Monique Gabrielle in The Big Bet (1985)

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Gal-less geek and chronic masturbator Chris (Lance Sloan) bets his buddies that he can get the nicely nipped new girl Beth (Kim Evenson) into bed within ten days in The Big Bet (1985). In a classic game of jock vs. nerd, Chris’s rival tries to sabotage the scene by blackmailing Beth, threatening to reveal a rumor that she was the star of a skintastic orgy at her previous high school if she sleeps with Chris. Confused and clueless, Chris’s life takes a turn for the breast when he delights in a little sex education from the seasoned older sweetie (Stephanie Blake) who just moved in across the street.