diff --git a/crates/ui-egui/src/menus.rs b/crates/ui-egui/src/menus.rs
index 34b79e4a7c..c5d13111c8 100644
--- a/crates/ui-egui/src/menus.rs
+++ b/crates/ui-egui/src/menus.rs
@@ -129,6 +129,10 @@ pub fn invoke(app: &mut PhotocraftApp, ctx: &egui::Context, id: &str, params: Va
 
 /// [`invoke`] without the unsaved-changes prompt, for once the user has already answered it.
 pub(crate) fn invoke_unguarded(app: &mut PhotocraftApp, ctx: &egui::Context, id: &str, params: Value) -> Result<Value, String> {
+    // A pending Pen anchor is gesture state; Edit › Undo must match the keyboard.
+    if id == "edit.undo" && crate::vector_ui::pen_undo_last_point(app) {
+        return Ok(Value::Null);
+    }
     // Help › Discord, website, GitHub, Report an Issue.
     if let Some(url) = crate::links::url_for(id) {
         return Ok(crate::links::open(app, ctx, url));
@@ -484,6 +488,10 @@ fn open_path(app: &mut PhotocraftApp, path: &str) -> Result<Value, String> {
 }
 
 pub fn is_enabled(app: &PhotocraftApp, id: &str) -> bool {
+    // Draft Pen points can be undone even when the document has no History entries.
+    if id == "edit.undo" && app.ui.pen.as_ref().is_some_and(|pen| !pen.knots.is_empty()) {
+        return true;
+    }
     // Photoshop greys these for the Background layer, other layer kinds or single-layer documents.
     if crate::enable_rules::disabled(app, id) {
         return false;
diff --git a/crates/ui-egui/src/shortcuts.rs b/crates/ui-egui/src/shortcuts.rs
index 8bbc683e23..f01b85121a 100644
--- a/crates/ui-egui/src/shortcuts.rs
+++ b/crates/ui-egui/src/shortcuts.rs
@@ -305,6 +305,24 @@ pub fn handle(app: &mut PhotocraftApp, ctx: &egui::Context) {
         }
         return;
     }
+    // A Pen path's points are uncommitted gesture state, not History entries (#1466).
+    // Intercept Cmd/Ctrl+Z before the normal Edit › Undo shortcut, as well as unmodified
+    // Backspace/Delete. Once the last anchor is removed, regular Undo works again.
+    if app.ui.pen.as_ref().is_some_and(|pen| !pen.knots.is_empty()) {
+        let mods = ctx.input(|i| i.modifiers);
+        let command_undo = effective_shortcut(app, "edit.undo", default_shortcut("edit.undo").as_deref())
+            .and_then(|shortcut| parse(&shortcut))
+            .is_some_and(|shortcut| consume(ctx, &shortcut));
+        let remove = !mods.command
+            && !mods.ctrl
+            && !mods.shift
+            && !mods.alt
+            && ctx.input_mut(|i| i.consume_key(mods, Key::Backspace) || i.consume_key(mods, Key::Delete));
+        if command_undo || remove {
+            crate::vector_ui::pen_undo_last_point(app);
+            return;
+        }
+    }
     // Pen path in progress: ↩ and Esc both end it as an open path and keep it, as in Photoshop (#1769).
     if app.ui.pen.is_some() && ctx.input_mut(|i| i.consume_key(Modifiers::NONE, Key::Enter) || i.consume_key(Modifiers::NONE, Key::Escape)) {
         crate::vector_ui::pen_commit(app, false);
@@ -400,6 +418,70 @@ pub fn handle(app: &mut PhotocraftApp, ctx: &egui::Context) {
 mod tests {
     use super::*;
 
