diff --git a/crates/ui-egui/src/icons.rs b/crates/ui-egui/src/icons.rs
index 5bf4dbe4f..63ab393e9 100644
--- a/crates/ui-egui/src/icons.rs
+++ b/crates/ui-egui/src/icons.rs
@@ -74,6 +74,11 @@ impl Pen<'_> {
 /// Paint icon `name` into `r`. `c` is the line colour; the accent comes from the theme.
 pub fn paint(p: &Painter, r: Rect, name: &str, c: Color32, accent: Color32) {
     let pen = Pen { p, r, c, a: accent, w: 1.25 };
+    if let Some(kind) = name.strip_prefix("shape.")
+        && shape(&pen, kind)
+    {
+        return;
+    }
     let a = accent;
     let red = Color32::from_rgb(0xD1, 0x3B, 0x3B);
     let yellow = Color32::from_rgb(0xF2, 0xC8, 0x11);
@@ -1443,6 +1448,99 @@ pub fn paint(p: &Painter, r: Rect, name: &str, c: Color32, accent: Color32) {
     }
 }
 
+/// The Insert › Shapes menu's icons: each shape kind (`insert.shape` ids) as a small outline.
+fn shape(pen: &Pen, kind: &str) -> bool {
+    let (c, a) = (pen.c, pen.a);
+    let tint = a.linear_multiply(0.25);
+    let solid = |pts: &[(f32, f32)]| {
+        pen.fill(pts, tint);
+        pen.closed(pts, c);
+    };
+    let head = |tip: (f32, f32), from: (f32, f32)| {
+        let (dx, dy) = (tip.0 - from.0, tip.1 - from.1);
+        let len = (dx * dx + dy * dy).sqrt().max(0.01);
+        let (ux, uy) = (dx / len, dy / len);
+        let back = (tip.0 - ux * 4.5, tip.1 - uy * 4.5);
+        pen.fill(&[tip, (back.0 - uy * 2.5, back.1 + ux * 2.5), (back.0 + uy * 2.5, back.1 - ux * 2.5)], c);
+    };
+    let ends = |pts: &[(f32, f32)], arrow: bool| {
+        pen.line(pts);
+        if let Some(&first) = pts.first() {
+            pen.fcircle(first.0, first.1, 1.6, a);
+        }
+        if let [.., from, tip] = pts {
+            if arrow {
+                head(*tip, *from);
+            } else {
+                pen.fcircle(tip.0, tip.1, 1.6, a);
+            }
+        }
+    };
+    let curve = || -> Vec<(f32, f32)> {
+        let (p0, p1, p2, p3) = ((4.0, 15.0), (12.0, 15.0), (8.0, 5.0), (16.0, 5.0));
+        (0..=16)
+            .map(|i| {
+                let s = i as f32 / 16.0;
+                let m = 1.0 - s;
+                let w = [m * m * m, 3.0 * m * m * s, 3.0 * m * s * s, s * s * s];
+                (w[0] * p0.0 + w[1] * p1.0 + w[2] * p2.0 + w[3] * p3.0, w[0] * p0.1 + w[1] * p1.1 + w[2] * p2.1 + w[3] * p3.1)
+            })
+            .collect()
+    };
+    match kind {
+        "rectangle" => solid(&[(3.0, 5.0), (17.0, 5.0), (17.0, 15.0), (3.0, 15.0)]),
+        "roundedRectangle" => {
+            let r = Rect::from_min_max(pen.pt(3.0, 5.0), pen.pt(17.0, 15.0));
+            let radius = 3.0 * pen.s();
+            pen.p.rect_filled(r, radius, tint);
+            pen.p.rect_stroke(r, radius, pen.stroke(c), egui::StrokeKind::Middle);
+        }
+        "ellipse" => {
+            let (center, radius) = (pen.pt(10.0, 10.0), vec2(7.5, 5.5) * pen.s());
+            pen.p.add(Shape::ellipse_filled(center, radius, tint));
+            pen.p.add(Shape::ellipse_stroke(center, radius, pen.stroke(c)));
+        }
+        "triangle" => solid(&[(10.0, 3.5), (17.0, 16.5), (3.0, 16.5)]),
+        "diamond" => solid(&[(10.0, 3.0), (17.0, 10.0), (10.0, 17.0), (3.0, 10.0)]),
+        "line" => pen.line(&[(4.0, 16.0), (16.0, 4.0)]),
+        "arrow" => {
+            pen.line(&[(4.0, 16.0), (14.5, 5.5)]);
+            head((16.5, 3.5), (4.0, 16.0));
+        }
+        "star" => {
+            let pts: Vec<(f32, f32)> = (0..10)
+                .map(|i| {
+                    let ang = -std::f32::consts::FRAC_PI_2 + i as f32 * std::f32::consts::PI / 5.0;
+                    let rad = if i % 2 == 0 { 8.0 } else { 3.3 };
+                    (10.0 + rad * ang.cos(), 10.8 + rad * ang.sin())
+                })
+                .collect();
+            // Concave: the tinted core, then the outline.
