if you could trade places with one celebrity...

[coolhandkuhn]

Wayne Gretzky. You get to be the best ever at what you do/did (hockey), and your wife is incredibly hot.

The only other choice would be Hugh Hefner, but outside of banging solid 9s (minus one point for none of them having a brain) your whole life, what have you accomplished (not that one NEEDS to accomplish more than having sex with 9s when you're 50 years older than them...)?

Winston Churchill gets the bronze medal...just b/c he was a badass, and witty to boot. Lack of known hot tail drops him down to third.

Edit: [censored], didn't see that time travel wasn't allowed. I vote Matt Lienart.