Joey (Ethan Embry, Can't Hardly Wait) is a successful day trader at a high-end brokerage house, he has a beautiful fiancée and a home on the beach. He has it all and a lot to lose. Now the gambling addiction that has plagued him for years has him on the run and he must put everything on the line...including his life.

Chris Martin has a problem: his impending marriage. Like any other man about to enter into the holy vows of matrimony, Chris has begun to second guess himself. Is married life what he really wants? While his bride-to-be takes care of the wedding plans, Chris returns to the neighborhood of his youth to consider his married future and to spend one last week of bachelorhood with his four high school buddies: Ray, Ash, Todd and Sean. Together, the reunited "Five Aces" enjoy a funny bittersweet week reminiscing about a time when they had all the answers... only nothing turned out the way they planned. As the week's events unfold, the Five Aces begin to realize exactly what life and friends mean to each other.