diff --git a/etiquette/constants.py b/etiquette/constants.py
index 4b2a436..5e91ba9 100644
--- a/etiquette/constants.py
+++ b/etiquette/constants.py
@@ -316,6 +316,8 @@ DEFAULT_CONFIGURATION = {
     'thumbnail_width': 400,
     'thumbnail_height': 400,
 
+    'recycle_instead_of_delete': True,
+
     'motd_strings': [
         'Good morning, Paul. What will your first sequence of the day be?',
     ],
diff --git a/etiquette/objects.py b/etiquette/objects.py
index 1cbee4f..7b3558d 100644
--- a/etiquette/objects.py
+++ b/etiquette/objects.py
@@ -5,6 +5,7 @@ but are returned by the PDB accesses.
 import os
 import PIL.Image
 import string
+import send2trash
 import traceback
 
 from voussoirkit import bytestring
@@ -735,7 +736,13 @@ class Photo(ObjectBase):
 
         if delete_file:
             path = self.real_path.absolute_path
-            queue_action = {'action': os.remove, 'args': [path]}
+            if self.photodb.config['recycle_instead_of_delete']:
+                self.photodb.log.debug('Recycling %s', path)
+                action = send2trash.send2trash
+            else:
+                self.photodb.log.debug('Deleting %s', path)
+                action = os.remove
+            queue_action = {'action': action, 'args': [path]}
             self.photodb.on_commit_queue.append(queue_action)
         self._uncache()
 
diff --git a/requirements.txt b/requirements.txt
index 3609f27..a59b986 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -11,6 +11,9 @@ pillow
 # For probing and thumbnailing video files.
 git+https://github.com/senko/python-video-converter.git
 
+# Supports the recycle_instead_of_delete config.
+send2trash
+
 # For serving downloadable zip files as a generator.
 zipstream