diff --git a/handler/src/main/java/io/netty/handler/ssl/SslHandler.java b/handler/src/main/java/io/netty/handler/ssl/SslHandler.java
index 124e27b8a0..824013efb4 100644
--- a/handler/src/main/java/io/netty/handler/ssl/SslHandler.java
+++ b/handler/src/main/java/io/netty/handler/ssl/SslHandler.java
@@ -1230,6 +1230,48 @@ public class SslHandler extends FrameDecoder
         super.channelConnected(ctx, e);     
     } 
     
+    /**
+     * Loop over all the pending writes and fail them.
+     *
+     * See <a href="https://github.com/netty/netty/issues/305">#305</a> for more details.
+     */
+    @Override
+    public void channelClosed(ChannelHandlerContext ctx, ChannelStateEvent e) throws Exception {
+        Throwable cause = null;
+        synchronized (pendingUnencryptedWrites) {
+            for (;;) {
+                PendingWrite pw = pendingUnencryptedWrites.poll();
+                if (pw == null) {
+                    break;
+                }
+                if (cause == null) {
+                    cause = new ClosedChannelException();
+                }
+                pw.future.setFailure(cause);
+                
+            }
+            
+            
+            for (;;) {
+                MessageEvent ev = pendingEncryptedWrites.poll();
+                if (ev == null) {
+                    break;
+                }
+                if (cause == null) {
+                    cause = new ClosedChannelException();
+                }
+                ev.getFuture().setFailure(cause);
+                
+            }
+        }
+       
+        if (cause != null) {
+            fireExceptionCaught(ctx, cause);
+        }
+        
+        super.channelClosed(ctx, e);
+    }
+    
     private final class SSLEngineInboundCloseFuture extends DefaultChannelFuture {
         public SSLEngineInboundCloseFuture() {
             super(null, true);