed = new URL(url);