+    #[test]
+    fn pen_command_z_and_backspace_retract_points_before_document_undo() {
+        let mut app = PhotocraftApp::new(photocraft_engine::Session::new(), Default::default());
+        app.run("file.new", serde_json::json!({"width": 200, "height": 200})).unwrap();
+        app.ui.tool = crate::state::Tool::Pen;
+        app.run("shape.create", serde_json::json!({"kind": "rect", "rect": [10, 10, 40, 40], "fill": "#ff0000"})).unwrap();
+        let history = app.session.active().unwrap().history.past_len();
+        for (x, y) in [(10.0, 10.0), (50.0, 10.0), (50.0, 50.0)] {
+            crate::vector_ui::pen_down(&mut app, x, y);
+            crate::vector_ui::pen_up(&mut app);
+        }
+        let ctx = egui::Context::default();
+        let press = |app: &mut PhotocraftApp, key, modifiers| {
+            let raw = egui::RawInput {
+                events: vec![egui::Event::ModifiersChanged(modifiers), egui::Event::Key { key, physical_key: None, pressed: true, repeat: false, modifiers }],
+                ..Default::default()
+            };
+            ctx.begin_pass(raw);
+            handle(app, &ctx);
+            ctx.end_pass().textures_delta.clear();
+        };
+
+        press(&mut app, Key::Z, Modifiers::COMMAND);
+        assert_eq!(app.ui.pen.as_ref().unwrap().knots.len(), 2);
+        assert_eq!(app.session.active().unwrap().history.past_len(), history);
+        press(&mut app, Key::Backspace, Modifiers::NONE);
+        assert_eq!(app.ui.pen.as_ref().unwrap().knots.len(), 1);
+        press(&mut app, Key::Delete, Modifiers::NONE);
+        assert!(app.ui.pen.is_none());
+        assert_eq!(app.session.active().unwrap().history.past_len(), history);
+        // No unfinished Pen points remain, so regular Undo can now affect the document.
+        app.run("edit.undo", serde_json::json!({})).unwrap();
+        assert_eq!(app.session.active().unwrap().history.past_len(), history - 1);
+    }
+
+    #[test]
+    fn pen_custom_undo_binding_and_menu_retract_pending_points() {
+        let mut app = PhotocraftApp::new(photocraft_engine::Session::new(), Default::default());
+        app.run("file.new", serde_json::json!({"width": 200, "height": 200})).unwrap();
+        app.ui.tool = crate::state::Tool::Pen;
+        for (x, y) in [(10.0, 10.0), (50.0, 10.0)] {
+            crate::vector_ui::pen_down(&mut app, x, y);
+            crate::vector_ui::pen_up(&mut app);
+        }
+        app.session.prefs.edit(|p| p.shortcuts.insert("edit.undo".into(), "Cmd+Shift+Y".into()));
+        let ctx = egui::Context::default();
+        let press = |app: &mut PhotocraftApp, key: Key, modifiers: Modifiers| {
+            ctx.begin_pass(egui::RawInput {
+                events: vec![egui::Event::ModifiersChanged(modifiers), egui::Event::Key { key, physical_key: None, pressed: true, repeat: false, modifiers }],
+                ..Default::default()
+            });
+            handle(app, &ctx);
+            ctx.end_pass().textures_delta.clear();
+        };
+        // Once rebound, the default key must no longer intercept pending points.
+        press(&mut app, Key::Z, Modifiers::COMMAND);
+        assert_eq!(app.ui.pen.as_ref().unwrap().knots.len(), 2);
+        press(&mut app, Key::Y, Modifiers::COMMAND | Modifiers::SHIFT);
+        assert_eq!(app.ui.pen.as_ref().unwrap().knots.len(), 1);
+        assert!(crate::menus::is_enabled(&app, "edit.undo"));
+        crate::menus::invoke(&mut app, &ctx, "edit.undo", serde_json::json!({})).unwrap();
+        assert!(app.ui.pen.is_none());
+    }
+
     #[test]
     fn parses_registry_shortcuts() {
         let sc = parse("Cmd+Shift+N").unwrap();
diff --git a/crates/ui-egui/src/vector_ui.rs b/crates/ui-egui/src/vector_ui.rs
index f5b964c7e5..ae68129838 100644
--- a/crates/ui-egui/src/vector_ui.rs
+++ b/crates/ui-egui/src/vector_ui.rs
@@ -175,6 +175,22 @@ pub fn pen_move(app: &mut PhotocraftApp, x: f64, y: f64) {
     }
 }
 
