Since my answer was going to be "Oh, I think I'd have to try both out, just to be sure" clearly my brains are already scrambled anyway, so I'll take the Tyson punch as it obviously can't do any further damage.
Would you rather have some breakfast/lunch/dinner (delete as applicable depending on your time of day) or an ice cream?
One, and I'm not just saying that. I can't think of why, but one just seems more fulfilling. So long as said woman is decent. If she looks anything this then hell no.
Would you rather be successful in a job you dislike, or struggling for cash doing a job you love?
Successful in a job I dislike. Not because I love money or anything, but because jobs you start out doing for love all too soon turn into jobs you dislike, in my experience.
Would you rather work and be comfortable, or idle and rich?
Oh. The 50s. Or the 60s. I lived through the 80s and they really weren't up to much, and the 20s... well, you have the great depression to look forward to.
Would you rather be alone and miserable, or miserable with other people?
All my life? I don't want to be driving an equivalent of a 1960s Mini in the year 2050. Car of dreams for 1 hr please, at least then I can say "False" to "I have never been in an Aston Martin" in the "I Have Never" Game.
If you met a real life alien, would you rather keep him hidden away from prying eyes or sell him to the CIA for millions of dollars?