A First During Anal Play

I've played and tried fun masturbation activities over the years.  I don't have a strong urge for anal sex but do like some anal self exploration.  I have always cleaned myself before any play and start with a finger and some lube to get things going.  Lots of lube makes anal fun better.  I'll use one and two fingers and have gotten part of three on occasion.  My wife is not aware I do this.  She has no interest in anal and would not be interested in me playing with myself like this.  We do still have sex when the mood hits us and we have a few dildos and vibrators.The dildos we've had over the years have been too big for me to try but she ordered one a while ago which was a bit smaller and slimmer than the usual size.  It looked like a real cock with some veins and a cock head that was close to my own average size cock.

One day I had the house to myself and did my usual routine of showering and then looking at some porn on-line.  I went to our bedroom and got some lube and the new dildo.  I lubed my hole and fingered myself as I had done in the shower.  I wanted to see if the new dildo might be able to go in farther than I had done before.

I lay on the bed and started to push it in. It was feeling good and I wanted to give it a good effort as long as it didn't hurt. After a while I had an idea I wanted to try. I got up and at the corner of the bed, I stood the dildo on its end (it had no suction cup) on the corner of the bed. I turned around backward and as I held it up I lowered myself down on it. It felt good to feel the cockhead at my slippery man pussy. I spread my legs so I could lower myself on it and this held it in place.

I was enjoying the feeling of it sliding and opening up my slippery hole. I had learned to push as if I was going to the toilet as this helps open you up. I had good control as the dildo stayed where I wanted it and I could control how much I pushed down on it. I could feel the cockhead stretch me open more a little at a time. It felt good with no pain. I pushed down more and more and then felt something different. I felt the crown of the cockhead slip inside me as my lubed hole accepted the cockhead. A first for me. I had the dildo inside me.

I started sliding it a little at a time. I pulled it out and put more lube on it. I was ready now. I kind of sat back down and it slid inside me like before. I gently pushed it in deeper and then started fucking my ass with it. I was thrilled to have a cock in me. It had been such a thrill when the head and crown had finely gone past the entrance of my ass. I pretended to fuck myself and before long, I took it out because I don't like to cum with it in me. I jerked my cock with thrilling fantasies of maybe someday trying something for real.