diff --git a/src/core/widgets/base/notebook/editor_notebook.py b/src/core/widgets/base/notebook/editor_notebook.py
index afc3d95..f7b696e 100644
--- a/src/core/widgets/base/notebook/editor_notebook.py
+++ b/src/core/widgets/base/notebook/editor_notebook.py
@@ -129,11 +129,12 @@ class EditorNotebook(EditorControllerMixin, Gtk.Notebook):
 
         self.create_view(None, None, gfile, line)
 
-    def _keyboard_open_file(self, gfile):
+    def _keyboard_open_file(self, gfiles = []):
         if not self.is_editor_focused: # TODO: Find way to converge this
             return
 
-        self.open_file(gfile)
+        for gfile in gfiles:
+            self.open_file(gfile)
 
     def _keyboard_scale_up_text(self):
         self.action_controller("scale_up_text")
diff --git a/src/core/widgets/base/notebook/key_input_controller.py b/src/core/widgets/base/notebook/key_input_controller.py
index 21f21be..189e38b 100644
--- a/src/core/widgets/base/notebook/key_input_controller.py
+++ b/src/core/widgets/base/notebook/key_input_controller.py
@@ -51,7 +51,10 @@ class KeyInputController:
                     self._create_view()
                 if keyname == "o":
                     page_num, container, source_view = self.get_active_view()
-                    event_system.emit("open_files", (source_view,))
+                    file    = source_view.get_current_file()
+                    _gfiles = event_system.emit_and_await("open_files", (source_view, None, file if file else None))
+
+                    event_system.emit("keyboard_open_file", (_gfiles,))
 
                 return True
 
diff --git a/src/core/widgets/controls/open_file_button.py b/src/core/widgets/controls/open_file_button.py
index 3b98d65..6a1fdad 100644
--- a/src/core/widgets/controls/open_file_button.py
+++ b/src/core/widgets/controls/open_file_button.py
@@ -41,24 +41,45 @@ class OpenFileButton(Gtk.Button):
     def _load_widgets(self):
         ...
 
-    def _open_files(self, widget = None, eve = None):
-        chooser = Gtk.FileChooserDialog("Open File...", None,
+    def _open_files(self, widget = None, eve = None, gfile = None):
+        start_dir = None
+        _gfiles   = []
+
+        if gfile and gfile.query_exists():
+            start_dir = gfile.get_parent()
+
+        chooser = Gtk.FileChooserDialog("Open File(s)...", None,
                                         Gtk.FileChooserAction.OPEN,
-                                        (Gtk.STOCK_CANCEL, Gtk.ResponseType.CANCEL,
-                                         Gtk.STOCK_OPEN, Gtk.ResponseType.OK))
- 
+                                        (
+                                            Gtk.STOCK_CANCEL,
+                                            Gtk.ResponseType.CANCEL,
+                                            Gtk.STOCK_OPEN,
+                                            Gtk.ResponseType.OK
+                                        )
+        )
+
+        chooser.set_select_multiple(True)
+
         try:
-            folder = widget.get_current_file().get_parent()
-            chooser.set_current_folder( folder.get_uri() )
+            folder = widget.get_current_file().get_parent() if not start_dir else start_dir
+            chooser.set_current_folder( folder.get_path() )
         except Exception as e:
             ...
 
         response = chooser.run()
-        if response == Gtk.ResponseType.OK:
-            filename = chooser.get_filename()
-            if filename:
-                path   = filename if os.path.isabs(filename) else os.path.abspath(filename)
-                _gfile = Gio.File.new_for_path(path)
-                event_system.emit("keyboard_open_file", (_gfile,))
+        if not response == Gtk.ResponseType.OK:
+            chooser.destroy()
+            return _gfiles
 
-        chooser.destroy()
\ No newline at end of file
+        filenames = chooser.get_filenames()
+        if not filenames:
+            chooser.destroy()
+            return _gfiles
+
+        for file in filenames:
+            path    = file if os.path.isabs(file) else os.path.abspath(file)
+            _gfiles.append( Gio.File.new_for_path(path) )
+
+        chooser.destroy()
+
+        return _gfiles
\ No newline at end of file