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Pup Pain Contest MarylandMasoBoys Turn

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Billy Pup, Extremetop, MarylandMasoBoy

  • 12/13/2025
  • 12
  • 11 min
Available to Members Now!

Tuffdude BillyPup decides to visit Master Extremetop on an evening where MarylandMasoBoy was already there at Master’s house. Master Extremetop decides to pit one slave against the other… to have a competition to see which of his slaves could handle the most. First, he binds up BillyPup and decides to try out his new MMA punching gloves on him. The slave takes quite a beating to his midsection and chest. He gets a few whacks as well to his balls as well. Master also wallops the slave’s ass and belly with a large wooden paddle. Then just around things out, Master takes out his cat-o-9-tails and gives the pup a good whipping. The boy bears beautiful marks on his ass in service to his Master. Then master puts away BillyPup and strings up MarylandMasoBoy for the same beating. The second pup takes the beating well. His belly soon turns bright red from the punches. Master is pleased. It is pretty hard to determine which pup suffered the best. So, master takes the boys into his cigar room and allows them to play with each other. MarylandMasoBoy sucks his pup bro beautifully. Eventually, BillyPup comes all over MarylandMasoBoy. All in all, it was a wonderful evening. And by the way, Masters cock got sucked pretty well as well.

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