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Wonder Boys (2000)
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Wonder Boys (2000)

Grady Tripp is a professor/writer living in Pittsburgh who is struggling with writer's block. Whilst doing this, he also manages to get the chancellor pregnant. In the meantime, he and a college student, James Leer are trying to find a rare jacket once owned by Marilyn Monroe, and a college girl, Ha β€¦nnah Green boarding with Grady has a bit of a crush on him. (Read More)

Subgenre:
coming of age filmcoming of agegay interest
Themes:
writingdrug usedivorceextramarital affairrobberydancedrunkennesspregnancyadulterydrugsmarriagefriendship
Mood:
rain
Locations:
snowbar
Characters:
father in law son in law relationshipgay relationshipprofessorteacher student relationshipinterracial relationshipwriterhusband wife relationshippolicehomosexual
Period:
winter
Story:
college professorbody in a trunkwriting classcollege girlmarijuana jointbest selling authordog bitereference to errol flynncompulsive liarblack outliterary agentestranged parenttubaman dressed as a womanorange juice β€¦dog attackpittsburgh pennsylvaniadonutreference to marilyn monroetrunkmanuscriptwriter's blockkilling a doggreenhousejacketdrunk drivingoutsiderdead dogpublishercannabisstolen carmidlife crisisalienationsafeconvenience storenovelistliteraturejanitorbreaking and enteringfaintingwhat happened to epiloguekilling an animalpot smokingtransvestitetypewriteruniversityman with glassesbridgebisexualalcoholcollegemarijuanaheld at gunpointliecar accidentvoice over narrationpistolpartycigarette smokingbare chested maletwo word titlebased on novelbloodgundog (See All)

A Single Man (2009)
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A Single Man (2009)

It's November 30, 1962. Native Brit George Falconer, an English professor at a Los Angeles area college, is finding it difficult to cope with life. Jim, his personal partner of sixteen years, died in a car accident eight months earlier when he was visiting with family. Jim's family were not going to β€¦ tell George of the death or accident, let alone allow him to attend the funeral. This day, George has decided to get his affairs in order before he will commit suicide that evening. As he routinely and fastidiously prepares for the suicide and post suicide, George reminisces about his life with Jim. But George spends this day with various people, who see a man sadder than usual and who affect his own thoughts about what he is going to do. Those people include Carlos, a Spanish immigrant/aspiring actor/gigolo recently arrived in Los Angeles; Charley, his best friend who he knew from England, she who is a drama queen of a woman who romantically desires her best friend despite his sexual orientation; and Kenny Potter, one of his students, who seems to be curious about his professor beyond English class. (Read More)

Themes:
drug usedrunkennessfriendship
Mood:
rain
Locations:
snowbar
Characters:
gay relationshipprofessorteacher student relationshiphusband wife relationshiphomosexual
Story:
college professordead dogmidlife crisisman with glassescollegecar accidentvoice over narrationpistolpartycigarette smokingbare chested malebased on novelgunblooddog

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Naked Lunch (1991)
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Naked Lunch (1991)

Not an adaptation of beat writer William S. Burrough's novel but a mix of biography and an interpretation of his drug- induced writing processes combined with elements of his work in this paranoid fantasy about Bill Lee, a writer who accidentally shoots his wife, whose typewriter transforms into a c β€¦ockroach and who becomes involved in a mysterious plot in North African port called Interzone. Wonderfully bizarre, not unlike Burrough's books. (Read More)

Subgenre:
gay interest
Themes:
writingadulterydrugs
Locations:
bar
Characters:
writerhomosexual
Story:
manuscriptalienationtypewriterman with glassesbisexualpistolbased on novelgun

Deconstructing Harry (1997)
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Deconstructing Harry (1997)

Harry Block is a well-regarded novelist whose tendency to thinly-veil his own experiences in his work, as well as his un-apologetic attitude and his proclivity for pills and whores, has left him with three ex-wives that hate him. As he is about to be honored for his writing by the college that expel β€¦led him, he faces writer's block and the impending marriage of his latest flame to a writer friend. As scenes from his stories and novels pass and interact with him, Harry faces the people whose lives he has affected - wives, lovers, his son, his sister. (Read More)

Themes:
writingdivorceadulterymarriage
Characters:
writer
Story:
writer's blocknovelistfaintingman with glassescollegevoice over narrationtwo word title

Orange County (2002) is one of the best movies like Wonder Boys (2000)
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Orange County (2002)

Shaun Brumder is a local surfer kid from Orange County who dreams of going to Stanford to become a writer and to get away from his disfunctional family household. Except Shaun runs into one complication after another starting when his application is rejected after his dim-witted guidance counselor s β€¦ends the wrong application. So, Shaun goes to great lengths with a little help from his girlfriend Ashley and his drugged-out loser brother Lance to get into Stanford any way they see fit. (Read More)

Subgenre:
coming of age
Themes:
writingdrug usedivorcedrunkennessdrugs
Characters:
teacher student relationshipwriter
Story:
college professornovelistliteraturecollegemarijuanapartydog

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Harsh Times (2005)
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Harsh Times (2005)

Jim Davis is an ex-Army Ranger who finds himself slipping back into his old life of petty crime after a job offer from the LAPD evaporates. His best friend is pressured by his girlfriend Sylvia to find a job, but Jim is more interested in hanging out and making cash from small heists, while trying t β€¦o get a law enforcement job so he can marry his Mexican girlfriend. (Read More)

Themes:
drug userobberydrunkennesspregnancydrugsfriendship
Mood:
rain
Locations:
bar
Characters:
husband wife relationshippolice
Story:
drunk drivingconvenience storepot smokingmarijuanaheld at gunpointliepistolpartycigarette smokinggunblood

Hustle & Flow (2005)
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Hustle & Flow (2005)

Aspiring emcee DJay works the angles to get his first record made with help from assorted people in his Memphis 'hood. And when he hears that hip-hop superstar Skinny Black is heading to his area, he throws together a supreme hustle to grab Skinny's attention.

