diff --git a/frontend/app_flowy/packages/flowy_editor/lib/src/extensions/text_node_extensions.dart b/frontend/app_flowy/packages/flowy_editor/lib/src/extensions/text_node_extensions.dart
index 3408546c42..315f529710 100644
--- a/frontend/app_flowy/packages/flowy_editor/lib/src/extensions/text_node_extensions.dart
+++ b/frontend/app_flowy/packages/flowy_editor/lib/src/extensions/text_node_extensions.dart
@@ -41,6 +41,30 @@ extension TextNodeExtension on TextNode {
     }
     return true;
   }
+
+  bool allNotSatisfyInSelection(String styleKey, Selection selection) {
+    final ops = delta.whereType<TextInsert>();
+    final startOffset =
+        selection.isBackward ? selection.start.offset : selection.end.offset;
+    final endOffset =
+        selection.isBackward ? selection.end.offset : selection.start.offset;
+    var start = 0;
+    for (final op in ops) {
+      if (start >= endOffset) {
+        break;
+      }
+      final length = op.length;
+      if (start < endOffset && start + length > startOffset) {
+        if (op.attributes != null &&
+            op.attributes!.containsKey(styleKey) &&
+            op.attributes![styleKey] == true) {
+          return false;
+        }
+      }
+      start += length;
+    }
+    return true;
+  }
 }
 
 extension TextNodesExtension on List<TextNode> {
diff --git a/frontend/app_flowy/packages/flowy_editor/test/service/internal_key_event_handlers/update_text_style_by_command_x_handler_test.dart b/frontend/app_flowy/packages/flowy_editor/test/service/internal_key_event_handlers/update_text_style_by_command_x_handler_test.dart
index 39c750a933..e91f089def 100644
--- a/frontend/app_flowy/packages/flowy_editor/test/service/internal_key_event_handlers/update_text_style_by_command_x_handler_test.dart
+++ b/frontend/app_flowy/packages/flowy_editor/test/service/internal_key_event_handlers/update_text_style_by_command_x_handler_test.dart
@@ -18,7 +18,6 @@ void main() async {
         LogicalKeyboardKey.keyB,
       );
     });
-
     testWidgets('Presses Command + I to update text style', (tester) async {
       await _testUpdateTextStyleByCommandX(
         tester,
@@ -26,7 +25,6 @@ void main() async {
         LogicalKeyboardKey.keyI,
       );
     });
-
     testWidgets('Presses Command + U to update text style', (tester) async {
       await _testUpdateTextStyleByCommandX(
         tester,
@@ -34,7 +32,6 @@ void main() async {
         LogicalKeyboardKey.keyU,
       );
     });
-
     testWidgets('Presses Command + S to update text style', (tester) async {
       await _testUpdateTextStyleByCommandX(
         tester,
@@ -83,5 +80,49 @@ Future<void> _testUpdateTextStyleByCommandX(
     isMetaPressed: true,
   );
   textNode = editor.nodeAtPath([1]) as TextNode;
-  expect(textNode.allSatisfyInSelection(matchStyle, selection), false);
+  expect(textNode.allNotSatisfyInSelection(matchStyle, selection), true);
+
+  selection = Selection(
+    start: Position(path: [0], offset: 0),
+    end: Position(path: [2], offset: text.length),
+  );
+  await editor.updateSelection(selection);
+  await editor.pressLogicKey(
+    key,
+    isShiftPressed: key == LogicalKeyboardKey.keyS,
+    isMetaPressed: true,
+  );
+  var nodes = editor.editorState.service.selectionService.currentSelectedNodes
+      .whereType<TextNode>();
+  expect(nodes.length, 3);
+  for (final node in nodes) {
+    expect(
+      node.allSatisfyInSelection(
+        matchStyle,
+        Selection.single(
+            path: node.path, startOffset: 0, endOffset: text.length),
+      ),
+      true,
+    );
+  }
+
+  await editor.updateSelection(selection);
+  await editor.pressLogicKey(
+    key,
+    isShiftPressed: key == LogicalKeyboardKey.keyS,
+    isMetaPressed: true,
+  );
+  nodes = editor.editorState.service.selectionService.currentSelectedNodes
+      .whereType<TextNode>();
+  expect(nodes.length, 3);
+  for (final node in nodes) {
+    expect(
+      node.allNotSatisfyInSelection(
+        matchStyle,
+        Selection.single(
+            path: node.path, startOffset: 0, endOffset: text.length),
+      ),
+      true,
+    );
+  }
 }