When I first established this blog, Daddy and I had intended to write it together. That hasn't happened (obviously!), partly because he's demurely insistent that he isn't a good writer, (though he absolutely is), and partly, I think, because he's come to think of this place as my own, a place where he can see some of what I think about this facet of our life.
Occasionally he'll ask me to write about a specific topic. Sometimes this is a simple request and sometimes it's more of an order. He made one such request some time ago -- a week? two? -- and I've been sitting on it ever since. I think I'm ready to address it now, though.
SO! Anal sex! Here we go.
Anal is something I think I've touched (heh) upon here but I'll review quickly. In the past, I've fucked nearly every biomale I've ever been with in the ass -- usually with my fingers or tongue, but occasionally with an appropriate toy or two. Now, it's not like I went into sex with guys thinking, "Gosh, I'm just waiting for the right moment to stick it in!" or anything, but as far as I'm concerned, there's not a lot I won't at least try if my partner wants it and gets pleasure from it. So by the time Daddy and I got together, I'd had quite a bit of experience as the penetrative partner in anal sex.
Receiving is a totally different story, though. I have always found it nearly intolerably painful. Even a single finger -- even a single SMALL finger -- caused me intense pain, no matter how much lube we threw at the problem. Not only that, but as far as I was concerned, I have a pussy and I'd far rather use that, thanks. But I gamely tried it time and time again, especially since I find the idea of having another orifice available for penetration quite hot.
Now, Daddy's past in terms of anal sex was somewhat similar in that he's fucked bioboys before -- even with a strapon, which is something I've not done -- but not as often, I think, as I have. Receptively he was even less experienced than me, however. His previous long-time partner found the idea disgusting and saw fit to mention that fact frequently and loudly. That contributed to his shame about That Area, to the point where he completely buried his real feelings on the matter. It wasn't until we'd become more comfortable with one another that he was able to admit that it's something he's always been interested in.
So with time I was able to discover that he enjoyed it when I took his clit in my mouth and gently penetrated him with a fingertip. I've worked up to an entire finger once or twice but this is something he can't take for long. We'll get there.
With that discovery came the discovery that he really, really wanted to fuck my ass. I wasn't sure how I felt about this. I was certainly willing to try, with the caveat that it wasn't likely to work, but hey, why not? So we did.
At first it hurt. He was gentle but I found anything other than simple massage to be painful, as I always had. I took to laying him on his back, laying my head on his ribcage and jerking him off or fucking him with one hand while he fingered my ass with the other. It gets him off beautifully and one night....it felt good. It felt REALLY good. It felt so good that I had what I can only assume was an orgasm -- it felt different from any kind of orgasm I've yet had but it felt GREAT and left me shaking so I don't know what else to call it.
I don't know if that night was a fluke, but we took full advantage of it. He flipped me onto my back and slipped a finger back into my ass, handing me a vibrator with the other. I turned it on as he penetrated my cunt with two fingers and roughly located my g-spot (which I love, love, love, oh god I love it so much) and placed it against my clit.
20 moments of bliss followed, my body so strung out with desire and arousal so acute it was nearly painful, and I came harder than I ever have before...so hard, in fact, that I ejaculated. That's a major first to me, and one we've been unable to recreate since (though we haven't done that exact thing since...perhaps that's a theory I'll need to test!) but as Daddy put it, one moment his hand in my cunt was slick and the next it was soaked. I'll report back on that for sure.
We haven't been able to repeat that experience (yet) but I hope to do it again because it was wonderful. Since then, it hasn't been as good and in fact, the other night it was downright painful. It's a difficult feeling to describe, especially since I get off on Daddy hurting me...just...not there. It's not the kind of pain I like at all. That's something we'll need to work on.
So we're making a lot of progress on the anal front. Having him inside me like that was actually quite moving for me, as that is the last of my "traditional" virginity. I often wish that he was the only person I was ever with at all, (though of course that would have its own challenges, I'm sure), so it makes me happy that he has that particular part of my sexual experience all to himself.
There are so many kinds of virginity, though, and in all ways that matter, he has mine. I say it all the time in these posts, but only because it's true: he's made everything new for me. I am the luckiest girl in the world.
Sunday, December 2, 2007
Innocence for Days
Posted by
M. Monkey
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3:06 PM
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Labels: anal, Daddy, first time, hurt, orgasm, pleasure, tears, trans
Friday, August 31, 2007
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.)
Posted by
M. Monkey
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3:51 PM
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Labels: anal, Daddy, first time, pain, pleasure
Monday, August 27, 2007
Butches and femmes and everyone in between
I began this post with the intention of writing about our progress on the fisting front (fisting me, I should specify) and the progress I made last night toward taking Daddy's ass, but this morning I am finding that I need to mull over both a bit longer. They feel too new and too tender, so I shall let them marinate.
