diff --git a/lib/reline/io/windows.rb b/lib/reline/io/windows.rb
index 5c1ab6d080..7a797439b7 100644
--- a/lib/reline/io/windows.rb
+++ b/lib/reline/io/windows.rb
@@ -3,6 +3,9 @@
 class Reline::Windows < Reline::IO
 
   attr_writer :output
+  attr_reader :jruby_p
+  alias jruby? jruby_p
+  alias flush_before_control? jruby_p
 
   def initialize
     @input_buf = []
@@ -32,6 +35,15 @@ def initialize
     @WaitForSingleObject = Win32API.new('kernel32', 'WaitForSingleObject', ['L', 'L'], 'L')
 
     @legacy_console = getconsolemode & ENABLE_VIRTUAL_TERMINAL_PROCESSING == 0
+    @jruby_p = RUBY_ENGINE == 'jruby'
+    if @jruby_p && @legacy_console
+      setconsolemode(getconsolemode() | ENABLE_VIRTUAL_TERMINAL_PROCESSING)
+      @legacy_console = getconsolemode & ENABLE_VIRTUAL_TERMINAL_PROCESSING == 0
+      if @legacy_console
+        self.class.const_set(:RESET_COLOR, "")
+        ENV['RELINE_ALT_SCROLLBAR'] = '1'
+      end
+    end
   end
 
   def encoding
@@ -182,11 +194,6 @@ def call(*args)
     call_with_console_handle(@SetConsoleMode, mode)
   end
 
-  #if @legacy_console
-  #  setconsolemode(getconsolemode() | ENABLE_VIRTUAL_TERMINAL_PROCESSING)
-  #  @legacy_console = (getconsolemode() & ENABLE_VIRTUAL_TERMINAL_PROCESSING == 0)
-  #end
-
   def msys_tty?(io = @hConsoleInputHandle)
     # check if fd is a pipe
     if @GetFileType.call(io) != FILE_TYPE_PIPE
@@ -366,22 +373,26 @@ def get_console_screen_buffer_info
   ALTERNATIVE_CSBI = [80, 24, 0, 0, 7, 0, 0, 79, 23].freeze
 
   def get_screen_size
+    @output.flush if flush_before_control?
     width, _, _, _, _, _, top, _, bottom = get_console_screen_buffer_info || ALTERNATIVE_CSBI
     [bottom - top + 1, width]
   end
 
   def cursor_pos
+    @output.flush if flush_before_control?
     _, _, x, y, _, _, top, = get_console_screen_buffer_info || ALTERNATIVE_CSBI
     Reline::CursorPos.new(x, y - top)
   end
 
   def move_cursor_column(val)
+    @output.flush if flush_before_control?
     _, _, _, y, = get_console_screen_buffer_info
     call_with_console_handle(@SetConsoleCursorPosition, y * 65536 + val) if y
   end
 
   def move_cursor_up(val)
     if val > 0
+      @output.flush if flush_before_control?
       _, _, x, y, _, _, top, = get_console_screen_buffer_info
       return unless y
       y = (y - top) - val
@@ -394,6 +405,7 @@ def move_cursor_up(val)
 
   def move_cursor_down(val)
     if val > 0
+      @output.flush if flush_before_control?
       _, _, x, y, _, _, top, _, bottom = get_console_screen_buffer_info
       return unless y
       screen_height = bottom - top
@@ -406,6 +418,7 @@ def move_cursor_down(val)
   end
 
   def erase_after_cursor
+    @output.flush if flush_before_control?
     width, _, x, y, attributes, = get_console_screen_buffer_info
     return unless x
     written = 0.chr * 4
@@ -423,6 +436,7 @@ def scroll_down(x)
 
   def clear_screen
     if @legacy_console
+      @output.flush if flush_before_control?
       width, _, _, _, attributes, _, top, _, bottom = get_console_screen_buffer_info
       return unless width
       fill_length = width * (bottom - top + 1)
diff --git a/lib/reline/line_editor.rb b/lib/reline/line_editor.rb
index bfffd17d59..0352d38f81 100644
--- a/lib/reline/line_editor.rb
+++ b/lib/reline/line_editor.rb
@@ -700,6 +700,8 @@ def add_dialog_proc(name, p, context = nil)
   end
 
   private def update_each_dialog(dialog, cursor_column, cursor_row, key = nil)
+    no_color = Reline::IOGate.win? && Reline::IOGate.win_legacy_console? && Reline::IOGate.jruby?
+    pointer_width = no_color ? 1 : 0
     dialog.set_cursor_pos(cursor_column, cursor_row)
     dialog_render_info = dialog.call(key)
     if dialog_render_info.nil? or dialog_render_info.contents.nil? or dialog_render_info.contents.empty?
@@ -743,6 +745,7 @@ def add_dialog_proc(name, p, context = nil)
     end
     dialog.column = dialog_render_info.pos.x
     dialog.width += @block_elem_width if scrollbar_pos
+    dialog.width += pointer_width
     diff = (dialog.column + dialog.width) - screen_width
     if diff > 0
       dialog.column -= diff
@@ -759,12 +762,12 @@ def add_dialog_proc(name, p, context = nil)
       dialog.width = screen_width
     end
     face = Reline::Face[dialog_render_info.face || :default]
-    scrollbar_sgr = face[:scrollbar]
-    default_sgr = face[:default]
-    enhanced_sgr = face[:enhanced]
+    scrollbar_sgr = no_color ? "" : face[:scrollbar]
+    default_sgr = no_color ? " " : face[:default]
+    enhanced_sgr = no_color ? "*" : face[:enhanced]
     dialog.contents = contents.map.with_index do |item, i|
       line_sgr = i == pointer ? enhanced_sgr : default_sgr
-      str_width = dialog.width - (scrollbar_pos.nil? ? 0 : @block_elem_width)
+      str_width = dialog.width - (scrollbar_pos.nil? ? 0 : @block_elem_width) - pointer_width
       str, = Reline::Unicode.take_mbchar_range(item, 0, str_width, padding: true)
       colored_content = "#{line_sgr}#{str}"
       if scrollbar_pos