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Movies like My First Boyfriend (2004)

The best movies like My First Boyfriend (2004) are A Complete History of My Sexual Failures (2008), Crazy Love (2007) and The Last Repair Shop (2024). If My First Boyfriend hooked you with its documentary and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. A Complete History of My Sexual Failures (2008)

    The egocentric documentary-maker Chris Waitt traces his romantic ineptitude and sexual impotence through awkward interviews with irate ex-girlfriends and stunts involving S&M parlours, Harley Street doctors and Viagra overdoses. The results are often hilarious, sometimes moving and speak directly to the hapless paramour in all of us.

    Why it matches: Recommended by TMDB viewers · both documentary & romance

    Popcorn FlickMovies like this
  2. Crazy Love (2007)

    Filmmaker Dan Klores examines the strange love affair of Burt Pugach and Linda Riss. Pugach is a successful attorney in 1950s New York when he meets much-younger Riss. The pair date, but Riss breaks off contact with Pugach upon learning his claims of divorce are false. Discovering that Riss was engaged to another man, Pugach hires some men to throw lye in her face, and he serves 14 years in prison for the crime.

    Why it matches: Recommended by TMDB viewers · both documentary & romance

    Popcorn FlickMovies like this
  3. The Last Repair Shop (2024)

    In a warehouse in the heart of Los Angeles, a dwindling handful of devoted craftspeople maintain more than 80,000 student musical instruments, the largest remaining workshop in America of its kind. Meet four unforgettable characters whose broken-and-repaired lives have been dedicated to bringing so much more than music to the schoolchildren of this city.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  4. Drew: The Man Behind the Poster (2013)

    A documentary on legendary movie-poster artist Drew Struzan.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  5. Shawn Mendes: In Wonder (2020)

    A portrait of singer-songwriter Shawn Mendes' life, chronicling the past few years of his rise and journey.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  6. Frida (2024)

    An intimately raw and magical journey through the life, mind, and heart of iconic artist Frida Kahlo. Told through her own words for the very first time — drawn from her diary, revealing letters, essays, and print interviews — and brought vividly to life by lyrical animation inspired by her unforgettable artwork.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  7. Harmontown (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 · both documentary

    Popcorn FlickMovies like this
  8. Welcome to Chechnya (2020)

    This searing investigative work shadows a group of activists risking unimaginable peril to confront the ongoing anti-LGBTQ program raging in the repressive and closed Russian republic. Unfettered access and a remarkable approach to protecting anonymity exposes this under-reported atrocity–and an extraordinary group of people confronting evil.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  9. As I Was Moving Ahead Occasionally I Saw Brief Glimpses of Beauty (2000)

    A compilation of over 30 years of private home movie footage shot by Lithuanian-American avant-garde director Jonas Mekas, assembled by Mekas "purely by chance", without concern for chronological order.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  10. Selena Gomez: My Mind & Me (2022)

    After years in the limelight, Selena Gomez achieves unimaginable stardom. But just as she reaches a new peak, an unexpected turn pulls her into darkness. This uniquely raw and intimate documentary spans her six-year journey into a new light.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  11. Katy Perry: Part of Me (2012)

    Giving fans unprecedented access to the real life of the music sensation, Katy Perry: Part of Me exposes the hard work, dedication and phenomenal talent of a girl who remained true to herself and her vision in order to achieve her dreams. Featuring rare behind-the-scenes interviews, personal moments between Katy and her friends, and all-access footage of rehearsals, choreography, Katy’s signature style and more, Katy Perry: Part of Me reveals the singer’s unwavering belief that if you can be yourself, then you can be anything.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  12. The Show Must Go On: The Queen + Adam Lambert Story (2019)

    A documentary chronicling Queen and Lambert's incredible journey since they first shared the stage together on "American Idol" in 2009.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  13. Public Speaking (2011)

    Martin Scorsese’s portrait of writer and social commentator Fran Lebowitz, celebrated for her sharp wit and observations on modern life. Filmed at New York’s Waverly Inn and intercut with archival footage and interviews, the documentary captures Lebowitz’s distinctive worldview through her spontaneous monologues and public appearances.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  14. Justin Bieber's Believe (2013)

    A backstage and on-stage look at Justin Bieber during his rise to super stardom.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  15. The September Issue (2009)

    A documentary chronicling Vogue editor-in-chief Anna Wintour's preparations for the 2007 fall-fashion issue.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. End of the Century: The Story of the Ramones (2003)

    A years-in-the-making documentary on the legendary punk band the Ramones. Through a mixture of archival footage, archival and new interviews with all members of the band's various lineups, and new interviews with a number of their contemporaries, the film traces the peaks and valleys the band experienced over the course of its 20-plus year career before disbanding in 1995.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  17. Avatar: The Deep Dive - A Special Edition of 20/20 (2022)

