1980Claire

I met my BF when I was at university and I was living with a flatmate. I invited my BF round often and we had a great sex life. One night he asked me if I had ever had sex with my female flatmate just to try it out and it was then I realized I hadn't told my BF that Ashleigh was actually a transexual. I decided not to spoil the illusion and just said I had never looked at her that way ever. I told Ashleigh about it the next afternoon and she was in stitches. She then flirted with my BF at every meeting and was really suggestive around him and dressed super slutty when he was coming over. I was a little annoyed at first but then found myself getting more and more turned on at the thought of him sucking Ashleigh's dick at my command and watching her screw him senseless taking his anal virginity. A few months went by and we were all sitting around the house and one of Ashleigh's equally as passable transgender friends was over and was already in on the joke. We had a few drinks and I told BF I wanted him right now for an all in anything goes session and I wasn't taking no for an answer. We took him to my room and after the other 2 "Girls" stripped him and licked and sucked almost his whole body they tied him to the bed face down on top of me in the missionary position. He was so turned on he blew inside me immediately. Ashleigh and her friend licked and kissed his back and ass and kissed his lips till he was again hard and pumping away at me. Ashleigh then slid herself over his back and started licking his ear and told him what she was about to do to him as her friend dropped her own panties to reveal a rather large and hard cock right in front of our faces. BF looked at me and had his lips clamped firmly shut as the cock pressed against his lips and I was begging him to suck it for me. Suddenly I felt him pressing deeper into me and his eyes widened and I realized he was moving as far away from Ashleigh's cock as possible that was now pressing at his back door. I could almost hear the pop as the head of Ashleigh's dick went in and my BF's eyes rolled back in his head. His mouth dropped open as he took a deep gasping breath and bingo the second cock was in his mouth now. He remained wide eyed and tried to protest and turn his head away for a few minutes till I could feel the steady rhythm that Ashleigh was now keeping as she thrust in and out of his ass. He still looked a bit pained but I could see he was starting to trance out and enjoy it. I was suddenly aware that his mouth was moving and realized it must have been circling and tasting every inch of that cock in his mouth because Ashleigh's friend was panting and rubbing his head telling him what a good boy he was. I suddenly erupted into orgasm after orgasm watching his face and feeling his cock work in and out of me knowing it was the movement from having his ass pumped by my Trans flat mate. A moment later Ashleigh leaned down and started whispering in his ear how she was going to fill his ass with her cum and then he would always be her slut. I could tell this turned him on more so I started telling him he had to swallow the other load that was about to be deposited in his mouth as well and if he spilled any on my face he would have to lick it off as well as clean the cock that had just cum in his ass. Within seconds all three of them were straining and grunting and while my BF and Ashleigh both came at the same time, the cock in his mouth erupted a few seconds later and he swallowed every last drop. After we all got off each other and released my BF I noticed Ashleigh was still quite hard and she admitted she had taken a viagra and wasn't sure how she was going to get it to go down. I told her to lay down on the bed and told her BF would ride her until it was properly taken care of. He obeyed and did as I asked while us three girls rubbed his whole body and teased him about what a nasty little slut he was. To my absolute amazement they both took ages to work back up to a full orgasm but suddenly my BF was face down on Ashleigh after sitting and rifing for about 40 mins. They were both panting deeply and BF forced Ashleigh's hands over her head and started kissing her deeply and grinding his ass down against her like there was no tomorrow. I was fingering myself madly on the edge of the bed and fell off as the both came and I could see and hear the release happen for both of them. Ashleigh said it was the biggest male orgasm she ever had when using her penis and my BF didn't even blow a load but later described a full body experience that sounded like a female orgasm to me even though he wont admit that's what it was. Then they collapsed into each others arms just giggling and kissing each other on the lips while Ash was still deep inside him but slowly shrinking back to flaccid. It was that moment I realized that I had lost my BF forever but we all had tons more sexual hookups after that only it ended up me joining in with Ashleigh and her BF as he now was. I didn't mind because I was planning on moving up North when uni was done. I got to be a Bridesmaid at their wedding recently and it was awesome. We had a fun night before the wedding too and I just know they are happy and meant to be together.