This is easy, I didn’t even have to think. Britney is the obvious marriage choice, for one simple reason – upside. She is kind of like a NFL Draft prospect who slips because of some off the field problems. Some pan out, some don’t. In this situation Britney started out in ’98 as a possible No.1 Franchise type player pick, and then slipped out of the first round, but at least you have a chance of getting first round talent. Winehouse and Love would MAYBE get picked in the last round, more than likely however, they would go undrafted.
This next choice is even easier – Amy Winehouse would get fucked by me. Why Amy Winehouse, who is potentially the world’s most heinous star? Because Courtney Love deserves to get fucking tossed of a fucking cliff, that’s why. My reasoning is very simple – on April 5th, 1994 she murdered her husband Kurt Cobain and made it look like a suicide. As Samuel L. said in A Time to Kill, “Yes she deserves to die and I hope she burns in hell!” Simply put, if I had the chance to avenge Kurt’s death, I would…even if it meant throwing up in my mouth while I plowed Amy Winehouse.