diff --git a/jetty-websocket/jetty-websocket-tests/src/test/java/org/eclipse/jetty/websocket/tests/WriteAfterStopTest.java b/jetty-websocket/jetty-websocket-tests/src/test/java/org/eclipse/jetty/websocket/tests/WriteAfterStopTest.java
new file mode 100644
index 00000000000..d77247094d1
--- /dev/null
+++ b/jetty-websocket/jetty-websocket-tests/src/test/java/org/eclipse/jetty/websocket/tests/WriteAfterStopTest.java
@@ -0,0 +1,113 @@
+//
+//  ========================================================================
+//  Copyright (c) 1995-2019 Mort Bay Consulting Pty. Ltd.
+//  ------------------------------------------------------------------------
+//  All rights reserved. This program and the accompanying materials
+//  are made available under the terms of the Eclipse Public License v1.0
+//  and Apache License v2.0 which accompanies this distribution.
+//
+//      The Eclipse Public License is available at
+//      http://www.eclipse.org/legal/epl-v10.html
+//
+//      The Apache License v2.0 is available at
+//      http://www.opensource.org/licenses/apache2.0.php
+//
+//  You may elect to redistribute this code under either of these licenses.
+//  ========================================================================
+//
+
+package org.eclipse.jetty.websocket.tests;
+
+import java.net.URI;
+import java.util.concurrent.TimeUnit;
+
+import org.eclipse.jetty.server.Server;
+import org.eclipse.jetty.server.ServerConnector;
+import org.eclipse.jetty.servlet.ServletContextHandler;
+import org.eclipse.jetty.servlet.ServletHolder;
+import org.eclipse.jetty.util.log.StacklessLogging;
+import org.eclipse.jetty.websocket.api.Session;
+import org.eclipse.jetty.websocket.api.StatusCode;
+import org.eclipse.jetty.websocket.client.ClientUpgradeRequest;
+import org.eclipse.jetty.websocket.client.WebSocketClient;
+import org.eclipse.jetty.websocket.common.WebSocketSession;
+import org.eclipse.jetty.websocket.core.internal.compress.CompressExtension;
+import org.eclipse.jetty.websocket.server.JettyWebSocketServlet;
+import org.eclipse.jetty.websocket.server.JettyWebSocketServletFactory;
+import org.eclipse.jetty.websocket.server.config.JettyWebSocketServletContainerInitializer;
+import org.junit.jupiter.api.AfterEach;
+import org.junit.jupiter.api.BeforeEach;
+import org.junit.jupiter.api.Test;
+
+import static org.hamcrest.MatcherAssert.assertThat;
+import static org.hamcrest.Matchers.is;
+import static org.junit.jupiter.api.Assertions.assertThrows;
+import static org.junit.jupiter.api.Assertions.assertTrue;
+
+public class WriteAfterStopTest
+{
+
+    public class UpgradeServlet extends JettyWebSocketServlet
+    {
+        @Override
+        protected void configure(JettyWebSocketServletFactory factory)
+        {
+            factory.setCreator(((req, resp) -> serverSocket));
+        }
+    }
+
+    private Server server = new Server();
+    private WebSocketClient client = new WebSocketClient();
+    private EventSocket serverSocket = new EventSocket();
+    private ServerConnector connector;
+
+    @BeforeEach
+    public void start() throws Exception
+    {
+        connector = new ServerConnector(server);
+        server.addConnector(connector);
+
+        ServletContextHandler contextHandler = new ServletContextHandler(ServletContextHandler.SESSIONS);
+        contextHandler.setContextPath("/");
+        contextHandler.addServlet(new ServletHolder(new UpgradeServlet()), "/");
+        server.setHandler(contextHandler);
+
+        JettyWebSocketServletContainerInitializer.configure(contextHandler, null);
+
+        server.start();
+        client.start();
+    }
+
+    @AfterEach
+    public void stop() throws Exception
+    {
+        client.stop();
+        server.stop();
+    }
+
+    @Test
+    public void test() throws Exception
+    {
+        URI uri = new URI("ws://localhost:" + connector.getLocalPort() + "/");
+        EventSocket clientSocket = new EventSocket();
+
+        ClientUpgradeRequest upgradeRequest = new ClientUpgradeRequest();
+        upgradeRequest.addExtensions("permessage-deflate");
+        Session session = client.connect(clientSocket, uri, upgradeRequest).get(5, TimeUnit.SECONDS);
+        clientSocket.session.getRemote().sendString("init deflater");
+        assertThat(serverSocket.messageQueue.poll(5, TimeUnit.SECONDS), is("init deflater"));
+        session.close(StatusCode.NORMAL, null);
+
+        // make sure both sides are closed
+        clientSocket.session.close();
+        assertTrue(clientSocket.closeLatch.await(5, TimeUnit.SECONDS));
+        assertTrue(serverSocket.closeLatch.await(5, TimeUnit.SECONDS));
+
+        // check we closed normally
+        assertThat(clientSocket.statusCode, is(StatusCode.NORMAL));
+        assertThat(serverSocket.statusCode, is(StatusCode.NORMAL));
+
+        ((WebSocketSession)session).stop();
+        assertThrows(IllegalStateException.class, () -> session.getRemote().sendString("hello world"));
+    }
+}
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