diff --git a/docs/changelog.rst b/docs/changelog.rst
index 12fb70c28..356defc17 100644
--- a/docs/changelog.rst
+++ b/docs/changelog.rst
@@ -29,6 +29,10 @@ Changelog
 - icat kitten: Implement reading image data from STDIN, if STDIN is not
   connected to a terminal (:iss:`1130`)
 
+- hints kitten: Insert trailing spaces after matches when using the
+  ``--multiple`` option. Also add a separate ``--add-traling-space``
+  option to control this behavior (:pull:`1132`)
+
 - Fix the ``*_with_cwd`` actions using the cwd of the overlay window rather
   than the underlying window's cwd (:iss:`1045`)
 
diff --git a/kittens/hints/main.py b/kittens/hints/main.py
index 7c60cecbd..f9f47534c 100644
--- a/kittens/hints/main.py
+++ b/kittens/hints/main.py
@@ -84,9 +84,17 @@ class Hints(Handler):
         self.args = args
         self.window_title = _('Choose URL') if args.type == 'url' else _('Choose text')
         self.multiple = args.multiple
+        self.match_suffix = self.get_match_suffix(args)
         self.chosen = []
         self.reset()
 
+    def get_match_suffix(self, args):
+        if args.add_trailing_space == 'always':
+            return ' '
+        if args.add_trailing_space == 'never':
+            return ''
+        return ' ' if args.multiple else ''
+
     def reset(self):
         self.current_input = ''
         self.current_text = None
@@ -112,7 +120,7 @@ class Hints(Handler):
                 if encode_hint(idx).startswith(self.current_input)
             ]
             if len(matches) == 1:
-                self.chosen.append(matches[0].text)
+                self.chosen.append(matches[0].text + self.match_suffix)
                 if self.multiple:
                     self.ignore_mark_indices.add(matches[0].index)
                     self.reset()
@@ -130,7 +138,7 @@ class Hints(Handler):
         elif key_event is enter_key and self.current_input:
             try:
                 idx = decode_hint(self.current_input)
-                self.chosen.append(self.index_map[idx].text)
+                self.chosen.append(self.index_map[idx].text + self.match_suffix)
                 self.ignore_mark_indices.add(idx)
             except Exception:
                 self.current_input = ''
@@ -363,6 +371,13 @@ The minimum number of characters to consider a match.
 type=bool-set
 Select multiple matches and perform the action on all of them together at the end.
 In this mode, press :kbd:`Esc` to finish selecting.
+
+
+--add-trailing-space
+default=auto
+choices=auto,always,never
+Add trailing space after matched text. Defaults to auto, which adds the space
+when used together with --multiple.
 '''.format(','.join(sorted(URL_PREFIXES))).format
 help_text = 'Select text from the screen using the keyboard. Defaults to searching for URLs.'
 usage = ''