+            pen.fill(&pts.iter().skip(1).step_by(2).copied().collect::<Vec<_>>(), tint);
+            pen.closed(&pts, c);
+        }
+        "heart" => {
+            let pts: Vec<(f32, f32)> = (0..32)
+                .map(|i| {
+                    let s = i as f32 / 32.0 * std::f32::consts::TAU;
+                    let x = 16.0 * s.sin().powi(3);
+                    let y = 13.0 * s.cos() - 5.0 * (2.0 * s).cos() - 2.0 * (3.0 * s).cos() - (4.0 * s).cos();
+                    (10.0 + x * 0.44, 9.6 - y * 0.44)
+                })
+                .collect();
+            pen.closed(&pts, c);
+        }
+        "straightConnector" => ends(&[(4.0, 15.0), (16.0, 5.0)], false),
+        "straightArrowConnector" => ends(&[(4.0, 15.0), (16.0, 5.0)], true),
+        "elbowConnector" => ends(&[(4.0, 15.0), (10.0, 15.0), (10.0, 5.0), (16.0, 5.0)], false),
+        "elbowArrowConnector" => ends(&[(4.0, 15.0), (10.0, 15.0), (10.0, 5.0), (16.0, 5.0)], true),
+        "curvedConnector" => ends(&curve(), false),
+        "curvedArrowConnector" => ends(&curve(), true),
+        _ => return false,
+    }
+    true
+}
+
 trait ThenLines {
     fn then_lines(self, pen: &Pen, x0: f32, x1: f32, ys: &[f32]);
 }
diff --git a/crates/ui-egui/src/ribbon.rs b/crates/ui-egui/src/ribbon.rs
index 6b4afd9c4..ef8845957 100644
--- a/crates/ui-egui/src/ribbon.rs
+++ b/crates/ui-egui/src/ribbon.rs
@@ -628,6 +628,17 @@ pub(crate) fn mi(ui: &mut Ui, app: &mut WordApp, label: &str, id: &str, params:
     mi_text(ui, app, tl!(label), id, params);
 }
 
+/// [`mi`] with a drawn icon before the label.
+fn mi_icon(ui: &mut Ui, app: &mut WordApp, icon: &str, label: &str, id: &str, params: Value) {
+    let sc = crate::widgets::shortcut_text(app, id);
+    let enabled = crate::widgets::enabled(app, id);
+    let resp = ui.add_enabled_ui(enabled, |ui| crate::widgets::icon_menu_item(ui, icon, tl!(label), &sc, 200.0)).inner;
+    if resp.clicked() {
+        crate::widgets::run_from_ribbon(app, id, params);
+        ui.close();
+    }
+}
+
 /// A menu item whose text is already in the interface language.
