Filling the pussy of the sexy secretary

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Though a little hurt, he secretly enjoyed the humiliation, and loved the fact that other more masculine boys enjoyed seeing his little cock; when pube...ty came he would enjoy it all the more. As he grew up he was treated to an extreme regime of spankings and canings by Jane and a circle of ladies she associated with. He was sent to a special private school where he and other sissies were outnumbered by girls by one to ten; everyone was dressed in girl’s clothes and the sissies were made to know. Katie’s sounds of pain began to fade as he continued until it was moans of pleasure. Michael paused for a moment retrieving the until now unused dildo from beside them and worked it until it was buried as deep as he could get it in her pussy. Katie feeling this had begun pushing against him moaning telling him to fuck her. And he did. Pounding her only half as hard as he had before. It took only minutes and Katie had and Michael shared another orgasm. Michael, now spent, pulled out of her as. More

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