An innocent bunch-up in Larry's trousers causes a misunderstanding with Cheryl's friend Nancy at the movies. He also manages to offend his friend Richard Lewis' new girlfriend.

Larry and Cheryl enjoy their bowling double-date with Ted Danson and Mary Steenburgen, but it ends badly when Larry accuses the bowling alley of misplacing his sneakers. Later, Ted gets the wrong idea about Larry when he goes shopping with Mary at a downtown department store.

A bizarre chain of events starts with Larry accidentally being invited to have dinner with a former porno star, Gil, (Bob Odenkirk). The party turns out to be one disaster after another when Larry breaks a lamp, is forced to take off his shoes, loses his watch, gets lost along the way, and has to do the dreaded "double goodbye". Meanwhile, Jeff undergoes emergency surgery and asks Larry to go to his house and retrieve his porno collection so Suzie doesn't see it.

Larry gets into a tense, heated fight with Cheryl, and Larry's secretary suggests that he buy her a present to make up for it. After having lunch with Richard Lewis and helping a blind man, Larry spots the perfect present for Cheryl - a bracelet. Unfortunately, Richard also covets i

Larry holds an elevator for someone and ends up being delayed at the doctor's office. This causes him to miss an appointment with Diane Keaton. Cheryl's interior decorator happens to be Diane Keaton's won't give him Diane's phone number.

Cheryl gives Larry an ultimatum - bury the wire in the backyard - or else! But the permit the city gives Larry requires six signatures from his neighbors, and that means having to be nice to them at all costs - or else.

Jeff buys a '57 Chevy and insists that Larry take it for a drive. At a stop sign, Larry mistakes the honking horn from an AAMCO commercial for the car behind him and yells at the other driver, who then hits the Chevy and speeds away. Luckily, Larry meets an antique auto mechanic at a dinner party who says he can fix Jeff's Chevy.

When Cheryl's aunt dies, the family asks Larry to write the obituary. But when it gets printed in the newspaper, an unfortunate typo lands Larry in the hot seat.

Cheryl's quest to get a prescription filled is repeatedly complicated by Larry, including a bad joke that he tells in front of Richard Lewis' doctor.

Thanks to Larry's manager Jeff, Cheryl is up for a part in "The Vagina Monologues." Meanwhile, Larry runs into an ex who asks him to accompany her to her incest-survivors group to lend moral support while she deals with her past.