Movies Like CityBoy

If you liked CityBoy (2014), a movie directed by Blacky Mendez, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Midnight Cowboy (1969)
★ 7.5/10
Joe Buck is a wide-eyed hustler from Texas hoping to score big with wealthy New York City women; he finds a companion in Enrico "Ratso" Rizzo, an ailing swindler with a bum leg and a quixotic fantasy of escaping to…
2
She's Funny That Way (2015)
★ 5.9/10
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
3
My Sassy Girl (2008)
★ 6.8/10
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
4
Pretty Boy (2015)
★ 7.5/10
Sean is taken to a motel and is given a prostitute for his 18th birthday by his father. He must sleep with her to "fix" his questionable homosexuality. "Pretty Boy" is a coming of age story of a young bullied teen…
5
Born Yesterday (1950)
★ 7.3/10
Uncouth, loud-mouth junkyard tycoon Harry Brock descends upon Washington D.C. to buy himself a congressman or two, bringing with him his mistress, ex-showgirl Billie Dawn.
6
Pretty Persuasion (2005)
★ 5.8/10
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
7
Down with Love (2003)
★ 6.1/10
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
8
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to…
9
Swingers (1996)
★ 6.8/10
After 6 years together, Mike's girlfriend leaves him, so he travels to LA to be a star. Six months on, he's still not doing very well— so a few of his friends try to reconnect him to the social scene and hopefully help…
10
Porno (2019)
★ 6/10
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.
11
Magazine Dreams (2025)
★ 7.1/10
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…
12
Magic Mike (2012)
★ 6.2/10
Mike, an experienced stripper, takes a younger performer called The Kid under his wing and schools him in the arts of partying, picking up women, and making easy money.
13
Last Exit to Brooklyn (1989)
★ 6.4/10
A gallery of characters in Brooklyn in the 1950s are crushed by their surroundings and selves: a union strike leader discovers he is gay; a prostitute falls in love with one of her clients; a family cannot cope with…
14
Taxi Driver (1976)
★ 8.1/10
Suffering from insomnia, disturbed loner Travis Bickle takes a job as a New York City cabbie, haunting the streets nightly, growing increasingly detached from reality as he dreams of cleaning up the filthy city.
15
Love in the Afternoon (1957)
★ 7/10
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with a client's wife.
16
Uptown Girls (2003)
★ 7.1/10
Molly Gunn, the freewheeling daughter of a deceased rock legend, is forced to get a job when her manager steals her money. As nanny to Ray - the precocious, oft-ignored daughter of a music executive - she learns what…
17
Pillion (2025)
★ 6.5/10
Colin, a timid man, meets Ray, a confident biker gang leader, who initiates him into a submissive relationship, challenging Colin’s mundane existence and prompting personal growth through their unconventional dynamic.
18
Where the Day Takes You (1992)
★ 6.1/10
King is a young man, but he's already a veteran of life on the streets of Los Angeles. The de facto leader of a group of teenage runaways, King acts as a mentor to troubled kids such as gay hustler Little J and junkie…
19
Sabrina (1954)
★ 7.5/10
After two years in Paris, chauffeur's daughter Sabrina returns home elegantly transformed and immediately catches the attention of David, the playboy son of her father's rich employers. David woos and wins Sabrina, who…
20
Walk of Shame (2014)
★ 6/10
A reporter's dream of becoming a news anchor is compromised after a one-night stand leaves her stranded in downtown L.A. without a phone, car, ID or money - and only 8 hours to make it to the most important job…