Celebrity Prom Pictures That Are Flat Out Awkward

Portman seems shy, but her natural beauty shines through in this photo.

The star of Two and a Half Men was clearly the life of the party at his 1996 senior prom at Clear Creek Amana High School in Iowa.

In a fetching Regency bodice.

The singer looks totally unrecognizable here.

As always, Jennifer Aniston keeps it classy in an elegant black dress for her high school prom.

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