diff --git a/lib/model/doctrine/PluginDeletedMessageTable.class.php b/lib/model/doctrine/PluginDeletedMessageTable.class.php
index f0dc372..4c4d8b6 100644
--- a/lib/model/doctrine/PluginDeletedMessageTable.class.php
+++ b/lib/model/doctrine/PluginDeletedMessageTable.class.php
@@ -121,8 +121,26 @@ public function deleteMessage($member_id, $message_id, $object_name)
         $deleted_message->save();
       }
       $message->setIsDeleted(1);
-      /* @todo 完全削除の場合ファイルも削除すべきかも */
       $message->save();
+
+      if ($message instanceof DeletedMessage)
+      {
+        if ($message->message_send_list_id !== 0)
+        {
+          $messageSendList = Doctrine_Core::getTable('MessageSendList')->find($message->message_send_list_id);
+          $sendMessageData = $messageSendList->SendMessageData;
+        }
+        else
+        {
+          $sendMessageData = Doctrine_Core::getTable('SendMessageData')->find($message->message_id);
+        }
+
+        if ($sendMessageData)
+        {
+          $sendMessageData->purgeIfOrphaned();
+        }
+      }
+
       return true;
   }
 
diff --git a/lib/model/doctrine/PluginSendMessageData.class.php b/lib/model/doctrine/PluginSendMessageData.class.php
index c42ed62..db148ed 100644
--- a/lib/model/doctrine/PluginSendMessageData.class.php
+++ b/lib/model/doctrine/PluginSendMessageData.class.php
@@ -183,6 +183,42 @@ public function getDecoratedMessageBody()
     return $instance->$methodName($this);
   }
 
+  public function purgeIfOrphaned(Doctrine_Connection $conn = null)
+  {
+    if (!$this->is_deleted)
+    {
+      return false;
+    }
+
+    $messageSendLists = Doctrine_Core::getTable('MessageSendList')->findByMessageId($this->id);
+    foreach ($messageSendLists as $messageSendList)
+    {
+      if (!$messageSendList->is_deleted)
+      {
+        return false;
+      }
+    }
+
+    $deletedMessages = Doctrine_Core::getTable('DeletedMessage')->createQuery('dm')
+      ->andWhereIn('dm.message_send_list_id', $messageSendLists->getPrimaryKeys())
+      ->orWhere('dm.message_id = ?', $this->id)
+      ->execute();
+    foreach ($deletedMessages as $deletedMessage)
+    {
+      if (!$deletedMessage->is_deleted)
+      {
+        return false;
+      }
+    }
+
+    // 孤立したメッセージ
+    $messageSendLists->delete($conn);
+    $deletedMessages->delete($conn);
+    $this->delete($conn);
+
+    return true;
+  }
+
   public function preUpdate($event)
   {
     if (in_array('is_send', $this->_modified) && 1 == $this->_data['is_send'])
@@ -195,6 +231,14 @@ public function preUpdate($event)
     }
   }
 
+  public function preDelete($event)
+  {
+    foreach ($this->MessageFile as $messageFile)
+    {
+      $messageFile->delete();
+    }
+  }
+
   public function postHydrate($event)
   {
     $object = $event->data;
diff --git a/test/fixtures/010_message.yml b/test/fixtures/010_message.yml
index 24fc59c..9b143bc 100644
--- a/test/fixtures/010_message.yml
+++ b/test/fixtures/010_message.yml
@@ -72,6 +72,21 @@ SendMessageData:
     return_message_id: 0
     MessageType: message_type_default
     foreign_id: 0
+  message_with_file:
+    id: 7
+    Member: first_member
+    subject: message7 subject
+    body: message7 body
+    MessageType: message_type_default
+
+MessageFile:
+  message7_file1:
+    id: 1
+    SendMessageData: message_with_file
+    File:
+      name: message7_file1
+      type: text/plain
+      FileBin: { bin: ~ }
 
 MessageSendList:
   send_message_send_list:
diff --git a/test/unit/model/MessageFileTest.php b/test/unit/model/MessageFileTest.php
