Dynamic Watchlist Hub: May 16, 2026

10 Best Movies Like Hugh Hefner: American Playboy

If you loved Hugh Hefner: American Playboy, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Hugh Hefner: American Playboy.

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#1
My Mom Jayne

My Mom Jayne

2025★ 8.0

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

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 Jayn...

#2
The Summers of It - Chapter Two: It Ends

The Summers of It - Chapter Two: It Ends

2019★ 7.1

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

This documentary focuses on the actors and their journey over two summers to create the remake to the original IT, by Stephen King. The documentary originally released as bonus mat...

#3
Ex Libris: The New York Public Library

Ex Libris: The New York Public Library

2017★ 6.4

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

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

#4
I Am Heath Ledger

I Am Heath Ledger

2017★ 7.4

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

The life and career of an actor, artist, and icon. His own journey through his own camera....

#5
American Boy: A Profile of Steven Prince

American Boy: A Profile of Steven Prince

1978★ 6.7

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

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 color...

#6
A Plastic Ocean

A Plastic Ocean

2016★ 7.5

Why watch this? A perfect follow-up to Hugh Hefner: American Playboy for fans of Documentary. It captures a similar compelling atmosphere.

A documentary focused on plastic pollution in the world's oceans....

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