Rickey Barnes who’s been in a committed relationship with his gorgeous girlfriend and childhood friend, Denise for two years. Although he’s very much in love with her, for some reason he’s hesitating to propose. Rickey and his best friend, John, run into Rickey’s celebrity crush, star actress Regina Jones, one evening. John bets Rickey fifty thousand dollars that he can’t get Regina’s number and a date. Rickey takes him up on the offer and not only wins the bet, but he starts winning Regina’s heart. But if it all goes well with Regina, will he leave the love of his life for his celebrity crush?