diff --git a/crates/engine/src/tools.rs b/crates/engine/src/tools.rs
index cfb9176d..9034a47a 100644
--- a/crates/engine/src/tools.rs
+++ b/crates/engine/src/tools.rs
@@ -685,7 +685,18 @@ pub(crate) fn handle_cursor(c: &[Point; 4], h: Handle) -> Cursor {
         Handle::Corner(i) => {
             let a = c.get(i as usize).copied().unwrap_or_default();
             let b = c.get((i as usize + 2) % 4).copied().unwrap_or_default();
-            Cursor::Resize(angle(a, b))
+            // Along the box's own axes at 45°, not the diagonal, so wide or tall boxes still get a
+            // diagonal cursor. A box with no width or height falls back to the diagonal.
+            let unit = |v: figcraft_geom::kurbo::Vec2| {
+                let len = v.hypot();
+                (len.is_finite() && len > 1e-9).then(|| v / len)
+            };
+            let next = c.get((i as usize + 1) % 4).copied().unwrap_or_default();
+            let prev = c.get((i as usize + 3) % 4).copied().unwrap_or_default();
+            match (unit(next - a), unit(prev - a)) {
+                (Some(u), Some(v)) => Cursor::Resize((u + v).atan2().to_degrees()),
+                _ => Cursor::Resize(angle(a, b)),
+            }
         }
         Handle::Edge(i) => {
             let a = c.get(i as usize).copied().unwrap_or_default();
diff --git a/crates/engine/src/transform_behaviour_tests.rs b/crates/engine/src/transform_behaviour_tests.rs
index 3fbecb01..69125deb 100644
--- a/crates/engine/src/transform_behaviour_tests.rs
+++ b/crates/engine/src/transform_behaviour_tests.rs
@@ -378,6 +378,30 @@ fn smart_guides_snap_to_edges_centres_and_equal_spacing() {
     assert_eq!(bounds(&s, b).origin(), Point::new(198.0, 2.0));
 }
 
+#[test]
+fn corner_cursors_stay_diagonal_whatever_the_proportions() {
+    let mut s = session();
+    let mod180 = |a: f64, b: f64| near((a - b).rem_euclid(180.0).min((b - a).rem_euclid(180.0)), 0.0);
+    for (w, h) in [(65.0, 15.0), (100.0, 100.0), (60.0, 200.0), (200.0, 50.0)] {
+        let r = rect(&mut s, 0.0, 0.0, w, h, None);
+        let doc = s.doc().unwrap().clone();
+        let q = selection_box(&doc, &[r]).unwrap();
+        for (i, want) in [(0u8, 45.0), (1, 135.0), (2, 45.0), (3, 135.0)] {
+            let Cursor::Resize(a) = handle_cursor(&q, Handle::Corner(i)) else { panic!() };
+            assert!(mod180(a, want), "{w}x{h} corner {i}: {a}, want {want}");
+        }
+        // Turned, the corner cursors turn with the layer's own axes.
+        set(&mut s, &[r], json!({"rotation": 30}));
+        let doc = s.doc().unwrap().clone();
+        let q = selection_box(&doc, &[r]).unwrap();
+        let axis = (q[1] - q[0]).atan2().to_degrees();
+        for (i, off) in [(0u8, 45.0), (1, 135.0), (2, 45.0), (3, 135.0)] {
+            let Cursor::Resize(a) = handle_cursor(&q, Handle::Corner(i)) else { panic!() };
+            assert!(mod180(a, axis + off), "{w}x{h} turned corner {i}: {a}, want {}", axis + off);
+        }
+    }
+}
+
 #[test]
 fn the_transform_box_and_its_handles() {
     let mut s = session();