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Playing to Win (1996) – Official Trailer, Cast & Details
Playing to Win at a Glance
Playing to Win is a 1996 drama and romance film from director John Travis, featuring Steve Sax, Pagan Prince and Joshua Sterling. It is 1 hour 28 minutes long and was released on May 1, 1996. Playing to Win has a TMDB rating of 8.7 out of 10 based on 3 votes and is rated NC-17 in the United States.

Official Trailer Coming Soon
An official trailer for “Playing to Win” has not been indexed yet from verified studio channels.
Search Clips on YouTubeStoryline & Synopsis
A jaunty, tongue-deeply-in-cheek celebration of a gay version of The American Dream--the pursuit of life, liberty and the pursuit of happiness (translate: sex). Playing To Win is about guys on the rise--a upwardly mobile crowd who seem to be up, up, up all of the time. Our tale follows the adventures of two good buddies--Steve Sax, a very rising young entrepreneur who has almost everything--money, looks, a body to die for and a cock that could kill, and Pagan Prince, a television sports reporter who personifies the idea of minimum effort for maximum effect.
Where “Playing to Win” Fits in the 123Movies Catalog

Steve Sax
Mike

Pagan Prince
Pete, the Sportwriter

Joshua Sterling
Butch Piccolo, the Baseball Player

Kyle Brandon
Regan, the Personal Secretary

Tony Piagi
Ricky

Kevin Kramer
Simon
Rob Boxxer
Carl

Hunter Scott
Manly Men Group Leader

Dave Russell
Manly Men Member

Tony Brocco
The Bartender

J.T. Sloan
Manly Men Member

Aaron Austin
Carl's New Boyfriend
Frequently Asked Questions About Playing to Win
What is the release date of Playing to Win?
Playing to Win was released on May 1, 1996.
How long is Playing to Win?
Playing to Win runs 1 hour 28 minutes (88 minutes).
Who is in the cast of Playing to Win?
Playing to Win stars Steve Sax as Mike, Pagan Prince as Pete, the Sportwriter, Joshua Sterling as Butch Piccolo, the Baseball Player and Kyle Brandon as Regan, the Personal Secretary. The cast also includes Tony Piagi, Kevin Kramer, Rob Boxxer and Hunter Scott.
Who directed Playing to Win?
Playing to Win was directed by John Travis. The screenplay is credited to Mickey Skee.
What kind of movie is Playing to Win?
Playing to Win is listed on TMDB as a mix of drama and romance.
What is Playing to Win rated?
Playing to Win is rated NC-17 in the United States. On TMDB it has an average user score of 8.7/10 from 3 votes.
What should I watch if I liked Playing to Win?
Movies TMDB recommends alongside Playing to Win include The Man from Elysian Fields (2001), Time Is Up (2021), Fifty Shades Freed (2018), Newness (2017) and Jawbone (2017).
Can I stream the full movie of Playing to Win on 123Movies?
No. 123Movies only shows official trailers and title information. Full movies are not hosted or linked on this site.

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