new file mode 100644
index 0000000..d9adca1
--- /dev/null
+++ b/test/unit/model/MessageFileTest.php
@@ -0,0 +1,24 @@
+
+<?php
+
+require_once __DIR__.'/../../bootstrap/unit.php';
+require_once __DIR__.'/../../bootstrap/database.php';
+
+$t = new lime_test(3);
+
+$conn = opDoctrineQuery::getMasterConnectionDirect();
+
+//------------------------------------------------------------
+$t->diag('MessageFile: Cascading Delete');
+$conn->beginTransaction();
+
+$messageFile = Doctrine_Core::getTable('MessageFile')->find(1);
+$fileId = $messageFile->file_id;
+
+$messageFile->delete($conn);
+
+$t->ok(!Doctrine_Core::getTable('MessageFile')->find($messageFile->id), 'message_file is deleted.');
+$t->ok(!Doctrine_Core::getTable('File')->find($fileId), 'file is deleted.');
+$t->ok(!Doctrine_Core::getTable('FileBin')->find($fileId), 'file_bin is deleted.');
+
+$conn->rollback();
diff --git a/test/unit/model/SendMessageDataTest.php b/test/unit/model/SendMessageDataTest.php
new file mode 100644
index 0000000..6833f91
--- /dev/null
+++ b/test/unit/model/SendMessageDataTest.php
@@ -0,0 +1,181 @@
+<?php
+
+require_once __DIR__.'/../../bootstrap/unit.php';
+require_once __DIR__.'/../../bootstrap/database.php';
+
+// SendMessageData::postHydrate() で必要となる
+sfContext::createInstance($configuration);
+
+$t = new lime_test(9);
+
+$conn = opDoctrineQuery::getMasterConnectionDirect();
+$messageTypeDefault = Doctrine_Core::getTable('MessageType')->findOneByTypeName('message');
+
+//------------------------------------------------------------
+$t->diag('SendMessageData: Cascading Delete');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->find(7);
+$messageFile = $sendMessageData->MessageFile[0];
+$fileId = $messageFile->file_id;
+
+$sendMessageData->delete($conn);
+
+$t->ok(!Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id), 'message is deleted.');
+$t->ok(!Doctrine_Core::getTable('MessageFile')->find($messageFile->id), 'message_file is deleted.');
+$t->ok(!Doctrine_Core::getTable('File')->find($fileId), 'file is deleted.');
+$t->ok(!Doctrine_Core::getTable('FileBin')->find($fileId), 'file_bin is deleted.');
+
+$conn->rollback();
+
+//------------------------------------------------------------
+$t->diag('SendMessageData::purgeIfOrphaned() [message.is_deleted != 1]');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->create(array(
+  'member_id' => 1,
+  'message_type_id' => $messageTypeDefault->id,
+  'subject' => 'messageA',
+  'body' => 'messageA body',
+  'is_deleted' => false,
+));
+$sendMessageData->save($conn);
+
+// message.is_deleted が 1 ではないので削除されない
+$sendMessageData->purgeIfOrphaned($conn);
+
+$t->ok(Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id));
+
+$conn->rollback();
+
+//------------------------------------------------------------
+$t->diag('SendMessageData::purgeIfOrphaned() [message_send_list.is_deleted != 1]');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->create(array(
+  'member_id' => 1,
+  'message_type_id' => $messageTypeDefault->id,
+  'subject' => 'messageA',
+  'body' => 'messageA body',
+  'is_deleted' => true, // 送信者側からは削除済み
+));
+$sendMessageData->save($conn);
+$messageSendList = Doctrine_Core::getTable('MessageSendList')->create(array(
+  'message_id' => $sendMessageData->id,
+  'member_id' => 2,
+  'is_deleted' => false,
+));
+$messageSendList->save($conn);
+
+// message_send_list.is_deleted が 1 ではないので削除されない
+$sendMessageData->purgeIfOrphaned($conn);
+
+$t->ok(Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id));
