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Movies like Preppy Boys (2008)

The best movies like Preppy Boys (2008) are The Bachelor and the Bobby-Soxer (1947), Porno (2019) and My Fake Boyfriend (2022). If Preppy Boys hooked you, these 30 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. 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
  3. My Fake Boyfriend (2022)

    A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.

    Why it matches: Recommended by TMDB viewers

  4. 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

  5. 72 HOURS (2026)

    To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  6. The Girl Next Door (2004)

    Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright future is jeopardized when he finds Danielle was once a porn star. As Danielle's past catches up with her, Matthew's love for her forces him to re-evaluate his goals.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Akron (2015)

    Benny, a college freshman at the University of Akron, Ohio meets and falls for fellow freshman Christopher at a football game. With the support of their families and friends they embark on a new relationship. But a tragic event in the past involving their mothers soon comes to light and threatens to tear them apart.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  8. A Very Natural Thing (1974)

    When David, an ex-monk still in his twenties meets Mark, he falls hard; soon he's asked Mark if they can live together. Things go well for awhile, and then differences in their definition of "commitment" begin to push them apart. Mark wants other sexual adventures, David tries to go along. Can they talk through the crisis in their relationship or is a breakup in the offing? David sees his relationship with Mark as a marriage, so if it ends, can David's heart ever heal?

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  9. Different for Girls (1997)

    Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  10. Small 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

  11. Preaching to the Perverted (1997)

    A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  12. Old Fashioned (2014)

    A reformed frat boy opens an antique store in a college town and falls for the free-spirited girl who moves into the apartment above his shop. In time, this unlikely pair fall into a traditional courtship.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. The Happiest Days of Your Life (1950)

    Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  14. Girl on a Bicycle (2013)

    Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.

    Why it matches: Recommended by TMDB viewers

  15. Alex Strangelove (2018)

    Alex Truelove is on a quest to lose his virginity, an event eagerly awaited by his patient girlfriend and cheered on with welcome advice by his rowdy friends. But Alex, a super gregarious dude, is oddly unmotivated. A magical house party throws Alex into the presence of Elliot, a hunky college guy, who pegs Alex as gay and flirts hard. Alex is taken aback but after a series of setbacks on the girlfriend front he takes the plunge and learns some interesting new facts about himself.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Barely 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

  17. Three O'Clock High (1987)

    Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally invades Buddy's personal space and touches him, Buddy challenges Jerry to an afterschool fight in the parking lot, which Jerry tries to avoid at all costs.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. The Krays (1990)

    Twins Ronnie and Reggie Kray are raised in east London, under the influence of their hateful but doting mother Violet. As they grow up, Ronnie's violent nature takes over, and Reggie follows his brother's lead. The two become notorious crime lords who rule over the East End club scene. But at the height of their power, the brothers veer into different lives, giving the older crime bosses a chance to reclaim what the Krays took from them.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. My Policeman (2022)

    In the late 1990s, the arrival of elderly invalid Patrick into Marion and Tom’s home triggers the exploration of seismic events from 40 years previous: the passionate relationship between Tom and Patrick at a time when homosexuality was illegal.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  20. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  21. Tips (2016)

    Mario (Thiago Cazado) is in debt. To pay the bills, he displays the body on a famous porn site.

    Why it matches: Similar story and style

  22. 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

  23. Knife+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

  24. Hustler White (1996)

    Reminiscent of Sunset Boulevard, the action is transposed from the silver screen's old backlots to contemporary male prostitution and the pornographic industry.

    Why it matches: Similar story and style

  25. 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

  26. Only Andy (2024)

    Many of us experience sexual desires in many different shapes and forms, yet there continues to be a certain stigma about expressing them openly. Adult worker, Andy Lee, and his co-workers share their own insightful and interesting perspectives on the adult industry in a bid to inspire people to open up to each other, and to further shed some light on the frequently misunderstood adult industry.

    Why it matches: Similar story and style

  27. All Boys (2009)

    A look behind the scenes of the Czech gay porn boom.

    Why it matches: Similar story and style

  28. 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

  29. Slash (2016)

    Freshman Neil's Vanguard stories are all he cares about...until he meets the older Julia, who pushes him to put his own fan fic online. When the website's moderator takes a special interest in Neil's work, it opens up a whole new universe.

    Why it matches: Similar story and style

  30. Big Sur Gay Porn (2023)

    Cult filmmaker Tom DeSimone (Reform School Girls; Erotikus: A History of the Gay Movie) revisits the production of a lost gay film and resurrects youthful adventures on the California coast. From the creators of Raw! Uncut! Video!.

    Why it matches: Similar story and style

Like Preppy Boys and something else?

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

Frequently asked questions

What are the best movies like Preppy Boys?

The closest matches to Preppy Boys are The Bachelor and the Bobby-Soxer (1947), Porno (2019) and My Fake Boyfriend (2022). Below are 27 more, each with the reason it matches.

What should I watch after Preppy Boys?

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

What is the highest-rated movie like Preppy Boys?

My Policeman (2022), rated 7.5/10 by 799 TMDB users.

What is the newest movie like Preppy Boys?

72 HOURS (2026) is the most recent release on this list.

Are there English movies like Preppy Boys?

Yes: The Bachelor and the Bobby-Soxer (1947), Porno (2019) and My Fake Boyfriend (2022).

How are movies similar to Preppy Boys chosen?

First come films that Trakt’s viewers watch alongside Preppy Boys, 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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