Skip to Content

56 Gloriously Awkward Photos of Celebrities at Prom

#TBT!

By
celebrity-prom-photos
Elle

Before they graduated to red carpets, stylists, and glam squads, many of our favorite A-listers had that same quintessential high school moment as the rest of us—and in many cases, all the awkwardness and, um, interesting fashion choices that come with it. Here, see #TBT prom portraits of Taylor Swift, Jennifer Aniston, George Clooney, and more.

1

Tracee Ellis Ross

Clothing, Dress, Black, Fashion, Brown, Shoulder, Leg, Neck, Little black dress, Long hair,
Instagram
2

Elle Fanning

Wedding dress, Photograph, White, Gown, Dress, Bride, Black, Bridal clothing, Clothing, Standing,
Instagram
Advertisement - Continue Reading Below
3

John Stamos

Formal wear, Smile, Brown hair, Child, Photography, Plant, Vintage clothing, Portrait,
Instagram
4

Kerry Washington

Hair, Hairstyle, Beauty, Black hair, Photo shoot, Long hair, Plant, Flower,
Instagram
Advertisement - Continue Reading Below
5

Tony Goldwyn

Suit, Photograph, Formal wear, Tuxedo, Snapshot, Outerwear, Photography, Portrait, Smile, Blazer,
Instagram
6

Shailene Woodley

Clothing, Dress, Turquoise, Fashion, Formal wear, Fashion model, Gown, Fashion design, Haute couture, Electric blue,
Instagram
Advertisement - Continue Reading Below
7

Snoop Dogg

Formal wear, Dress, Suit, Fashion, Cool, Tuxedo, Love, Event, Prom, Smile,
Instagram
8

Bethenny Frankel

Dress, Clothing, Pink, Gown, Shoulder, Formal wear, Bridal party dress, Joint, Haute couture, Day dress,
Instagram
Advertisement - Continue Reading Below
9

Gwen Stefani

Clothing, White, Shoulder, Dress, Black, Fashion model, Fashion, Waist, Joint, Neck,
Instagram
10

Sayeed Shahidi and Storm Reid

Gown, Dress, Wedding dress, Formal wear, Clothing, Facial expression, Bridal clothing, Suit, Pink, Fashion,
Instagram
Advertisement - Continue Reading Below
11

Yara Shahidi

Street fashion, Green, Clothing, Fashion, Snapshot, Sunglasses, Footwear, Eyewear, Dress, Outerwear,
Instagram
12

Rowan Blanchard

Beauty, Summer, Vacation, Shoulder, Long hair, Eye, Fun, Smile, Iris, Photography,
Instagram
Advertisement - Continue Reading Below
13

Jimmy Fallon

Photograph, Clothing, Dress, Fashion, Snapshot, Formal wear, Leg, Photography, Cocktail dress, Fashion design,
Twitter
14

Nick Kroll

Formal wear, Suit, Tuxedo, Prom, Event, Smile, Dress, Fun, Little black dress, Photography,
Twitter
Advertisement - Continue Reading Below
15

Caleb McLaughlin

This is an image
Instagram
16

Debby Ryan

Hair, Photograph, Hairstyle, Beauty, Snapshot, Long hair, Cool, Brown hair, Black hair, Event,
Instagram
Advertisement - Continue Reading Below
17

Harley Quinn Smith and Lily-Rose Depp

Dress, Clothing, Event, Fashion, Formal wear, Gown, Blond, Carpet, Haute couture, Premiere,
Instagram
18

Rihanna

celebrity-prom-photos
Rihanna
Advertisement - Continue Reading Below
19

Natalie Portman

celebrity-prom-photos
Natalie Portman
20

Harry Styles

celebrity-prom-photos
Instagram: @lydiaevecole
Watch Next 
celebrity-prom-photos
Advertisement - Continue Reading Below

Readers Also Read

the summer i turned pretty season 3

When to Watch The Summer I Turned Pretty

selena gomez and benny blanco

Selena Gomez Calls Benny Blanco Her ‘Hubby’

hailey and jack blues bieber

Hailey Bieber Shares Photos of Jack on Birthday

travis kelce and taylor swift

Why Taylor and Travis Are Ready to Get Married

Advertisement - Continue Reading Below
conrad and belly in the summer i turned pretty

TSITP Season 3, Episode 7 Recap

jeremiah (gavin casalegno), belly (lola tung), and conrad (christopher briney) in the summer i turned pretty photo: erika doss © amazon content services llc

Why Women Love The Summer I Turned Pretty

Bottle, Glass bottle, Drink, Blond, Alcoholic beverage, Long hair, Brown hair, Alcohol, Distilled beverage, Plate,

Kaitlin Olson Picks Sweet Dee's 10 Best 'It's Always Sunny' Moments

justin, hailey, and jack bieber

How Justin Is Doing After His Album Release

dsquared2 f/w 2025 2026 arrivals photocall

All About Andrea Preti, Venus Williams’s Fiancé

katy perry and justin trudeau

Why Katy Perry Isn’t Pursuing Justin Trudeau

jenna ortega as wednesday

Your Guide to the Wednesday Season 2 Cast

taylor swift, selena gomez, and travis kelce

Why Taylor Not Seen at Selena and Travis’s Events

Advertisement - Continue Reading Below
Page was generated in 5.6688988208771