diff --git a/src/menu.rs b/src/menu.rs
index 4182e83..7c7c99f 100644
--- a/src/menu.rs
+++ b/src/menu.rs
@@ -2,7 +2,7 @@
 
 use cosmic::{
     app::Core,
-    iced::{Alignment, Background, Border, Length},
+    iced::{keyboard::Modifiers, Alignment, Background, Border, Length},
     theme,
     widget::{
         self, button, column, container, divider, horizontal_space,
@@ -55,6 +55,7 @@ fn menu_button_optional(
 pub fn context_menu<'a>(
     tab: &Tab,
     key_binds: &HashMap<KeyBind, Action>,
+    modifiers: &Modifiers,
 ) -> Element<'a, tab::Message> {
     let find_key = |action: &Action| -> String {
         for (key_bind, key_action) in key_binds.iter() {
@@ -216,7 +217,13 @@ pub fn context_menu<'a>(
                     children.push(menu_item(fl!("add-to-sidebar"), Action::AddToSidebar).into());
                 }
                 children.push(divider::horizontal::light().into());
-                children.push(menu_item(fl!("move-to-trash"), Action::Delete).into());
+                if modifiers.shift() && !modifiers.control() {
+                    children.push(
+                        menu_item(fl!("delete-permanently"), Action::PermanentlyDelete).into(),
+                    );
+                } else {
+                    children.push(menu_item(fl!("move-to-trash"), Action::Delete).into());
+                }
             } else {
                 //TODO: need better designs for menu with no selection
                 //TODO: have things like properties but they apply to the folder?
diff --git a/src/tab.rs b/src/tab.rs
index 40c8901..825b247 100644
--- a/src/tab.rs
+++ b/src/tab.rs
@@ -4855,10 +4855,12 @@ impl Tab {
         let mut popover = widget::popover(mouse_area);
 
         if let Some(point) = self.context_menu {
+            let context_menu = menu::context_menu(self, key_binds, &self.modifiers);
             popover = popover
-                .popup(menu::context_menu(self, key_binds))
+                .popup(context_menu)
                 .position(widget::popover::Position::Point(point));
         }
+
         let mut tab_column = widget::column::with_capacity(3);
         if let Some(location_view) = location_view_opt {
             tab_column = tab_column.push(location_view);