When Ruth's snobbish sister-in law Debra throws an engagement party for her daughter, Hilton and Ruth try to steal some of Debra's thunder. They arrange for Erica to bring a handsome date to the party, but they get some unexpected results. When the night of the big engagement party finally arrives, Erica discovers that the date she chose for Erica, Philip, has turned from the choir boy she knew into a funky rapper. Hilton is surprised to find that Arthur, his candidate, is now a bicycle repairman. But Debra is the most shocked of all when her picture perfect evening has a not-so-perfect ending. Meanwhile, Griffin makes some serious moves on his date, Tammy, a young woman trying to get over a broken heart.