Dynamic Watchlist Hub: Jan 20, 2026

10 Best Movies Like Hugh Hefner: Once Upon a Time

If you loved Hugh Hefner: Once Upon a Time, 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: Once Upon a Time.

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#1
Romeo Is Bleeding

Romeo Is Bleeding

1993★ 6.3

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Crime. It captures a similar emotionally gripping atmosphere.

A corrupt cop gets in over his head when he tries to assassinate a beautiful Russian hit-woman....

#2
Oppenheimer

Oppenheimer

2023★ 8.0

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Drama. It captures a similar emotionally gripping atmosphere.

The story of J. Robert Oppenheimer's role in the development of the atomic bomb during World War II....

#3
Deadpool & Wolverine

Deadpool & Wolverine

2024★ 7.6

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Action. It captures a similar light-hearted atmosphere.

A listless Wade Wilson toils away in civilian life with his days as the morally flexible mercenary, Deadpool, behind him. But when his homeworld faces an existential threat, Wade m...

#4
Blue Beetle

Blue Beetle

2023★ 6.7

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Action. It captures a similar adrenaline-pumping atmosphere.

Recent college grad Jaime Reyes returns home full of aspirations for his future, only to find that home is not quite as he left it. As he searches to find his purpose in the world,...

#5
Top Gun: Maverick

Top Gun: Maverick

2022★ 8.2

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Action. It captures a similar adrenaline-pumping atmosphere.

After more than thirty years of service as one of the Navy’s top aviators, and dodging the advancement in rank that would ground him, Pete “Maverick” Mitchell finds himself trainin...

#6
PK

PK

2014★ 7.7

Why watch this? A perfect follow-up to Hugh Hefner: Once Upon a Time for fans of Comedy. It captures a similar light-hearted atmosphere.

A stranger in the city asks questions no one has asked before. Known only by his initials, the man's innocent questions and childlike curiosity take him on a journey of love, laugh...