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Dudley Frank (William H. Macy) is due to marry Maggie. The boys decide to take Dudley out for one last ride.
A group of middle-aged friends decide to rev up their routine suburban lives with a freewheeling motorcycle trip. Taking a long dreamed-of breather from their stressful jobs and family responsibilities, they can't wait to feel the freedom of the open road. When this mis-matched foursome - who have grown far more used to the couch than the saddle - set out for this once-in-a-lifetime experience, they encounter a world that holds far more than they ever bargained for. The trip begins to challenge their wits and their luck, especially during a chance run-in with the Del Fuegos, a real-life biker gang who are less than amused with their novice approach. As they go looking for adventure, they soon find that they've embarked on a journey they will never forget.