Captain Kirk Becomes A Romulan

Being a starship Captain isn't easy, and it's a simple fact that a Starfleet officer's duty is never truly done.  It's especially hard when you have to change your race and even species.

In the classic episode, The Enterprise Incident, Kirk and Spock must become intergalactic spies to obtain the famed cloaking device technology.  Kirk may not have really enjoyed the surgical procedure which gives him his new alien look, but he doesn't look half bad as a Romulan - a member of Spock's offshoot, or cousin race.