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In honor of Miss Olive coming to play with Mistress January and her slave jimmy, Mistress January has devised a game of chance for them to play on jimmy's securely bound body. As they randomly draw cards they assign different implements to use according to the number on the card drawn. A variety of implements are used- whips, nipple clamps, floggers and crops. No matter what happens, jimmy is definitely the loser!

Next the devious ladies decide to experiment on jimmy, by finding out if he is able to cum upside down. Dishing out equal measures of pleasure and pain the sexy Dommes pay the closest attention to his reactions before finally jerking him off onto his own face as he's suspended upside down!