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Billy Marvin's first love was a computer. Then he met Mary Zelinsky. The year is 1987 and Playboy has just published scandalous photographs of Vanna White. For three teenage boys--Billy, Alf, and Clark--who are desperately uneducated in the ways of women, the magazine is somewhat of a Holy Grail: priceless beyond measure and impossible to attain. So, they hatch a plan to steal it. The heist will be fraught with peril: a locked building, intrepid police officers, rusty fire escapes, leaps across rooftops, electronic alarm systems, and a hyperactive Shih Tzu named Arnold Schwarzenegger. Failed attempt after failed attempt leads them to a genius master plan--they'll swipe the security code to Zelinsky's convenience store by seducing the owner's daughter, Mary Zelinsky. It becomes Billy's mission to befriend her and get the information by any means necessary. But Mary isn't your average teenage girl. She's a computer loving, expert coder, already strides ahead of Billy in ability, with a wry sense of humor and a hidden, big heart. But what starts as a game to win Mary's affection leaves Billy with a gut-wrenching choice: deceive the girl who may well be his first love or break a promise to his best friends.