diff --git a/app/soapbox/features/chats/components/chat-message-list.tsx b/app/soapbox/features/chats/components/chat-message-list.tsx
index 355a71f51..6a19a8c00 100644
--- a/app/soapbox/features/chats/components/chat-message-list.tsx
+++ b/app/soapbox/features/chats/components/chat-message-list.tsx
@@ -331,6 +331,7 @@ const ChatMessageList: React.FC<IChatMessageList> = ({ chat }) => {
                     className={
                       classNames({
                         'text-ellipsis break-words relative rounded-md py-2 px-3 max-w-full space-y-2 [&_.mention]:underline': true,
+                        'rounded-tr-sm': chatMessage.attachment,
                         '[&_.mention]:text-primary-600 dark:[&_.mention]:text-accent-blue': !isMyMessage,
                         '[&_.mention]:text-white dark:[&_.mention]:white': isMyMessage,
                         'bg-primary-500 text-white': isMyMessage,