Best movies like Lonely Boys

A unique, carefully handpicked, selection of the best movies like Lonely Boys Starring Gregory Lay, Dan Simon, Richard Masur, Mark Borkowski, and more. If you liked Lonely Boys then you may also like: Uptown Girls, Wives and Lovers, Next Stop, Greenwich Village, Other Voices, Just Another Girl on the I.R.T. and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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Following a recent breakup, struggling writer Jules (Dan Simon) crashes with his recently separated best friend, Saul (Gregory Lay), at his apartment in Brooklyn. While Saul wants to drink heavily and lament over his impending divorce, Jules just wants to escape into latest script. After Saul is fired from his job as restaurant manager and Jules loses an off-Broadway production of his play, the two embark on a weekend bender through New York City and Connecticut in search of solace and sometimes more pain. When the sun finally rises, neither expects to see the light.

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Uptown Girls

Molly Gunn, the freewheeling daughter of a deceased rock legend, is forced to get a job when her manager steals her money. As nanny for precocious Ray, the oft ignored daughter of a music executive she learns what it means to be an adult while teaching Ray how to be a child.

Wives and Lovers

Husband and wife Bill and Bertie Austin and their daughter live in a low-rent apartment. He's a struggling writer, at least until agent Lucinda Ford breaks the news that she's sold his book to a publisher, including the rights to turn it into a Broadway play. A new house in Connecticut is the first way to celebrate. But during the long hours Bill is away working on the play, Bertie befriends hard-drinking neighbor Fran Cabrell and her boyfriend Wylie, who plant seeds of suspicion in Bertie's mind that Bill and his beautiful agent might be more than just business partners. Bertie jealously retaliates by flirting with Gar Aldrich, an actor who will be in her husband's play. Bill goes to Connecticut for a heart-to-heart talk, finds Gar there and punches him.

Next Stop, Greenwich Village

An aspiring Jewish actor moves out of his parents' Brooklyn apartment to seek his fortune in the bohemian life of Greenwich Village in 1953.

Other Voices

Phil and Anna are a young, married couple, who begin to suspect one other of an affair. When a shady private investigator gets involved in their relationship, things begin to spin out of control, in this turn-of-the-millennium thriller.

Just Another Girl on the I.R.T.

Chantel Mitchell, a hip, articulate, black high-school girl in Brooklyn, is determined not to become "just another girl on the IRT" (the IRT is one of NYC's subway lines). She dreams of medical school, a family, and an escape from the generational poverty and street-corner life her friends seem to have accepted as their lot. But personal and sexual challenges confront Chantel on her way to fulfilling these dreams.

Kid Monk Baroni

Leonard Nimoy is "Kid" Monk Baroni, the leader of a street gang who becomes a professional boxer to escape his life in "Little Italy" New York.

Annie Hall

New York comedian Alvy Singer falls in love with the ditsy Annie Hall.

Bad Girl

A man and woman, skeptical about romance, nonetheless fall in love and are wed, but their lack of confidence in the opposite sex haunts their marriage.

Barefoot in the Park

In this film based on a Neil Simon play, newlyweds Corie, a free spirit, and Paul Bratter, an uptight lawyer, share a sixth-floor apartment in Greenwich Village. Soon after their marriage, Corie tries to find a companion for mother, Ethel, who is now alone, and sets up Ethel with neighbor Victor. Inappropriate behavior on a double date causes conflict, and the young couple considers divorce.

Coast to Coast

Barnaby and Maxine Pierce, an embattled married couple in Connecticut, are on the verge of divorce. Their son is getting married in California and they decide to drive across the country to attend. Along the way, as they visit family and friends, they reflect on their tattered relationship and the events that transpired to create the estrangement.

The Shopworn Angel

During WWI Bill Pettigrew, a naive young Texan soldier is sent to New York for basic training. He meets worldly wise actress Daisy Heath when her car nearly runs him over.

My Dinner with Andre

Wallace Shawn and Andre Gregory, apparently playing themselves, share their lives over the course of an evening meal at a restaurant.

My Friend Irma

Prototype dumb blonde Irma and her slacker, wheeler-dealer boyfriend Al interfere in the love life of Irma's level-headed room mate Jane.

Summer in the City

When a small town woman with southern charm is given a big promotion managing a store in the Big Apple, she tries to adopt a big city personality and it leads to disastrous results.

The Squid and the Whale

Based on the true childhood experiences of Noah Baumbach and his brother, The Squid and the Whale tells the touching story of two young boys dealing with their parents' divorce in Brooklyn in the 1980s.

Sunday in New York

Eileen is 22 and is smarting from her breakup with Russ. She comes to New York to visit her brother, Adam, who is an airline pilot. Eileen confides to her brother that she thinks she may be the only 22 year old virgin left in the world. Adam assures her that sex is not what all men look for and insists he hasn't slept around. Of course, Adam is lying and is in hot pursuit of a tryst with his occasional girlfriend Mona. However, Adam's date with Mona has a series of job related interruptions. Meanwhile, Eileen decides to see if she can have some fun for herself in New York, and seems to find the perfect candidate in Mike, a man she meets on the bus. But things get complicated when Russ pops in with a proposal and a mistaken assumption.

