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- A writer tries to juggle his career, his relationship with his daughter and his ex-girlfriend, as well as his appetite for beautiful women.
- Hank is dismayed when he sees the film version of his acclaimed novel, agrees to a blind date arranged by his agent, and learns that his ex-girlfriend Karen is engaged to another man. Series premiere.
- A creative meeting about a gig writing a female boxing movie turns into a mini-orgy for Hank and his new "roommate" Charlie, but their ecstasy soon turns to agony; Dani and Mia have a creative meeting of their own.
- Bombshells drop on all fronts: Hank discovers Mia is peddling his book as her own, and she threatens to reveal their one-night stand if he reclaims his work; Becca tells Karen she wants to go live with her father.
- The wedding of Karen and Bill provides the impetus for emotional revelations that threaten to derail the entire ceremony unless Hank can put everything right. Season finale.
- Hank reluctantly accepts a blogger gig for a hip L.A. web site, and endures a dinner party with Karen and her finance Bill that yields a scandalous romp with a sexy Scientologist.
- Hank ponders whether to continue his blogging job after he discovers the identity of the web site's owner, and reconnects with Meredith, his one-time blind-date disaster; Charlie's relationship with his assistant takes a surprising turn.
- 2007–201429mTV-MA7.9 (1.6K)TV EpisodeThe fiercely apolitical Hank is dragged to an environmental fundraiser at Charlie's agency, where he briefly displays his gallant side to both Meredith and Karen, and inadvertently discovers his agent's dirty little assistant secret.
- A point of modern linguistic style comes between Meredith and Hank, who also guest-lectures Mia's creative writing class; Becca and Karen both crush on a cool guitar teacher but Mia breaks both their hearts.
- 2007–201429mTV-MA7.9 (1.5K)TV EpisodeBecca's impressive musical performance at a rock concert leads to a romantic, booze-fueled moment for Hank and Karen, but it doesn't last; Charlie's dalliance with his assistant is nearly discovered by Marcy.
- Hank makes peace with his archenemy Todd and lands Karen a designing gig, but a dilemma with Mia interrupts their temporary bliss; Charlie attempts a disastrous threesome with his wife and assistant.
- Hank receives bad news about his father and embarks on a grief-stricken bender of booze, drugs and even a prostitute as he remembers the last time they saw each other.
- A manuscript for a new novel and a royalty check from his movie inspire Hank to go on a spending spree, but his purchases don't have the desired effect on his life; Marcy drops a bombshell on Charlie.
- Hank and Karen plan to move back to New York together, but their reunion is short-lived thanks to a series of drunken incidents and Hank's subsequent arrest. Season premiere.
- Hank befriends a legendary record producer in jail and considers writing the man's biography; Charlie loses his job when his scheming former assistant Dani betrays him.
- Hank's first day as Lew Ashby's biographer is complicated when a hooker acquainted with both men claims that Hank is better in bed; Karen comes under the spell of a self-help guru; Charlie pitches himself as agent to a porn actress.
- Hank and Karen's dinner party is derailed by Hank's botched marriage proposal to Karen, the revelation that Hank is likely the father of their friend Sonja's baby, and Lew's near-death from an allergic reaction to sushi.
- The newly-single-again Hank moves into Lew's mansion, where his host arranges a sexual encounter for him with an annoying celebrity chef; Charlie becomes a major investor in his newest client's upcoming porn movie.
- Hank sets out to track down Lew's long-lost first love, and discovers Sonja and her self-help guru boyfriend Julian have an "open" relationship; Mia spends a day trailed by a "Rolling Stone" reporter; Charlie's house becomes a porn set.
- 2007–201429mTV-MA7.9 (1.1K)TV EpisodeHank tries to get the truth about Ashby from his former flame, while Karen confronts the record producer about his relationship with Mia; while Marcy detoxes at her mother's house, Charlie succumbs to temptation with house guest Daisy.
- Hank meets an attractive new love interest in Becca's English teacher, but it turns out she's also the mother of Becca's boyfriend; Charlie discovers that Marcy has been hiding a financially devastating secret.
- Hank declines an offer of sex, while Karen goes on a date with Ashby; Charlie and Daisy bond over "Dirty Dancing" while Marcy remains on the mend in rehab.
- 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. Season finale.
- Hank nervously awaits medical test results while reflecting on the early days of his romance with Karen, which coincided with a famous grunge rocker's overdose; Charlie begs Daisy not to move out.
- Ashby hosts a party to celebrate the publication of Mia's book; Charlie announces to Marcy, who has just completed rehab, that he wants a divorce; Becca is devastated to catch Damien cheating on her.
