4. Alicia Silverstone

Her hilarious character and unique fashion sense displayed in the hit teen movie, Clueless, plus her appearances in Aerosmith’s music videos made Silverstone a teen icon and the “It Girl” of the early 90s. She then earned the admiration of most guys and was envied by the girls.

Surprisingly, her career fizzled out shortly thereafter. After playing the iconic Cher Horowitz, not one movie of hers has equaled the success of Clueless. She was nominated for a Golden Globe Award for her short-lived dramedy Miss Match in 2003.

In a 2015 interview with The Guardian, she admitted that she did not pay attention to her career as she should have and has focused more on her “quest to change the world.” She has published two books, The Kind Diet, a New York Time’s Bestseller, and The Kind Mama. She’s also an activist, promoting PETA, and a vegan herself.

She realized that she also wants to do more acting; she has four films this year and three scheduled for next year.

3. Justin Timberlake

You’re not a 90s kid if you didn’t at least sing some lyrics of the hit track, “It’s Gonna Be Me. Being one of the members of the top-earning boyband NSYNC, Timberlake undoubtedly made a mark on our teenage years. NSYNC songs became our life anthems. Timberlake went solo after the group’s hiatus in 2002. Since then his career has flourished and he has become one of America’s biggest stars, earning himself a variety of accolades.

Aside from his very successful music career, Timberlake also ventured into acting in 2008. He has an upcoming fifth studio album. And we’ve got to admit, he looks even more smoking hot now.

2. Winona Ryder

When we watched Winona Ryder in Reality Bites, we couldn’t’ help but identify with Lelaina Pierce’s character—only that she’s more attractive. Ryder has since become an icon of Generation X.

She has since been making movies and has received a Hollywood Walk of Fame in 2000. But in 2001, she found herself in trouble when she was arrested for shoplifting in Beverly Hills, California. She went on hiatus after this. Ryder returned to acting in 2006, but only recently got wide acclaim once more for her role as a mother in Netflix’s thriller hit Stranger Things.

1. Leonardo DiCaprio

Who did not have a crush on Leonardo DiCaprio in the 90s? Much like the way he had us bawling our eyes out playing Jack in Titanic (1997), he got us all rejoicing for finally winning the Oscars (for The Revenant) this year after years of playing the bridesmaid. No doubt, DiCaprio is Hollywood’s biggest star now, but back in the 90s he was the bomb.

Who was your 90s Hollywood crush? Tell us below!

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