Funniest fan photomanip you've come across

[Enterprise1981]

I came across some of these on the ST Expanded Universe wiki that are pretty funny.

From Star Trek: Daedalus.

Ben Affleck as an Andorian

From Star Trek: Swiftfire

Chris Rock as a Vulcan

Shaq in a radical looking Starfleet uniform

From Star Trek: Pioneer
Tom Cruise as a Romulan

 

[Epsilon IX]

^Tom Cruise actually looks quite good as a Romulan in that picture! I will agree with you on the Vulcan Chris Rock however, especially since I'm sure there are plenty of black male actors out there who would be far better suited for that role!