Lonely Boys

Lonely Boys

2016 · 90 min · ★ 3.5 · Romance, Comedy, Drama

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.

Directed by Daniel Hendricks Simon · Written by Patrick Davin

Your Rating

Where to Watch

Streaming

Rent or Buy

Cast

Daniel Hendricks Simon Jules Kaufman
Gregory Lay Saul
Richard Masur Irving
Mark Borkowski Rich
Michael Halliday Burton
Alexandra Turshen Morgan
Roger Hendricks Simon Leonard Corsaro
Joanna Koss Leat
Kiva Dawson Haley
Alexandra Vino Sabrina
Masha King Michelle
Sonja O'Hara Tracy

Make it a double feature

3h 14m together

Lonely Boys

Upgraded

A close match in mood and era.

More from Daniel Hendricks SimonSee all →

Another Year Together

Another Year Together

Another Year Together

MovieComedyRomance

Another Year Together chronicles three romantic relationships in the same New York City family during the Holidays. Jonathan and Sophie, 30s, have been together for several years and are on the fence about marriage. Jonathan's sister, Julie, 40's, is newly single, and is starting anew with her brother's best friend, David. Jonathan's parents, Barbara and Eddie, 70's, have been married for almost 50 years, and find themselves on the precipice of divorce. Between Thanksgiving and New Year's Eve, each couple goes through relationship Hell as they confront the reality of what it means to be in love.

More Like This

Love at First Bite

Love at First Bite · 1979

Love at First Bite

MovieRomanceComedy

Dracula and Renfield relocate to '70s era New York in search of Cindy Sondheim, the reincarnation of Dracula's one true love, Mina Harker. "Trouble adjusting" is a wild understatement for the Count as he battles Cindy's psychiatrist, Jeffrey Rosenberg, a descendant of Van Helsing, who may be in love with Cindy too.

Working Girl

Working Girl · 1988

MovieComedyRomance

When a secretary's idea is stolen by her boss, she takes a risky chance to reclaim it by impersonating him and running the project from his position.

Fame

MovieDramaMusic

A chronicle of the lives of several teenagers who attend a New York high school for students gifted in the performing arts.

Upgraded

Upgraded · 2024

MovieRomanceComedy

Ana is an ambitious intern dreaming of a career in the art world while trying to impress her demanding boss Claire. When she's upgraded to first class on a work trip, she meets handsome Will, and Ana pretends to be her boss– a white lie that sets off a glamorous chain of events, romance and opportunity, until her fib threatens to surface.

MovieDramaRomance

When the mastermind behind New York's infamous Studio 54 disco plucks young Shane from the sea of faces clamoring to get inside his club, he not only gets his foot in the door, but lands a coveted job behind the bar — and a front-row ticket to the most legendary party on the planet!

Confessions of a Teenage Drama Queen

Confessions of a Teenage Drama Queen · 2004

Confessions of a Teenage Drama Queen

After moving to New Jersey, Lola bags a coveted role in a school play, which earns her the wrath of Carla, the most popular girl in school, who will do anything to ruin Lola's life.

Kate & Leopold

Kate & Leopold · 2001

MovieRomanceComedy

When her scientist ex-boyfriend discovers a portal to travel through time -- and brings back a 19th-century nobleman named Leopold to prove it -- a skeptical Kate reluctantly takes responsibility for showing Leopold the 21st century. The more time Kate spends with Leopold, the harder she falls for him. But if he doesn't return to his own time, his absence will forever alter history.

Dead Presidents

Dead Presidents · 1995

Dead Presidents

MovieCrimeDrama

On the streets they call cash dead presidents. And that's just what a Vietnam veteran is after when he returns home from the war only to find himself drawn into a life of crime. With the aid of his fellow vets he plans the ultimate heist -- a daring robbery of an armored car filled with unmarked U.S. currency!

Kazaam

MovieFantasyComedy

When Max fools a gang of local toughs, he finds himself in big trouble. Fleeing from the thugs, Max runs into an old warehouse and bumps into a boom box. By doing that, he manages to release Kazaam, a genie who has been held captive for thousands of years.

