Eeep, look at adorable Natalie Portman with her baby face and the dress she probably got on sale at the Deb shop. (Hey, it was 1999 -- you know she totally got it there.)

The prom took place at the Waldorf-Astoria hotel in New York, but due to a snafu on her date's end, they had nowhere to go afterwards and Portman and her tan lines' magical night ended with some good old-fashioned groping in an automobile.

As she explained, "The guy I went with messed up his plans. There were no reservations (where we were supposed to stay) and we ended up sleeping in a car."

Dude. Is that how you treat future Oscar winners? Past You needs a backup plan.

More From StarCrush