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Matt is obsessed with his ex-girlfriend, Nicole Vinessa Shaw , and his obsession repeatedly causes him problems during attempted one-night stands. He has trouble moving on, since Nicole broke up with him. He confides his sexual problems to his brother, John Adam Trese , who is training to become a Catholic priest. In an attempt to fix his problems, Matt vows to abstain from sexual stimulation , including masturbation, for the 40 days and 40 nights of Lent. John warns Matt that chastity is not easy; meanwhile, Ryan starts a popular office pool to bet on how long Matt can last.