The road to romance is rocky for the gang, as Penny has a new boyfriend she wants to dump; Dave is afraid his new girlfriend is about to dump him; Alex, an expert on all things Valentine's, goes looking for a party in the sketchy part of town; and Brad's hopes for a perfect night out for Jane are dashed when a dental appointment goes terribly wrong. But they don't have anything on Max, who picks up a couple with his limo only to find that one of the passengers is Grant, the boyfriend he broke up with a year ago on Valentine's Day