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' I got into position, Carlton squeezed a copious amount of the lubricant into my butt crack as he knelt behind me. 'I'm going to apply some to my dick as well to make it easier to enter your sweet looking ass. Once Carlton was through he slid his cock head up my butt crack till it encountered my anal opening. Poising at my anal opening Carlton pressed his penile head against my puckering bung hole. The thought crossed my mind if I would feel his cock slid to the left as his penile head entered my butt. Bracing my self Carlton said 'take a deep breath now, I'm gonna ease it in a little at a time till you get used to it. Carlton pressed slowly against my outer anal sphincter muscle ring till it parted and allowed his cock head to begin to penetrate. Slowly Carlton rotated his hips pressing against my butt hole till his penile glans slipped into my rectum. With a gasp I accepted his cock head into my anal canal. Carlton said 'take a breath and relax, I'll let you get use to having. He gave a quickspin and as he did so his skirt moved out and we saw navy blueschool knickers below."Again fantastic," I said. Jenny sat down rather awkwardly andPaul sat beside her.I got us some drinks and then gave them a quick history of mycross dressing and then listened to their story.As I had suspected Jenny had instigated Paul dressing up. She had gone to a girls boarding school and had had a lesbianrelationship with a girl, Sophie, while she was there. When theystarted dating boys their relationship took second place but theystill enjoyed each other company both socially and sexually. One day she and Sophie were in bed together in their shareddormitory during a free period. "We had not undressed and werekissing and had our hands in each others knickers when the headmistress caught us. When Miss Walburton came in she had on atight long black dress and she went ballistic. She bent Sophieover her knee, lifted her skirt and smacked her bottom. This wasbefore corporal punishment.
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