diff --git a/boards/forms/__init__.py b/boards/forms/__init__.py
--- a/boards/forms/__init__.py
+++ b/boards/forms/__init__.py
@@ -296,18 +296,13 @@ class PostForm(NeboardForm):
         files = []
 
         max_file_count = board_settings.get_int(SECTION_FORMS, 'MaxFileCount')
-        if type(inputs) == list:
-            if len(inputs) > max_file_count:
-                raise forms.ValidationError(ERROR_MANY_FILES)
-            for file in inputs:
-                files.append(self._clean_file_file(file))
-        elif inputs:
-            inputs = inputs.replace('\r\n', '\n')
-            url_list = inputs.split('\n')
-            if len(url_list) > max_file_count:
-                raise forms.ValidationError(ERROR_MANY_FILES)
-            for url in url_list:
-                files.append(self._clean_file_url(url))
+        if len(inputs) > max_file_count:
+            raise forms.ValidationError(ERROR_MANY_FILES)
+        for input in inputs:
+            if isinstance(input, UploadedFile):
+                files.append(self._clean_file_file(input))
+            else:
+                files.append(self._clean_file_url(input))
 
         return files
 
diff --git a/boards/forms/fields.py b/boards/forms/fields.py
--- a/boards/forms/fields.py
+++ b/boards/forms/fields.py
@@ -78,6 +78,13 @@ class UrlFileField(forms.MultiValueField
                 require_all_fields=False, *args, **kwargs)
 
     def compress(self, data_list):
-        if data_list and len(data_list) >= 2:
-            return data_list[0] or data_list[1]
+        all_data = []
+        for data in data_list:
+            if type(data) == list:
+                all_data += data
+            elif type(data) == str:
+                input = data.replace('\r\n', '\n')
+                url_list = input.split('\n')
+                all_data += url_list
 
+        return all_data