A true story relating to my introduction to gay sex. How I managed to be in the situation is another story. However here I was with the manager (Roy) of a hotel in Earls Court listening to his telephone call. He was discussing a forthcoming party that was going to be held at the weekend. By the comments it was going to be quite an affair with sex for starters, main course and sweet. What made my ears prick up was the discussion about the boys who would be coming as girls. Having hung up he came and sat besideme and smiling he commented that I may have heard a strange conversation. I nodded and smiled back. Silence. And then taking courage I looked him in the eyes and made the comment that I enjoyed cross-dressing. He looked at me and I could see that I had aroused interest. He asked how long I had been cross-dressing and I explained that since an early age I had enjoyed wearing both my sisters and mothers clothes (pretty lingerie, dresses and skirts). He nodded and gently playing his hand on the inside of my thigh asked whether I had ever been with a man. I answered that I hadn’t but had thought many times about such an experience. He disappeared and a short while later invited me to go upstairs to the bedroom. He suggested that if I was willing he wanted to take me to bed. And then invited me to perhaps have a wash and change in the en suite bathroom. I felt both my heart racing and my penis stir with anticipation. Into the bathroom and on a hanger was a blue very pretty blue double nylon nightie with a scalloped embroidered neckline. I quickly undressed and let it lightly cascade over my body. It felt wonderful. The top had been take off a tube of k-gel lubricant. The intention was clear: placing a substantial amount of gel on my fingers I rubbed it between my legs. I pulled on the matching pair of panties. Out of the bathroom the room was now in darkness. I heard Roy’s voice “I see you found my little treat”. He came to me and his hand gently caressed my breasts. His mouth pressed against mine and as his tongue slipped between my lips I felt him pressing himself against me. I could feel his cock. And as it gently played against mine I could feel myself getting wet. His hand fell to the hem of the nightie and he played his fingers across my nylon clad bottom. Kissing me he led me to the bed and placed a cushion under my bottom as he lay me down. I felt his fingers and my knickers were pulled away. He unbuckled his belt and his zip was down. I could see a 9 inch erect penis wet with pre-cum. “As with all little girls the first time will be painful. Just try to relax and enjoy me”. A finger was working into me. I could feel the wetness of lubricant. Two fingers were now stretching me. He pushed my legs apart and I felt his body and the helmet of his penis against my hole. I felt him pushing and I cried out with pain as he penetrated me. He held me down and began slowly fucking me. The pain became less but it still hurt. He was clearly enjoying having me. His penis went deeper and I could feel his balls. His fucking became more urgent. I felt his penis inside me swell, thrust and then suddenly relax. He kissed me and pulled away. “So my little girl is no longer a virgin”. I felt this cum trickle down my thigh. I excused myself went to the bathroom and cleaned myself. My feelings were mixed disgust with myself to have allowed this to happen but pleasure as having experienced something I had always longed for. He was at the door smiling. “To bed and make sure you keep your knickers and nightie on”. I slipped between the sheets and was soon joined by my lover. We faced each other and he kissed me his tongue playing with mine. I once again felt his penis against my panties. My hand moved down and I caressed him. Nine inches of muscle. I let my hand slip back and forth. He swelled. And I moved down and placed his helmet in my mouth My tongue played back and forth and I tasted his pre-cum. His fingers were again inside my panties his middle finger exploring me. He pulled his penis away. “My darling turn onto your tummy” he said. He place a pillow underneath my pelvis and he removed the panties and I felt him on top. His penis again pressed against my hole and he entered me. A little easier this time. He quickly got into his rhythm. He pushed my legs wider. He thrust more deeply into me and I felt his balls against my bottom. As before I felt his penis swell, he thrust deeper still, grunted and relaxed. He withdrew and asked me to “Stay there”. Moments later he was back in bed and he inserted a dildo into me. Applying more gel he worked it back and forth. “On Saturday you will come to the party” he said. “I know that you will be of great interest to a number of my friends. Having lost your virginity I am going to fully open you up and make sure you can properly enjoy yourself”. TO BE CONTINUED.