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The Gang struggle first with marriage and then with divorce. Dee gets pregnant, and the Gang tries to figure out if the father is one of them or one of Dee's ex-boyfriends. The gang deals with flux in their membership: first Charlie is kicked out and becomes a janitor, then Dee quits bar tending to become a teacher. The whole gang gets some big breaks: first, Dennis and Mac sell a large number of dick towels and buy a boat, then later Charlie and Mac win a radio contest; Charlie and Dennis also partner up to ditch the rest of the gang in the woods and travel to Atlantic City. Dee and Mac both try and fail to meet their idols: Dee fails to meet Josh Groban (unlike Artemis), and Mac gets lost in the woods and misses Chase Utley (unlike Charlie and Dennis).