diff --git a/data/org.gnome.Loupe.gschema.xml.in b/data/org.gnome.Loupe.gschema.xml.in
index 13ac2ea..9a9d1d5 100644
--- a/data/org.gnome.Loupe.gschema.xml.in
+++ b/data/org.gnome.Loupe.gschema.xml.in
@@ -5,5 +5,9 @@
       <default>false</default>
       <summary>Show the image properties sidebar</summary>
     </key>
+    <key name="auto-copy-annotations" type="b">
+      <default>true</default>
+      <summary>Copy the image to the clipboard after annotation changes</summary>
+    </key>
   </schema>
 </schemalist>
diff --git a/src/widgets/image.rs b/src/widgets/image.rs
index 94535f2..d5a0d88 100644
--- a/src/widgets/image.rs
+++ b/src/widgets/image.rs
@@ -459,13 +459,24 @@ impl LpImage {
     }
 
     pub fn undo_stroke(&self) {
-        self.imp().strokes.borrow_mut().pop();
+        let changed = self.imp().strokes.borrow_mut().pop().is_some();
         self.queue_draw();
+        if changed {
+            self.copy_annotated_to_clipboard();
+        }
     }
 
     pub fn clear_strokes(&self) {
-        self.imp().strokes.borrow_mut().clear();
+        let changed = {
+            let mut strokes = self.imp().strokes.borrow_mut();
+            let changed = !strokes.is_empty();
+            strokes.clear();
+            changed
+        };
         self.queue_draw();
+        if changed {
+            self.copy_annotated_to_clipboard();
+        }
     }
 
     pub fn has_strokes(&self) -> bool {
@@ -506,4 +517,22 @@ impl LpImage {
         renderer.unrealize();
         Some(texture)
     }
+
+    /// Copy the current image and its annotations after a completed edit.
+    pub fn copy_annotated_to_clipboard(&self) {
+        if !crate::application::LpApplication::default()
+            .settings()
+            .boolean("auto-copy-annotations")
+        {
+            return;
+        }
+        let Some(texture) = self.render_annotated_texture() else {
+            tracing::error!("Failed to render annotated image for clipboard");
+            return;
+        };
+        let content = gdk::ContentProvider::for_value(&texture.to_value());
+        if let Err(err) = self.clipboard().set_content(Some(&content)) {
+            tracing::error!("Failed to copy annotated image: {err}");
+        }
+    }
 }
diff --git a/src/widgets/image/input_handling.rs b/src/widgets/image/input_handling.rs
index d9f5e33..38b5142 100644
--- a/src/widgets/image/input_handling.rs
+++ b/src/widgets/image/input_handling.rs
@@ -95,10 +95,16 @@ impl imp::LpImage {
                         }
                     }
                 }
-                if let Some(stroke) = cur.and_then(|s| s.into_stroke()) {
+                let changed = if let Some(stroke) = cur.and_then(|s| s.into_stroke()) {
                     imp.strokes.borrow_mut().push(stroke);
-                }
+                    true
+                } else {
+                    false
+                };
                 obj.queue_draw();
+                if changed {
+                    obj.copy_annotated_to_clipboard();
+                }
             }
         ));
     }
diff --git a/src/widgets/image_window.rs b/src/widgets/image_window.rs
index b83d54b..4cf0fd7 100644
--- a/src/widgets/image_window.rs
+++ b/src/widgets/image_window.rs
@@ -133,6 +133,8 @@ mod imp {
         pub(super) draw_line_width_btn: TemplateChild<gtk::SpinButton>,
         #[template_child]
         pub(super) draw_clear_btn: TemplateChild<gtk::Button>,
+        #[template_child]
+        pub(super) draw_auto_copy_btn: TemplateChild<gtk::ToggleButton>,
     }
 
     #[glib::object_subclass]
@@ -475,6 +477,18 @@ mod imp {
                 imp.draw_color_btn
                     .set_rgba(&gdk::RGBA::new(0.96, 0.22, 0.22, 1.0));
 
+                // Persist automatic clipboard updates as an app preference.
+                let settings = LpApplication::default().settings();
+                imp.draw_auto_copy_btn
+                    .set_active(settings.boolean("auto-copy-annotations"));
+                imp.draw_auto_copy_btn.connect_toggled(move |btn| {
+                    if let Err(err) =
+                        settings.set_boolean("auto-copy-annotations", btn.is_active())
+                    {
+                        tracing::warn!("Failed to save auto-copy setting: {err}");
+                    }
+                });
+
                 // Connect draw mode button (headerbar toggle)
                 imp.draw_mode_button.connect_toggled(glib::clone!(
                     #[weak]
diff --git a/src/widgets/image_window.ui b/src/widgets/image_window.ui
index a9571a2..e6c0ac6 100644
--- a/src/widgets/image_window.ui
+++ b/src/widgets/image_window.ui
@@ -265,6 +265,16 @@
                     </style>
                   </object>
                 </child>
+                <!-- Copy each completed annotation change to the clipboard -->
+                <child>
+                  <object class="GtkToggleButton" id="draw_auto_copy_btn">
+                    <property name="label" translatable="yes">Auto-copy</property>
+                    <property name="tooltip-text" translatable="yes">Copy to Clipboard After Each Change</property>
+                    <style>
+                      <class name="flat" />
+                    </style>
+                  </object>
+                </child>
                 <!-- Spacer -->
                 <child>
                   <object class="GtkBox">