Multiple MockResponse for 1 Request - Webservice

I am encountering an issue with sending out 1 request and expecting multiple responses back. Right now in my test suite I have 1 mock request followed by 4 mock responses which are triggered in steps prior to the request. The issue that I am having is that the first two responses are picked up but on the third mock response I am not receiving a response resulting in a timeout. I am assuming this is occurring because of the fact that the messages are coming in simultaneously and thus dropping the last two messages. Does anyone know of a work around for this since this is a webservice and there are no queues for me to work with?