 fn mi_text(ui: &mut Ui, app: &mut WordApp, text: &str, id: &str, params: Value) {
     let sc = crate::widgets::shortcut_text(app, id);
@@ -1223,10 +1234,10 @@ fn insert(app: &mut WordApp, ui: &mut Ui) {
                 ("Star", "star"),
                 ("Heart", "heart"),
             ] {
-                mi(ui, app, l, "insert.shape", json!({"kind": k}));
+                mi_icon(ui, app, &format!("shape.{k}"), l, "insert.shape", json!({"kind": k}));
             }
             ui.separator();
-            mi(ui, app, "New Drawing Canvas", "insert.canvas", json!({}));
+            mi_icon(ui, app, "canvas", "New Drawing Canvas", "insert.canvas", json!({}));
             // Connectors: glue their ends to shapes by dragging them (shape.connect).
             for (l, k, arrow) in [
                 ("Straight Connector", "straightConnector", "none"),
@@ -1236,7 +1247,8 @@ fn insert(app: &mut WordApp, ui: &mut Ui) {
                 ("Curved Connector", "curvedConnector", "none"),
                 ("Curved Arrow Connector", "curvedConnector", "end"),
             ] {
-                mi(ui, app, l, "insert.shape", json!({"kind": k, "arrow": arrow}));
+                let icon = if arrow == "end" { k.replace("Connector", "ArrowConnector") } else { k.to_string() };
+                mi_icon(ui, app, &format!("shape.{icon}"), l, "insert.shape", json!({"kind": k, "arrow": arrow}));
             }
         });
         stack(ui, |ui| {
diff --git a/crates/ui-egui/src/widgets.rs b/crates/ui-egui/src/widgets.rs
index c22fdc5e0..71df96572 100644
--- a/crates/ui-egui/src/widgets.rs
+++ b/crates/ui-egui/src/widgets.rs
@@ -1022,6 +1022,30 @@ fn icon_text_button_with(ui: &mut Ui, icon: &str, text: &str, font: egui::FontId
     resp
 }
 
+/// A drop-down menu item with `icon` before `text`, at least `min_w` wide.
+pub fn icon_menu_item(ui: &mut Ui, icon: &str, text: &str, shortcut: &str, min_w: f32) -> Response {
+    let t = Tokens::get(ui.ctx());
+    let font = egui::TextStyle::Button.resolve(ui.style());
+    let galley = ui.painter().layout_no_wrap(text.to_string(), font.clone(), Color32::PLACEHOLDER);
+    let sc = (!shortcut.is_empty()).then(|| ui.painter().layout_no_wrap(shortcut.to_string(), font, Color32::PLACEHOLDER));
+    let pad = ui.spacing().button_padding;
+    let icon_w = 16.0;
+    let sc_w = sc.as_ref().map_or(0.0, |g| g.size().x + 3.0 * pad.x);
+    let w = (pad.x + icon_w + 6.0 + galley.size().x + sc_w + pad.x).max(min_w).max(ui.available_width());
+    let (r, resp) = ui.allocate_exact_size(vec2(w, galley.size().y.max(icon_w) + 2.0 * pad.y), Sense::click());
+    resp.widget_info(|| egui::WidgetInfo::labeled(egui::WidgetType::Button, ui.is_enabled(), text));
+    let st = drawn_state(ui, &resp, false);
+    ui.painter().rect_filled(r, ui.visuals().widgets.inactive.corner_radius, st.fill);
+    let (line, accent) = if ui.is_enabled() { (t.icon, t.accent) } else { (t.text_disabled, t.text_disabled) };
+    let text_c = if ui.is_enabled() { st.text } else { t.text_disabled };
+    icons::paint(ui.painter(), Rect::from_center_size(pos2(r.min.x + pad.x + icon_w / 2.0, r.center().y), vec2(icon_w, icon_w)), icon, line, accent);
+    ui.painter().galley(pos2(r.min.x + pad.x + icon_w + 6.0, r.center().y - galley.size().y / 2.0), galley, text_c);
+    if let Some(g) = sc {
+        ui.painter().galley(pos2(r.max.x - pad.x - g.size().x, r.center().y - g.size().y / 2.0), g, t.text_disabled);
+    }
+    resp
+}
+
 #[cfg(test)]
 mod tests {
     use super::*;