Movies like Playboy Video Playmate Calendar 2000 (1999)
The best movies like Playboy Video Playmate Calendar 2000 (1999) are Scotty and the Secret History of Hollywood (2018), Katy Perry: Part of Me (2012) and Lemmy (2010). If Playboy Video Playmate Calendar 2000 hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedBuena Vista Social Club (1999)7.5/10 from 394 votes
- NewestBillie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026)Released 2026
Scotty and the Secret History of Hollywood (2018)
A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisKaty 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 thisLemmy (2010)
Over four decades, Motorhead frontman Lemmy Kilmister has registered an immeasurable impact on music history. Nearly 65, he remains the living embodiment of the rock and roll lifestyle, and this feature-length documentary tells his story, one of a hard-living rock icon who continues to enjoy the life of a man half his age.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisBeyond Infinity: Buzz and the Journey to Lightyear (2022)
Explore the evolution of Buzz Lightyear from toy to human in the making of Pixar’s Lightyear. Dive into the origin and cultural impact of everyone’s favorite Space Ranger, the art of designing a new “human Buzz,” and the challenges faced by the Lightyear crew along the way.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisDavid Byrne's American Utopia (2020)
A filmed version of David Byrne's Broadway show, a unifying musical celebration that inspires audiences to connect to each other and to the global community.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisHeart of a Dog (2015)
Musician and performance artist Laurie Anderson reflects on the deaths of her husband Lou Reed, her mother and her beloved dog.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisHigh School Musical: The Musical: The Holiday Special (2020)
The cast of “High School Musical: The Musical: The Series” delivers an abundance of feel-good holiday cheer as they perform their favorite Christmas, Hanukkah and New Year’s songs and share their fondest holiday memories.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisThe Bee Gees: How Can You Mend a Broken Heart (2020)
The story of the triumphs and hurdles of brothers Barry, Maurice, and Robin Gibb, otherwise known as the Bee Gees. The iconic trio, who found early fame in the 1960s, went on to write over 1,000 songs and have 20 No. 1 hits throughout their career, transcending more than five decades of changing tastes and styles.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisFor the Love of Spock (2016)
The life of Mr. Spock, as well as that of Leonard Nimoy, the actor who played him for almost fifty years, written and directed by his son: Adam.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisI Am Heath Ledger (2017)
The life and career of an actor, artist, and icon. His own journey through his own camera.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisI Am Ali (2014)
Unprecedented access to Muhammad Ali's personal archive of "audio journals" as well as interviews and testimonials from his inner circle of family and friends are used to tell the legend's life story.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisEarth: One Amazing Day (2017)
An astonishing journey revealing the awesome power of the natural world. Over the course of one single day, we track the sun from the highest mountains to the remotest islands to exotic jungles.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisBillie 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 thisMade You Look: A True Story About Fake Art (2020)
A woman walks into a New York gallery with a cache of unknown masterworks. Thus begins a story of art world greed, willfulness and a high-stakes con.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisAbove Majestic (2018)
A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisNaqoyqatsi (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 thisOne Life (2011)
One Life captures unprecedented and beautiful sequences of animal behaviour guaranteed to bring you closer to nature than ever before, as well as a second disc packed full of never before seen extras including an exclusive making of featurette narrated by Daniel Craig.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisBuena Vista Social Club (1999)
In this fascinating Oscar-nominated documentary, American guitarist Ry Cooder brings together a group of legendary Cuban folk musicians (some in their 90s) to record a Grammy-winning CD in their native city of Havana. The result is a spectacular compilation of concert footage from the group's gigs in Amsterdam and New York City's famed Carnegie Hall, with director Wim Wenders capturing not only the music -- but also the musicians' life stories.
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisLove, Marilyn (2013)
Using the book 'Fragments', which collects Marilyn Monroe's poems, notes and letters, and with participation from the Arthur Miller and Truman Capote estates who have contributed more material, each of the actresses will embody the legend at various stages in her life.
Why it matches: Recommended by TMDB viewers · both documentary
Popcorn FlickMovies like thisOLIVIA RODRIGO: driving home 2 u (a SOUR film) (2022)
Grammy® winner singer-songwriter Olivia Rodrigo takes a familiar road trip from Salt Lake City, where she began writing her debut album “SOUR,” to Los Angeles. Along the way, Rodrigo recounts the memories of writing and creating her record-breaking debut album and shares her feelings as a young woman navigating a specific time in her life. Through new live arrangements of her songs, intimate interviews and never-before-seen footage from the making of the album, audiences will follow Olivia along on a cinematic journey exploring the story of “SOUR.”
Why it matches: Recommended by TMDB viewers · both documentary
Worth the HypeMovies like thisMaddy the Model (2020)
Madeline Stuart is a fashion celebrity who has walked the runway at the New York Fashion Week, has 700 000+ followers on Facebook and is covered by international media world wide. This documentary follows Madeline on her journey to becoming the world's first professional supermodel with Down syndrome, challenging our perception of identity, beauty and disability.
