diff --git a/lib/models/plex_metadata.dart b/lib/models/plex_metadata.dart
index c8d27347..2e5a93a5 100644
--- a/lib/models/plex_metadata.dart
+++ b/lib/models/plex_metadata.dart
@@ -382,6 +382,13 @@ class PlexMetadata with MultiServerFields {
     return false;
   }
 
+  /// Returns true if this item has started but not finished playback
+  /// Only applicable for individual items (movies, episodes)
+  bool get hasActiveProgress {
+    if (duration == null || viewOffset == null) return false;
+    return viewOffset! > 0 && viewOffset! < duration!;
+  }
+
   // Helper to determine if content is watched
   bool get isWatched {
     // For series/seasons, check if all episodes are watched
diff --git a/lib/widgets/media_context_menu.dart b/lib/widgets/media_context_menu.dart
index 210efd77..381b8c36 100644
--- a/lib/widgets/media_context_menu.dart
+++ b/lib/widgets/media_context_menu.dart
@@ -130,7 +130,12 @@ class MediaContextMenuState extends State<MediaContextMenu> {
         metadata!.viewedLeafCount != null &&
         metadata.leafCount != null &&
         metadata.viewedLeafCount! > 0 &&
-        metadata.viewedLeafCount! < widget.item.leafCount!;
+        metadata.viewedLeafCount! < metadata.leafCount!;
+
+    final hasActiveProgress =
+        mediaType != null &&
+        (mediaType == PlexMediaType.movie || mediaType == PlexMediaType.episode) &&
+        metadata?.hasActiveProgress == true;
 
     // Check if we should use bottom sheet (on iOS and Android)
     final useBottomSheet = Platform.isIOS || Platform.isAndroid;
@@ -154,14 +159,14 @@ class MediaContextMenuState extends State<MediaContextMenu> {
       // Regular menu items for other types
 
       // Mark as Watched
-      if (!metadata!.isWatched || isPartiallyWatched) {
+      if (!metadata!.isWatched || isPartiallyWatched || hasActiveProgress) {
         menuActions.add(
           _MenuAction(value: 'watch', icon: Symbols.check_circle_outline_rounded, label: t.mediaMenu.markAsWatched),
         );
       }
 
       // Mark as Unwatched
-      if (metadata.isWatched || isPartiallyWatched) {
+      if (metadata.isWatched || isPartiallyWatched || hasActiveProgress) {
         menuActions.add(
           _MenuAction(
             value: 'unwatch',