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Movies like Stiletto (1999)

The best movies like Stiletto (1999) are Looking for Richard (1996), I Am Heath Ledger (2017) and My Mom Jayne (2025). If Stiletto hooked you with its documentary, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Looking for Richard (1996)

    Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  2. I 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 this
  3. 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
  4. Earth: 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 this
  5. The Crystal Calls - Making The Dark Crystal: Age of Resistance (2019)

    Go behind the scenes with stars, puppeteers and creators as they bring Jim Henson's magical world of Thra back to life in a sweeping fantasy series.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  6. Elstree 1976 (2015)

    A documentary about ten very different lives connected by having appeared onscreen wearing masks or helmets in Star Wars.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  7. For 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 this
  8. Daguerréotypes (1978)

    An intimate portrait of the small shops and shopkeepers of the Rue Daguerre in Paris, a picturesque street that has been the filmmaker’s home for more than 50 years.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  9. American Boy: A Profile of Steven Prince (1978)

    Martin Scorsese spends an evening with larger-than-life raconteur Steven Prince—a former drug addict, road manager for Neil Diamond, and actor—as he recounts stories from his colorful life.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  10. Above 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 this
  11. The Mole: Undercover in North Korea (2020)

    A real-life undercover thriller about two ordinary men who embark on an outrageously dangerous ten-year mission to penetrate the world's most secretive and brutal dictatorship: North Korea.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  12. High 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 this
  13. Marvel Studios: Assembling a Universe (2014)

    A look at the story behind Marvel Studios and the Marvel Cinematic Universe, featuring interviews and behind-the-scenes footage from all of the Marvel films, the Marvel One-Shots and "Marvel's Agents of S.H.I.E.L.D."!

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  14. 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
  15. Necessary Evil: Super-Villains of DC Comics (2013)

    A documentary detailing the epic Rogues' Gallery of DC Comics from The Joker and Lex Luthor, Sinestro, Darkseid and more, this documentary will explore the Super Villains of DC Comics.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  16. Love, 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 this
  17. The Secret (2006)

    Interviews with leading authors, philosophers and scientists, with an in-depth discussion of the Law of Attraction. The audience is shown how they can learn and use 'The Secret' in their everyday lives.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  18. Ex Libris: The New York Public Library (2017)

    A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  19. Girl Rising (2013)

    Nine filmmakers each profile a young girl from a different part of the world to weave a global tapestry of youth in the 21st century.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  20. Bambi: A Tale of Life in the Woods (2024)

    The life of Bambi, a male roe deer, from his birth through childhood, the loss of his mother, the finding of a mate, the lessons he learns from his father, and the experience he gains about the dangers posed by human hunters in the forest.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  21. The Weaker Sex! (Sayest Thou!) (1933)

    May Whitley throws Charles Cawkell about using jujitsu techniques.

    Why it matches: Similar story and style · both documentary

  22. Package Tour (1985)

    A documentary which follows a coach party of former inmates on a trip to Auschwitz.

    Why it matches: Similar story and style · both documentary

  23. A Balada do Sr. Watson (2017)

    Why it matches: Similar story and style · both documentary

  24. No Friends But the Mountains (2017)

    Will the Kurdish dream of independence and freedom ever become reality?With the rise of ISIS and the central role played by the Kurdish Peshmerga in the fight against them, the question of Kurdish independence has taken on greater urgency. To answer this pressing question, Kurdish author Kae Bahar travels from his London home to his rocky and mountainous homeland, finding a complex mix of Kurdish nationalism and internal division. ‘War or Peace?’ Bahar asks. The answer is not so simple.

    Why it matches: Similar story and style · both documentary

  25. Festejo Muito Pessoal (2017)

    Why it matches: Similar story and style · both documentary

  26. Antonese (2021)

    Antonese Anthon, who was born and lives in The Bahamas, embarks on a transformational journey into her past and into the water.

    Why it matches: Similar story and style · both documentary

  27. Lovely Letters (2015)

    Lovely Letters is an intimate documentary portrait away from the big cities. From a school in a small rural village, three couples of children experience for the first time the adventures and misadventures of love.

    Why it matches: Similar story and style · both documentary

  28. Everyday Heroes: Real Stories from Real Firefighters (2005)

    A short documentary about Baltimore firefighters made for the home video release of 'Ladder 49'.

    Why it matches: Similar story and style · both documentary

  29. Free Jazz Vein (2017)

    Free Jazz Vein is an experimental surf film shot on super 16mm film. In his latest work, Argentinian-born and US-based artist, Tin Ojeda, pursues his ongoing fascination with a vintage, 1970s filmmaking style inspired by period jazz album covers and movie posters. Shot in the USA, Central America, Australia, and Indonesia, the film celebrates surfing exploits while keeping an eye on the darker side of things. Ojeda, who shot and edited the film himself, revels in spectacular scenes of sunsets on the beach, sunlight glinting on foam, and heart-stopping shots of the chiseled bodies of pro surfers gliding through the waves. At the same time, he provides glimpses into the poverty that exists next to the glorious beaches, and hints at political violence simmering just under the surface. Super 16mm film, with its grainy texture, lens flares, and painterly depth of field, lends the film a nostalgic feel, while off-screen dialog and statements keep it in the 'here and now'.

    Why it matches: Similar story and style · both documentary

  30. Rock 'n' Roll Guns for Hire: The Story of the Sidemen (2017)

    Film shining a spotlight on the untold story of The Sidemen, the musicians behind some of the greatest artists of all time. The Sidemen are the forgotten 'guns for hire' that changed musical history. Featuring interviews with Mick Jagger, Billy Joel and Keith Richards, this film takes viewers from the 1960s to today, via global stars such as Prince, David Bowie, The Rolling Stones and Beyoncé.

    Why it matches: Similar story and style · both documentary

Like Stiletto and something else?

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

Frequently asked questions

What are the best movies like Stiletto?

The closest matches to Stiletto are Looking for Richard (1996), I Am Heath Ledger (2017) and My Mom Jayne (2025). Below are 27 more, each with the reason it matches.

What should I watch after Stiletto?

Start with Looking for Richard (1996), the closest match to Stiletto.

What is the highest-rated movie like Stiletto?

I Am Heath Ledger (2017), rated 7.4/10 by 233 TMDB users.

What is the newest movie like Stiletto?

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

Are there French movies like Stiletto?

Yes: Daguerréotypes (1978) and Bambi: A Tale of Life in the Woods (2024).

How are movies similar to Stiletto chosen?

First come films that Trakt’s viewers watch alongside Stiletto, 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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