Themes:
drug usedrunkennesspregnancyfriendship
Mood:
rain
Locations:
bar
Characters:
interracial relationshiphusband wife relationshippolice
Story:
marijuana jointmidlife crisisconvenience storebridgemarijuanapistolcigarette smokingdoggunblood

All Good Things (2010)
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All Good Things (2010)

A love story and murder mystery based on the most notorious unsolved murder case in New York history. The original screenplay uses newly discovered facts, court records and speculation as the foundation for a story of family, obsession, love and loss.

Themes:
drug usedrunkennesspregnancymarriagefriendship
Mood:
rain
Characters:
writerhusband wife relationshippolice
Story:
man dressed as a womankilling a dogdrunk drivingdead dognovelistwhat happened to epiloguepot smokingbridgecollegemarijuanapartycigarette smokingbare chested maledoggun β€¦blood (See All)

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Kill Your Darlings (2013) is one of the best movies like Wonder Boys (2000)
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Kill Your Darlings (2013)

In the early 1940s, Allen Ginsberg is an English major at Columbia University, only to learn more than he bargained for. Dissatisfied by the orthodox attitudes of the school, Allen finds himself drawn to iconoclastic colleagues like Lucien Carr, William S. Burroughs and Jack Kerouac. Together, this  β€¦gang would explore bold new literary ideas that would challenge the sensibilities of their time as the future Beat Generation. However, for all their creativity, their very appetites and choices lead to more serious transgressions that would mark their lives forever. (Read More)

Subgenre:
coming of age
Themes:
writingdrug usedrunkennessdrugsfriendship
Locations:
bar
Characters:
gay relationshipprofessorteacher student relationshipwriterhomosexualpolice
Story:
breaking and enteringwhat happened to epiloguepot smokingtypewriterman with glassescollegemarijuanavoice over narrationpartycigarette smokingbare chested maleblood

The Barbarian Invasions (2003)
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The Barbarian Invasions (2003)

In this belated sequel to 'The Decline of the American Empire', 50-something Montreal college professor, Remy, learns that he is dying of liver cancer. He decides to make amends meet to his friends and family before he dies. He first tries to made peace with his ex-wife Louise, who asks their estran β€¦ged son Sebastian, a successful businessman living in London, to come home. Sebastian makes the impossible happen, using his contacts and disrupting the entire Canadian system in every way possible to help his father fight his terminal illness to the bitter end, while he also tries to reunite his former friends, Pierre, Alain, Dominique, Diane, and Claude to see their old friend before he passes on. (Read More)

Themes:
writingdrug useextramarital affairrobberyadulterymarriagefriendship
Characters:
professorteacher student relationshipwriterhusband wife relationshiphomosexualpolice
Story:
college professormanuscriptuniversitycollegemarijuanacigarette smoking

The Human Stain (2003)
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The Human Stain (2003)

The Human Stain is the story of Coleman Silk (Hopkins), a classics professor with a terrible secret that is about to shatter his life in a small New England town. When his affair with a young troubled janitor (Kidman) is uncovered, the secret Silk had harbored for over fifty years from his wife, his β€¦ children and colleague, writer Nathan Zuckerman, fast explodes in a conflagration of devastating consequences. It is Zuckerman who stumbles upon Silk's secret and sets out to reconstruct the unknown biography of this eminent, upright man, esteemed as an educator for nearly all his life, and to understand how this ingeniously contrived life came unraveled. (Read More)

Themes:
divorceextramarital affairfriendship
Locations:
snow
Characters:
professorinterracial relationshipwriterhusband wife relationshippolice
Story:
novelistjanitoruniversityman with glassescollegelievoice over narrationcigarette smokingbased on novel

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The Squid And The Whale (2005)
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The Squid And The Whale (2005)

In 1986, In Brooklyn, New York, the dysfunctional family of pseudo intellectuals composed by the university professor Bernard and the prominent writer Joan split. Bernard is a selfish, cheap and jealous decadent writer that rationalizes every attitude in his family and life and does not accept "phil β€¦istines" - people that do not read books or watch movies, while the unfaithful Joan is growing as a writer and has no problems with "philistines". Their sons, the teenager Walt and the boy Frank, feel the separation and take side: Walt stays with Bernard, and Frank with Joan, and both are affected with abnormal behaviors. Frank drinks booze and smears with sperm the books in the library and a locker in the dress room of his school. The messed-up and insecure Walt uses Roger Water's song "Hey You" in a festival as if it was of his own, and breaks up with his girlfriend Sophie. Meanwhile Joan has an affair with Frank's tennis teacher Ivan and Bernard with his student Lili. (Read More)

Themes:
divorceextramarital affairdrunkennesspregnancyadulterymarriagefriendship
Characters:
professorteacher student relationshipwriterhusband wife relationshippolice
Story:
writing classreference to errol flynnliterary agenttypewriteruniversityliepartybare chested male

Go (1999) is one of the best movies like Wonder Boys (2000)
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Go (1999)

Told from three perspectives, a story of a bunch of young Californians trying to get some cash, do and deal some drugs, score money and sex in Las Vegas, and generally experience the rush of life.