    An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. My Mom Jayne (2025)

    Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and complex woman.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  19. Avatar: Creating the World of Pandora (2010)

    The Making-of James Cameron's Avatar. It shows interesting parts of the work on the set.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  20. Biggie: I Got a Story to Tell (2021)

    Christopher Wallace, AKA The Notorious B.I.G., remains one of Hip-Hop’s icons, renowned for his distinctive flow and autobiographical lyrics. This documentary celebrates his life via rare behind-the-scenes footage and the testimonies of his closest friends and family.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  21. Butch Jamie (2008)

    The film follows the story of Jamie, a struggling butch lesbian actress who gets cast as a man in a film. The main plot is a romantic comedy between Jamie's male alter-ego, "Male Jamie," and Jill, a heterosexual woman on set. The film's subplots include Jamie's bisexual roommate Lola and her cat actor Howard, Lola's abrasive butch German girlfriend Andi, and Jamie's gay Asian friend David.

    Why it matches: Similar story and style · both documentary & romance

  22. Gaming in Color (2014)

    This feature length documentary explores the queer side of gaming culture and the game industry's LGBTQ presence. The GaymerX convention that took place in 2013 was a huge step forward for the queer geek community being recognized on a worldwide industry scale. In the same year, more popular mainstream and indie games featured a greater amount of gay and lesbian characters than ever before, helping with visibility and acceptance. The video games universe will only continue to improve and diversify both in its community and industry if we elevate the conversation about inclusion and respecting one another - not in spite of our gay geekiness, but because of it!

    Why it matches: Similar story and style · both documentary

  23. Just a Question of Love (2000)

    After his gay cousin dies from hepatitis, young Laurent, who lives with his best friend Carole, falls in love with Cedric, a plant scientist. He's afraid to inform his conservative parents that he is gay.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  24. Gayby (2012)

    Jenn and Matt are best friends from college who are now in their thirties. Single by choice, Jenn spends her days teaching hot yoga and running errands for her boss. Matt suffers from comic-book writer's block and can't get over his ex-boyfriend. They decide to fulfill a promise to have a child together... the old fashioned way. Can they navigate the serious and unexpected snags they hit as they attempt to get their careers and dating lives back on track in preparation for parenthood?

    Why it matches: Similar story and style · both romance

  25. Grande école (2004)

    Paul and Agnes have been going out for quite a while and Agnes is shocked to learn that he'd rather live with two roommates on campus than move in with her. As soon as he meets one of his roommates, Louis-Anault, Paul's behavior changes - he is attracted to Louis without realizing so himself. Agnes, on the other hand, gets quite jealous and offers a bet: Whoever gets to have Louis-Anault first, wins... If she does, Paul will no longer explore his homosexual desires, if he does - she'll walk away. Meanwhile, Paul meets Mecir, a young Arab worker, who shows him there's more to life than elite colleges...

    Why it matches: Similar story and style · both romance

  26. The Feels (2017)

    A lesbian bachelorette weekend goes awry when one of the brides admits she's never had an orgasm.

    Why it matches: Similar story and style · both romance

  27. Queercore: How to Punk a Revolution (2017)

    A documentary on Queercore, the cultural and social movement that began as an offshoot of punk and was distinguished by its discontent with society's disapproval of the gay, bisexual, lesbian and transgender communities.

    Why it matches: Similar story and style · both documentary

  28. Edge of Seventeen (1999)

    1984, Sandusky, Ohio. A naive 17-year-old navigates heartbreak and self-expression as he explores his sexuality.

    Why it matches: Similar story and style · both romance

    Popcorn FlickMovies like this
  29. Twins (2010)

    On the eve of his wedding Daniel meets again with his true love-his identical twin brother Jan. For the last five years he's been running away from his feelings. Now, on his stag night he is being tested once more.

    Why it matches: Similar story and style · both romance

  30. After School (2015)

    Fifteen year-old Jack is forced to come face-to-face with his growing romantic feelings for his best friend Danny.

    Why it matches: Similar story and style · both romance

Like My First Boyfriend and something else?

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

Frequently asked questions

What are the best movies like My First Boyfriend?

The closest matches to My First Boyfriend are A Complete History of My Sexual Failures (2008), Crazy Love (2007) and The Last Repair Shop (2024). Below are 27 more, each with the reason it matches.

What should I watch after My First Boyfriend?

Start with A Complete History of My Sexual Failures (2008), the closest match to My First Boyfriend.

What is the highest-rated movie like My First Boyfriend?

Selena Gomez: My Mind & Me (2022), rated 8.4/10 by 623 TMDB users.

What is the newest movie like My First Boyfriend?

My Mom Jayne (2025) is the most recent release on this list.

How are movies similar to My First Boyfriend chosen?

First come films that Trakt’s viewers watch alongside My First Boyfriend, 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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