Plot: Eugene Bell and Tucker Cleigh have been best friends since they were children. Tucker has always had sexual attraction for women having his life driven by sex while Eugene and his sweetheart Cindi Whitehall do not have sexual intercourse waiting for their marriage. However on the day of their prom, Cindi decides that they should have sex. After the prom, they go to a party and Tucker convinces the nervous Eugene to drink a couple of drinks. Eugene is not used to drink and becomes dizzy, falling in the basement. Four years later, Eugene awakens from a coma and finds that Tucker is the only one that waited for him, since his father traveled abroad and his girlfriend has moved to another city. Further, Tucker is living with the schoolmate Candace and he has atrophy of his muscles and incontinence. Soon they discover that Cindi is the centerfold of the March edition of Playboy magazine and she will be at Hugh Hefner's mansion in the anniversary party. Tucker has a serious situation with Candance and he needs to flee from her brother, who is a fireman. He takes Eugene with him and drives to the mansion to meet Cindi in a road trip full of incidents and confusions.
Alternative Plot: On the night that he and his high-school sweetheart, Cindi, plan to consummate their love, Eugene (Zach Cregger) whacks his head and falls into a coma. Four years later, Eugene wakes up and discovers that his erstwhile girlfriend is now a centerfold model in Playboy magazine. Together with his best friend Tucker (Trevor Moore), Eugene embarks on a cross-country trip to Hugh Hefner's world-famous mansion to win Cindi back and rescue her from a life of decadence.
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