Megan becomes concerned by the amount of time Michael is spending with Kimberly. When Megan convinces Michael to ignore a call from Kimberly and spend the night with her, Kimberly suffers a seizure. Taylor discovers that the new chief-of-staff won the job because he is sleeping with Dr. Shulman. Peter uses this information to blackmail Dr. Shulman. Nick becomes suspicious of Taylor's relationship with Peter. Nick and Kyle are arrested in a barroom brawl at Shooters. Kyle offers to host Jake's bachelor party to make it up to him. Billy isn't sure that Jake and Alison are ready for marriage. Craig tries to use his expected inheritance to seduce Amanda. Roommates Syd and Samantha are at each other's throats. Billy asks Sam to move in with him. Carter continues to reject Sydney.

Kimberly persuades Michael to grant her dying wish by sleeping with her one last time. Amanda uses Craig's infatuation with her to trick him into giving her half of D&D. Craig learns that his father cut him out of the will. Peter is appointed chief-of-staff. Taylor offers to cook him a celebratory dinner, but he stands her up to go to a dinner party with Amanda. A drunken and depressed Craig shows up on Amanda's doorstep, and she lets him sleep on the couch. The next morning, Craig leads Peter to believe that he slept with Amanda. A distraught Peter sleeps with Taylor. Alison and Jake are to marry in a civil ceremony, but Alison hides in the bathroom at City Hall. Jake postpones the ceremony. Alison becomes fed up with Jake's attempts to control her and turn her into a housewife. She stays with Billy and Sam, then decides to visit her sister to avoid the meddling couple. Jake believes that Alison is going to have an abortion, but she does not. Alison returns home and moves in with Aman

Matt dies in a car accident while on his way to dinner at Kyle's club. His mother gives Amanda a diary in which he recorded secrets about his friends and neighbors. Jane is amused to learn that Michael worked as a stripper during college; but their new engagement is threatened after she reveals that she slept with an old friend, Alex Bastian, the night before their wedding. Amanda learns from the diary that Kyle has a brother named Ryan. They quarreled after Kyle accused Ryan of making a pass at Taylor. Amanda convinces Kyle to bury the hatchet. Amanda removes an incriminating page from the diary. Beck returns the ransom money to Peter. Amanda tells Peter that the diary revealed that he performed heart surgery on Beck while he was unlicensed. Peter believes that the missing page relates to Amanda's feelings for him, and snoops in her apartment. Amanda mistakes him for a burglar and shoots him. Lexi decides to branch out into advertising. A distraught Megan throws herself at Michael, th

Kyle is jealous of the amount of time Amanda spends with the recuperating Peter. He and Ryan quarrel after Ryan mentions Kyle's concerns to Amanda. Amanda referees the dispute and gives Ryan a job at her agency. Peter, fearing that he is about to die, confesses his involvement in the kidnapping to Dr. Visconti. Lexi seduces Dr. Visconti to pry the truth from him. Michael follows Megan to her parents' home, and is stunned to find that the family is wealthy. Megan discovers that her father suffered a crippling stroke years ago, which Mrs. Lewis claims is the result of the strain of learning that Megan was a prostitute. Michael discovers that Megan's mother is lying to force Megan to stay home out of guilt. Jane takes a job at AWA. She is asked to persuade Alex--now a famous designer--to bring his business to the agency.