Popular '90s Heartthrobs, Then and Now: Photos

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THEN: Freddie Prinze Jr.

Who wasn't fawning over Freddie Prinze Jr. when he was in She's All That and even in I Know What You Did Last Summer? He was definitely every teenage girl's crush back in '90s.

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NOW: Freddie Prinze Jr.

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THEN: Keanu Reeves

Way back in the '90s, Keanu held big roles in popular movies like The Matrix and Speed—which paved the way to his incredibly successful acting career. Ugh, my heart is melting with that ~smize~.

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NOW: Keanu Reeves

Keanu clearly ages like a fine wine because...I mean, just look at that jawline. It hasn't changed a bit. We fell in love with him in his movies decades ago, and kept on falling for him in his John Wick films. Might I add, the man can rock a-n-y hairstyle. If you haven't seen him in Netflix's Always Be My Maybe yet, um, get on it.

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THEN: Tyrese Gibson

A rapper, singer, and an actor, Tyrese was slaying the game in the '90s. And on top of that, he couldn't help but win hearts with that perfect smile.

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NOW: Tyrese Gibson

Yep, Tyrese is still the cutest. He's since become an author and has nabbed big roles in the Fast & Furious and Transformers movies.

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THEN: Paul Rudd

No one can ever forget Paul as Josh in Clueless. It was an iconic role and he looked cute as hell. But personally, he really knocked me off my feet when he played Mike, Phoebe's love interest in Friends.

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NOW: Paul Rudd

Nowadays, we know Paul as Ant-Man. Who else goes from '90s heartthrob to superhero in one lifetime? The dude really has got some fabulous genes.

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THEN: George Clooney

Let's be real: Every. Single. Woman in the '90s imagined themselves walking down the aisle as George Clooney waited for them at the altar. In this fantasy, he was also a doctor (thanks, ER) *and* a Hollywood star, because in your daydreams he could be both.

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NOW: George Clooney

How is this man 60 years old and still such a hottie?! Didn't know I had a thing for older guys until right now...

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THEN: LL Cool J

There wasn't anybody who didn't know LL Cool J in the '90s. He was famous for his stint in the show In the House and also for his rap career (duh) that earned him two Grammys. But people were also fans because, come on, look how dreamy he was!!

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NOW: LL Cool J

We can confirm that LL Cool J is still a dreamboat AND still a big name in Hollywood. Now he's known for his long-time role in NCIS: Los Angeles and as a host on the show Lip Sync Battle. Never sleep on this man!!!

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THEN: James Van Der Beek

As you’re probably well aware, James played Dawson on Dawson’s Creek—as in, *the* teen drama series from the ’90s. So you can bet that many a teenage girl had posters of his face all over their bedroom walls.

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NOW: James Van Der Beek

Still cute. And James hasn’t stopped working. Most recently, he had a role on the hit show Pose. Oh, and don’t forget, he also starred as DJ Diplo in the comedy series What Would Diplo Do? on Viceland.

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THEN: Andrew Keegan

Andrew stole the hearts of the J-14 when he starred in the classic 10 Things I Hate About You. His role as Mary’s boyfriend, Wilson, on 7th Heaven didn't hurt, either.

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NOW: Andrew Keegan

So Andrew’s career took a surprising, uh, turn. Following his success in the '90s, he founded his own religion called Full Circle, which was busted in 2015 for selling “illegal” kombucha (lol). Since then, Full Circle has fully shut down due to lack of funding and Andrew has been filling his time surfing and being a dad.

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THEN: Rider Strong

Who didn’t have a crush on Rider’s character, Shawn Hunter, on Boy Meets World? I mean, Cory was fine and all, but Shawn was the *real* reason to watch the show.

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NOW: Rider Strong

Rider played Uncle Shawn on Girl Meets World from 2014 to 2017 and has also been collecting credits behind the camera as a writer, director, and producer on short films with this brother.

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THEN: Will Smith

The Fresh Prince of Bel-Air launched Will into superstardom. His charm and undeniable appeal, both on the show and off, cemented Will’s status as a bonafide ’90s heartthrob.

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NOW: Will Smith

Will is still a super-famous actor in Hollywood and is married to Jada Pinkett Smith, with whom he has two children, Jaden and Willow. As for his acting career, Will starred as Genie in 2019’s live action Aladdin, so, yeah, he’s doing fine.

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