Purple Violets

Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's best friend since college; she's a tough-talking schoolteacher who plays therapist to all Patti's problems, while she's got a few of her own.

The Ballad of Ramblin' Jack

With the help of her mother, family, friends, and fellow musicians, Aiyana Elliott reaches for her father, legendary cowboy troubadour, Ramblin' Jack Elliott. She explores who he is and how he got there, working back and forth between archival and contemporary footage. Born in 1932 in Brooklyn, busking through the South and West in the early 50s, a year with Woody Guthrie, six years flatpicking in Europe, a triumphant return to Greenwich Village in the early 60s, mentoring Bob Dylan, then life on the road, from gig to gig, singing and telling stories. A Grammy and the National Medal of Arts await Jack near the end of a long trail. What will Aiyana find for herself?

One Last Fling

A jealous wife suspects the worst when her dingaling husband hires his former girlfriend for a position at his company.

Love Etc.

LOVE ETC. is a witty, poignant and humorous exploration about the universal stages of love, depicted through five real stories over the course of one year in New York City. Young, old, gay, straight – everyone has experienced love – and the joy and frustration that come with it. From teen romance to a decades-long marriage; newlyweds to a recent divorcee, and even a bachelor so frustrated in his search that he chooses to have children without a partner, LOVE ETC. documents the intimate journeys of engaging characters aged 18-89 who reflect the city’s diversity, and takes an honest look at life's most challenging pursuit.

Author! Author!

A broadway playwright is burning the candle at both ends. He is dealing with pressure from a production nearing premiere, a wife who is leaving him, and 5 children 4 of which belong to her.

They Won't Believe Me

On trial for murdering his girlfriend, philandering stockbroker Larry Ballentine takes the stand to claim his innocence and describe the actual, but improbable sounding, sequence of events that led to her death.

Knucks

Two women attempt to come up after beating their drug dealer to death.

Good Posture

After breaking up with her boyfriend, Lillian moves in with married couple Julia and Don only to overhear them arguing in the night. The front door slams as Don moves out, and the following days sees Lillian, selfish and irresponsible, having to earn her keep by cooking for Julia, a reclusive, distrustful writer who rarely emerges from her room. Though communicating largely through notes, the odd couple gradually forge a bond and help one another to negotiate the foibles, phobias and obstacles that have long hindered their happiness.

The Sleepy Time Gal

A young woman learns of her adoption and eventually quits her law firm job and goes on a journey to find her birth mother.

Without a Trace

English professor Susan Selky lives alone in a Brooklyn apartment with her young son, Alex. When Alex fails to return home from school one afternoon, a frantic Selky contacts the police. Detective Al Menetti, a father himself, takes an interest in the case that quickly turns into an obsession. As a devastated Selky struggles to come to terms with Alex's disappearance, Menetti steps out from behind the badge to continue investigating.

Season for Love

When a talented chef returns to her Texas hometown, she winds up entering the town's famous BBQ cook off and gets more than she bargained for when the surprise judge turns out to be her high school love.

Two Guys from Milwaukee

Balkan Prince Henry has two wishes, to meet Lauren Bacall and see the "real" America. He befriends cabbie Buzz Williams and, without knowing the microphone is live, the two stage a debate on democracy versus monarchy broadcast back to the Prince's homeland. A plebiscite there puts Henry out of a job. Flying to Milwaukee to become a beer salesman, he meets Bacall on the seat next to his, but a tap on his shoulder means he must give up his seat (and dream) to Bogie.

An Angel Comes To Brooklyn

An angel returns to Earth to help a Broadway producer put on a show, so a struggling young actress will have a job.

Summer of Dreams

Debbie Taylor is a former 1980s pop star bent on making a comeback and returning to the Billboard charts. As she prepares to once again take the music industry by storm, Debbie's record label deems her irrelevant and abruptly drops her. Out of money, she leaves the fast lane of New York to move in with her sister in Youngstown, Ohio.

Five and Ten

John owns the largest chain of five and ten cent stores in the country. He moves his family to New York from Kansas City and their life, though grand, is falling apart due to his constant working. Wife and mother Jenny is lonely. Son Avery hates his job. Daughter Jennifer is snubbed by classmate Muriel and her friends. At a charity bazaar, Jennifer meets Berry and sparks are evident. However, he is engaged to Muriel and Muriel will make sure that she, and only she, marries Berry. After the marriage, Berry still thinks of Jennifer as Jennifer thinks of Berry. Avery laments about the state of his family since they were happy in Kansas City.

The Last Angry Man

Dr. Sam Abelman is a Jewish doctor contentedly spending his autumn years serving his own Brooklyn neighborhood. But when his nephew, would-be journalist Myron, writes an article about him, it draws the attention of a producer, Woodrow Thrasher, who believes Dr. Abelman a good candidate for a TV show. The doctor, however, is suspicious of the whole enterprise, thinking both Myron and Thrasher are simply out to make a fast buck.

Change of Heart

Catherine and Mack and their close friends Chris and Madge graduate from a West Coast college and fly to New York City to find work.

Welcome to Mama's

After she inherits an Italian restaurant in Brooklyn, manager Amy teams up with a blacklisted master chef looking for a second chance. They discover that the most important ingredient for any recipe is always love.

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