diff --git a/autoload/vimspector/internal/balloon.vim b/autoload/vimspector/internal/balloon.vim
index 32d17ab..23954e6 100644
--- a/autoload/vimspector/internal/balloon.vim
+++ b/autoload/vimspector/internal/balloon.vim
@@ -72,11 +72,7 @@ function! vimspector#internal#balloon#CreateTooltip( is_hover, ... ) abort
       \ 'mapping': 0
       \ }
 
-    " When ambiwidth is single, use prettier characters for the border. This
-    " would look silly when ambiwidth is double.
-    if &ambiwidth ==# 'single' && &encoding ==? 'utf-8'
-      let config[ 'borderchars' ] = [ '─', '│', '─', '│', '╭', '╮', '┛', '╰' ]
-    endif
+    let config = vimspector#internal#popup#SetBorderChars( config )
 
     if a:is_hover
       let config[ 'filter' ] = 'vimspector#internal#balloon#MouseFilter'
diff --git a/autoload/vimspector/internal/neopopup.vim b/autoload/vimspector/internal/neopopup.vim
index cc25020..189c78c 100644
--- a/autoload/vimspector/internal/neopopup.vim
+++ b/autoload/vimspector/internal/neopopup.vim
@@ -83,6 +83,9 @@ endfunction
 function! vimspector#internal#neopopup#Confirm( confirm_id,
                                               \ text,
                                               \ default_value ) abort
+
+  " Neovim doesn't have an equivalent of popup_dialog, and it's way too much
+  " effort to write one, so we just use confirm().
   let result = confirm( a:text, '&Yes &No &Default', 3 )
 
   " Map the results to what popup_menu_filter would return (ok s:ConfirmCallback
diff --git a/autoload/vimspector/internal/popup.vim b/autoload/vimspector/internal/popup.vim
index e8658ab..5978987 100644
--- a/autoload/vimspector/internal/popup.vim
+++ b/autoload/vimspector/internal/popup.vim
@@ -32,9 +32,32 @@ function! vimspector#internal#popup#HideSplash( id ) abort
   call popup_hide( a:id )
 endfunction
 
+let s:current_selection = 0
+let s:selections = []
+let s:text = []
+
+function! s:UpdatePopup( id )
+  let buf = copy( s:text )
+  call extend( buf, s:DrawButtons() )
+  call popup_settext( a:id, buf )
+endfunction
+
 function! s:YesNoDefaultFilter( default_value, id, key ) abort
-  if a:key ==# "\<CR>" || a:key ==# 'D' || a:key ==# 'd'
+  if a:key ==# "\<CR>"
+    call popup_close( a:id, s:current_selection + 1 )
+    return 1
+  elseif a:key ==# 'D' || a:key ==# 'd'
     call popup_close( a:id, a:default_value )
+    return 1
+  elseif index( [ "\<Tab>", "\<Right>" ], a:key ) >= 0
+    let s:current_selection = ( s:current_selection + 1 ) % len( s:selections )
+    call s:UpdatePopup( a:id )
+    return 1
+  elseif index( [ "\<S-Tab>", "\<Left>" ], a:key ) >= 0
+    let s:current_selection = s:current_selection == 0
+          \ ? len( s:selections ) - 1: s:current_selection - 1
+    call s:UpdatePopup( a:id )
+    return 1
   endif
 
   return popup_filter_yesno( a:id, a:key )
@@ -46,23 +69,68 @@ function! s:ConfirmCallback( confirm_id, id, result ) abort
         \ int( vim.eval( 'a:result' ) ) )
 endfunction
 
+function! s:SelectionPosition( idx ) abort
+  return a:idx == 0 ? 0 : len( join( s:selections[ : a:idx - 1 ], ' ' ) ) + 1
+endfunction
+
+function! s:DrawButtons() abort
+  return [ {
+        \ 'text': join( s:selections, ' ' ),
+        \ 'props': [
+          \   {
+          \      'col': s:SelectionPosition( s:current_selection ) + 1,
+          \      'length': len( s:selections[ s:current_selection ] ),
+          \      'type': 'VimspectorSelectedItem'
+          \   },
+          \ ]
+        \ } ]
+endfunction
+
 function! vimspector#internal#popup#Confirm(
       \ confirm_id,
       \ text,
+      \ options,
       \ default_value ) abort
-  let text = a:text
-  if type( a:text ) != v:t_list
-    let text = [ a:text ]
+
+  silent! call prop_type_add( 'VimspectorSelectedItem', {
+        \ 'highlight': 'PMenuSel'
+        \ } )
+
+  let lines = split( a:text, "\n", v:true )
+  let buf = []
+  for line in lines
+    call add( buf, { 'text': line, 'props': [] } )
+  endfor
+
+  call add( buf, { 'text': '', 'props': [] } )
+
+  let s:selections = a:options
+  let s:current_selection = ( a:default_value - 1 )
+
+  let s:text = copy( buf )
+  call extend( buf, s:DrawButtons() )
+
+  let config = {
+        \   'callback': function( 's:ConfirmCallback', [ a:confirm_id ] ),
+        \   'filter': function( 's:YesNoDefaultFilter', [ a:default_value ] ),
+        \   'mapping': v:false,
+        \ }
+  let config = vimspector#internal#popup#SetBorderChars( config )
+
+  return popup_dialog( buf, config  )
+endfunction
+
+function! vimspector#internal#popup#SetBorderChars( config )
+  " When ambiwidth is single, use prettier characters for the border. This
+  " would look silly when ambiwidth is double.
+  if &ambiwidth ==# 'single' && &encoding ==? 'utf-8'
+    let a:config[ 'borderchars' ] = [ '─', '│', '─', '│', '╭', '╮', '┛', '╰' ]
   endif
 
-  call extend( text, [ '', '(Y)es (N)o (D)efault' ] )
-
-  return popup_dialog( text, {
-        \   'callback': function( 's:ConfirmCallback', [ a:confirm_id ] ),
-        \   'filter': function( 's:YesNoDefaultFilter', [ a:default_value ] )
-        \ } )
+  return a:config
 endfunction
 
+
 " Boilerplate {{{
 let &cpoptions=s:save_cpo
 unlet s:save_cpo
diff --git a/python3/vimspector/utils.py b/python3/vimspector/utils.py
index 5aefc37..290ca2e 100644
--- a/python3/vimspector/utils.py
+++ b/python3/vimspector/utils.py
@@ -390,13 +390,17 @@ def ConfirmCallback( confirm_id, result ):
   handler( result )
 
 
-def Confirm( api_prefix, prompt, handler, default_value = 1 ):
+def Confirm( api_prefix, prompt, handler, default_value = 3, options = None ):
   global CONFIRM_ID
+  if not options:
+    options = [ '(Y)es', '(N)o', '(D)efault' ]
+
   CONFIRM_ID += 1
   CONFIRM[ CONFIRM_ID ] = handler
   Call( f'vimspector#internal#{ api_prefix }popup#Confirm',
         CONFIRM_ID,
         prompt,
+        options,
         default_value )