Of all of Drew Barrymore's happy-go-lucky '90s antics, none are quite as iconic as her 1995 appearance on The Late Show with David Letterman, where she kicked off the TV legend's 48th birthday a very special gift: A glimpse at her chest. 

In the now-legendary segment, Barrymore dropped by the late-night talk show, where she got candid about how she had celebrated her 20th birthday a few months prior. Yet instead of simply relaying her tale of well-deserved nightclub debauchery, she decided to show Letterman her dancing chops, climbing up onto her chair and atop the host's desk, where she proceeded to not only shimmy and shake, but flash her chest to the storied presenter.