diff --git a/lib/matplotlib/figure.py b/lib/matplotlib/figure.py
index c86672c95dc9..6b61237ae1e0 100644
--- a/lib/matplotlib/figure.py
+++ b/lib/matplotlib/figure.py
@@ -1630,6 +1630,23 @@ def draw(self, renderer):
              if not artist.get_animated()),
             key=lambda artist: artist.get_zorder())
 
+        for ax in self.axes:
+            locator = ax.get_axes_locator()
+            if locator:
+                pos = locator(ax, renderer)
+                ax.apply_aspect(pos)
+            else:
+                ax.apply_aspect()
+
+            for child in ax.get_children():
+                if hasattr(child, 'apply_aspect'):
+                    locator = child.get_axes_locator()
+                    if locator:
+                        pos = locator(child, renderer)
+                        child.apply_aspect(pos)
+                    else:
+                        child.apply_aspect()
+
         try:
             renderer.open_group('figure')
             if self.get_constrained_layout() and self.axes:
diff --git a/lib/matplotlib/tests/baseline_images/test_axes/annotate_across_transforms.png b/lib/matplotlib/tests/baseline_images/test_axes/annotate_across_transforms.png
new file mode 100644
index 000000000000..d62245605fc9
Binary files /dev/null and b/lib/matplotlib/tests/baseline_images/test_axes/annotate_across_transforms.png differ
diff --git a/lib/matplotlib/tests/test_axes.py b/lib/matplotlib/tests/test_axes.py
index 1b56c74ee3e7..5bc1b54bbf8e 100644
--- a/lib/matplotlib/tests/test_axes.py
+++ b/lib/matplotlib/tests/test_axes.py
@@ -5931,3 +5931,20 @@ def test_scatter_empty_data():
     # making sure this does not raise an exception
     plt.scatter([], [])
     plt.scatter([], [], s=[], c=[])
+
+
+@image_comparison(baseline_images=['annotate_across_transforms'],
+        style='mpl20', extensions=['png'], remove_text=True)
+def test_annotate_across_transforms():
+    x = np.linspace(0, 10, 200)
+    y = np.exp(-x) * np.sin(x)
+
+    fig, ax = plt.subplots(figsize=(3.39, 3))
+    ax.plot(x, y)
+    axins = ax.inset_axes([0.4, 0.5, 0.3, 0.3])
+    axins.set_aspect(0.2)
+    axins.xaxis.set_visible(False)
+    axins.yaxis.set_visible(False)
+    ax.annotate("", xy=(x[150], y[150]), xycoords=ax.transData,
+            xytext=(1, 0), textcoords=axins.transAxes,
+            arrowprops=dict(arrowstyle="->"))