Why it matches: Similar story and style · both documentary
Playboy Video Centerfold: Kara Monaco - Playmate of the Year 2006 (2006)
In 2004 Playboy traveled across the USA to find the hot, hotter and hottest Bartender Babes from your favorite hangouts. Lucky Orland, Florida, was where we found Kara Monaco and soon after that she became not only our DVD cover Model, but a featured cocktail shaker in Playboy’s pictorial ‘Women Behind Bars.’ 2005 was also a very good year for Kara when she was chosen Playboy’s Miss June – becoming a Centerfold darling and candidate for a certain other honor. No in 2006, we’d like to raise our glasses in a tantalizing toast to Miss Kara Monaco – Playmate of the Year. Wonder what 2007 will bring this breath taker?
Why it matches: Similar story and style · both documentary
Playboy Video Centerfold: Jodi Ann Paterson - Playmate of the Year 2000 (2000)
Are you ready to meet the first Playmate of the Year for the new millennium? We hope so because Jodi Ann Paterson is abut to explode on the scene with an abundance of talent and sensuality. We knew she was something special when we discovered her on our countrywide Playmate Search 2000. As pure as the snowy mountain peaks that surround the small North-western community where she spent her childhood, this Oregon State University grad toned her sultry figure as an avid snowboarder and exercised her intellect at Eugene's CBS affiliate KVAL-TV. No stranger to the limelight, Miss October 1999 is a veteran of the Miss Teen Circuit, where she won the hearts of the judges with her Indonesian-born exotic beauty. Now she has arrived in Hollywood, where we expect her impressive combination of beauty and brains will surely pave the way for a fantastic future. We're just happy to be along as Jodi begins her rise to the top!
Why it matches: Similar story and style · both documentary
Moments with Johan (1996)
The beautiful gay erotic superstar Johan Paulik is enthusiastically celebrated in this jam-packed compendium of Johan's greatest on-screen performances, plus an exclusive interview with the charming boy himself and previously unseen out-takes which reveal the charm and humor of this much admired adult model.
Why it matches: Similar story and style · both documentary
My Massive Cock (2022)
An extra-large penis is an object of desire for many. But for some men, extra-large seriously complicates their lives and relationships, and penis reduction surgery seems the only answer.
Why it matches: Similar story and style · both documentary
A Girl Like Rose (TBA)
Rose Bertram broke through at the age of 16 and has worked for brands including H&M, L’Oréal, AP and Sports Illustrated, and has also built a profile as an influencer and creator.
Why it matches: Similar story and style · both documentary
Shell and Vanessa Laid Bare (2005)
Shell Jubin & Vanessa Nimmo shot to fame on Big Brother 5 and are now Britain's favourite babes! For the first time the sexy duo reveal all in - Shell & Vanessa Laid Bare!
Why it matches: Similar story and style · both documentary
Sam Heuston Laid Bare (2006)
Sam Heuston shot to fame on Big Brother 6 and is now Britain's favourite babe! For the first time sexy Sam reveals all in - Sam Heuston Laid Bare!
Why it matches: Similar story and style · both documentary
CatFight (2006)
Twelve top glamour models spent time in Tenerife learning to box in a grueling 'Boxing Boot Camp'. The result of weeks of blood, sweat and a lot of tears was six bouts of boxing as the girls went head-to-head in front of a packed London crowd.
Why it matches: Similar story and style · both documentary
Spice Exposed (1998)
Discover the Geri Halliwell story in this behind the scenes look at her rocket ride to stardom as told by her friends and the men behind the cameras.
Why it matches: Similar story and style · both documentary
Like Playboy Video Playmate Calendar 2000 and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Playboy Video Playmate Calendar 2000?
The closest matches to Playboy Video Playmate Calendar 2000 are Scotty and the Secret History of Hollywood (2018), Katy Perry: Part of Me (2012) and Lemmy (2010). Below are 27 more, each with the reason it matches.
What should I watch after Playboy Video Playmate Calendar 2000?
Start with Scotty and the Secret History of Hollywood (2018), the closest match to Playboy Video Playmate Calendar 2000.
What is the highest-rated movie like Playboy Video Playmate Calendar 2000?
Buena Vista Social Club (1999), rated 7.5/10 by 394 TMDB users.
What is the newest movie like Playboy Video Playmate Calendar 2000?
Billie Eilish - Hit Me Hard and Soft: The Tour (Live in 3D) (2026) is the most recent release on this list.
Are there English movies like Playboy Video Playmate Calendar 2000?
Yes: Scotty and the Secret History of Hollywood (2018), Katy Perry: Part of Me (2012) and Lemmy (2010).
How are movies similar to Playboy Video Playmate Calendar 2000 chosen?
First come films that Trakt’s viewers watch alongside Playboy Video Playmate Calendar 2000, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.




























