diff --git a/TODO.md b/TODO.md
index b2d82bbb..5fcee231 100644
--- a/TODO.md
+++ b/TODO.md
@@ -1,12 +1,14 @@
-Gaupol 0.92/1.0
-===============
+Gaupol 0.92
+===========
 
 * [x] Fix error saving document from a time-based format to a
       frame-based or vice versa ([#28][])
 * [x] Fix error clicking undo or redo button dropdown arrow when no
       document is yet open ([#29][])
 * [x] Fix action states after subtitle cell editing cancelled ([#30][])
+* [x] Fix recent file menu states to update correctly ([#31][])
 
 [#28]: https://github.com/otsaloma/gaupol/issues/28
 [#29]: https://github.com/otsaloma/gaupol/issues/29
 [#30]: https://github.com/otsaloma/gaupol/issues/30
+[#31]: https://github.com/otsaloma/gaupol/issues/31
diff --git a/gaupol/action.py b/gaupol/action.py
index 91795760..f9f0cd2b 100644
--- a/gaupol/action.py
+++ b/gaupol/action.py
@@ -23,7 +23,12 @@
 from gi.repository import GLib
 from gi.repository import GObject
 
-__all__ = ("Action", "RadioAction", "ToggleAction")
+__all__ = (
+    "Action",
+    "OpenRecentTranslationFileAction",
+    "RadioAction",
+    "ToggleAction",
+)
 
 
 class Action(Gio.SimpleAction):
@@ -49,6 +54,15 @@ def update_enabled(self, application, page, selected_rows):
             self.set_enabled(False)
 
 
+class OpenRecentTranslationFileAction(Action):
+
+    """Baseclass for a dynamic menu of recent translation files to open."""
+
+    def _affirm_doable(self, application, page, selected_rows):
+        aeidon.util.affirm(page is not None)
+        aeidon.util.affirm(page.project.main_file is not None)
+
+
 class RadioAction(Action):
 
     """Baseclass for user-activatable radio actions."""
diff --git a/gaupol/agents/menu.py b/gaupol/agents/menu.py
index 946f9b0f..dfc51164 100644
--- a/gaupol/agents/menu.py
+++ b/gaupol/agents/menu.py
@@ -63,6 +63,7 @@ def _init_signal_handlers(self):
         self.connect("page-saved", self._update_projects_menu)
         self.connect("page-switched", self._update_projects_menu)
         self.connect("pages-reordered", self._update_projects_menu)
+        self.connect("init-done", self._update_recent_menus)
         self.connect("page-added", self._update_recent_menus)
         self.connect("page-saved", self._update_recent_menus)
 
@@ -290,6 +291,8 @@ def _update_recent_menus(self, *args):
         """Update the file menu lists of recent files."""
         self._update_recent_main_menu()
         self._update_recent_translation_menu()
+        # Update enabled states of added actions.
+        self.update_gui()
 
     def _update_recent_translation_menu(self, *args):
         """Update the file menu list of recent translation files."""
@@ -307,7 +310,7 @@ def _update_recent_translation_menu(self, *args):
             menu.append(label, action)
             action = action.replace("win.", "")
             if not self.get_action(action):
-                ao = gaupol.Action(action)
+                ao = gaupol.OpenRecentTranslationFileAction(action)
                 callback = self._on_open_recent_translation_file_activate
                 ao.connect("activate", callback)
                 self.window.add_action(ao)
diff --git a/gaupol/application.py b/gaupol/application.py
index e0b8461b..b435c6cb 100644
--- a/gaupol/application.py
+++ b/gaupol/application.py
@@ -88,6 +88,7 @@ class Application(aeidon.Observable, metaclass=ApplicationMeta):
     :ivar x_clipboard: A :class:`Gtk.Clipboard` used for desktop-wide copying
 
     Signals and their arguments for callback functions:
+     * ``init-done``: application
      * ``page-added``: application, page
      * ``page-changed``: application, page
      * ``page-closed``: application, page
@@ -98,6 +99,7 @@ class Application(aeidon.Observable, metaclass=ApplicationMeta):
     """
 
     signals = (
+        "init-done",
         "page-added",
         "page-changed",
         "page-closed",
@@ -139,6 +141,7 @@ def __init__(self):
         self.extension_manager.setup_extensions()
         self.update_gui()
         self.window.show()
+        self.emit("init-done")
 
     def __getattr__(self, name):
         """Return method delegated to an agent."""