Graduating seniors celebrate by getting all dressed up and dancing the night away with their peers for the last time.
It’s a night to remember, which is why dozens of photos are taken at prom.
But I’m sure there are some celebrities who wish their prom photos were never leaked online.
If you thought your prom photos were awkward, you’ve seen nothing yet…
1. Barack Obama
These four look like they had a grand time at their senior prom. They’re draped in leaves and flowers, which means one thing – this photo was taken at a high school in Hawaii.
“It was a really fun, happy time. We were all cracking up, and everyone was smiling,” his schoolmate Kelli Allman. “It was pretty typical from there out as far as what happens at prom: the dinner and the dancing and the photos.”
Is it just me or does the former president’s attire not match at all?
2. Jennifer Aniston
It would have been a good idea if the Friends star applied more hairspray. She still looks classy though!
3. Will Ferrell
The Anchorman actor was a goofball long before his debut on Saturday Night Live.
I love how he’s wearing his date’s tiara. Also, that sly smile speaks louder than words.
4. Ellen DeGeneres
This is by far my favorite photo EVER.
The talk show host and her date look like characters on the Little House on the Praire. I also like how they’re both rocking the same hairstyle.
5. Blake Lively
Does this guy know that touching your prom date’s shoulders is okay? Blake doesn’t seem bothered by it.
6. Brad Pitt
This style was pretty chic back in the day.
I’ve never been a big fan of the mullet hairstyle, but Brad looks great in a silver suit.
7. Jessica Alba
There’s something about this photo that makes me feel uneasy.
I’m not sure if its their smiles or that it looks like the actress superglued cotton balls on her dress.
8. Natalie Portman
The Black Swan actress didn’t get asked to prom. That’s pretty awkward, right?
But who am to judge, I didn’t either.
9. Christina Aguilera
The powerhouse vocalist was already famous by the time prom came around.
I know this is an old photo because of the boy’s haircut and suit, but Christina and her friend look like every girl on Instagram today.
10. Lady Gaga
I’m so used to seeing the singer in ridiculous meat outfits and outlandish hair pieces that I barely recognized these prom photos of Stephanie Germanotta.
That being said, once you see the photo on the right, it’s hard to not think that Stephanie and Lady Gaga are not the same person.
11. Matthew McConaughey
They were almost ready to take the perfect prom picture.
12. Tiger Woods
It looks strange that the pro golf player’s date is not folding her fingers around his arm.
The more I look at this photo, the more it bothers me.
Fergie’s eyebrows look so different.
I think the only one who feels awkward looking back at these photos is the singer herself.
14. John Krasinski
Now it makes sense why The Office US producers chose John to play Jim in their comedy series.
I wonder if he could have made a good Dwight.
15. George Clooney
George’s prom date is holding onto him like she knows he’s going to be a huge Hollywood heartthrob in the next few years.
The actor doesn’t look too enthusiastic.
16. Tyra Banks
By the time prom came around, Tyra was already modeling and had the opportunity to be a part of Paris Fashion Week in 1991.
This explains why she looks so great in her prom photo. As for her date, he’s pointing his left toe out as if he’s about to do a pirouette.
17. John Legend
The All of Me singer was his high school’s student body president and prom king in 1997.
I can’t tell what he’s holding in his hand, but it looks like a wand, and that’s pretty awkward if that were true.
18. Ashton Kutcher
I’m loving that haircut and the actor’s energy.
You can tell Ashton was making an impression on the girls in the back.
19. Michelle Obama
The former First Lady dresses quite conservatively, so it’s surprising to see her rocking this revealing rose gold dress at her prom.
Am I the only one who thinks this photo looks like it was taken in the 1800s?
20. Amy Poehler
Maybe this angle isn’t doing the comedian’s prom dress justice, but doesn’t it look like it’s made from toilet paper?
21. Julia Roberts
There’s seriously nothing you can hate about this photo. The actress looks full of life and I’m sure she had a great time at prom.
22. Bruno Mars
Bruno Mars looks like he brought his older sister to prom, which I’m sure was not the case, but the fact that it appears so is pretty awkward.
23. Kim Kardashian
Okay, this prom photo looks normal, but I think we’re all curious what the reality TV star looked like before she propelled herself in the limelight.
24. Elizabeth Banks
The way they’re holding each other in the photo on the right is so adorable, but that’s exactly what also makes a photo awkward.
I wonder if Elizabeth cringes when she looks back at these photos. I know I would.
25. Jimmy Fallon
That velvet backdrop brings back so many memories…
26. Sandra Bullock
The Blind Side actress is who I’ve looked up to since I was a little girl, and for good reason.
Look at this great prom photo. It looks so natural.
27. Scarlett Johansson
Scarlett and Jack Antonoff attended prom together, which is cute. But what isn’t cute is their outfits.
They look like they’re about to crash their prom, not participate in it.
The Barbados-born singer looks great, but I have no words for her date.
29. Taylor Swift
These two rich kids holding up gang signs will make anyone cringe.
30. John Stamos
The Full House star looks he just saw a ghost. His date doesn’t look too comfortable either.
31. Jon Hamm
The Mad Men actor’s smile is hurting my facial muscles. That’s how hard he’s trying to look happy.
Beyonce is known for looking fierce, which is why I barely recognized her in her prom photo.
33. Ryan Seacrest
The television host is holding his prom date as if he’s about to throw her up in the air.
34. Adam Levine
I like how Adam and his prom date are both rocking white, but it still doesn’t make up for how these two look like they have absolutely no chemistry together.
35. Britney Spears
I’m loving the fiery red dress the singer has on.
I wish there were more photos of her with her date, rather than with her dad. He’s seriously cramping her style.
36. Courtney Cox
I like how Courtney’s prom date has his thumb up. Yeah, you scored big buddy.
37. Faith Hill
The country singer looks like she randomly got paired with someone.
Whether that was the case or not, they make a cute couple.
38. Meg Ryan
If I had a prom date that looked me in the eyes like Meg looked at her date’s, my life would be complete.
Poor Meg, her date doesn’t seem to be too interested in her.
39. Meryl Streep
Before the actress walked the red carpet, she made quite an appearance at her high school prom.
I adore these photos because they look so natural. The couple looked like they had a great time.
40. Reese Witherspoon
Reese hasn’t aged a day since 1994. What’s awkward about this photo is that she’s the only one who’s not smiling.
Which celebrity prom photo was your favorite?
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