Losing one's virginity—be it romantically, awkwardly or otherwise—is a teenage rite of passage (perhaps the teenage rite of passage) that's depicted in countless teen movies. The motivation behind most teens' actions can be boiled down to one thing: sex, without which we wouldn't have the following great scenes. Enjoy!
RECOMMENDED: More of the 100 best teen movies
Cruel Intentions, 1999
This sweaty, sun-dappled sex scene is pretty magical, we have to admit. Sebastian, ever the gentleman, asks if Annette is okay (um, she seems great) while Counting Crows' "Colorblind" plays in the background... but it was 1999, okay? Don't lie and say the whole thing didn't stir your loins.
Poor McLovin. He only got in one thrust before being rudely interrupted by his cockblocking cop friends, scaring away his lady friend and driving him to his inhaler. But oh, what a thrust.
The Virgin Suicides, 1999
Lux Lisbon is living the Platonic Ideal of the American teen experience: she’s a beautiful suburban blonde who is crowned homecoming queen before losing her virginity to her king under the lights of her high school’s football field. Unfortunately for Lux, she’s in a Sofia Coppola movie, which means that she’s going to wake up the next morning near the 50-yard line, that teen dream quickly replaced by the cold light of day.
When Di accidentally drives on the freeway, the fear of death drives her and Murray into one another's arms (beds). Like Cher says, "Boy, getting off the freeway makes you realize how important love is."
"I think if we fuck, you would love it." So says Telly, the self-proclaimed "virgin surgeon," as he prepares to relieve another barely-teenage victim of her innocence. This is cherry-popping as an act of unthinking existential desperation, a way for the unloved Telly to leave his mark on the world. How the girl in question feels about it is, rather cruelly, left unexplored.
Fast Times at Ridgemont High, 1982
Unless you also lost your virginity in a seedy baseball dugout while Jackson Browne crooned "Somebody's Baby" on the soundtrack of your mind, you can't even begin to understand the psychic trauma endured by Jennifer Jason Leigh's Stacy. Also, that bench has got to hurt. But it's the poolhouse sex (pictured above) that everyone remembers... we wonder why?
Wet Hot American Summer, 2001
Ben and McKinley's romance is by far our favorite subplot in Wet Hot American Summer. And while the hippie wedding scene is magical, it just doesn't beat sweaty man sex in a sports shed, complete with tube socks and loose balls (we mean soccer balls, perv).
Can't Hardly Wait, 1998
Loathing turns to lust when former childhood friends Denise and Kenny are locked in a bathroom together all night. And Kenny's creepy love backpack comes in handy after all.
The Last Picture Show, 1971
This is arguably the most heartbreaking loss-of-virginity scene in cinema, as a gang of bored Texas teens round up slow-witted Billy and drag him down to the corpulent local hooker to make a man of him. He comes too soon, she punches him in the face, and another hapless kid loses what little innocence he had left.
Almost Famous, 2000
Three bored band-aids (note: no Penny Lane) strip and deflower William for fun. Maybe not the most romantic scenario, but we can think of worse entrées into manhood.
American Pie, 1999
Strictly speaking, Jim already lost it to the titular pastry. But if we’re counting out baked goods (and accidental explosions in the presence of an exchange student, seen above), Jim’s real cherry-popping chance arrives in the form of Alyson Hannigan’s unexpectedly forthright and sexually experienced band geek. Wedded bliss awaits, two movies down the line…