diff --git a/Applications/PaintBrush/ToolboxWidget.cpp b/Applications/PaintBrush/ToolboxWidget.cpp
index 9627a88b13..1b75a59a7a 100644
--- a/Applications/PaintBrush/ToolboxWidget.cpp
+++ b/Applications/PaintBrush/ToolboxWidget.cpp
@@ -27,6 +27,7 @@ public:
 
     virtual void context_menu_event(GContextMenuEvent& event) override
     {
+        set_checked(true);
         m_tool->on_contextmenu(event);
     }