She's All That (1999)

Anyone who was alive in the '90s knows that all you need to do in order to go from a zero to a hero in high school is take off your glasses and let down your hair. You look so much prettier without glasses! At least that's what we learned from '90s icon Rachael Leigh Cook in the cult teen romantic comedy She's All That. Heartthrob Freddie Prinze Jr. plays the most popular kid in high school, who seems to have it all. That is, until his equally popular girlfriend humiliates him by dumping him for another dude. What's a brah to do? Freddie decides to gain back his popularity by pulling a fast one over Rachael Leigh Cook. She's the school nerd, and he bets that he can befriend her and not only turn her popular, but also make her the prom queen within six weeks. We don't want to spoil the ending (hint: She's a cyborg!) but we will spoil some of the retro-tastic male shirtless action in She's All That. The forever sexy Freddie Prinze Jr. attends graduation completely nude. We see his lean toned bod as he hides his penis with just a football helmet! One of the hottest actors in history - the late great Paul Walker - has some fun in the sun with his buff bronzed bod on full display. Plus hottie Dulé Hill delivers a positively PECtacular performance as well. And we can't forget Matthew Lillard, who plays the man Freddie's girlfriend dumps him for. She's All That? More like He's All That!