24. Dwayne Wayne, A Different World (1987-1993)
Played By: Kadeem Hardison
Hottest Conquests: Whitley Gilbert (Jasmine Guy)
He may have had a thing for Denise Huxtable (Lisa Bonet), but that didn't stop math whiz Dwayne Wayne (Kadeem Hardison) from trying to seduce just about every co-ed on Hillman College's campus. And yes, even we have to admit we attempted to wear those flip sunglasses on occasion and emulate his sick sneaker game.
His seduction attempts struck out on more than one occasion, but Dwayne landed the ultimate prize when he hooked up with Southern belle Whitley Gilbert (Jasmine Guy).