diff --git a/src/lib/ContextMenus.tsx b/src/lib/ContextMenus.tsx
index 90e3869c..de991c21 100644
--- a/src/lib/ContextMenus.tsx
+++ b/src/lib/ContextMenus.tsx
@@ -628,14 +628,26 @@ export default function ContextMenus() {
                             });
                         }
 
-                        if (
-                            user._id !== userId &&
-                            userPermissions & UserPermission.SendMessage
-                        ) {
-                            generateAction({
-                                action: "message_user",
-                                user,
-                            });
+                        if (user._id !== userId) {
+                            if (userPermissions & UserPermission.SendMessage) {
+                                generateAction({
+                                    action: "message_user",
+                                    user,
+                                });
+                            } else {
+                                elements.push(
+                                    <MenuItem disabled={true}>
+                                        <Tooltip
+                                            content="Must be friends with this user to message them."
+                                            placement="left"
+                                            hideOnClick={false}>
+                                            <Text
+                                                id={`app.context_menu.message_user`}
+                                            />
+                                        </Tooltip>
+                                    </MenuItem>,
+                                );
+                            }
                         }
 
                         for (let i = 0; i < actions.length; i++) {
diff --git a/src/styles/_context-menu.scss b/src/styles/_context-menu.scss
index 6fb154bf..1c0cb384 100644
--- a/src/styles/_context-menu.scss
+++ b/src/styles/_context-menu.scss
@@ -1,5 +1,5 @@
 .preact-context-menu .context-menu {
-    z-index: 10000;
+    z-index: 9998;
     min-width: 190px;
     font-weight: 500;
     padding: 6px 8px;