Themes:
drug usedrunkennessdrugs
Characters:
gay relationshiphomosexualpolice
Story:
marijuana jointpot smokingbisexualmarijuanaheld at gunpointpistolcigarette smokingbare chested malegunblood

Mona Lisa Smile (2003)
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Mona Lisa Smile (2003)

Katherine Ann Watson has accepted a position teaching art history at the prestigious Wellesley College. Watson is a very modern woman, particularly for the 1950s, and has a passion not only for art but for her students. For the most part, the students all seem to be biding their time, waiting to fin β€¦d the right man to marry. The students are all very bright and Watson feels they are not reaching their potential. Altough a strong bond is formed between teacher and student, Watson's views are incompatible with the dominant culture of the college. (Read More)

Subgenre:
coming of age
Themes:
divorceextramarital affairdrunkennessadulterymarriagefriendship
Mood:
rain
Locations:
snowbar
Characters:
professorteacher student relationshipwriter
Story:
college girluniversitycollegelievoice over narrationcigarette smokingbare chested male

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Nocturnal Animals (2016)
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Nocturnal Animals (2016)

A "story inside a story," in which the first part follows a woman named Susan who receives a book manuscript from her ex-husband, a man whom she left 20 years earlier, asking for her opinion. The second element follows the actual manuscript, called "Nocturnal Animals," which revolves around a man wh β€¦ose family vacation turns violent and deadly. It also continues to follow the story of Susan, who finds herself recalling her first marriage and confronting some dark truths about herself. (Read More)

Themes:
divorceextramarital affairrobberydrunkennessmarriage
Locations:
snow
Characters:
writerhusband wife relationshippolicehomosexual
Story:
manuscriptnovelistheld at gunpointcar accidentpistolpartycigarette smokingbare chested malebased on novelbloodgun

Heavenly Creatures (1994)
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Heavenly Creatures (1994)

Based on the true story of Juliet Hulme and Pauline Parker, two close friends who share a love of fantasy and literature, who conspire to kill Pauline's mother when she tries to end the girls' intense and obsessive relationship.

Subgenre:
coming of agegay interest
Themes:
writingdivorceextramarital affairadulterymarriagefriendship
Characters:
professorwriterhusband wife relationship
Story:
college professorliteraturewhat happened to epiloguevoice over narrationpartytwo word titleblood

Manhattan (1979) is one of the best movies like Wonder Boys (2000)
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Manhattan (1979)

Forty-two year old Isaac Davis has a romanticized view of his hometown, New York City, most specifically Manhattan, as channeled through the lead character in the first book he is writing, despite his own Manhattan-based life being more of a tragicomedy. He has just quit his job as a hack writer for β€¦ a bad television comedy, he, beyond the ten second rush of endorphins during the actual act of quitting, now regretting the decision, especially as he isn't sure he can live off his book writing career. He is paying two alimonies, his second ex-wife, Jill Davis, a lesbian, who is writing her own tell-all book of their acrimonious split. The one somewhat positive aspect of his life is that he is dating a young woman named Tracy, although she is only seventeen and still in high school. Largely because of their differences a big part of which is due to their ages, he does not see a long term future with her. His life has the potential to be even more tragicomical when he meets journalist Mary Wilkie, the mistress of his best friend, college professor Yale Pollack. Although Isaac's first impression of Mary is that she is a pretentious intellectual, he falls for her. They do become friends with the potential of becoming more than just friends as she knows that being the "other woman" in Yale's life is not a long term role that she wants. An Isaac/Mary coupling may complicate matters even more with Yale being mutually in their lives. Regardless, Isaac may be able to rationalize events a… (Read More)

Themes:
writingdivorceextramarital affairadulterymarriage
Characters:
professorwriterhusband wife relationship
Story:
college professortypewriterman with glassescollegevoice over narrationcigarette smokingdog

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Triple 9 (2016)
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Triple 9 (2016)

In TRIPLE 9, a crew of dirty cops are blackmailed by the Russian mob to execute a virtually impossible heist. The only way to pull it off is to manufacture a 999, police code for "officer down". Their plan is turned upside down when the unsuspecting rookie they set up to die foils the attack, trigge β€¦ring a breakneck, action-packed finale filled with double-crosses, greed and revenge. (Read More)

Themes:
robberydrunkennessdrugsfriendship
Locations:
bar
Characters:
interracial relationshiphusband wife relationshippolice
Story:
body in a trunkmarijuana jointconvenience storepot smokingtransvestitealcoholheld at gunpointcar accidentpistolpartycigarette smokingbare chested maletwo word titleblood

Lolita (1997)
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Lolita (1997)

