Taylor Swift
What is more embarrassing than two suburban rich kids throwing up some gang signs?
It’s okay Taylor, the past is the past.
Will Ferrell
We love that funnyman Will Ferrell was always true to himself! The tiara was a hilarious touch to a great look.
Not embarrassing one bit. We love it, Will!
Bruno Bars
Rihanna
Beyonce
Blake Lively
Oh no. We like to think that Blake was just a tragic victim of 2000’s fashion.
However, she comes from a famous Hollywood family,so we had higher expectations.
Britney Spears
Brad Pitt
Brad Pitt was a wonderful date when he attended prom in 1982.
He apparently taught his date how to dance to Michael Jackson’s hit “Rock With You.”
Lady Gaga
Demi Lovato
Demi had actually been dating a Jonas brother at the time, but was fulfilling a promise she had made to her childhood friend.
The Disney star escorted her date in her hometown of Dallas, Texas.
Fergie
Bedazzled gown, over-the-top-gloves. Is this a picture of Fergie at her prom or is it an advertisement for the terrible fashion era of the 1990s?
Seriously, she could be the poster child for celeb prom catastrophes.
Jessica Alba
Jessica Alba’s milkmaid halloween costume… I mean prom dress… stole the show.
We must say, her date looks like he is on cloud nine.
Ellen Degenres
The HORROR! Ellen actually admits that this was a particularly low point in her life.
We want to know if her miserable expression is a result of her date, or her 70’s mullet and drab plaid dress.
Jimmy Fallon
He has come a long way since those unfortunate pimple face days.
Actually, this photo was taken only 6 years prior to his SNL debut!
Danielle Fishel
By the time her senior prom came around, Danielle Fishel was already famous as the star of Boy Meets World. That being said, it only made sense for her to be escorted by N’SYNC’s Lance Bass, who has since changed his sexual preference.
Can someone say AWKWARD??
Kim Kardashian
Scarlett Johansson
Scarlett Johansson is a Hollywood beauty, but even her prom photo is embarrassing.
Johansson and Jack Antonoff went to prom together back in 2002.
George Clooney
Jennifer Anniston
Jon Hamm
LeBron James
LeBron James and, his now wife, Savannah Brinson were high school sweethearts!
They attended prom while she was five months pregnant with their first child, LeBron Jr.
Ryan Seacrest
Matthew McCaugnahey
Usher
Taylor Lautner
Michelle Obama
We are all wondering what President Barack Obama has to say about the First Lady’s gown.
That long slit up the thigh is pretty daring!
Kelly Pickler
This is hands down one of the worst from the list. Kelly was channeling her inner belly dancer in 2003 as she poses in a field before her prom.
Kelly, what were you thinking?