diff --git a/rc/filetype/python.kak b/rc/filetype/python.kak
index 76cf496a..2259cbf5 100644
--- a/rc/filetype/python.kak
+++ b/rc/filetype/python.kak
@@ -156,7 +156,7 @@ define-command -hidden python-indent-on-new-line %<
         # cleanup trailing whitespaces from previous line
         try %{ execute-keys -draft k <a-x> s \h+$ <ret> d }
         # indent after line ending with :
-        try %{ execute-keys -draft <space> k <a-x> <a-k> :$ <ret> j <a-gt> }
+        try %{ execute-keys -draft <space> k <a-x> <a-k> :$ <ret> <a-K> ^\h*# <ret> j <a-gt> }
         # deindent closing brace/bracket when after cursor (for arrays and dictionaries)
         try %< execute-keys -draft <a-x> <a-k> ^\h*[}\]] <ret> gh / [}\]] <ret> m <a-S> 1<a-&> >
     >