Jonathan Ames, a young Brooklyn writer, is feeling lost. He's just gone through a painful break-up, thanks in part to his drinking, can't write his second novel, and carouses too much with his magazine editor. Rather than face reality, Jonathan turns instead to his fantasies — moonlighting as a private detective — because he wants to be a hero and a man of action.
Stockholm Syndrome : Broken up after his breakup with his girlfriend Suzanne, Jonathan Ames reads through Farewell My Lovely, his favorite book by Raymond Chandler. Enlivened by the novel, Ames places an online advertisement as an unlicensed private investigator. His first unwitting client who seeks his services is a 19-year-old girl looking for her missing sister.
The Alanon Case : As Jonathan tries to mend his relationship with Suzanne, another case falls onto his lap. This time, he is tasked by a woman named Jennifer to gather proof of her boyfriend Gary's infidelity. Jonathan, who learns his new client loves to drink as much as he does, tracks down Gary and stumbles upon an unsatisfying outcome.
The Case of the Missing Screenplay : While attending a New York film society function, George introduces Jonathan to a filmmaker, who asks him to rewrite a screenplay. Later, he goes out with a party girl and leaves the script at her home, which happens to be a shrink's office. Jonathan asks Ray to pose as a patient to recover the script. Meanwhile, George encounters his ex-wife and her smug new husband.
The Case of the Stolen Skateboard : Jonathan is hired to reclaim a kid's stolen skateboard from the neighborhood bully while Ray helps out a lesbian couple who wants to start a new family. George tries to woo a young publicist at the opening of a new restaurant in Brooklyn.
The Case of the Lonely White Dove : A recently-paroled Russian enlists the services of Jonathan to search for the object of his infatuation, a songstress known only as "The Lonely White Dove." He checks out the bar where she sings and convinces Suzanne, Ray, and Leah to have dinner there the following night without revealing his primary intention. George gets in touch with his feminine side to boost his magazines' dipping sales.
The Case of the Beautiful Blackmailer : Jonathan is enlisted to retrieve a sex tape that a female escort is using to extort money from a married New Jersey man. With Ray and George in tow, Jonathan ends up in a motel room with the escort, who attempts to blackmail him as well. Can the very stoned Ray and George save Jonathan's neck before the woman's enraged brother breaks it?
The Case of the Stolen Sperm : Concerned over the sudden disappearance of the two lesbians who have been buying his sperm, Ray enlists Jonathan to help him track the couple down. After breaking into their apartment, Jonathan learns the pair has flown the coop--but not without leaving behind a clue that both shocks and intrigues Ray. Meanwhile, George ignores Jonathan's warnings by publishing a disparaging editorial about Richard Antrem (Oliver Platt), sending his publishing rival into a fit of rage at the local watering hole.
Take a Dive : Having picked up the gauntlet thrown down by Richard – and having thwarted a blackmail bid aimed at getting Jonathan to take a dive – the Edition team gear up for a tripleheader boxing challenge against their GQ rivals. But with the bouts only hours away, the women in their lives offer some compelling reasons why winning isn’t everything.
Escape From the Dungeon : Jonathan is hired by a police officer to erase the hard drive of an S&M club computer to prevent potentially embarrassing information from coming out as the officer has received word that the club is about to be raided. Leah breaks it off with Ray. George is asked to cut back on expensive meals to prevent the Magazine from going under.
Make it Quick, Fitzgerald! : Jonathan is hired by Richard Antrem, George's nemesis and boxing foe, to investigate Richard's suspicions that his wife Priscilla, George's ex, is having an affair. Jonathan's insecurities resurface when Stella announces she's not over her first love. George has a new female urologist; Ray plots to win back Leah by penning a comic book.
The Gowanus Canal has Gonorrhea! : George worries about remaining “intact” after getting some sobering news from his new urologist, Dr. Kenwood. A bad day for Jonathan gets worse when a pair of S&M henchmen kidnap him. They demand a ransom which calls “GI” George & Ray to action.
I've Been Living Like a Demented God! : A professor hires Jonathan to track down a valuable item. George finds an alibi to explain the results of his drug test. Flushed with cash from his “Super Ray” comic book, Ray heads to the bar – and meets a familiar barfly.
The Case of the Grievous Clerical Error! : Leah hires Jonathan to help find her new dog, “Little Ray.” Ray joins Jonathan in the search for the dog, getting some inside help. A reflective George heads to the hospital for surgery.
Escape From the Castle! : A dermatologist enlists Jonathan to deliver a letter to his intended at an Asian health spa. Jonathan takes Ray to the spa for his birthday, with George and his new chauffeur Vikram in tow.
Super Ray is Mortal! : A mad stalker imperils Ray on the eve of the Brooklyn Comic Con. With the help of Officer Drake, he and Jonathan piece together leads to track down the perp. George decides to make a stand at work. Jonathan has another battle with his nemesis, Louis Greene.
The Blonde in the Woods : After celebrating the release of his new book, Jonathan learns some distressing familial news. George reunites with his daughter Emily and Ray spends time with his biological son Spencer. Meanwhile, Jonathan's latest case leaves him in a precarious position.
Gumball! : On the run from the police, Jonathan and Ray turn to Howard for help with trying to find out who framed Jonathan for murder, while George runs interference for them in his own inimitable, marijuana-induced way.
The Black Clock of Time : Already nervous about his appearance on "The New Dick Cavett Show," Jonathan is thrown for a loop when another scheduled guest happens to be his nemesis, Louis Greene. Meanwhile, Ray's attentiveness as a father is tested; and George is floored by Emily and Bernard's latest news.
We Could Sing a Duet : George urges Jonathan to show Emily what it's like to be out with a younger man, but they wind up on a stakeout with a wannabe gumshoe impersonating Jonathan. Meanwhile, George goes out on the town with Bernard, but is shocked to learn that Richard Antrem is a competing restaurateur; and Ray is drawn to an older woman after a fight with Leah.
I Keep Taking Baths Like Lady MacBeth : Jonathan and George see a "friendship" counselor. George begins taking singing lessons from Josephine, a delightful pothead. Jonathan attempts to win back George's affection. Ray becomes irresistible to women.
Nothing I Can't Handle by Running Away : In the Season 3 finale, George celebrates Emily and Bernard’s wedding; and Ray is comforted by his son, Spencer. Meanwhile, Jonathan considers breaking up with his new girlfriend, but when he’s kidnapped, an army of Super Ray fans spring into action.
Making Bored to Death : Prior to the airing of the series, HBO serves a 13-minute behind-the-scenes look at the making of its new quirky comedy about a struggling thirty-something Brooklyn writer who pretends to be a private detective.
Tour of Brooklyn with Jason Schwartzman and Jonathan Ames : In this 15-minute special, series lead actor Jason Schwartzman (Jonathan Ames) and show creator/writer Jonathan Ames take the audience to a guided tour of the famous New York City borough of Brooklyn, where the series is filmed.
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