Humbert Humbert, a British professor coming to the US to teach, rents a room in Charlotte Haze's house, but only after he sees her 14-year-old daughter, Dolores (Lolita), to whom he is immediately attracted. Though he hates the mother, he marries her as this is the only way to be close to the girl,  β€¦who will prove to be too mature for her age. They start a journey together, trying to hide they're not just (step)father and daughter, throughout the country, being followed by someone whom Humbert first suspects to be from the police. The profound jealousy, and maybe some guilt from the forbidden love, seem slowly to drive the man emotionally labile. (Read More)

Themes:
writingdrunkennesspregnancymarriage
Mood:
rain
Characters:
professorwriterhusband wife relationshippolice
Story:
college professorcollegeliecar accidentvoice over narrationpistolcigarette smokingbased on noveldogbloodgun

The Big Lebowski (1998)
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The Big Lebowski (1998)

When "The Dude" Lebowski is mistaken for a millionaire Lebowski, two thugs urinate on his rug to coerce him into paying a debt he knows nothing about. While attempting to gain recompense for the ruined rug from his wealthy counterpart, he accepts a one-time job with high pay-off. He enlists the help β€¦ of his bowling buddy, Walter, a gun-toting Jewish-convert with anger issues. Deception leads to more trouble, and it soon seems that everyone from porn empire tycoons to nihilists want something from The Dude. (Read More)

Themes:
divorcedancedrunkennessdrugsfriendship
Locations:
bar
Characters:
husband wife relationshiphomosexualpolice
Story:
marijuana jointstolen carbreaking and enteringpot smokingman with glassesbridgealcoholmarijuanaheld at gunpointcar accidentvoice over narrationpistolcigarette smokingbare chested malegun β€¦dog (See All)

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Sliding Doors (1998) is one of the best movies like Wonder Boys (2000)
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Sliding Doors (1998)

In London, the public relation Helen is fired from her position in a PR company. While returning home, she does not catch the train in the subway. But in another possibility of her life, she catches the train in the subway. The story shows two parallel lives of Helen: in one life, she stays with her β€¦ boyfriend Gerry, and in the other life, she finds that Gerry cheats her with Lydia and falls in love with James Hammerton. (Read More)

Themes:
writingdivorceextramarital affairdrunkennesspregnancyadulteryfriendship
Mood:
rain
Characters:
writerhusband wife relationship
Story:
writer's blocknovelistfaintingbridgeliepartycigarette smokingtwo word title

Killer Joe (2011)
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Killer Joe (2011)

Finding himself in considerable debt, Chris, a Texan drug dealer, decides the only solution is to murder his mother to collect the insurance money. Getting together with his father, the ex-husband of Chris' mother, they decide to hire Joe Cooper (a contract killer) who also happens to be a police de β€¦tective. The plan is that the money will go to Chris' sister Dottie. However due to the size of the contract fee, Chris agrees that Joe can take Dottie as a retainer until the insurance comes through. (Read More)

Themes:
drug useextramarital affairdrunkennesspregnancyadulterydrugs
Mood:
rain
Locations:
bar
Characters:
husband wife relationshippolice
Story:
body in a trunkmarijuana jointpot smokingmarijuanaliepistolpartycigarette smokingbare chested maletwo word titlegundogblood

Blow (2001)
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Blow (2001)

A boy named George Jung grows up in a struggling family in the 1950's. His mother nags at her husband as he is trying to make a living for the family. It is finally revealed that George's father cannot make a living and the family goes bankrupt. George does not want the same thing to happen to him,  β€¦and his friend Tuna, in the 1960's, suggests that he deal marijuana. He is a big hit in California in the 1960's, yet he goes to jail, where he finds out about the wonders of cocaine. As a result, when released, he gets rich by bringing cocaine to America. However, he soon pays the price. (Read More)

Themes:
drug usedivorcepregnancyadulterydrugsmarriagefriendship
Locations:
snowbar
Characters:
husband wife relationshiphomosexualpolice
Story:
cannabisuniversitycollegemarijuanavoice over narrationpistolpartycigarette smokinggunblood

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Rent (2005)
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Rent (2005)

This rock opera tells the story of one year in the life of a group of bohemians struggling in modern day East Village New York. The story centers around Mark and Roger, two roommates. While a former tragedy has made Roger numb to life, Mark tries to capture it through his attempts to make a film. In β€¦ the year that follows, the group deals with love, loss, AIDS, and modern day life in one truly powerful story. (Read More)

Themes:
drug userobberydrunkennessdrugsfriendship
Mood:
rain
Locations:
snowbar
Characters:
father in law son in law relationshipgay relationshipinterracial relationshiphusband wife relationshippolicehomosexual
Story:
breaking and enteringtransvestiteman with glassesbisexualmarijuanacigarette smokingblooddog

Proof (2005) is one of the best movies like Wonder Boys (2000)
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Proof (2005)

The daughter of a brilliant but mentally disturbed mathematician (recently deceased) tries to come to grips with her possible inheritance: his insanity. Complicating matters are one of her father's ex-students who wants to search through his papers and her estranged sister who shows up to help settl β€¦e his affairs. (Read More)

Themes:
writingdrug usedrunkennessfriendship
Mood:
rain
Locations:
snow
Characters:
teacher student relationshipwriterpolice
Story:
college professoruniversitycollegeparty

