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Recommendations for how I might configure Windows and Macs to perform port address translation locally.

Need to test a web service that sits on port 99. The client application I am testing (think device simulator) will not allow me to hit a port, it automatically assumes port 80. In production, we have a gateway that would perform a translation between incoming port 80 to port 99 on the web server. I'm looking for something no-frills to do the job locally on the client box, without having to installing squid or other firewall/proxy service elsewhere.

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The web service's port can't change? –  Shane Madden Sep 28 '11 at 4:55
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What you want is a reverse proxy. Apache can do it, as can IIS (but Apache's is better). There are dozens of questions on this site about how to set it up. You can find some of them here.

You will then point your simulator to :80 and it will then proxy your request to wherever:99

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