JollyJohnnyP's blog post - My Friend Fiona - a true gay TV story

A few years ago Fiona, a transvestite I met at a TV club, and I, also a TV, became friends. Every few weeks he would come round straight after work with his feminine things in a holdall and change into his femme self at my house. Initially it was just in preparation for a night out together at a TV club but one evening he mentioned that he'd brought with him a video of him using a dildo up his bottom and would I like to see it. I said "Yes", and he put the cassette into the VCR. As we watched him I asked if he'd ever had a real penis up his arse to which he replied "No" so I asked him if he'd like to try one, i.e. mine.

He replied that he would and very soon we'd stopped the video and I had pulled my panties down and put a condom on my now rigid cock. By this time he was bending over and pulling down his panties so there I was with an expectant virgin arse awaiting its first penis and my cock stiff and ready for action. I used plenty of lubricant on both my cock and in his arse before I moved my cock into contact with his rosette and gently pushed. It was a wonderful feeling as I felt his anus give way and I slid inside. Many minutes of rhythmic partial withdrawal and reinsertion up to the hilt followed before I could no longer hold back and I came in huge spurts deep inside Fiona's arse.

I then asked him if he'd return the favour. He was as keen as I was and after a while to recover, he sat down with his big stiffy vertical and I positioned myself above him and lowered myself until I felt the tip of his cock in contact with my arse hole. I then moved around a little to get his cock aligned with the centre of my arse and then slowly lowered myself onto his weapon. I love the feeling as my anus finally yields to a nice stiff intruder, especially if that intruder is a friend's hard cock. I rode him for a while before suggesting that we change position. Still keeping his penis inside my arse we manoeuvred ourselves until I was kneeling on a chair and he was standing behind me. Now it was time for him to do the work and I kept still as he gave me a really good fucking, eventually coming inside me as he buried his shaft to the hilt deep in my rectum.

We had many happy similar evenings but his circumstances changed and although we still see each other occasionally, the intimate evenings are now just happy memories.