Half Baked (1998)
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Half Baked (1998)

After Kenny accidentaly kills a cop's diabetic horse by feeding it the food he purchased from a munchie run, he is put in jail and is given a 1 million dollar bail. The rest of the group must bail Kenny out before Nasty Nate gets to him. The group decides to sell marijuana that Thurgood gets through β€¦ his job as a janitor at a pharmaceutical lab. They become pals with rap star Sir Smoke-A-Lot and the rivals of dealer Samson Simpson. On the side, Thurgood seeks the love of Mary Jane, an anti-pot daughter of a dealer. What follows is typical pothead behaviour with a ton of cameos. Look carefully. (Read More)

Themes:
robberydrugsfriendship
Characters:
writerpolice
Story:
killing a dogdead dogconvenience storejanitorkilling an animalmarijuanaheld at gunpointvoice over narrationpistolgundog

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In Good Company (2004)
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In Good Company (2004)

Dan is a 51 year old executive who learns that his company is being restructured and he is being demoted. Carter, who is 26, replaces him. Dan who has two teenage daughters with another on the way, decides to suck it up and work for Carter. Dan and Carter's working relationship is tested when Carter β€¦ begins a relationship with Alex, who is Dan's daughter. (Read More)

Themes:
writingdrug usedivorceextramarital affairpregnancyadulterymarriagefriendship
Locations:
bar
Characters:
husband wife relationship
Story:
publishermidlife crisisuniversitycollegemarijuanacar accident

The Savages (2007)
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The Savages (2007)

Jon and Wendy Savage are two siblings who have spent their adult years trying to recover from the abuse of their abusive father, Lenny Savage. Suddenly, a call comes in that his girlfriend has died, he cannot care for himself with his dementia and her family is dumping him on his children. Despite t β€¦he fact Jon and Wendy have not spoken to Lenny for twenty years and he is even more loathsome than ever, the Savage siblings feel obliged to take care of him. Now together, brother and sister must come to terms with the new and painful responsibilities with their father now affecting their lives even as they struggle with their own personal demons Lenny helped create. (Read More)

Themes:
writingextramarital affairadulterymarriage
Locations:
snowbar
Characters:
professorinterracial relationshipwriterhusband wife relationship
Story:
college professormidlife crisisman with glassesbridgeliecigarette smokingtwo word titledog

The Beach (2000) is one of the best movies like Wonder Boys (2000)
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The Beach (2000)

Garland's novel centers on a young nicotine-addicted traveler named Richard, an avid pop-culture buff with a particular love for video games and Vietnam War movies. While at a hotel in Bangkok, he finds a map left by his strange, whacked-out neighbor, who just committed suicide. The map supposedly l β€¦eads to a legendary island paradise where some other wayward souls have settled. (Read More)

Themes:
drug useextramarital affairdrunkennessdrugs
Mood:
rain
Characters:
police
Story:
marijuana jointcannabispot smokingmarijuanalievoice over narrationpistolbare chested maletwo word titlebased on novelbloodgun

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22 Jump Street (2014)
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22 Jump Street (2014)

After making their way through high school (twice), big changes are in store for officers Schmidt (Jonah Hill) and Jenko (Channing Tatum) when they go deep undercover at a local college. But when Jenko meets a kindred spirit on the football team, and Schmidt infiltrates the bohemian art major scene, β€¦ they begin to question their partnership. Now they don't have to just crack the case - they have to figure out if they can have a mature relationship. If these two overgrown adolescents can grow from freshmen into real men, college might be the best thing that ever happened to them. (Read More)

Themes:
drunkennessdrugsfriendship
Mood:
rain
Locations:
bar
Characters:
interracial relationshippolice
Story:
college professorbody in a trunkalcoholcollegeheld at gunpointcar accidentpistolpartybare chested maleblood

Definitely, Maybe (2008)
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Definitely, Maybe (2008)

Romantic comedy: Will Hayes, a 30-something Manhattan dad is in the midst of a divorce when his 10 year old daughter, Maya, starts to question him about his life before marriage. Maya wants to know absolutely everything about how her parents met and fell in love. Will's story begins in 1992, as a yo β€¦ung, starry-eyed aspiring politician who moves to New York from Wisconsin in order to work on the Clinton campaign. For Maya, Will relives his past as a idealistic young man learning the ins and outs of big city politics, and recounts the history of his romantic relationships with three very different women. On the campaign, Will's best buddy is Russell McCormack. They not only have similar political aspirations, they share the same type of girl problems, too. Will hopelessly attempts a "PG" version of his story for his daughter ad changes the names so Maya has to guess who he finally married. Is her mother Will's college sweetheart, the dependable girl next-door Emily? Is she his longtime best friend and confidante, the apolitical April? Or is she the free-spirited but ambitious journalist? As Maya puts together the pieces of her dad's romantic puzzle, she begins to understand that love is not so simple or easy. And as Will tells her his tale, Maya helps him to understand that it's definitely never too late to go back...and maybe even possible to find a happy ending. (Read More)

Themes:
divorceextramarital affairdrunkennesspregnancyadulterymarriagefriendship
Mood:
rain
Locations:
bar
Characters:
professorteacher student relationshipinterracial relationshipwriterhusband wife relationship
Story:
convenience storecollegecar accidentvoice over narrationcigarette smokingtwo word titledog

The Royal Tenenbaums (2001)
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The Royal Tenenbaums (2001)

Three grown prodigies, all with a unique genius of some kind, and their mother are staying at the family household. Their father, Royal had left them long ago, and comes back to make things right with his family.