- Hank struggles to fulfill his duties as a now-single father to the increasingly rebellious Becca, who brings him into the orbit of an academic circle; Charlie moves back in with Marcy even as they work out a divorce. Season premiere.
- Hank takes Charlie on a bender to console him over losing his job, but they both end up having a near-death experience during a convenience store robbery; Karen hosts Becca and Marcy on a girls night out.
- An end-of-semester mixer at his boss's house results in a Civil War-style duel between the host and Hank, which ends in catharsis for all concerned; Charlie and Marcy's house is sold on the same day their divorce papers arrive.
- Hank is surprised by a visit from Mia and her slimy boyfriend-manager (James Frain), which results in Karen learning Hank's of long-hidden dalliance with her stepdaughter; Charlie faces losing Marcy for good. Season finale.
- Hank becomes a reluctant college professor and immediately lands in hot water over a too-honest critique of a student's work; Charlie becomes overly involved in Marcy's romantic life, with negative results.
- Hank attends a university mixer and consoles his jilted assistant the only way he knows how; Charlie celebrates his first talent signing at his new agency by falling into the arms of his boss, Sue Collini.
- Hank objects to Becca's new, more adult fashion sense, and drags Charlie to a strip club in an effort to discover the secret life of a talented student; Charlie and Marcy's house sale goes awry for an unexpected reason.
- Hank spends a bachelor weekend with an old buddy and shows him a debauched good time at a party hosted by Sue Collini and her eccentric husband; the rekindled relationship of Charlie and Marcy hits a speed bump.
- A weekend visit from Karen is interrupted by trouble with Becca and her best friend Chelsea; Charlie is crushed when Marcy consummates her girlhood crush on rocker Rick Springfield.
- Hank tries to set things right with Karen but his multiple romantic entanglements become ever more entangled; Becca calls out her father on the terrible example he sets for her; Charlie fights to keep Sue's favorite client.
- A night of hedonistic abandon with one of his students and a pair of strippers ends badly when Hank is besieged by Charlie, an angry Rick Springfield, two of his other lovers, and his boss - resulting in an epic showdown.
- Hank's exploits with his boss's wife are exposed when Becca and Chelsea get into a campus brawl; Charlie scrambles to keep Marcy away from cocaine-addicted client Rick Springfield, jeopardizing his job.
- Hank is bailed out of jail to find that his literary sex scandal has made him the toast of Hollywood and the target of a lawsuit - as well as estranged him from Karen and Becca. Season premiere.
- Hank polishes off a day of flaky neediness with a creative meeting about his potential new movie that ends with him hiding in a starlet's bathroom and accidentally overdosing on booze and sleeping pills.
- Hank takes advantage of the misperception that he tried to commit suicide and moves back home with Karen and Becca, but his daughter knows the truth; Charlie sets out to reach a sexual benchmark while a wealthy producer pursues Marcy.
- A meeting to discuss Hank's recently completed movie script ends with a billionaire dead in a bathroom; Marcy suspects that she might be pregnant; Karen meets a potential new boyfriend in the artist father of one of Becca's bandmates.
- Charlie discovers that his vasectomy was botched and that Marcy's baby could be his; Hank's relationship with lawyer Abby gets more personal but a good deed yields a compromising photo that could ruin Hank's life.
- A sensational photo derails Hank's case and threatens to destroy his movie project until his sincere love for Becca rescues his career, while Karen resuscitates Hank's relationship with his beautiful lawyer.
- A nervous Hank panics when his trial turns into an all-out character assassination, with even friendly witnesses Charlie and Karen unable to portray him as anything other than a drunken lout.
- Found guilty of statutory rape, Hank buys a used Porsche and considers fleeing from Los Angeles, but instead enjoys one last night in the company of his friends and family.
- As Hank awaits sentencing, the lines between his real life and the movie based on his life blur as the film's star hits on his ex-wife and he feels stirrings of passion for the actress hired to play Karen. Season finale.
- Forced by her relationship with Hank to recuse herself as his lawyer, Abby pitches the case to a senior partner on the golf course; Hank is dismayed by Karen's growing relationship with artist Ben.
- Hank takes a gig rewriting dialogue on a zombie sequel but threatens his job when he hooks up with a sexy woman with close ties to the film's female lead; Marcy tells Stu she's pregnant but not that the baby may be Charlie's.
- Evicted from his apartment, Hank moves back in with Karen and Becca while he prepares for his trial and teaches his daughter to drive; while Karen's out on a date with Ben, Becca and Pearl steal the Porsche and wreck it.
- A few years have passed when Hank accepts an invitation from Charlie to return to Los Angeles and write a film starring rapper/actor Samurai Apolcaypse, then reunites with Karen, her husband, and his daughter Becca. Season premiere.