Image: via Suggest
Has anyone ever looked more miserable in their prom picture than Ellen DeGeneres? Still, if we were stuck with a dress as magnificently ugly as that, we’d be a bit down in the dumps too.
Image: Twitter/Lance Bass
If Lance Bass’ date here looks familiar, then that’s because he’s draped over none other than Topanga from Boy Meets World, aka actress Danielle Fishel. However, even her surprising presence can’t quite distract from the awkwardness of the onetime NSYNC star’s hovering hands, pained expression and blonde frosted tips.
Image: via Top Inspired
Believe it or not, even Brad Pitt once had a phase where he just looked like a regular kid with a bad haircut, instead of a sex god bound for Hollywood stardom – as his cringeworthy prom pic here shows. That bizarre, half-laughing facial expression on the face of the future hunk doesn’t really help his case, either.