diff --git a/src/ui/tools/booleans-tool.cpp b/src/ui/tools/booleans-tool.cpp
index cbf543dba9ab221089003699d9b3099340d4379b..0b2d8b0a4eeb1c716cbbd8cddab6c749eb04974e 100644
--- a/src/ui/tools/booleans-tool.cpp
+++ b/src/ui/tools/booleans-tool.cpp
@@ -40,6 +40,7 @@ InteractiveBooleansTool::InteractiveBooleansTool(SPDesktop *desktop)
     to_commit = false;
     update_status();
     if (auto selection = desktop->getSelection()) {
+        _items_to_manage = selection->items_vector(); // Store the original items before the selection context is lost
         desktop->setWaitingCursor();
         boolean_builder = std::make_unique<BooleanBuilder>(selection);
         desktop->clearWaitingCursor();
@@ -68,16 +69,16 @@ InteractiveBooleansTool::~InteractiveBooleansTool()
  */
 void InteractiveBooleansTool::hide_selected_objects(bool hide)
 {
-    if (auto selection = _desktop->getSelection()) {
-        for (auto item : selection->items()) {
-            // We don't hide any image or group that contains an image
-            // FUTURE: There is a corner case where regular shapes are inside a group
-            // alongside an image, they should be hidden, but that's much more convoluted.
-            if (hide && boolean_builder && boolean_builder->contains_image(item))
-                continue;
-            if (auto ditem = item->get_arenaitem(_desktop->dkey)) {
-                ditem->setOpacity(hide ? 0.0 : SP_SCALE24_TO_FLOAT(item->style->opacity.value));
-            }
+    // Use the stored _items_to_manage list instead of _desktop->getSelection().
+    // This is crucial because the selection may have already changed by the time a cleanup/cancel function (like shape_cancel) is called.
+    for (auto item : _items_to_manage) {
+        // We don't hide any image or group that contains an image
+        // FUTURE: There is a corner case where regular shapes are inside a group
+        // alongside an image, they should be hidden, but that's much more convoluted.
+        if (hide && boolean_builder && boolean_builder->contains_image(item))
+            continue;
+        if (auto ditem = item->get_arenaitem(_desktop->dkey)) {
+            ditem->setOpacity(hide ? 0.0 : SP_SCALE24_TO_FLOAT(item->style->opacity.value));
         }
     }
 }
diff --git a/src/ui/tools/booleans-tool.h b/src/ui/tools/booleans-tool.h
index fc9da3ef8ce8cc40d1be3731fc73b27c430d81ea..81fb90d85e71b3489b52b32cfb83c2a7565216c8 100644
--- a/src/ui/tools/booleans-tool.h
+++ b/src/ui/tools/booleans-tool.h
@@ -14,8 +14,10 @@
 #define INKSCAPE_UI_TOOLS_BOOLEANS_TOOL_H
 
 #include "ui/tools/tool-base.h"
+#include <vector>
 
 class SPDesktop;
+class SPItem;
 
 namespace Inkscape {
 class BooleanBuilder;
@@ -64,6 +66,8 @@ private:
 
     bool to_commit = false;
     std::optional<Geom::Point> last_cursor_position;
+
+    std::vector<SPItem*> _items_to_manage; // Stores the original items on tool activation.
 };
 
 } // namespace Tools