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Celebrity Prom Pictures That Are Flat Out Awkward

#31. Farrah Abraham

Teen Mom star Abraham confessed that she lost her virginity on prom night with her date Derek Underwood, which led to becoming pregnant with daughter Sophia in February 2009. Sadly, Underwood died in a motor accident before his daughter was born.

#32. Bruno Mars

He’d jump on a grenade for her, but he won’t sort his hair out! Oh Bruno!!

#33. Michelle Obama

Pre-Barack, Michelle looking like an African queen in her photo with her first boyfriend David Upchurch at Chicago’s Whitney M. Young High School in 1981.

#34. George Clooney

Even in 1978, George Clooney had a way with the ladies and no problem getting a date for his high school prom at Augusta High School in Kentucky.

#35. Jon Hamm

We’re not sure this is how Don Draper would do prom at the John Burroughs School prom but Hamm confessed his hair was the start of a mullet.

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