Themes:
divorceextramarital affairmarriagefriendship
Characters:
professorinterracial relationshiphusband wife relationship
Story:
writer's blocknovelistkilling an animalman with glassescar accidentvoice over narrationcigarette smokingblooddog

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Jackie Brown (1997) is one of the best movies like Wonder Boys (2000)
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Jackie Brown (1997)

The middle-aged stewardess Jackie Brown smuggles money from Mexico to Los Angeles for the arms dealer Ordell Robbie. When she gets caught by the agents Ray Nicolet and Mark Dargus with ten thousand dollars and cocaine in her purse, they propose a deal to her to help them to arrest Ordell in exchange β€¦ of her freedom. Meanwhile Ordell asks the 56-year-old Max Cherry, who runs a bail bond business, to release Jackie Brown with the intention of eliminating her. Jackie suspects of Ordell's intention and plots a complicated confidence game with Max to steal half a million dollars from Ordell. (Read More)

Themes:
divorcedrugs
Locations:
bar
Characters:
interracial relationship
Story:
body in a trunkmarijuana jointdrunk drivingmidlife crisismarijuanaheld at gunpointcigarette smokingbased on novelbloodgun

Alfie (2004)
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Alfie (2004)

In Manhattan, the British limousine driver Alfie is surrounded by beautiful women, most of them clients, and he lives as a Don Juan, having one night stands with all of them and without any sort of commitment. His girl-friend and single-mother Julie is quite upset with the situation and his best fri β€¦ends are his colleague Marlon and his girl-friend Lonette. Alfie has a brief affair with Lonette, and the consequences of his act forces Alfie to reflect and wonder about his life style. (Read More)

Themes:
extramarital affairdrunkennesspregnancyadulterymarriagefriendship
Mood:
rain
Locations:
snowbar
Characters:
interracial relationshiphusband wife relationship
Period:
winter
Story:
pot smokingalcoholmarijuanavoice over narrationpartycigarette smokingdog

Mean Creek (2004)
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Mean Creek (2004)

When Sam Merrick is beaten up by local bully George Tooney, Sam's older brother Rocky and his friends Clyde and Marty plan to pretend it's Sam's birthday to "invite" George on a boat trip in which they would dare him to strip naked, jump in the lake, and run home naked. But when Sam, his girlfriend  β€¦Millie, Rocky, and Clyde see George as not much of a bad guy, they want to call off the plan, but Marty refuses. Will the plan go ahead as planned? (Read More)

Themes:
drug userobberydrunkennessdrugsfriendship
Locations:
bar
Characters:
teacher student relationshiphomosexualpolice
Story:
drunk drivingconvenience storemarijuanaliepartycigarette smokingtwo word titlebloodgun

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Stranger Than Fiction (2006)
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Stranger Than Fiction (2006)

Everybody knows that your life is a story. But what if a story was your life? Harold Crick is your average IRS agent: monotonous, boring, and repetitive. But one day this all changes when Harold begins to hear an author inside his head narrating his life. The narrator it is extraordinarily accurate, β€¦ and Harold recognizes the voice as an esteemed author he saw on TV. But when the narration reveals that he is going to die, Harold must find the author of the story, and ultimately his life, to convince her to change the ending of the story before it is too late. (Read More)

Mood:
rain
Characters:
professorwriter
Story:
writer's blockpublishernovelistliteraturejanitortypewriterman with glassesbridgevoice over narrationcigarette smokingblood

Thirteen (2003) is one of the best movies like Wonder Boys (2000)
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Thirteen (2003)

At the edge of adolescence, Tracy is a smart straight-A student--if not a little naive (it seems...she smokes and she cuts to alleviate the emotional pain she suffers from having a broken home and hating her mom's boyfriend, Brady.) When she befriends Evie, the most popular and beautiful girl in sch β€¦ool, Evie leads Tracy down a path of sex, drugs and petty crime (like stealing money from purses and from stores). As Tracy transforms herself and her identity, her world becomes a boiling, emotional cauldron fueled by new tensions between her and her mother--as well as, teachers and old friends. (Read More)

Subgenre:
coming of age
Themes:
drug usedivorcerobberydrunkennessdrugsfriendship
Characters:
teacher student relationshipinterracial relationshiphusband wife relationship
Story:
marijuana jointbisexualmarijuanaliecigarette smokingdogblood

Capote (2005)
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Capote (2005)

