Had this happened before my “encounter with Jon” I would have been upset – but now I understood the gentleness of gay sex – and then she woke up properly and started to cry After some chatting and a nice “ half understood” conversation I discovered this was her 2nd week “on the job” as a Ladyboy and she was very frightened and afraid. She had no confidence being naked and was upset. So kissed her and held her, she tried to put her knickers on but I said no, I liked her naked and she calmed. We were all in our thirties at the time and had arranged the fuck at Ricky's house one Saturday evening.Ricky had asked me to stay downstairs and that he would call me up once him and his wife were in the throes of the fuck.Of course I was very excited sitting in his lounge wondering what they were up to upstairs and the thought of joining them had my cock rock hard."You can come up now mate" said Ricky, shouting from the bedroom.I crept up the stairs, my hard on painfully present and I opened. I worked myself so the head of my cock was at the entrance of the anus. "Now Jane are you sure you want to have this experience? If you want me to stop just say stop and I will withdraw. It might be sore since you are a virgin in the anal department. So just like Loosing your virginity of your cunt was painful this might be also. Like your virgina once you have a cock in it you will love it.I gently pressed my cock to her hole. At first it wouldnt go in, so I had to tell Jane "You are too tight. She was facing me and had her hands on her knees. I watched her face as she allowed her new friend to play in her wet pussy. She would close her eyes and her mouth never completely closed everytime I could tell she was coming. After what seemed like a long time she stood up and asked Danny if his cock was hard. He pulled his swim trunks down and out popped a rock hard dick at least eight inches long and as thick as my wife's wrist. She pushed him back into his seat and in a split second she was.
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