Losing Anal Virginity
Engaging in anal retention as a child was a preview, I guess, of equating my anus/rectum with satisfaction. Then came discovery of jacking off and having orgasms as a young teenager. Much later, as a married man in my early 20s, there would be those times when, for whatever reason, my wife was unavailable for sex. Being hornier than hell, I began thinking of the alternatives and options available for solo sex. My wife and I had tried anal intercourse before... I wondered what it would feel like to be on the receiving end.
I believe that I lost my anal virginity to a banana that had been lubed with cooking oil--I managed to get it in and get off, but that sucker was too damn big! Not so big that I gave up on solo ass fucking as a way to enhance my jacking off, however. Since then (I'm 42 now), I have tried hot dogs (fresh and frozen), a razor blade handle (too rough), my fingers (too short), a wooden back massage roller, and most recently, and very satisfactorily, various dildoes and vibrators.
When I have the time and the privacy, I compile a pillow, two long towels, a hand towel, a dildo (8 inches long, 1 3/4 inches diameter, and a tube of k-y. A towel goes on the floor, the pillow on the towel, and the second towel goes on the pillow. Now for the fun part. A dab of k-y goes on my penis, a liberal amount of k-y goes on the dildo and in my anus, then I straddle the pillow, lift up my ass, position the dildo at my hole, and I gently and slowly ease my ass down onto the silicon cock. As the invader enters my rectum, I ease off, then I sink down to begin a gentle up-down motion, while I start jacking my lubed penis into my hand at the same time. By the time I'm ready to come, I have the full 8 inches of dildo up my ass and I' m ready to squirt into the hand towel. Damn, it feels good.
My wife has fucked me once while wearing a harness and dildo. She didn't seem too impressed by the experience, but I would certainly like to try it again.
My congratulations to everyone involved (organizers and contributors) with this on-line masturbation chronicle. Have fun! --Ray