Melvin, a local drug dealer, makes a large bet, defies expectations, and hits the number. Unable to pay on such a big win, Nate is forced to cut Melvin a 'slice of the pie'. When Nate offers Melvin the numbers business instead, Melvin claims that Nate is trying to "Jew" him out of his money, and a fight breaks out between their bodyguards. Sylvia gives Ben tickets to see James Brown & The Famous Flames in concert. There, Ben and his friend are the only white patrons in the audience. Van and his friends head out to a gathering, where he again runs into Dubbie and learns she is with Trey. Little Melvin spots Nate's car off of Pennsylvania Avenue in the African-American neighborhood where James Brown is performing, and after seeing Ben and his friend inside, deduces that one of them must be Nate's son. After the concert, Melvin abducts Ben, Sylvia, and their friends in a payback to Nate's racket. Van discovers Trey is in surgery after a car accident. He and Dubbie go see him in Virginia. Trey breaks up with her, and on their way back to Maryland, she suggests they stop in a motel. She gets quite drunk, bursts into tears, and then Van realizes she doesn't really want to be with him. Nate and his associates from the nightclub are charged and booked with prostitution and racketeering. Before leaving for prison, Nate manages to attend Ben and Sylvia's high school graduation. She is attending Spelman College in Atlanta; he is staying to attend the University of Maryland. As they say goodbye, he steals a kiss, shocking both families Ben's family is attending a Jewish ceremony as Nate walks out of the synagogue and blows a goodbye kiss to his wife. Cast Adrien Brody as Van Ben Foster as Ben Orlando Jones as Little Melvin Bebe Neuwirth as Ada Joe Mantegna as Nate Rebekah Johnson as Sylvia Gerry Rosenthal as Murray David Krumholtz as Yussel Justin Chambers as Trey Carolyn Murphy as Dubbie Kevin Sussman as Alan Shane West as Ted Anthony Anderson as Scribbles Elizabeth Ann Bennett as Mary Carlton J. Smith as James Brown Richard Kline as Charlie, Nate's Assistant Vincent Guastaferro as Pete, Nate's Assistant James Pickens Jr. as Sylvia's Father Kiersten Warren as Annie the Stripper Charley Scalies as Louie Katie Finneran as Mrs. Johnson Frania Rubinek as Grandma Rose Evan