34. Michael Kelso
Show (Air Dates): That '70s Show (1998-2006)
Actor: Ashton Kutcher
While the thought of a dude in second-skin bellbottoms paired with a baseball tee, pumpkin-colored puffer jacket, puka shell necklace, and a Dorothy Hamill haircut might make you shiver a little, keep in mind that this is precisely the type of getup Ashton Kutcher used to reel in über-cougar Demi Moore and take her off the market for good. Burn!