My girlfriend of the time and I got onto the subject of anal sex. She said she would make me the same offer she had made to all her boyfriends. If I was prepared to receive the same treatment from a strap-on I was welcome. From the look on her face I think I was the first to accept.
In those days it wasn’t as easy to find a dildo as it would be today, but we eventually found a sleazy sex shop with a selection and she kept picking out monster arse stretchers. In the end I put my foot down and we settled for one about the same size as my own cock. What she never found out was that for the next few days I gently introduced to my arse when I was masturbating until I was satisfied that I could take it without making a fool of myself.
So we finally arrived at the day when we were going to indulge in mutual arse fucking, a day half of which I had dreamed of. After we had had few drinks and where in the mood she said things weren’t going to be as straight forward as I was expecting. In next to no time I found myself blindfold and handcuffed. Then I was lead into the kitchen and tied spread-eagled over the table with my bottom wide and exposed.
“I’m not going to give you the chance to wriggle out of this!” she said.
She then proceeded to get me ready by massaging my balls and cock and finger fucking my arse. I still remember the pre-cum pouring out like it never had before. Was I glad that I had practised because she didn’t seem to understand that you ease it in gently and slammed it in right up to the hilt. After I got over the initial pain I quite enjoyed the sensation, which is completely different when somebody else is in control compared to doing it yourself. I don’t know what women feel when having anal sex, but speaking as a bloke, it is a totally different feel to normal sex. The whole of your pelvic region takes on a sexual glow and the centre of interest is spread out instead of being concentrated in your cock.
As suddenly as it started it ended, or so I thought. The dildo had been withdrawn, leaving the burning sensation as the sphincter closed, when it came back. But it felt different, it wasn’t so hard and it was bigger. It took a few moments for me to realise that the dildo had been replaced with a real cock. I have to say it was a much more pleasurable experience, it was much more forgiving and seemed to fit better. I was sure it was swelling up as we went along and then he suddenly let fly with what felt like a gallon of cum going deep inside me. It was such a powerful sensation I nearly came.
I was soon left like the proverbial slut, tied to the table with cum dripping down my leg. I was still rock hard and unsatisfied. After what seemed an age I heard footsteps and I thought I was going to be released, but, No. My head was lifted and it didn’t need to be a genius to realise I was going to get the cock in the other end. It started of with my mouth being fucked, but he realised it was more fun to hold back a bit and let me do the work. In fact, I quite impressed myself, I remember thinking I would enjoy this sucking. I knew how to suck, lick round the head and concentrate on that little sensitive spot, the frenum. I had often asked what it felt like to have a cock in the mouth and been told it was difficult to describe and I had to agree. I enjoyed the feel immensely, it filled my mouth, it was hard and soft at the same time. I was just wondering what I was going to do when he came when it happened almost without warning. It just hit the back of my mouth at the point that makes you swallow instinctively, so it was there and gone. As he spurted again I swallowed again and again. It was only after he had withdrawn I realised that my cock was so hard it felt like it wanted to split out of its skin.
Suddenly it was all over and I was left alone and trussed up again. Then, at last, there was a mouth round my cock. It was such a relief that I came almost instantly and I think I almost drowned her I came so much. It didn’t spurt, it just flowed, what a wonderful feeling. Then I was untied. I found that the owner of the cock had left and I have never found out who it was.
“How did you like that?” she said. Well, the answers were. Anal sex? It was nice to know what it felt like and that I could do it, but I wouldn’t choose to do it again. Sucking another man, yes I would do that again. The only problem is cocks only come on men and I‘m not attracted to them, so I’d have to keep my eyes tight shut!
Oh yes! You can bet your boots that she was tied to the table a few days later and we had the return match. Funny thing was from then until we split a few months later there was no suggestion of bondage again, much to my relief.