The first time I tried anything remotely anal, I was actually washing myself in the shower, half drunk. My wife and I were on holiday and I wanted to try and freshen up because she wanted to go out for a meal. We'd both been drinking at the beach but I'd one too many, and I'd gotten sand right up the crack of my arse.
Trying to wash, then scoop out the sand I pushed some slightly into my arse. It itched like crazy, so I put a clean finger up my hole and wiggled it a little to remove the sand. The thing was I really enjoyed the feeling it gave me. Knowing my wife was lay on the bed. I took my finger out, smothered two fingers with soap and inserted them into my arse. It was such an amazing feeling, I began to gently fuck myself. My cock became erect and before I knew it, I was having such a strong orgasm. And that was without touching my cock.
Back at home after the holiday, I thought about what I'd done and decided one afternoon when my wife had gone shopping with her sister, to try it again. I had the same affect only I wanted to feel something deeper inside me. Steeping out of the shower I got hold of my wife's hair brush and used the handle to fuck myself. Once again my cock became ultra hard and with a slow but deep rhythm, I made myself cum, with the cum flying all over the shower screen.
The following week driving my work van, I passed a sex shop in the town I was working in. I knew no one knew me there, so parking up I walked back, entered the shop and browsed the dildo section. Five minutes later I walked out of the place with an eight inch suction cup dildo.
I couldn't wait for my wife to go over to our neighbours that evening, and as soon as she left, I got the dildo from where I'd hidden it, turned the bath shower on and stood under the flowing water. Using my wife's hair conditioner, I lubed up my rear, put the head of the dildo to my arsehole and slowly pushed it in.
Other than "Fucking awesome" there are no real ways of telling you just how good it felt to have all eight inches sliding in and out of my arsehole. I then had an idea. Sticking the suction cup to the tiled wall, I backed onto the dildo and fucked myself that way. Pushing off the shower screen, I gave myself a fantastic fucking and had my cock aching to cum. But trying to prolong the fucking, I held off each time I was ready to cum. seeing the roll on the side of the bath would take the suction cup, I stopped fucking myself and placed the dildo bolt upright. Leaving one leg inside the bath and one on the floor, I lowered myself and let the head of the dildo penetrate me so deeply I felt it enter my stomach.
If I thought I'd had amazing orgasms before from fucking my arsehole, then having myself fuck the dildo as I bounced up and down on it, was simply earth shatteringly good. The orgasm was so strong, I very nearly collapsed on the floor.
It became my mission each time then to discover new ways to fuck my own arse and to make myself cum from being fucked. Each time I got more into being fucked, I wanted to feel a larger dildo fuck me, or that's what I thought until last month, when I met a guy on a online gay/bisexual meeting site. He told me the real thing was much much much better.
I've not as yet tried to have sex with another man, but I have been chatting to four older men who have seen my profile online and are as they say, keen to fuck me. I sent each of them some naked pictures of myself without showing my face. In one of the pictures I sent them, I'm using my dildo on our bed to fuck myself and my cock was just about to let go.
Each of the men have expressed their desire to fuck me, but only one of them has sent me back naked pictures of himself and his really large cock. That's why even right now I'm contemplating whether or not to meet up with him as he's suggested, at a nearby seedy hotel and have sex with him.
If you've ever been in my situation or close to what I'm now considering, I'd like to hear back from you to gauge my next move. So please get in touch via this site and I'll see where I go from here.