Hi everyone:
Many men seem to be fascinated with receiving anal sex using a strap-on dildo. Evan brought this idea up with me early on in our relationship many years ago, and I was happy to oblige him. I very much enjoy putting on a dildo and "pegging" Evan, as the practice is more commonly known.
(see http://en.wikipedia.org/wiki/Pegging_(sexual_practice) )
When I peg Evan, it is not as a punishment for anything: it's just a sexual act between us, that emphasizes my dominance and his submission. I don't think it's so different from a man having anal sex with a woman: receiving anal sex is a pleasurable submissive experience for a woman, and a pleasurable dominant experience for a man. (Evan has never performed anal sex on me: I am not against receiving anal sex in principle, but (1) Evan's penis is much too thick for my anus (I am never having that in my bottom); and (2) I prefer the dominant role in our relationship.)
When Evan first brought up the idea of getting pegged, he was a bit tentative and shy about it. But over the years, he learned not to hold in his interests and desires, and to share them with me openly. I really liked the idea of pegging Evan, because I like to sexually dominate him, and have him in positions that make him feel submissive and vulnerable.
When I want to peg Evan - probably once every month or two - I will have him give himself an enema to clean himself out, so that there is no mess during the pegging. Enemas are generally thought to be healthy for the colon. The enema I have him perform consists simply of warm water with a few drops of vinegar. He takes a large-ish enema bag full of water (perhaps 2/3 or more of a normal enema bag from the pharmacy) while kneeling in the tub, and holds it in for 5-10 minutes, depending on my whim. I will often massage his back and talk to him while the water is going in. He is very quiet and submissive at this time, as he is concentrating hard on holding the water. When all the water is in, I will leave him for his timed waiting period. When he has held the water long enough, he will release it, which can take him a while. 30-60 minutes later he is ready to be pegged.
When we are ready to start, I have him kneel on our bed, with his bottom in the air. The strap-on dildo that I use most is not a strap-on at all: it is a "feel-doe", which inserts into my pussy (see the picture below).
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This is an expensive toy from http://www.feeldoe.com/, but I think it is worth it for us. I like how it feels in me, as well as in him. According to the feeldoe people, the dildo that we have (the red one above) is 6 3/4" long and 1 5/8" thick. It is therefore very similar to Evan's penis in length and thickness, although Evan is a bit thicker. I tell him that he should be willing to take a penis of the same size as he gives out, which seems fair to me.
I insert the red bulb in my pussy, and then put some lube on Evan's anus, for him to receive the red penis. It takes a couple of minutes to get his anus to relax enough to receive this thick penis. He experiences the classic responses to anal sex: tightness from initial penetration. Eventually, I will get the head in, and slowly I will start to fuck him in his bottom. He says that the experience is overwhelming. He gets no orgasm from this: just a fullness and an overwhelming out-of-control submission feeling. I enjoy having him at my mercy, begging me to go slow. As in spanking, I like pushing him to his limits, as long as he is in no sharp pain here.
I will generally start to pick up the pace, until I go for a minute or two straight, with long deep strokes, all the way in, all the way out. In these sessions I generally like to make Evan moan out of control as much as possible. This goes on for a few minutes, then I will pull out, and I will have Evan lick me to orgasm. (I can't come from a dildo in my pussy: I need clitoral stimulation, and although the feeldoe feels good, I can't come from it.)
That's about all I have to say about pegging. As I said above, pegging is not really part of our spanking domestic-discipline arrangement. It's just a little submissive sex present for Evan every couple of months.
Here's a picture of Evan on the bench, getting ready for a spanking. I have never pegged him on the bench, because pegging and the bench don't quite go together for me, at least not yet. But this is roughly the view of Evan that I have before I start pegging him. (I have no photos of my pegging Evan.)
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I look forward to your comments. Talk to you more soon,
D.