The first time I had sex I was quite nervous because I am circumcised which is not that common in England. I was cut as a baby because I suffered with phimosis (a tightness of the foreskin), and as a child I was always happy about it as I always felt my cock looked tidier than those of my school friends. As I got older and discovered porn, it seemed that all pornstars had a cock like mine, so I felt good about the way mine looked. My fears about my first time were unfounded because my girlfriend “S” had obviously been looking at porn too.

The week before my eighteenth birthday, 'S' (aged seventeen) stayed at my house, sleeping on the living room sofa. Although my parents weren’t at all prudish, they were not yet ready to accept that their son might have had a sex life, so I slept in my own bed. Of course we had planned a midnight visit, which was going well until my mother walked into the room. She didn’t speak to me for three days.

After that, we made sure we were away from the house for our naughty activities, sometimes sleeping over at a friend’s house with his girlfriend, with four of us all in one bedroom. His parents did not suspect that we would get up to no good, so they were happy with the arrangement. Although there was never any swapping, we weren’t shy about getting down and dirty with another couple in the room; lights off of course. It was on one of these sleepovers that S and I first tried anal sex. We took it very slowly with plenty of spit for lube, and 'S' was able to take me all the way in without too much trouble. As she said afterwards, “What’s going in is no wider than what normally comes out”.

Having anal sex for the first time without any trauma was very lucky I guess. Although her anus was tighter than her pussy, the tightness was focussed at the base of my cock, not the head, so the feeling of fucking her arse was completely different to vaginal penetration. Although I do enjoy anal fucking, I still like to finish in the cunt, where the friction is more intense on the head of the cock.

'S' was quite adventurous and we experimented with a little bondage and role play occasionally, but mainly we just fucked. I regret not taking our subDom activities a little further with her because I think we would both have enjoyed it. 'S' would occasionally wear a cat collar when we went to the pub, bought from the local pet shop (there were no sex shops in Bromley to get real bondage gear), and it certainly raised a few eyebrows. That sort of thing didn’t happen openly in 1970s suburbs.

To be continued...