20 Amazing Photos Of Celebrities From Their Awkward High School Years

20 Amazing Photos Of Celebrities From Their Awkward High School Years

20 Amazing Photos Of Celebrities From Their Awkward High School Years

1. Eva Mendes

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Eva is now 20 years into a successful career in Hollywood, but once upon a time she was just a goofy kid like the rest of us. I love her smile in this photo – she looks really happy.

2. Eva Longoria

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Let’s stick with Evas for a second – here is the Desperate Housewives star in a previous life. I’m going to guess from the hair that this snap was taken at some point in the 80s. I had similar hair to that myself back then…

3. Julia Roberts

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Ever the glamorous type, Julia couldn’t resist dressing up in pearls for her yearbook photo. And doesn’t she look amazing!

4. Sean Penn

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Here’s Sean Penn at the tender age of 15, when he was a student at Santa Monica High School, California. I guess ugly ducklings really do turn into beautiful swans! He’s one of Hollywood’s ‘silver foxes’ these days.

5. Kelly Clarkson

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A yearbook snap from Kelly Clarkson’s elementary school. Just look at that face – like butter wouldn’t melt!

6. Bruce Willis

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Hollywood hunk Bruce Willis is ‘goals’ for all the bald white guys out there. Its so weird seeing him with a full head of hair! I’m not sure it suits him, either. I guess men really do age like a fine wine.

7. Michelle Pfeiffer

Some people never go through an ‘ugly duckling phase – here’s Michelle rocking a turtleneck back back in the 70s. It’s hard to believe that she’s 60 now! And what’s more, she still looks great.

8. Jon Bon Jovi

Talk about improving with age. I don’t know about you, but when I look at this photo, I don’t think “multi-million selling rock star” – but he’s still going strong, all these years later.

9. Cameron Diaz

It looks like Cameron Diaz was a cheerleader back in high school – no surprises there. Do you think she was prom queen as well? She’s always looked great.

10. Kyle MacLachlan

You probably know Kyle from his roles in Twin Peaks and Blue Velvet. Here he is before he made it onto the big screen, looking like a member of the Osmonds.

11. Mariah Carey

I guess the world’s biggest diva has always been glamorous – even in her yearbook photo shoot at high school. I wonder how many daily outfit changes she got through back then!

12. Lenny Kravitz

Guitarist and singer Lenny Kravitz has always been a looker, it seems. He started playing guitar at a young age – I guess practice really does make perfect!

13. Hillary Clinton

Long before she ran for white house, HRC was a simple schoolgirl from Chicago. I wonder if, at the time this photo was taken, she had the slightest clue how her life would turn out.

14. Vin Diesel

This almost looks like someone has photoshopped Vin Diesel’s face onto some random kid’s body, but nope – that’s him. Yup, he had a good head of hair once upon a time!

15. Gwen Stefani

Has anyone else noticed how Gwen Stefani defies time? The No Doubt singer was an alt pin-up in her mid-90s heyday, and she looks even better now, over 20 years later. Here she is circa 1979, dressed in her Sunday best. A very different look from the ‘Don’t Speak’ video.

16. Snoop Dogg

Here’s a baby-faced version of the Doggfather on prom night back in the 80s, with a miniature jerry curl. I wonder if he’s worn a suit like that since…

17. Chris Pratt

It’s hard to believe this cute-cut-goofy kid grew into one of the biggest Hollywood heartthrobs of his generation, but he did. We all have to start somewhere!

18. Tom Hanks

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Here’s everyone’s favorite movie star many, many years ago. I think he looks like a 19th century English politician in the picture on the right!

19. Rooney Mara

At just 33, the Hollywood actress Rooney Mara still has her best days ahead of her. Still, this yearbook photo must feel like a lifetime ago.

20. Steve Buscemi

A lot of the other celebs on this list look pretty unrecognizable, but Steve Buscemi looks… exactly like a younger version of Steve Buscemi.

To this day, he’s still one of my favorite actors.

Which of these photos did you like the best? Let us know in the comments!