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Movies like Playboy: Jenny McCarthy - The Playboy Years (1997)

The best movies like Playboy: Jenny McCarthy - The Playboy Years (1997) are A Complete History of My Sexual Failures (2008), Crazy Love (2007) and Katy Perry: Part of Me (2012). If Playboy: Jenny McCarthy - The Playboy Years hooked you with its documentary and romance, these 20 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. 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
  4. 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
  5. 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
  6. 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
  7. Halftime (2022)

    Global superstar Jennifer Lopez reflects on her multifaceted career and the pressure of life in the spotlight in this intimate documentary.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  8. 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
  9. A Toxic Love Story (2026)

    A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  10. 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
  11. Tupac: Resurrection (2003)

    Home movies, photographs, and recited poetry illustrate the life of Tupac Shakur, one of the most beloved, revolutionary, and volatile hip-hop MCs of all time.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies 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. 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
  14. American Symphony (2023)

    Musician Jon Batiste attempts to compose a symphony as his wife, writer Suleika Jaouad, undergoes cancer treatment.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  15. God Bless Ozzy Osbourne (2011)

    Featuring never before seen footage uncovered from the archives and interviews with Paul McCartney, Tommy Lee and others, God Bless Ozzy Osbourne is the first documentary to take viewers inside the complex mind of rock's great icon.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  16. Dua Lipa: Studio 2054 (2020)

    Dua Lipa's kaleidoscopic rocket fuelled journey through time, space, mirrorballs, roller discos, bucket hats, belting beats, throbbing basslines and an absolute slam dunk of the best of times in global club culture throughout the decades.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  17. Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)

    Captured during Billie Eilish's sold-out world tour, a concert experience from one of the most celebrated and successful artists of her generation, presented in immersive 3D.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  18. 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
  19. Naqoyqatsi (2002)

    A visual montage portrait of our contemporary world dominated by globalized technology and violence.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  20. Bad 25 (2012)

    Spike Lee pays tribute to Michael Jackson's Bad on the twenty-fifth anniversary of the epochal album, offering behind-the-scenes footage of Jackson recording the album and interviews with confidants, musicians, choreographers, and such music-world superstars as Kanye West, Sheryl Crow, Cee Lo Green and Mariah Carey.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this

Like Playboy: Jenny McCarthy - The Playboy Years and something else?

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Frequently asked questions

What are the best movies like Playboy: Jenny McCarthy - The Playboy Years?

The closest matches to Playboy: Jenny McCarthy - The Playboy Years are A Complete History of My Sexual Failures (2008), Crazy Love (2007) and Katy Perry: Part of Me (2012). Below are 17 more, each with the reason it matches.

What should I watch after Playboy: Jenny McCarthy - The Playboy Years?

Start with A Complete History of My Sexual Failures (2008), the closest match to Playboy: Jenny McCarthy - The Playboy Years.

What is the highest-rated movie like Playboy: Jenny McCarthy - The Playboy Years?

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

What is the newest movie like Playboy: Jenny McCarthy - The Playboy Years?

A Toxic Love Story (2026) is the most recent release on this list.

Are there English movies like Playboy: Jenny McCarthy - The Playboy Years?

Yes: A Complete History of My Sexual Failures (2008), Crazy Love (2007) and Katy Perry: Part of Me (2012).

How are movies similar to Playboy: Jenny McCarthy - The Playboy Years chosen?

First come films that Trakt’s viewers watch alongside Playboy: Jenny McCarthy - The Playboy Years, 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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