Jennifer Grey
Nude

Born to Oscar-winner Joel Grey and actress/singer Jo Wilder, Jennifer Grey was always destined for stardom. After playing the jealous sister in Ferris Bueller’s Day Off (1986), the offbeat ingénue became America’s sweetheart in Dirty Dancing (1987). The film’s choreography featured more dry humping than promenading which seemed even hotter since Jen’s fit figure was barely covered by her skimpy skivvies. While her whirling-bosom made movie-goers sweat, the moment that called for a cold shower came when the petite performer plunged into the pond—especially since her nipples, perhaps responding to her training with method maestro Sanford Miesner, popped up through a soaked T-shirt. No wonder she received a Golden Globe nomination! In the rom-com Lover’s Knot (1995), Jennifer revealed her comic timing as well as her naked T&A! The braless babe continued to sport her signature poky-showing T-shirt and white panties in Red Meat (1997) and Tales from the Crypt Presents Ritual (2001). On the small screen, the hardworking hottie starred as herself in the It’s Like, You Know… (1999-2001). Her bendable body and racy wardrobe helped her win the televised competition Dancing with the Stars (2010). Jen (plus her bra and panties) took center-stage in Red Oaks (2014-2017), wherein she proved baby got bare back and side breast! If that’s not titillating enough, the sexy star swapped sapphic spit with Beth Stelling! By 2019, the cougar-licious Ms. Grey donned a leopard-print brassiere and black briefs while flirting with Suki Waterhouse in the movie Bittersweet Symphony—which makes Mr. Skin say, “Encore!”