While shopping with Elaine, Jerry discovers a suede jacket that is totally irresistible in spite of its hefty price tag.

However, after dispensing his sage advice on the topic, Jerry finds himself in a similar agonizing position with the same woman. Jerry's best friend George is obsessed with finding a way to break up with his overbearing girlfriend. Jerry finds that trying to end a friendship with Joel, a guy he's known and disliked for years, is harder than breaking up with a woman.

But the decision to move sets off an unhappy chain of events as Elaine wants to rent Jerry's old place, and George really wants his new one. When Jerry's apartment is broken into, George persuades him to look at a new one. Jerry and his ex-girlfriend Elaine discover the true meaning of friendship when Jerry decides to pursue romance with a gorgeous friend of Elaine's. Jerry is ecstatic that a woman he met on the road is coming to stay with him in New York, but his flabbergasted when he discovers she's engaged to be married. A stand-up comedian and his three offbeat friends weather the pitfalls and payoffs of life in New York City in the '90s.