Movies like Chicago Bound (2005)
The best movies like Chicago Bound (2005) are Porno (2019), Magazine Dreams (2025) and Young People Fucking (2007). If Chicago Bound hooked you, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBelow Her Mouth (2017)6.8/10 from 1,335 votes
- NewestStraight Guy Watches Gay Porn for the First Time (2026)Released 2026
Porno (2019)
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisMagazine Dreams (2025)
Aspiring bodybuilder Killian Maddox struggles to find human connection in an exploration of celebrity and violence. Nothing deters him from his fiercely protected dream of superstardom, not even the doctors who warn him of the permanent damage he causes to himself with his quest.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisYoung People Fucking (2007)
On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBelow Her Mouth (2017)
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSmall Apartments (2012)
When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved brother, and a crew of misfit characters force him on a journey where a fortune awaits him.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisAl Capone (1959)
In this unusually accurate biography, small-time hood Al Capone comes to Chicago at the dawn of Prohibition to be the bodyguard of racketeer Johnny Torrio. Capone's rise in Chicago gangdom is followed through murder, extortion, and political fraud. He becomes head of Chicago's biggest "business," but moves inexorably toward his downfall and ignominious end.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHarmontown (2014)
A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisKiller's Kiss (1955)
Davey Gordon, a New York City boxer at the end of his career, falls for dancer Gloria Price. However, their budding relationship is interrupted by Gloria's violent boss, Vincent Rapallo, who has eyes for Gloria. The two decide to skip town, but before they can, Vincent and his thugs abduct Gloria, and Davey is forced to search for her among the most squalid corners of the city, with his enemy hiding in the shadows.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisKing Cobra (2016)
It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay porn mogul who runs the skin flick empire Cobra Video from his seemingly ordinary suburban home.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Little Death (2014)
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBarbershop: The Next Cut (2016)
To survive harsh economic times, Calvin and Angie have merged the barbershop and beauty salon into one business. The days of male bonding are gone as Eddie and the crew must now contend with sassy female co-workers and spirited clientele. As the battle of the sexes rages on, a different kind of conflict has taken over Chicago. Crime and gangs are on the rise, leaving Calvin worried about the fate of his son. Together, the friends come up with a bold plan to take back their beloved neighborhood.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Big Brawl (1980)
A young Asian American martial artist is forced to participate in a brutal formal street-fight competition.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisBarely Legal (2003)
Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to make money and become more popular at school. Hijinks ensue as they cast and create their movie, but porn industry player Vic Ramalot grows jealous of their burgeoning success and tries to put a stop to the project.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Duke of Burgundy (2015)
Day in and day out, lovers Cynthia and Evelyn enact an elaborate sadomasochistic fantasy as mistress and maid. But as their ritual of domination and submission begins to turn stale, Cynthia yearns for something more conventional, while Evelyn tries to push their taboos even further.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisNewness (2017)
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShortbus (2006)
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisUnfaithful (2002)
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisGummo (1997)
Teenagers Solomon and Tummler kill time in Xenia, Ohio, a small town that has never recovered from the tornado that ravaged the community in the 1970s.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisCapone (1975)
Young Al Capone catches the eye of Johnny Torrio, a criminal visiting New York from Chicago. Torrio invites Capone to move to Illinois to help run his Prohibition-era alcohol sales operation. Capone rises through the ranks of Torrio's gang and eventually takes over. On top, he works to consolidate his power by eliminating his enemies, fixing elections to his advantage and getting rich. In his spare time, Capone courts the principled Iris Crawford.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisYour Friends & Neighbors (1998)
Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug theater professor and husband of her friend, Terri, who is also a writer. Adding to the adulterous mix are Cary, a callous doctor, and Cheri, an art-gallery assistant.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisStraight Guy Watches Gay Porn for the First Time (2026)
When Janek, a straight Polish guy watches gay porn for the first time, his world is turned upside down. Battling with unsettling new thoughts, he is put into a journey of self-discovery.
Why it matches: Similar story and style
The Day I've Been Fucked in Front of the Entire World (2023)
Remodeling of a pornographic scene in which I shot for a major French studio. It was a question of reappropriating these images (originally categorized as "hard") to extract their erotic and perhaps even romantic potential.
Why it matches: Similar story and style
I'm a Porn Star (2013)
I'm a Porn Star follows the lives of guys in the neighborhood who are likely a lot more famous than you - at least on the Internet. There are an estimated 370 million pornographic websites on-line. Porn is now a thirteen BILLION dollar business. So who's doing all this moonlighting? Turns out -- probably some people you know.
Why it matches: Similar story and style
The Fluffer (2001)
Self-effacing, boyish Sean moves to LA to pursue a career in movies but finds it tougher than he imagined. He stumbles onto porn star Johnny Rebel - a handsome, muscled dream of men and women alike - who awakens Sean’s deep obsession.
Why it matches: Similar story and style
SnoozefestMovies like thisKnife+Heart (2018)
In the summer of 1979, gay porn producer Anne sets out to film her most ambitious film yet, but her actors are picked off, one by one, by a mysterious killer.
Why it matches: Similar story and style
SnoozefestMovies like thisWithout a Mom (2011)
Two gay dads fumble to provide their straight son with meaningful support after the loss of his first real love.
Why it matches: Similar story and style
The Fall of Communism as Seen in Gay Pornography (1998)
Every image in The Fall of Communism as Seen in Gay Pornography comes from gay erotic videos produced in Eastern Europe since the introduction of capitalism. The video provides a glimpse of young men responding to the pressures of an unfamiliar world, one in which money, power and sex are now connected.
Why it matches: Similar story and style
Title 18 (2022)
An experimental short film made as part of a multi-media triptych, originally screened alongside a fashion collection and an art-installation. Drawing from Papa Yorick’s (Director and fashion designer) thesis “Men Are My Cumrag”, the film reenacts eight mainstay gay porn scripts, incorporating and parodying tropes and clichés, that explore masculine identities within the gay porn industry, through a satirical and critical lens.
Why it matches: Similar story and style
A Day in the Country (2010)
The doctor makes a house call but three is a crowd after the action is over… A film about existential loneliness.
Why it matches: Similar story and style
Bulgarian Lovers (2003)
Graying Spaniard Daniel has a healthy budget for indulging in the finer things in life. Daniel's favorite luxury is playing sponsor to younger men amid the lights and sights of Madrid's gay club scene. After Daniel shares a night with handsome Bulgarian emigre Kyril, he finds himself consumed with an insatiable lust for the charismatic foreigner. But, as their relationship takes shape, Daniel's latest conquest reveals his own manipulative tendencies.
Why it matches: Similar story and style
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Frequently asked questions
What are the best movies like Chicago Bound?
The closest matches to Chicago Bound are Porno (2019), Magazine Dreams (2025) and Young People Fucking (2007). Below are 27 more, each with the reason it matches.
What should I watch after Chicago Bound?
Start with Porno (2019), the closest match to Chicago Bound.
What is the highest-rated movie like Chicago Bound?
Below Her Mouth (2017), rated 6.8/10 by 1,335 TMDB users.
What is the newest movie like Chicago Bound?
Straight Guy Watches Gay Porn for the First Time (2026) is the most recent release on this list.
Are there English movies like Chicago Bound?
Yes: Porno (2019), Magazine Dreams (2025) and Young People Fucking (2007).
How are movies similar to Chicago Bound chosen?
First come films that Trakt’s viewers watch alongside Chicago Bound, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.