+
+$conn->rollback();
+
+//------------------------------------------------------------
+$t->diag('SendMessageData::purgeIfOrphaned() [deleted_message.is_deleted != 1 (sender)]');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->create(array(
+  'member_id' => 1,
+  'message_type_id' => $messageTypeDefault->id,
+  'subject' => 'messageA',
+  'body' => 'messageA body',
+  'is_deleted' => true, // 送信者側からは削除済み
+));
+$sendMessageData->save($conn);
+$messageSendList = Doctrine_Core::getTable('MessageSendList')->create(array(
+  'message_id' => $sendMessageData->id,
+  'member_id' => 2,
+  'is_deleted' => true, // 受信者側からも削除済み
+));
+$messageSendList->save($conn);
+$deletedMessage = Doctrine_Core::getTable('DeletedMessage')->create(array(
+  'member_id' => 1,
+  'message_id' => $sendMessageData->id,
+  'message_send_list_id' => 0,
+  'is_deleted' => false, // 送信者側のゴミ箱から未削除
+));
+$deletedMessage->save($conn);
+
+// 送信者側の deleted_message.is_deleted が 1 ではないので削除されない
+$sendMessageData->purgeIfOrphaned($conn);
+
+$t->ok(Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id));
+
+$conn->rollback();
+
+//------------------------------------------------------------
+$t->diag('SendMessageData::purgeIfOrphaned() [deleted_message.is_deleted != 1 (receiver)]');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->create(array(
+  'member_id' => 1,
+  'message_type_id' => $messageTypeDefault->id,
+  'subject' => 'messageA',
+  'body' => 'messageA body',
+  'is_deleted' => true, // 送信者側からは削除済み
+));
+$sendMessageData->save($conn);
+$messageSendList = Doctrine_Core::getTable('MessageSendList')->create(array(
+  'message_id' => $sendMessageData->id,
+  'member_id' => 2,
+  'is_deleted' => true, // 受信者側からも削除済み
+));
+$messageSendList->save($conn);
+$deletedMessage = Doctrine_Core::getTable('DeletedMessage')->create(array(
+  'member_id' => 2,
+  'message_id' => 0,
+  'message_send_list_id' => $messageSendList->id,
+  'is_deleted' => false, // 受信者側のゴミ箱から未削除
+));
+$deletedMessage->save($conn);
+
+// 受信者側の deleted_message.is_deleted が 1 ではないので削除されない
+$sendMessageData->purgeIfOrphaned($conn);
+
+$t->ok(Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id));
+
+$conn->rollback();
+
+//------------------------------------------------------------
+$t->diag('SendMessageData::purgeIfOrphaned() [orphaned message]');
+$conn->beginTransaction();
+
+$sendMessageData = Doctrine_Core::getTable('SendMessageData')->create(array(
+  'member_id' => 1,
+  'message_type_id' => $messageTypeDefault->id,
+  'subject' => 'messageA',
+  'body' => 'messageA body',
+  'is_deleted' => true, // 送信者側からは削除済み
+));
+$sendMessageData->save($conn);
+$messageSendList = Doctrine_Core::getTable('MessageSendList')->create(array(
+  'message_id' => $sendMessageData->id,
+  'member_id' => 2,
+  'is_deleted' => true, // 受信者側からも削除済み
+));
+$messageSendList->save($conn);
+$deletedMessage1 = Doctrine_Core::getTable('DeletedMessage')->create(array(
+  'member_id' => 1,
+  'message_id' => $sendMessageData->id,
+  'message_send_list_id' => 0,
+  'is_deleted' => true, // 送信者側のゴミ箱からも削除済み
+));
+$deletedMessage1->save($conn);
+$deletedMessage2 = Doctrine_Core::getTable('DeletedMessage')->create(array(
+  'member_id' => 2,
+  'message_id' => 0,
+  'message_send_list_id' => $messageSendList->id,
+  'is_deleted' => true, // 受信者側のゴミ箱からも削除済み
+));
+$deletedMessage2->save($conn);
+
+// 削除対象
+$sendMessageData->purgeIfOrphaned($conn);
+
+$t->ok(!Doctrine_Core::getTable('SendMessageData')->find($sendMessageData->id));
+
+$conn->rollback();