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Height: 5'7''

Feels like the first time: The producers of the American Pie family of films will get as many miles out of virgin girls witholding sex from their maniac boyfriends—and driving them to any number or wacky stunts—as they possibly can. Jessy plays the newest of this breed in American Pie Presents: The Naked Mile. But feeling pressured by Stifler, she grants him a guilt-free pass to party and have fun while running the Naked Mile. Although he ultimately runs back to her—and she finally gives it up—the notion alone definitely makes her the coolest girlfriend we've ever heard of.

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram

Jessy Schram