George regrets not going upstairs for "coffee" after a date, and proceeds to leave his girlfriend a series of increasingly embarrassing phone messages. Meanwhile, Jerry and his girlfriend argue over the comedic value of a TV commercial.
Jerry splurges on an expensive new suede jacket, but the colourful inner lining leaves something to be desired. When Elaine does Kramer a favour, Jerry and George get stuck alone with Elaine's intimidating, curmudgeonly father.
Jerry worries that he may have killed an old relative, after he offends her with an off-the-cuff comment about hating kids who had ponies growing up.
Against his better judgement, Jerry begins dating George's ex-girlfriend.
Jerry and George invest based on an insider stock tip, but then lose touch with their inside source. A nervous Jerry lets the declining stock ruin his weekend away with Vanessa, while George decides he's all in.
Jerry ponders a few courses of action when he sees that he no longer has anything in common with a clingy and obnoxious childhood friend. George has trouble with his latest relationship. Kramer has the idea to open a chain of pizza parlors where you make your own pizza pie.
When Jerry's apartment gets robbed, he decides to move out. George shows him a great apartment, which he plans to take… that is, until George expresses his own desire for the apartment.
When Jerry goes to a birthday party with Elaine, he meets a woman he'd like to ask out, but doesn't get the chance to. When she leaves before he gets a chance to find out her name, he and George stakeout her office building.
Jerry is excited that a woman he met on the road is coming to visit him in New York. However, he has a tough time discerning whether her intentions are romantic or platonic.