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You are wasted as a man.’‘OK Doctor.’‘So when we meet again, you will wear women’s underwear, stockings and boots. You can wear these under your men’s clothes but that is what I require. Now let’s look at this obstruction.’Richard’s cold finger penetrated my anus. He was gentle but then started corkscrewing his finger until it penetrated knuckle deep. He removed it and lubricated all of his fingers. Two went back in and this time he was rough. I yelped and he reported that he’d located the blockage.‘I’m going to insert an inflatable dildo,’ he advised. ‘I need to see in there.’Richard returned with a surgical tray on which was a speculum. He inserted this into my arse and expanded my hole. He then filmed it and transmitted it by Bluetooth onto a screen opposite the bed, all the time providing a running commentary. In went the dildo and then the pumping started. I felt my arse getting a gentle stretch and then it grew more until pain replaced pleasure. I wanted to piss and shit but. He obviously remembered how tight money had been several years ago and the struggles. He was actually making her feel better. And her crying stopped.“But this is not the proper way,” she said. His hand continued to rub her back and shoulder. She grabbed his hand with hers and pulled it around her as she turned to face him. “As for you ... that’s okay as well.”Steve dropped his head and could not look her in the face. She kept her hand on his and used her other hand to lift his chin up. She looked him in the eyes.“It’s okay,” she told him. “It’s normal. You know Freud?? He’s not a fraud.” She immediately realized how stupid that was, and rolled her eyes as she chuckled.Steve smiled in return, “but...” He didn’t know what else to say at this point. He smiled at her stupid joke. But then his smile went away as he looked closely at her face.The silence lasted for what seemed forever. The two of them were now staring in each other’s eyes. Her hand was still slightly touching his chin..
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