Heads or Tails

10:48

Miss Jessica Wood

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Published: 06.07.2026 • More info Hide

Miss Jessica has a game to play with a slave. He's playing Heads or Tails. Heads will be a cane and Tails a riding crop. On every coin toss he will get 5 strokes of whatever implement on his bare bottom. He is bent over the whipping bench for his punishments. Miss Jessica is obviously wanting more Heads than Tails, so see how he fares! Size 1920 X 1080

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