The Babysitters (2008)

The 2007 drama The Babysitters stars Katherine Waterston as a teenage babysitter named Shirley whose affair with one of her married clients, played by John Leguizamo, soon leads to her opening up a babysitting service that doubles as a prostitution ring that brings in money by the (truck)load by pairing her fellow young things with old married guys on the prowl. That's a mouthful, and judging by the nudity revealed by Katherine, she's delivering more than a mouthful via her perky breasts. If this nubile babe seems a bit on the familiar side, it's because she looks a little like her dad, Law & Order’s Sam Waterston, but way hotter. And while she plays a 17-year-old high-school girl, the actress was actually well into her twenties when she shot the film. You'll also recognize a few other Mr. Skin favorite faces in the flick, like the fabulous and fabulously endowed Alexandra Daddario, who doesn't reveal any skin (you'll have to scoot on over to True Detective and White Lotus for the goods), but does bounce up and down in a car. You can also see Cynthia Nixon, a Great Nudity! gal on the screen, but she, too, is fully clothed in this one (check her skintasticness in Sex and the City). There are some other skintillating moments of note in the movie -- you'll definitely want to check out the scene where actress Lauren Birkell flings herself over a car seat in a hurry to get some from-behind action via her old-guy paramour. Nip slip for the win!.