diff --git a/src/main.py b/src/main.py
index 7150f73..075b403 100644
--- a/src/main.py
+++ b/src/main.py
@@ -631,10 +631,52 @@ class MainWindow(QMainWindow):
         self._scan_library()
 
     def _on_library_remove_selected(self):
-        for item in self.library_ready_list.selectedItems():
-            self.library_ready_list.takeItem(self.library_ready_list.row(item))
-        for item in self.library_source_list.selectedItems():
-            self.library_source_list.takeItem(self.library_source_list.row(item))
+        """Delete selected files from disk and clean up empty directories."""
+        files_to_delete = []
+        for lst in (self.library_ready_list, self.library_source_list):
+            for item in lst.selectedItems():
+                data = item.data(Qt.ItemDataRole.UserRole)
+                if data and os.path.exists(data.get("path", "")):
+                    files_to_delete.append(data)
+
+        if not files_to_delete:
+            QMessageBox.information(self, "Info", "No files selected")
+            return
+
+        total_size = sum(f.get("size", 0) for f in files_to_delete)
+        details = ""
+        for f in files_to_delete[:15]:
+            details += f"  {f.get('artist', 'Unknown')}  {f['title']}  ({self._format_size(f.get('size', 0))})\n"
+        if len(files_to_delete) > 15:
+            details += f"  ... and {len(files_to_delete) - 15} more\n"
+
+        reply = QMessageBox.question(
+            self, "Delete Files",
+            f"Delete {len(files_to_delete)} file(s) from disk?\n\n{details}\n"
+            f"Total: {self._format_size(total_size)}\n\n"
+            f"This action cannot be undone.",
+            QMessageBox.StandardButton.Yes | QMessageBox.StandardButton.No
+        )
+        if reply != QMessageBox.StandardButton.Yes:
+            return
+
+        deleted = 0
+        for f in files_to_delete:
+            path = f["path"]
+            try:
+                os.remove(path)
+                deleted += 1
+                parent = os.path.dirname(path)
+                while parent != os.path.dirname(parent):
+                    if os.listdir(parent):
+                        break
+                    os.rmdir(parent)
+                    parent = os.path.dirname(parent)
+            except OSError as e:
+                logger.error(f"Failed to delete {path}: {e}")
+
+        self._scan_library()
+        QMessageBox.information(self, "Done", f"Deleted {deleted} file(s)")
 
     def _on_download_clicked(self):
         url = self.url_input.text().strip()