I drew a sharp breath and felt my body tense itself, for this was the very first time in my life that anything had ever been pushed through my anal sp...incter. But there was no pain and I simply felt the softness of the lube gel flowing into my rectum and so I relaxed.Craig then pulled on a condom and lubed himself up. He may have said that he was smaller than me, but when it came to the crunch he nevertheless sported an eight-inch fuck-stick with which he proposed to take my virginity. And I. We'll go down to the local pub, you dressed in jeans and boots to cover the shiny satin and sheer stockings you're wearing underneath. I'm sure you'll be nervous, but hopefully you'll be excited. You'll just have to try and hide it. There are booths there, and I'll get you sit with your back to the room. I'll be next to you and she can slide in opposite. Without saying a word her first task is to lift and her short skirt, slide off her red satin knickers and pass them to you. So the first. "Hi," I smiled, refilling the kettle. "I'm about to have another one, if you want one?" "Oh thanks, that would be great," she replied and held out her hand. "I'm Claire." I took her hand and shook it, hoping she wouldn't notice I was almost shaking myself with nervous anticipation of talking to her, now up close and realizing just how attractive she was. "Dan," I stammered.Nervously I pulled down two cups, almost dropping them, and as the kettle boiled we made some small talk about work and the. I was a little sissy and had been caught cross dressing. I was so ashamed. “You know Peter, when I met you; one of the reasons why I liked you was because you were such a sensitive man. A good listener, and had a very feminine side. I still love that about you very much. I have known about your desire to dress in woman’s clothes almost since the beginning. I was waiting for you to ask me to help you. But you never did. So, I had to resort to hiding and spying on you. This is not the first time.
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