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“You're so wet. Spanking is supposed to be a punishment, not an instrument of pleasure.” He continued to finger fuck her, saying, “Think part of your punishment is to be brought to the edge and then go to bed with your pussy needing to cum.”“Anything but that.”“Anything?” he asked“Yes.” Will pulled his fingers from her pussy and delivered two more hard smacks.“Go get the anal lube,” Will ordered, “and remove your t-shirt.”When she brought him the lube, she was naked. He had her kneel down with her ass in the air. He generously lubed her ass, then his cock.“Now I want you to guide my cock into your ass and slowly lean back toward me, using your hands and feet to balance yourself,” Will instructed. “Take that special vibrator, put it in your pussy first, and turn it to a comfortable simulating level.”“Been watching porn ass fucking?” Ann teased him. “I can always tell when you come up with a new position to try.”After she had inserted and turned on the special vibrator, she slowly. Before he could oblige her, he had to confess to his secret, somethingonly his sister and late mother knew about. He loved to dress up inclothes owned by Rebecca, his older sister and she had even encouragedhim, although now she worked in France. Far from the reaction of horror,that he'd feared from Lottie and half expected, she confessed back thatshe'd always had a lesbian streak herself, so she would have no objectionto having a boy and girl friend rolled into one.Her attitude was strengthened once she saw him dressed in what she called'Wendy' mode, and because he was the same size and colouring as her,several times she used him as a clothes horse. She wanted to see whather clothes looked like from the spectators point of view and he wascertainly a convincing woman.The first time they had got to know one another personally, he wasworking for her father, looking after their computers, and he had invitedhim to dine at their place to discuss some changes he had proposed. Hewas.
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