diff --git a/tests/run_one_test.sh b/tests/run_one_test.sh
index 13da3df..4619359 100755
--- a/tests/run_one_test.sh
+++ b/tests/run_one_test.sh
@@ -7,7 +7,7 @@ fi
 echo "Running test $2"
 
 # TODO keep the log file, and parse it to see if test is successful
-($1 --experimental-backends --backend dummy --log-level=debug --log-file=$PWD/log --config=$2) &
+($1 --dbus --experimental-backends --backend dummy --log-level=debug --log-file=$PWD/log --config=$2) &
 main_pid=$!
 $3
 
diff --git a/tests/run_tests.sh b/tests/run_tests.sh
index 9f3c9e4..08203e0 100755
--- a/tests/run_tests.sh
+++ b/tests/run_tests.sh
@@ -3,6 +3,8 @@ set -e
 exe=$(realpath $1)
 cd $(dirname $0)
 
+eval `dbus-launch --sh-syntax`
+
 ./run_one_test.sh $exe configs/empty.conf testcases/basic.py
 ./run_one_test.sh $exe configs/issue357.conf testcases/issue357.py
 ./run_one_test.sh $exe configs/issue239.conf testcases/issue239.py
@@ -12,3 +14,4 @@ cd $(dirname $0)
 ./run_one_test.sh $exe configs/issue314.conf testcases/issue314.py
 ./run_one_test.sh $exe configs/issue314.conf testcases/issue314_2.py
 ./run_one_test.sh $exe configs/issue314.conf testcases/issue314_3.py
+./run_one_test.sh $exe /dev/null testcases/issue299.py
diff --git a/tests/testcases/issue299.py b/tests/testcases/issue299.py
new file mode 100755
index 0000000..d8be70c
--- /dev/null
+++ b/tests/testcases/issue299.py
@@ -0,0 +1,112 @@
+#!/usr/bin/env python3
+
+import xcffib.xproto as xproto
+import xcffib
+import time
+import os
+import subprocess
+import asyncio
+from dbus_next.aio import MessageBus
+from dbus_next.message import Message, MessageType
+from common import *
+
+display = os.environ["DISPLAY"].replace(":", "_")
+conn = xcffib.connect()
+setup = conn.get_setup()
+root = setup.roots[0].root
+visual = setup.roots[0].root_visual
+depth = setup.roots[0].root_depth
+x = xproto.xprotoExtension(conn)
+visual32 = find_32bit_visual(conn)
+
+async def get_client_win_async(wid):
+    message = await bus.call(Message(destination='com.github.chjj.compton.'+display,
+        path='/',
+        interface='com.github.chjj.compton',
+        member='win_get',
+        signature='us',
+        body=[wid, 'client_win']))
+    return message.body[0]
+
+def get_client_win(wid):
+    return loop.run_until_complete(get_client_win_async(wid))
+
+def wait():
+    time.sleep(0.5)
+
+def create_client_window(name):
+    client_win = conn.generate_id()
+    print("Window : ", hex(client_win))
+    conn.core.CreateWindowChecked(depth, client_win, root, 0, 0, 100, 100, 0,
+        xproto.WindowClass.InputOutput, visual, 0, []).check()
+    set_window_name(conn, client_win, "Test window "+name)
+    set_window_class(conn, client_win, "Test windows")
+    set_window_state(conn, client_win, 1)
+    conn.core.MapWindowChecked(client_win).check()
+    return client_win
+
+loop = asyncio.get_event_loop()
+bus = loop.run_until_complete(MessageBus().connect())
+
+cmid = conn.generate_id()
+colormap = conn.core.CreateColormapChecked(xproto.ColormapAlloc._None, cmid, root, visual32).check()
+
+# Create window
+client_wins = []
+for i in range(0,2):
+    client_wins.append(create_client_window(str(i)))
+
+# Create frame window
+frame_win = conn.generate_id()
+print("Window : ", hex(frame_win))
+conn.core.CreateWindowChecked(depth, frame_win, root, 0, 0, 200, 200, 0,
+    xproto.WindowClass.InputOutput, visual, 0, []).check()
+set_window_name(conn, frame_win, "Frame")
+conn.core.MapWindowChecked(frame_win).check()
+
+# Scenario 1.1
+# 1. reparent placeholder to frame
+conn.core.ReparentWindowChecked(client_wins[0], frame_win, 0, 0).check()
+wait()
+# 2. reparent real client to frame
+conn.core.ReparentWindowChecked(client_wins[1], frame_win, 0, 0).check()
+wait()
+# 3. detach the placeholder
+conn.core.ReparentWindowChecked(client_wins[0], root, 0, 0).check()
+wait()
+assert get_client_win(frame_win) == client_wins[1]
+
+# Scenario 1.2
+# 1. reparent placeholder to frame
+conn.core.ReparentWindowChecked(client_wins[0], frame_win, 0, 0).check()
+wait()
+# 2. reparent real client to frame
+conn.core.ReparentWindowChecked(client_wins[1], frame_win, 0, 0).check()
+wait()
+# 3. destroy the placeholder
+conn.core.DestroyWindowChecked(client_wins[0]).check()
+wait()
+assert get_client_win(frame_win) == client_wins[1]
+
+client_wins[0] = create_client_window("0")
+
+# Scenario 2
+# 1. frame is unmapped
+conn.core.UnmapWindowChecked(frame_win).check()
+wait()
+# 2. reparent placeholder to frame
+conn.core.ReparentWindowChecked(client_wins[0], frame_win, 0, 0).check()
+wait()
+# 3. destroy placeholder, map frame and reparent real client to frame
+conn.core.DestroyWindowChecked(client_wins[0]).check()
+conn.core.MapWindowChecked(frame_win).check()
+conn.core.ReparentWindowChecked(client_wins[1], frame_win, 0, 0).check()
+wait()
+assert get_client_win(frame_win) == client_wins[1]
+
+client_wins[0] = create_client_window("0")
+
+# Destroy the windows
+for wid in client_wins:
+    conn.core.DestroyWindowChecked(wid).check()
+conn.core.DestroyWindowChecked(frame_win).check()