Ashley Benson in Bart Got a Room (2009)

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The teen comedy Bart Got a Room (2009) stars Steven Kaplan as nerdy high-school virgin Danny Stein, who feels an enormous amount of pressure to find a prom date so he can get laid after her learns that the school’s biggest nerd, Bart, has gotten a date and a hotel room. His choices are his best friend Camille (Alia Shawkat) and hot sophomore Alice (Ashley Benson), who treats him like one of the girls. There’s no skin here, but we do get to see Ashley Benson and Tyler O'Campo in their underwear and Kate Micucci in a bikini. Maybe next time they’ll get a room at Hotel Naked.