Famed writer 'Truman Capote' (qv), southern born and bred but now part of the New York City social circle, is growing weary of his current assignment of writing autobiographical type pieces for the New Yorker. After reading a newspaper article about the just occurred November 14, 1959 cold blooded m β€¦urders of the Clutter family in their rural Kansas home, Truman feels compelled to write about that event as his next article. So he and his personal assistant Nelle 'Harper Lee (I)' (qv), also a southern born New Yorker and an aspiring writer of her own, head to Kansas to research the story first-hand. Truman hopes to use his celebrity status to gain access to whomever he needs, such as to Laura Kinney, a friend of the Clutter daughter she who discovered the bodies, and to Alvin Dewey, the lead police investigator and also a Clutter family friend. If his celebrity doesn't work, Truman will grease the wheels by whatever means necessary. When the police eventually charge suspects, two young men named Dick Hickcock and Perry Smith, Truman uses those same tactics to gain access to them. Truman's fascination with the story makes him believe that he can revolutionize writing by expanding the germ of the article into what he calls a non-fiction novel. His personal involvement also changes as he grows emotionally attached to Perry, the seemingly sensitive and thus probable submissive in the criminal pairing, thus Truman becoming part of the story itself. Article or non-fiction novel, Trum… (Read More)

Subgenre:
gay interest
Themes:
writingrobberydrunkennessfriendship
Locations:
snowbar
Characters:
writerhusband wife relationshippolicehomosexual
Story:
manuscriptpublishersafewhat happened to epiloguetypewriterman with glassesliepartycigarette smokinggunblood

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The Sweet Hereafter (1997)
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The Sweet Hereafter (1997)

A small community is torn apart by a tragic accident which kills most of the town's children. A lawyer visits the victims' parents in order to profit from the tragedy by stirring up the their anger and launching a class action suit against anyone they can blame. The community is paralyzed by its ang β€¦er and cannot let go. All but one young girl, left in a wheelchair after the accident, who finds the courage to lead the way toward healing. (Read More)

Themes:
drug usedivorceextramarital affairrobberydrunkennesspregnancyadulterydrugsfriendship
Locations:
snowbar
Characters:
husband wife relationship
Period:
winter
Story:
bridgeliecar accidentbased on novelblood

Terms Of Endearment (1983)
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Terms Of Endearment (1983)

Aurora and Emma are mother and daughter who march to different drummers. Beginning with Emma's marriage, Aurora shows how difficult and loving she can be. The movie covers several years of their lives as each finds different reasons to go on living and find joy. Aurora's interludes with Garrett Bree β€¦dlove, retired astronaut and next door neighbor are quite striking. In the end, different people show their love in very different ways. (Read More)

Themes:
extramarital affairdrunkennesspregnancyadulterymarriagefriendship
Characters:
professorhusband wife relationship
Story:
pot smokingcollegemarijuanacar accidentpartybased on novel

Ruby Sparks (2012) is one of the best movies like Wonder Boys (2000)
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Ruby Sparks (2012)

Calvin is a genius novelist who begins to type a new novel on his manual typewriter about Ruby, his dream girl. He can't believe his eyes, because the next day, Ruby becomes a real person, and they begin to have a beautiful relationship together. If the relationship isn't perfect, all Calvin has to  β€¦do is simply type the words on the page and Ruby's actions change to what he needs. (Read More)

Themes:
writing
Story:
best selling authormanuscriptwriter's blocknovelisttypewriterman with glassestwo word titledog

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Sneakers (1992)
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Sneakers (1992)

Martin Bishop is the head of a group of experts who specialise in testing security systems. When he is blackmailed by Government agents into stealing a top secret black box, the team find themselves embroiled in a game of danger and intrigue. After they recover the box, they discover that it has the β€¦ capability to decode all existing encryption systems around the world, and that the agents who hired them didn't work for the Government after all... (Read More)

Themes:
extramarital affairdancedrunkennessfriendship
Locations:
snowbar
Characters:
professorhusband wife relationshippolice
Story:
body in a trunkbreaking and enteringman with glassesbridgeheld at gunpointcar accidentpistolpartydog

Gone Girl (2014)
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Gone Girl (2014)

On the occasion of his fifth wedding anniversary, Nick Dunne reports that his wife, Amy, has gone missing. Under pressure from the police and a growing media frenzy, Nick's portrait of a blissful union begins to crumble. Soon his lies, deceits and strange behavior have everyone asking the same dark  β€¦question: Did Nick Dunne kill his wife? (Read More)

Themes:
writingextramarital affairrobberypregnancyadulterymarriage
Locations:
snowbar
Characters:
father in law son in law relationshipwriterhusband wife relationshippolice
Story:
man with glassesbridgelievoice over narrationpartycigarette smokingtwo word titlebased on novelblood

Alpha Dog (2006)
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Alpha Dog (2006)

1999, Claremont, California. Middle-class kids, in their 20s, talk trash, wave guns, hang out in a pack. Johnny Truelove, drug dealer and son of a underworld figure, threatens Jake Mazursky, an explosive head case who owes Johnny money; Jake responds by breaking into Johnny's house. On impulse, John β€¦ny and a couple pals kidnap Jake's 15-year-old brother, Zach. Zach's okay with it, figuring his brother will pay the debt soon. Johnny assigns his buddy Frankie to be Zach's minder, and they develop a brotherly friendship. Zach parties with his captors as things begin to spin out of control. Group think, amorality, and fear of prison assert a hold on the pack. Is Zach in danger? (Read More)

Themes:
robberydrunkennessfriendship
Locations:
bar
Characters:
husband wife relationship
Story:
marijuana jointconvenience storebreaking and enteringwhat happened to epiloguepot smokingmarijuanapistolpartycigarette smokingbare chested maledog

