diff --git a/css/leptonContent.css b/css/leptonContent.css
index f9ff1c6..f67b210 100644
--- a/css/leptonContent.css
+++ b/css/leptonContent.css
@@ -2415,6 +2415,24 @@
         :root {
           --context-menu-background-padding-default: 6px;
         }
+
+        /* Contextmenu Checkbox Unset */
+        menupopup:is(#placesContext, #placesColumnsContext, #downloadsContextMenu) menuitem[type="checkbox"] {
+          margin-inline: 0 !important;
+        }
+        menupopup:is(#placesContext, #placesColumnsContext, #downloadsContextMenu)
+          menuitem[type="checkbox"]
+          > .menu-iconic-left
+          > .menu-iconic-icon {
+          margin-inline-end: 0 !important;
+        }
+        menupopup:is(#placesContext, #placesColumnsContext, #downloadsContextMenu)
+          menuitem[type="checkbox"]:not([checked="true"])
+          > .menu-iconic-left
+          > .menu-iconic-icon {
+          border: none !important;
+          background-color: unset !important;
+        }
       }
       /* Padding - Mac */
       @supports -moz-bool-pref("layout.css.osx-font-smoothing.enabled") {
diff --git a/src/library/_contents_menu.scss b/src/library/_contents_menu.scss
index a7a127d..cd407cb 100644
--- a/src/library/_contents_menu.scss
+++ b/src/library/_contents_menu.scss
@@ -54,6 +54,18 @@ $_placesPopupSetMenus: selector.nest(
 /* Padding - Linux */
 @include OS($linux) {
   @include _layout_root_linux;
+
+  /* Contextmenu Checkbox Unset */
+  #{$_placesPopupSet} menuitem[type="checkbox"] {
+    margin-inline: 0 !important;
+    > .menu-iconic-left > .menu-iconic-icon {
+      margin-inline-end: 0 !important;
+    }
+    &:not([checked="true"]) > .menu-iconic-left > .menu-iconic-icon {
+      border: none !important;
+      background-color: unset !important;
+    }
+  }
 }
 
 /* Padding - Mac */