Winning the Bet
Directed by Ted McIntyre
Watch Ryan, Devon and Brett use their “winnings” anyway they see fit. Whether it is Damien secured to posts, paddled, flogged, face and ass fucked or Riley put into stocks or Kyle drenched in hot wax, flogged, paddled plus face and ass fucked. Everyone wins in one way or another.
Cast
Crew
Producer
Decade ranking
Explore where Winning the Bet fits among the best movies of the 2000s.
Open best movies of the 2000s
Studio ranking
See where Winning the Bet lands among the top-ranked movies associated with Dark Realm Productions.
Open best dark realm productions movies
Language ranking
See how Winning the Bet compares with other top-ranked English movies from 2008.
Open best english movies of 2008
More like this
Explore public related-title picks for viewers looking for movies like Winning the Bet.
Open movies like Winning the Bet
Where to watch
Open the answer-first viewing guide for Winning the Bet, including current streaming, rental, and purchase options.
