After reuniting at the end of Season One, Hank and Karen decide to pack up and head to New York. As part of the reconciliation, Hank undergoes a grueling vasectomy at Karen's request. Hank has an accident when he confuses a partygoer for Karen. Hank gets arrested for driving under the influence and assaulting an officer.

Hank finds himself in jail after assaulting a mouthy police officer. Karen, still upset at Hank for his accident at the party, refuses to bail him out. Meanwhile, Charlie gets fired after his former assistant, Dani, plays the agency president a montage of Charlie’s self-pleasuring office sessions.

Charlie wants to help Daisy with her porn career, while Hanks starts writing Lew Ashby's biography. Becca has her first day at a private school, while Karen meets Sonja and Julian again.

Hank proposes to Karen right before a dinner party, to which Mia, Charlie, Marcy, Lew Ashby, Sonja and Julian are invited. Drugs and special circumstances turn the evening in an unexpected direction.

In order to distract Hank from his heartbreak, Ashby arranges a sex session with popular, yet incredibly annoying, celebrity chef, Chloe Metz. Charlie takes on a new client who’s eager to land the lead in a porn film called Vaginatown. Charlie meets with the film’s director and secures her the part, but only after investing $100,000 of his own savings.

Hank decides to seek out Lew Ashby’s long lost love, Janie Jones. Hank accidentally walks in on Julian going at it with a rocker chick he’s “mentoring”. Mia spends the day trailed by Rolling Stone reporter Annika Staley. The Runkle residence is transformed into the set of Vaginatown.

Hank attempts to find a love interest for Becca's teacher. Charlie uncovers Marcy's secret which could have fatal effects on their finances.

Hank tries to get the truth about Ashby; Karen confronts the record producer; Marcy detoxes at her mother's house; Charlie succumbs to temptation.

Hank turns down an offer of sex which is unthinkable (for him). Karen gives in to Ashby's asking and agrees to date him. Charlie and Daisy have a bonding moment over the film Dirty Dancing, while Marcy is still in rehab.

Hank awaits test results and reflects on his early days with Karen; Charlie begs Daisy to move out.

Ashby hosts a party to celebrate the publication of Mia's book. Becca is devastated to catch Damien cheating on her.

Hank completes his biography of Ashby. Charlie is reduced to working at a car dealership. Sonja gives birth. Karen accepts a job offer back home in New York, forcing Hank and Becca to make painful choices.

With Karen gone, Hank has to deal with a more and more rebellious Becca. Meanwhile, Charlie and Marcy move back together though they still plan to divorce each other.

Hank starts working as college professor and soon gets into trouble while Charlie interferes with Marcie's romantic life.

Hank attends a university mixer and consoles his jilted assistant; Charlie celebrates his first talent signing.

Hank objects to Becca's adult fashion sense; Hank and Charlie visit a strip club to discover the secret life of a talented student; Charlie and Marcy's house sale goes awry.

Hank has the apartment all to his bad self when Becca visits Karen in New York. Hank's old buddy from Long Island pays a visit. Hank shows him an epic time. Hank and his talented pupil Jackie take their student / teacher relationship to the next level. Charlie and Marcy are finally hitting the sheets again.

Karen hatches a plan to move the family back to New York for good. Hank's mighty pleased, but Becca's crestfallen about leaving her new best friend, Chelsea. After inviting herself to Hank's class, Karen meets the comely ladies of the university: T.A. Jill Robinson and sexpot student Jackie. Later on, tempers flare when Becca and Chelsea get into some serious trouble and Hank and Karen are forced to pay a tense visit to Chelsea's parents, Felicia and Stacy Koons.

Charlie is crushed when Marcy loudly consummates her girlhood-crush on Rick Springfield. But Sue Collini thinks up a creative way to restore Charlie's confidence.

Hank's attempts to set things right with Karen lead to even deeper entanglements with the campus ladies. In the meantime, Charlie tries to prevent Sue's top client from leaving the agency and Becca scolds Hank for being a terrible role model for her.

Hank's in for a hedonistic night to remember when Jackie and two stripper friends arrive at his doorstep, unannounced. The next morning, before Hank can escort his new friends from the apartment, Charlie shows up with a verbally abusive Rick Springfield. Hank’s forced to hide the hung-over party girls all over the house after Jill and Felicia pay surprise visits. The charade reaches its boiling point when Dean Koons arrives on the scene, resulting in a messy catharsis by fire.

When Becca and her friend Chelsea get into a brawl on campus, it leads to the revelation of one of Hank's affairs. In the meantime, Charlie risks his job trying to hold Marcy off drug addict Rick Springfield.

Hank takes Charlie out on the town to drown his sorrows after Sue Collini fires him for causing client Rick Springfield to leave the agency. Meanwhile, Karen, still miffed by Hank's dalliance with Felicia, organizes a girls' night out with Becca and Marcy.

Karen drags Hank to an end of the semester goodbye luncheon at Felicia’s. Hank realizes he’s walked into a hornet’s nest as Felicia, Jackie and Jill all gang up on him. The Hank bashing is interrupted when Richard Bates, the novelist / professor Hank replaced at the college, pays a surprise visit.

As the Moodys at last prepare to move to New York, Becca tells Hank about an intimate coming of age experience she had. Hank’s stunned when Mia shows up at the house unannounced, in town with her slimy boyfriend / manager PAUL for a book signing. Hank fails to prevent Mia and Paul from hatching a devious publicity stunt, forcing Hank to finally share the long-buried heartbreaking secret with Karen. gives Charlie a career opportunity of a lifetime, but Charlie must confront the fact that he might be losing Marcy for good.