+/// Undo the most recently placed Pen anchor while its path is still in progress.
+/// These knots are editor-only gesture state, not document history until Enter or
+/// clicking the first anchor commits the path. Therefore Cmd/Ctrl+Z must consume one
+/// knot rather than undoing an unrelated, already committed document operation.
+pub fn pen_undo_last_point(app: &mut PhotocraftApp) -> bool {
+    let Some(pen) = app.ui.pen.as_mut() else { return false };
+    if pen.knots.pop().is_none() {
+        return false;
+    }
+    pen.dragging = false;
+    if pen.knots.is_empty() {
+        app.ui.pen = None;
+    }
+    true
+}
+
 pub fn pen_up(app: &mut PhotocraftApp) {
     if let Some(pen) = app.ui.pen.as_mut() {
         pen.dragging = false;
@@ -1174,6 +1190,48 @@ mod tests {
         assert_eq!((wp.subpaths[0].knots[0].anchor.x, wp.subpaths[0].knots[0].anchor.y), (30.0, 25.0));
     }
 
+    #[test]
+    fn pen_point_undo_preserves_earlier_knots_and_document_history() {
+        let mut app = app();
+        app.ui.tool = Tool::Pen;
+        app.run("shape.create", json!({"kind": "rect", "rect": [10, 10, 40, 40], "fill": "#ff0000"})).unwrap();
+        let old_history = app.session.active().unwrap().history.past_len();
+
+        pen_down(&mut app, 20.0, 20.0);
+        pen_up(&mut app);
+        pen_down(&mut app, 120.0, 20.0);
+        pen_move(&mut app, 120.0, 60.0);
+        pen_up(&mut app);
+        pen_down(&mut app, 120.0, 120.0);
+        pen_up(&mut app);
+
+        let original_first_two = app.ui.pen.as_ref().unwrap().knots[..2].to_vec();
+        assert!(pen_undo_last_point(&mut app));
+        let pen = app.ui.pen.as_ref().unwrap();
+        assert_eq!(pen.knots, original_first_two);
+        assert!(!pen.dragging, "undo releases the current Pen drag");
+        assert_eq!(app.session.active().unwrap().history.past_len(), old_history, "undo must not roll back previous document changes");
+        assert!(app.session.active().unwrap().doc.work_path.is_none(), "path is not committed yet");
+
+        pen_commit(&mut app, false);
+        let work = app.session.active().unwrap().doc.work_path.as_ref().unwrap();
+        assert_eq!(work.subpaths[0].knots.len(), 2);
+        assert!(work.subpaths[0].knots[1].smooth, "retained smooth handles are unchanged");
+    }
+
+    #[test]
+    fn pen_undo_of_first_anchor_cancels_empty_draft() {
+        let mut app = app();
+        assert!(!pen_undo_last_point(&mut app));
+        pen_down(&mut app, 15.0, 17.0);
+        pen_up(&mut app);
+        assert!(pen_undo_last_point(&mut app));
+        assert!(app.ui.pen.is_none());
+        assert!(!pen_undo_last_point(&mut app));
+        assert_eq!(app.session.active().unwrap().history.past_len(), 0);
+        assert!(app.session.active().unwrap().doc.work_path.is_none());
+    }
+
     /// #1419: Solid Color (and every new fill or adjustment layer) made while a path is selected
     /// in the Paths panel takes it as its vector mask; with the path deselected, the selection
     /// is its layer mask again.