On All Fours
The first thing I ever saw of E was his toned, pale ass. As instructed, he was on all fours facing the window and my favorite champagne was chilling on the table. Isobel (a kinky acquaintance) and I changed from street clothes to gloves and corsetry, et cetera before sitting down to observe our slave-for-the-evening. Neither of us had met him before but he came with trusted references and an impressive openness to experimentation. Fresh out of a bad marriage, he could have bought a motor cycle or grown his hair long but instead put his hand up for an ass-fucking by two unknowns. We didn’t let on but we were impressed–he’d followed our instructions exactly. He’d gotten a hotel room at the requested establishment, acquired a specific vintage of Laurent Perrier and Marcolini chocolate, and was ready and waiting when we arrived. He’d told us that this was going to be his first experience as a submissive and requested that we be gentle, especially with any strap-on activity.
One of the purposes of the evening was for me to try out a strap-on. Isobel had done it many times and when we came up with the idea of playing together, I said I wanted to learn. It was a personal play date and a chance to do whatever I wanted. Still, I’m always cautious about other people’s boundaries/limits, while Isobel couldn’t care less. She openly admitted that if someone doesn’t please her or do what she likes, she just gets rid of them. Her approach to domination is more like annihilation–if you’re a slave you have no boundaries or limits, that’s why you’re a slave. Philosophically, she has a point and the truth is that our prior communications with E didn’t delude him into thinking that we’d be gentle or considerate. Still, I feared for E’s ass on his behalf and decided to be a little bit of a buffer by fucking him first. It was interesting, not really erotic but clearly a powerful act. I didn’t push it too far and E seemed ok, although he wanted a cigarette pretty desperately afterward. Then I sat back with a drink to watch the other two. Isobel’s strap on was quite a bit larger than mine. She took a hold of the collar around E’s neck before inching in from behind, while he gasped for air out of nervousness. It wasn’t funny but it was. A few minutes later he let out a really loud scream and I could tell that it wasn’t from pleasure. There was some commotion and he ran to the bathroom in a panic. Although anal play can hurt if not done carefully, it’s rarely physically dangerous. I told him he’d be ok and he said he was fine but that he didn’t think ass fucking was for him. Glad he tried it though.
Tags: ass fucking, dominatrix, slave, submissive






February 6th, 2010 at 1:23 am
Oh snap, Suzannah! A woman of my own heart!
Not long ago, I had an ongoing client of mine who wanted us to explore strap-on play. We’d discussed every detail of our engagement, initially. He has submissive tendencies, (he’s not a complete sub) but with proper grooming he’s getting there. He loves being in his strait jacket which he’d purchased. I strapped him in his jacket, and afterward fucked his tiny ass. He, too, couldn’t take the hurt from being fucked in the ass, and sadly it wasn’t a strap-on; it was an anal plug that I’d purchased prior. Even though we didn’t get to explore the depths of our anal play-date, I loved the fact that he allowed us to explore the unknown togother.
Oh how I wish more men would participate in this wild adventure and explore their submissive desires.
I’ve enjoyed quite a few of strap-on sessions in my lifetime; even with females. Have you?
February 6th, 2010 at 6:38 pm
…I’ve heard that strap-on play is particularly popular in dungeons and with many independent pro-doms and suspect that people who seek kinky play are inclined to go that route, rather than see an escort. I personally would like to bridge the gap between kink and companionship, I see a niche for high-end fetish play going unfulfilled. E was the first guy I’ve ass-fucked (although he was not a client) and have done some basic anal training personally. On the receiving end, I’m still undecided as to how much I like it and tend to keep experimentation to people I trust and have known for a while. Would definitely like to try some girl action though!
February 7th, 2010 at 11:50 am
This is a topic I’ve been thinking about a lot lately– I’ve been doing anal play (on both ends of the dildo or buttplug) for about three years and am now getting an adventurous but nervous young woman started on her anal training program, so we’ve been talking about it a lot. The two main worries that people have are pain (of course) and making a mess. I actually think the second is a bigger fear with most people –myself very much included–than the first. There are a bunch of things that can be done to deal with the mess issue, and although it can never be entirely eliminated, it can generally be managed to make the event pretty tidy.
I don’t find enemas (wet or dry) erotic in themselves, but a clean asshole leads to confidence and a calmer attitude by the receptive partner, both of which lead to relaxed muscles and easy breathing–so I actually think there is a direct link between preparation and minimizing, or even eliminating, physical discomfort. In the event you recounted, I suspect that aside from the pain, E bolted off to the bathroom because he was worried that he’d made a mess. And for most of us, even pervs, that is not hot.
The potential discomfort can be minimized–it requires patience, LOTS of lube, a bit of body knowledge, and a few different plugs or dildos of graduated thickness and length, but it can be done. And I think it is worth it too– I imagine that E, like many people whose first anal go was not good because perhaps overly aggressive, will forever be skittish about receptive anal play, and that’s really too bad. It’s pretty fun, and there is a great sense of pride and (ahem) fulfillment in being able to number oneself and one’s protegee among the legion of happy anal sluts.
Cheers, Suzannah, and congrats on an ever-better blog.
February 7th, 2010 at 5:05 pm
Agreed–proper preparation is essential in anal play, as with many forms of kink. As an end note to the story, E was thankfully aware enough to realize that one bad experience doesn’t define all experiences. Ultimately, he didn’t make a big deal of it and said he was glad he tried it.