Money Train

Money Train · 1995

MovieActionComedy

When a vengeful New York transit cop decides to steal a trainload of subway fares, his foster brother—a fellow cop—tries to protect him.

Extreme Measures

Extreme Measures · 1996

Extreme Measures

MovieDramaThriller

Guy Luthan, a British doctor working at a hospital in New York, starts making unwelcome enquiries when the body of a man who died in his emergency room disappears. After the trail leads Luthan to the door of an eminent surgeon at the hospital, Luthan soon finds himself in extreme danger from people who want the hospital's secret to remain undiscovered.

The Odd Couple

The Odd Couple · 1968

In New York, Felix, a neurotic news writer who just broke up with his wife, is urged by his chaotic friend Oscar, a sports journalist, to move in with him, but their lifestyles are as different as night and day are, so Felix's ideas about housekeeping soon begin to irritate Oscar.

The American Friend

The American Friend · 1977

The American Friend

MovieDramaThriller

Tom Ripley, an American who deals in forged art, is slighted at an auction in Hamburg by picture framer Jonathan Zimmerman. When Ripley is asked by gangster Raoul Minot to kill a rival, he suggests Zimmerman, and the two, exploiting Zimmerman's terminal illness, coerce him into being a hitman.

Meet Dave

Meet Dave · 2008

MovieComedyScience Fiction

A crew of miniature aliens operate a spaceship that has a human form. While trying to save their planet, the aliens encounter a new problem, as their ship becomes smitten with an Earth woman.

More on Prime VideoSee all →

The Runner

The Runner · 2026

MovieThrillerAction

Maia Marten, a brilliant London lawyer, has her life shattered by a single call on her morning run: her son has been taken. To get him back, she must keep running, obey every ruthless command, and trust no one-each second a test of how far a mother will go to save her child.

The Last Sunrise

The Last Sunrise · 2026

The Last Sunrise

MovieRomanceDrama

Ry, a college student with a chronic illness, escapes to Mallorca for the summer with her mother, where she unexpectedly falls for a local and begins to embrace living in the moment. But as her condition worsens and long-hidden family secrets come to light, everything she has found before summer's end is threatened.

War of the Worlds

War of the Worlds · 2025

War of the Worlds

MovieScience FictionThriller

Will Radford is a top analyst for Homeland Security who tracks potential threats through a mass surveillance program, until one day an attack by an unknown entity leads him to question whether the government is hiding something from him... and from the rest of the world.

Masters of the Universe

Masters of the Universe · 2026

Masters of the Universe

MovieActionFantasy

After being separated for 15 years, the Sword of Power leads Prince Adam back to Eternia, where he discovers his home shattered under the fiendish rule of Skeletor. To save his family and his world, Adam must join forces with his closest allies, Teela and Duncan/Man-At-Arms, and embrace his true destiny as He-Man — the most powerful man in the universe.

Barreda

Barreda · 2026

MovieDramaCrime

A fictionalized drama film based on one of the most shocking crimes in Argentina's history. In 1992, Ricardo Barreda was an unassuming dentist, brutally murdered his wife, mother-in-law, and two adult daughters in their family home. Branding himself as a victim, Ricardo Barreda ignited a media storm and fueled a national scandal.

The Sheep Detectives

The Sheep Detectives · 2026

The Sheep Detectives

MovieComedyFamily

George Hardy is a shepherd who reads detective novels to his beloved sheep every night, assuming they can't possibly understand. But when a mysterious incident disrupts life on the farm, the sheep realize they must become the detectives. As they follow the clues and investigate human suspects, they prove that even sheep can be brilliant crime-solvers.

The Devil's Mouth

The Devil's Mouth · 2026

The Devil's Mouth

MovieHorrorThriller

A group of college friends' Thailand adventure turns deadly when they become trapped in submerged caves with a dangerous predator. As oxygen runs low, past conflicts emerge in their desperate fight for survival.

