2nd gen Eclipse GSX. They look kind of girly and it's definitely not my style, but they seem like a lot of fun. I wouldn't mind having one.
Malibu Maxx SS, I dunno, I'm weird.
Lincoln Mark VII, definitely not embarrassed to drive one since I think they are cool as fuck, but most people would probably disagree.
Mid 90's Cadillac Eldorado, vinyl top and whitewalls, yeah it's a grandpa car, but also PIMP.
Chevy Lumina Z34, my brother had one that I used to drive a lot, I've always liked them.
DeLorean, wouldn't be embarrassed but I know people would look at me funny, but I wouldn't care because those cars are fucking awesome