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Movies like CityBoy (2014)

The best movies like CityBoy (2014) are The Bachelor and the Bobby-Soxer (1947), She's Funny That Way (2015) and Midnight Cowboy (1969). If CityBoy hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Bachelor and the Bobby-Soxer (1947)

    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 date Susan until the crush abates.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  2. She's Funny That Way (2015)

    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.

    Why it matches: Recommended by TMDB viewers

  3. Midnight Cowboy (1969)

    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 Florida.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  4. My Sassy Girl (2008)

    A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Where the Day Takes You (1992)

    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 Greg. When Heather, a beautiful girl from Chicago, starts hanging out with King and his crew, it changes the dynamic of the gang. However, it seems as though nothing will alter their dangerous lifestyle.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. Last Exit to Brooklyn (1989)

    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 the fact that their daughter is illegitimately pregnant.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Born Yesterday (1950)

    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.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  8. Magazine 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 this
  9. Down with Love (2003)

    In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  10. Eating Out 2: Sloppy Seconds (2006)

    How far would you go to get the person of your dreams? With the help of Gwen and Tiffani, Kyle pretends to be heterosexual in order to land Troy, the new guy (and nude model) who's turning the heads of both men and women. He soon finds himself joining the campus ex-gay support group and nabbing a girlfriend! Kyle's ex-boyfriend Marc is horrified at the plan and decides to pursue the confused Troy with his own tactic -- being his "out" gay self. Who will win Troy first?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. Pretty Persuasion (2005)

    A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.

    Why it matches: Recommended by TMDB viewers

  12. Swingers (1996)

    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 him forget his failed relationship.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. 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 this
  14. What's New Pussycat? (1965)

    A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.

    Why it matches: Recommended by TMDB viewers

  15. Magic Mike (2012)

    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.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. King 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

  17. Love in the Afternoon (1957)

    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.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  18. Taxi Driver (1976)

    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.

    Why it matches: Recommended by TMDB viewers

    Absolute CinemaMovies like this
  19. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Kiss Me, Stupid (1964)

    While traveling home from Vegas, an amorous lounge singer named Dino gets conned by a local mechanic/songwriter into staying in town for the night. The mechanic's songwriting partner, Orville, offers Dino his home for overnight lodging and enlists a local waitress/call girl to pose as his wife in order to placate Dino's urges.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this

Like CityBoy and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like CityBoy?

The closest matches to CityBoy are The Bachelor and the Bobby-Soxer (1947), She's Funny That Way (2015) and Midnight Cowboy (1969). Below are 17 more, each with the reason it matches.

What should I watch after CityBoy?

Start with The Bachelor and the Bobby-Soxer (1947), the closest match to CityBoy.

What is the highest-rated movie like CityBoy?

Taxi Driver (1976), rated 8.1/10 by 14,003 TMDB users.

What is the newest movie like CityBoy?

Magazine Dreams (2025) is the most recent release on this list.

Are there English movies like CityBoy?

Yes: The Bachelor and the Bobby-Soxer (1947), She's Funny That Way (2015) and Midnight Cowboy (1969).

How are movies similar to CityBoy chosen?

First come films that Trakt’s viewers watch alongside CityBoy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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