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Sideways (2004) is one of the best movies like Wonder Boys (2000)
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Sideways (2004)

A week before his friend Jack is to be married, best man Miles and the prospective groom head off to wine country for a week of fun, relaxation and - of course - wine drinking. Miles is the oenophile and does his best to teach Jack a bit about the art of appreciating great wine. All Jack cares about β€¦ is drinking and carousing, something he accomplishes when he meets the attractive Stephanie at one of the vineyards. Miles is something of a sad sack, a high school English teacher who is a failed writer at heart. He has yet to get over the fact that his wife has divorced him and that she has remarried and he now faces that nerve racking wait for word from a prospective publisher. Miles has an opportunity to start anew when he meets Stephanie's friend Maya but when he let's slip that Jack is about to be married any hope of a relationship seems to be lost. (Read More)

Themes:
writingdivorceextramarital affairdrunkennessmarriagefriendship
Characters:
writer
Story:
publishermidlife crisisconvenience storebreaking and enteringmarijuanacar accidentbased on novel

The Good Girl (2002)
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The Good Girl (2002)

The plot revolves around a young married woman whose mundane life takes a turn for the worse when she strikes up a passionate and illicit affair with an oddball discount-store stock boy who thinks he's Holden Caulfield.

Themes:
drug useextramarital affairdrunkennesspregnancyadulterydrugsmarriagefriendship
Mood:
rain
Characters:
writerhusband wife relationshippolice
Story:
marijuanalievoice over narrationcigarette smokingbare chested maledoggun

Swimming Pool (2003)
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Swimming Pool (2003)

Sarah Morton is a famous British mystery author. Tired of London and seeking inspiration for her new novel, she accepts an offer from her publisher John Bosload to stay at his home in Luberon, in the South of France. It is the off-season, and Sarah finds that the beautiful country locale and unhurri β€¦ed pace is just the tonic for her--until late one night, when John's indolent and insouciant French daughter Julie unexpectedly arrives. Sarah's prim and steely English reserve is jarred by Julie's reckless, sexually charged lifestyle. Their interactions set off an increasingly unsettling series of events, as Sarah's creative process and a possible real-life murder begin to blend dangerously together. (Read More)

Themes:
writingdancedrugs
Mood:
rain
Characters:
writerpolice
Story:
writer's blockpublishercannabismidlife crisisnovelistmarijuanacigarette smokingtwo word titleblood

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You Will Meet A Tall Dark Stranger (2010)
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You Will Meet A Tall Dark Stranger (2010)

Follows a pair of married couples, Alfie (Hopkins) and Helena (Jones), and their daughter Sally (Watts) and husband Roy (Brolin), as their passions, ambitions, and anxieties lead them into trouble and out of their minds. After Alfie leaves Helena to pursue his lost youth and a free-spirited call gir β€¦l named Charmaine (Punch), Helena abandons rationality and surrenders her life to the loopy advice of a charlatan fortune teller. Unhappy in her marriage, Sally develops a crush on her handsome art gallery owner boss, Greg (Banderas), while Roy, a novelist nervously awaiting the response to his latest manuscript, becomes moonstruck over Dia (Pinto), a mystery woman who catches his gaze through a nearby window. (Read More)

Themes:
divorceextramarital affairmarriage
Characters:
writer
Story:
manuscriptmidlife crisisnovelistbreaking and enteringalcoholvoice over narrationcigarette smoking

Head-on (2004) is one of the best movies like Wonder Boys (2000)
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Head-On (2004)

In 'Gegen die Wand' Cahit, a 40-something male from Mersin in Turkey has removed everything Turkish from his life. He has become an alcoholic drug addict and at the start of the movie wants to end it all. Sibel a 20-something female from Hamburg wishes to please her Turkish parents yet yearns for fr β€¦eedom. She has had her nose broken by her brother for being seen holding hands with a boy and yet she can not break her mother's heart and run away. She too attempts suicide and she first approaches Cahit there at the Hospital. Sibel asks Cahit to marry her, as she believes this to be the way out of her parent's house. She promises Cahit that their relationship will be like roommates, not like a married couple. The film follows Sibel and Cahit as they get married, become closer and eventually fall in love. (Read More)

Themes:
drug usedivorceextramarital affairdrunkennessadulterydrugsmarriagefriendship
Locations:
bar
Characters:
father in law son in law relationshiphusband wife relationshiphomosexual
Story:
drunk drivingjanitoruniversityalcoholliecar accidentvoice over narrationcigarette smokinggunblood

On The Road (2012)
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On The Road (2012)

Shaken by the death of his father and discouraged by his stalled career, writer Sal Paradise goes on a road trip hoping for inspiration. While traveling, he is befriended by charismatic and fearless Dean Moriarty and Moriarty's free-spirited and seductive young wife, Marylou. Traveling across the Am β€¦erican southwest together, they strive to break from conformity and and search the unknown, and their decisions change the very course of their lives. (Read More)

Subgenre:
gay interest
Themes:
pregnancydrugsfriendship
Locations:
snowbar
Characters:
writerhusband wife relationshippolice
Story:
typewriterman with glassesbisexualalcoholmarijuanavoice over narrationcigarette smokingbare chested malebased on novelgun

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