Crime 101

Crime 101 · 2026

MovieCrimeThriller

When an elusive thief whose high-stakes heists unfold along the iconic 101 freeway in Los Angeles eyes the score of a lifetime, with hopes of this being his final job, his path collides with a disillusioned insurance broker who is facing her own crossroads. Determined to crack the case, a relentless detective closes in on the operation, raising the stakes even higher.

My Fault

My Fault · 2023

MovieDramaRomance

Noah must leave her city, boyfriend, and friends to move into William Leister's mansion, the flashy and wealthy husband of her mother Rafaela. As a proud and independent 17 year old, Noah resists living in a mansion surrounded by luxury. However, it is there where she meets Nick, her new stepbrother, and the clash of their strong personalities becomes evident from the very beginning.

The Wrecking Crew

The Wrecking Crew · 2026

The Wrecking Crew

MovieActionComedy

Estranged half-brothers Jonny and James reunite after their father's mysterious death. As they search for the truth, buried secrets reveal a conspiracy threatening to tear their family apart.

Vengeance

Vengeance · 2026

MovieActionThriller

The brutal murder of the wife of “Toro,” a military hero in the special forces, turns him into a man with a single purpose: revenge. After a stroke of fate makes him a millionaire, Carlos transforms his fortune into an arsenal and, together with his closest soldiers, sets out to hunt down those responsible.

Road House

Road House · 2024

MovieActionThriller

Ex-UFC fighter Dalton takes a job as a bouncer at a Florida Keys roadhouse, only to discover that this paradise is not all it seems.

Tom Clancy's Jack Ryan: Ghost War

Tom Clancy's Jack Ryan: Ghost War · 2026

Tom Clancy's Jack Ryan: Ghost War

MovieActionThriller

Jack Ryan is reluctantly pulled back into espionage when an international covert mission unravels a deadly conspiracy. Racing against time, he joins CIA allies Mike November & James Greer and sharp MI6 officer Emma Marlowe to battle a rogue black-ops unit in a high-stakes, deeply personal fight.

Blade Runner

Blade Runner · 1982

MovieScience FictionDrama

In the smog-choked dystopian Los Angeles of 2019, blade runner Rick Deckard is called out of retirement to terminate a quartet of replicants who have escaped to Earth seeking their creator for a way to extend their short life spans.

Red One

Red One · 2024

MovieActionAdventure

After Santa Claus (codename: Red One) is kidnapped, the North Pole's Head of Security must team up with the world's most infamous tracker in a globe-trotting, action-packed mission to save Christmas.

The Accountant²

The Accountant² · 2025

The Accountant²

MovieMysteryCrime

When an old acquaintance is murdered, Wolff is compelled to solve the case. Realizing more extreme measures are necessary, Wolff recruits his estranged and highly lethal brother, Brax, to help. In partnership with Marybeth Medina, they uncover a deadly conspiracy, becoming targets of a ruthless network of killers who will stop at nothing to keep their secrets buried.

Your Fault

Your Fault · 2024

MovieDramaRomance

The love between Noah and Nick seems unwavering despite their parents' attempts to separate them. But his job and her entry into college open up their lives to new relationships that will shake the foundations of both their relationship and the Leister family itself.

Jurassic World

Jurassic World · 2015

MovieAdventureScience Fiction

Twenty-two years after the events of Jurassic Park, Isla Nublar now features a fully functioning dinosaur theme park, Jurassic World, as originally envisioned by John Hammond.

Play Dirty

Play Dirty · 2025

MovieCrimeAction

Expert thief Parker gets a shot at a major heist, but to pull it off he and his team must outsmart a South American dictator, the New York mob, and the world's richest man.

Our Fault

Our Fault · 2025

MovieRomanceDrama

Jenna and Lion's wedding brings about the long-awaited reunion between Noah and Nick after their breakup. Nick's inability to forgive Noah stands as an insurmountable barrier. He, heir to his grandfather's businesses, and she, starting her professional life, resist fueling a flame that's still alive. But now that their paths have crossed again, will love be stronger than resentment?

Rate this film

Your ratings make Midnight smarter