Sting: Prison Rules 1900 (Part 2 of 2)

The second scene from the new Edwardian prison drama

Prison Rules 1900

The second inmate is Henry James (Ryan Conway) an insolent late teen. He’s caused a lot of trouble in the wing, ending up with a fight.

He too is ordered to the punishment room and will receive a flogging at the punishment frame.




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To make sure he really remembers the event, the governor has also ordered an good extra, over the knee, spanking to be applied afterwards to the boys already burning bare bottom!




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2 Responses to Sting: Prison Rules 1900 (Part 2 of 2)

  1. Wouldn’t mind burying my face in his hot tanned ass after that nice whipping

  2. Ryan Conway is truly beautiful. Wonderful tall & lean body, a cross between our dear Brett Stevens of yore & Ryan Phillippe (USA).