The gang attends the wedding of Kate's friend and former sorority sister, and Kate asks Will to pretend to be her boyfriend so she can tell her college friends she is dating a doctor. Kate soon meets a handsome single guy (Mark Feuerstein) at the reception and dumps Will, leaving him to deal with an older woman he had slept with while drunk only a few days before. Meanwhile, Lowell surprises Jules with a trip to India, but she gets mad because they are supposed to be saving money for their wedding. The two ponder whether or not they should get married, as they appear to think so differently. Andi's water breaks at the reception, and the gang joins her and Bobby at the hospital after Andi gives birth to the couple's daughter. Upon seeing the newborn, Lowell proclaims how much he still wants to marry Jules.