diff --git a/4chan_x.user.js b/4chan_x.user.js
index 4b2fbeb55..e34df14f7 100644
--- a/4chan_x.user.js
+++ b/4chan_x.user.js
@@ -1300,7 +1300,11 @@
           qr.error("" + file.name + ": Unsupported file type.");
           break;
         }
-        new qr.reply(file);
+        if (qr.replies.length === 1 && !qr.replies[0].file) {
+          qr.replies[0].file = file;
+        } else {
+          new qr.reply(file);
+        }
       }
       return $.addClass(qr.el, 'dump');
     },
diff --git a/script.coffee b/script.coffee
index 583947872..50a848370 100644
--- a/script.coffee
+++ b/script.coffee
@@ -961,7 +961,11 @@ qr =
       else if -1 is qr.mimeTypes.indexOf file.type
         qr.error "#{file.name}: Unsupported file type."
         break
-      new qr.reply file
+      if qr.replies.length is 1 and not qr.replies[0].file
+        # set initial reply's file
+        qr.replies[0].file = file
+      else
+        new qr.reply file
     $.addClass qr.el, 'dump'
 
   replies: []