Okay, guess it's time for me to answer my own question.
1) Have dinner- Jesus. To talk to the guy with all the answers, even for a half hour....
2) Smoke weed- Gave that up 16 years ago.
3) Watch a porno- Some softcore star. Jesse Jane?
4) Play golf- Denzel Washington. What a class act.
5) Sleep with- Not even hard. Angelina Jolie, post-"batshit crazy goth girl" era, pre-"adopt everything in sight and popping out babies while sharing my views on politics and religeon while not getting naked in movies anymore" era. (So I'm picky.
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6) Go to a ball game- Omar Visquel, the greatest player to ever grace the Indians' bench. Loyal to the team, staying for over over a decade when he knew damn well there was better money out there. He was a great guy on and off the diamond.
7) Kick them in the crotch- Kathy Griffin. Does this one even need explaining? (Ironically, if there was a 'Celebrity you'd most like have angry sex with' category, she'd win this too. Weird....)
8) Box/fistfight- Bill Maher. I'd tear that asswipe apart. Or Jesse Jackson.
9) Kill- Osama Bin Laden, easy.
10) Switch lives- Bill Gates, when he first got rich and retired at like age 25. I'd get three years of my life back, I'd gain 75 billion dollars over the next 20 years and all I'd have to do is get Lasex, bathe once in a while and start going to the gym. My mind, his money... perfection.
11) Erase- Hitler. Nobody in history has taken more innocent lives since Atilla the Hun. What the fuck is a Hun, anyway?
12) Wiretap/spy on- Barack Obama Bin Laden.
13) Play Guitar Hero- Dave Grohl.
14) Drink with- Who cares, I wouldn't remember anyway. I may already have drank with half the A list, I wouldn't know.
15) Skydive with- A random celebrity that's afraid of heights (preferably with bladder issues, also). I'd of course bring a camera.
*Right about...
here: