Martin accidentally videotapes a famous TV child entertainer receiving oral sex in an alley. He means not to make a big deal out of it but then he ends up being accused in one big fat trial with nationwide coverage.
Martin's old girlfriend Julie comes to him looking for payment for an abortion. Martin is trying to sell his old apartment, now that he's living with Julie's mom.
When Martin finds some old savings bonds he decides to reinvest the money. Toby convinces him to start her phone stock tips business but it does poorly. She gets inspiration to change it to a phone sex line, of which Martin disapproves.
Martin, Eddie and Judith spend a weekend at a cabin with their old college friends. Passions spark and secrets are revealed. Martin fusses over a 20 year old misdeed.
The widow of a recently deceased author means to make a book of his love letters to her, only she doesn't want his name on it. Tobby agrees to pose as the writer, Gibby agrees to publish the book and Martin agrees to be her lover.
Martin falls for his sexy superintendent during a New York heat wave. When the passion fizzles he tries to dump her, with disastrous results to his utilities.
Martin meets a beautiful woman and has sex with her, only to realize afterwards that she's Gibby's girlfriend. He means to stay away from her but she keeps coming back for more.
Jeremy shows up with a tattoo on his arm. Martin disapproves angrily while Judith displays a more rational response. The two men fight and eventually Judith gives in to the suggestion of having it removed.
While helping Judith attend a Lamaze class, Martin sees an old girlfriend and starts up a new relationship. Things seem to be going well until her baby's daddy shows up at the door.
It's near Christmas and Toby sees the Virgin Mary in the broken glass of Martin's door. Martin drives pregnant Judith to some event, in bad weather, and Jeremy has big plans for sex with his girlfriend.
While stuck in the snow, in the middle of nowhere, Judith's water breaks. Back home, Jeremy has a second chance to make his "first time" worth remember.