A is for Anal

So, anal sex. When we got together, both Daddy and I skirted the issue nervously and left it alone for the most part. I had tried it before, a couple of times, but always with little pleasure and more than a little pain. Never more than a fingertip had entered my body, and even then it was just Not Good. Orgasms for me are almost purely mental and if I can't talk myself into arousal (or if my partner doesn't talk to me while fucking me) it just isn't going to happen, and I couldn't coax myself through the pain to any kind of significant pleasure. So I stopped, somewhat regretting that I couldn't just DO IT -- I mean, it looks fun. I like the idea; the thought of having a second orifice available for penetration turns me on greatly. Just, in practice, it didn't work.

On the other hand, I have been the "giver" of anal sex, (oh, I know that is totally not the way to word that but I can't think of a better way to say it right now!) with nearly every partner I have had. I like the way my fingers feel buried in my lover's ass, and I love the intensity of the orgasms that come (heh) afterward. I really enjoy being the penetrative partner, the one to assess the situation and go slowly when it's needed, or faster and harder when it's time. I function very well on that kind of level and it makes me feel extremely connected with my lover. And it makes me feel very...tenderly protective. It's the closest I come to topping, honestly.

As we became more and more comfortable with each other and ourselves when we were in bed together, both Daddy and I gradually admitted that anal was one kind of sex we hadn't been comfortable exploring, but that now we were both curious. In fact, his previous partner had used anal sex as a target of ridicule and made it seem filthy, something of which one ought to be ashamed. (Need I add that they never even tried?) He was even more reluctant to admit his interest because of the mentality that he'd become accustomed to. It took a lot of coaxing on my part to help him understand that I find nothing about him or his body filthy or gross, and never could. Besides, I really do believe that if sex isn't messy, (at least SOMETIMES), then you aren't doing it right!

Earlier this week, I was going down on him, mouth snug against his clit, two fingers working deep inside his cunt, (wet, always so amazingly wet for me), when he asked me to please add his ass to the mix. It pains him to make this kind of request, and I don't actually require that he does it, but since this is such a sensitive issue with him, I am often reluctant to just go for it without knowing it's what he wants. When he made his request my heart swelled with pride for him and, fully aware of the effort it had cost him to ask, I gladly reached for the lube.

It took a little doing, as I was already laying on my stomach between his legs and partially propped up on my elbows, but in a few moments I was able to maneuver my left hand carefully between his cheeks. I stroked there gently, moving my mouth back to his clit and sliding the fingers of my right hand back into his gorgeous cunt. (Side note: I am unbelievably careful about which hand goes where -- I NEVER use fingers on the same hand to stimulate his cunt and his ass at the same time, much less move one hand from his ass to his cunt. I use my left hand for his ass and my right for his cunt, always. I just don't want to transfer any bacteria where it shouldn't go. Totally careful at all times about this.) He was tight -- nervous, I think -- and so I didn't push at all, just gently ran my fingertips over the ridges and valleys of him, feeling the contractions elicited by my fingers in his cunt echo in the twitches of his anus. It was lovely and I was prepared for that to be the extent of our exploration for the evening.

However, I think the sensation of so much stimulation between his legs was what allowed me to accidentally slip one fingertip into his anus after only five minutes or so. He moaned deep in his chest and began to buck against my hands, a huge orgasm washing through his body and shoving my fingers out of both ass and cunt. He is so strong! I hung onto his clit with my mouth, tongue working furiously, and penetrated him again in both holes. Another orgasm, this one complete with his body lifting entirely off the bed and shouts of pleasure that I'm sure were audible to our neighbors. (What do I care? Let 'em be jealous. :)

He begged me to stop then, and I did. His emotional reaction afterward was entirely reasonable; he was shaken by the pleasure he'd felt and still in the throes of "butt-shame" as he calls it. I washed my hands quickly, came back, held him, comforted him, and reminded him that he is beautiful and so his his body.

It's true; his body is perfect to me. It is a source of so much pleasure for both of us, and feeling him come as hard as he did that night satisfies me in a deep, intense way. I love when he lets me hold him, I love to take care of him, and that night brought out my tender, protective side like nothing had before.

He's my Daddy and I love him until the end of time and beyond.

(Soon I will detail my first experience with receiving anal from him. It was...intense.)