Instead, I have been thinking quite a bit about butch/femme identities and how that applies -- or doesn't apply -- to my life. I've always been reluctant to quantify "my type" when asked. I mean, I am attracted less to a specific physical trait than I am to a personality quality; I am mesmerized by charisma. Daddy has it in spades; when he turns his attention to you, you can't help but feel bathed in his interest and approval, a heady combination that draws people to him like moths to an especially bright porchlight. It's an addiction in me now, and when you add his dominant personality to the mix...well, it is the perfect storm for me.
For a while, during the past couple of years, his doctors told him that physical transitioning would be impossible, that his liver couldn't take it and he might die trying. After such crushing news, he tried to move forward with his life, unable to accept that he might always have to be trans but pre-T and pre-surgery. So he tried to re-mold his personality and rebirth himself as the butchest dyke possible. He even managed it for a while -- after all, it wasn't all new to him. That's where he was for at least some of his life as a queer woman. But, of course, it didn't fit him, and he was able to take sufficient steps to achieve a level of health at which he could transition. And now he is and he is so thrilled with it, and so am I.
But that's a bit beside the point: when we are out on the street in our neighborhood we are routinely read as a lesbian couple, sometimes even if he is binding. I, with my shoulder-length hair, curvy figure, and clothing from the "girl" stores at the mall, read as the femme; he, with his mohawk, broad shoulders, over six feet of height, men's clothing, and gorgeously visible tats, is read as the butch.
At first, this bothered me. I thought it would (of course?) bother him, as well. He is from the deep South, where passing as male is less a political statement and more a matter of survival (at least sometimes, even in the year 2007 and beyond), so when he came here, to this queer, queer, queer enclave in this city that I love, and rarely passed, even though he changed NOTHING about his appearance...it was strange. And yet, when we talked about it, it didn't bother him. People seem to be more open to different gender expressions here, and many are so polite that they don't want to assume that he is trans, or step on either of our toes by suggesting that he ISN'T female, so they acknowledge him as a butch lesbian. I may not be able to explain that correctly...the point I'm trying to make is that people try to acknowledge him as butch and yet female, which is, to me, an expression of respect.
And I, of course, am by default the counterpart to his butchness. This does bother me because first of all, not all butches partner with femmes, nor do all femmes partner with butches, but that's not even it. What is it is that I don't identify as femme, no matter what I look like. Yes, I can dress feminine-ly, but I am not comfortable in heels and lipstick. Nor am I comfortable as a butch -- I just don't identify, personally, with either of those roles. But that isn't to say that I don't respect those expressions of gender and sexuality in others because I do. I am very often attracted to butch women, and I am very often intimidated by femme women, (and yet also inexplicably drawn to them). I just am neither one nor the other, as many of us aren't.
Which brings us to the thing that I most wanted to talk about: living in the grey. Daddy and I often talk of this because it's where we both are, always, and it's something that we love about each other. For me, I am neither butch nor femme, (and I know I don't have to be either, but for the purpose of explanation, I'll pretend I do), and at times I express (small) aspects of one or the other or even both at the same time. I love that I don't have to be one or the other for him or for me.
As for Daddy himself, yes, he is trans, and yes, he prefers male pronouns, but he also dwells in the grey area between male and female and is most comfortable there. He doesn't want gender-neutral language applied to him, (and, really, I have a hard time slipping them into conversation anyway -- lack of practice, I know) but he does see himself as genderqueer. I love that about him: I love the man in him and the woman as well and at the end of the day, to me he is my Daddy and that's all I've ever wanted. He's on T and he's going to have top surgery, but never bottom surgery. He loves his cunt, as do I, and wants to keep it. It's not a source of anguish for him, as it can be for many, many other transfolk.
The best thing about being as fluid as we are is that the friction between us is constantly changing. There are days when his male/butch/top energy is waxing and it brings out a very feminine/submissive side of me, but other days that same energy will bring out my own butch/aggressive side and we'll fight, wrestle, attack each other -- in a very good way. But no matter how things evolve between us, we bring out the best in one another.
I may need to return to this later. Hmm.
Posted by
M. Monkey
at
8:24 AM
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Saturday, August 4, 2007
Working out the kinks in our kink
Sometimes, even in the best relationship, things don't work as planned (in bed...and elsewhere, but I specifically mean in bed right now). Last night was one of those nights.
"Little girl, get up on your knees and elbows, RIGHT NOW," he growled at me. I'd been in the fetal position with my knees tucked up underneath me, face down, my arms stretched out over my head. He'd been relentlessly rimming my ass for the better part of ten minutes.
I've never been much for ass-play. Previous lovers have tried; the idea of anal sex was titillating, so forbidden and risque. But I am a delicate girl and I am very, very tight, so it's always ended up hurting too much to continue. So I've never had anal sex. I've barely managed to take even a fingertip.
But I trust my boi implicitly, and when we decided that we were interested in trying this again, it felt like a good decision to me. There's nothing I will ever deny him. I wanted him to take my virginity this way -- it's the last that I have. I want it to be his.
And yet it's hurt before, and so I'm scared. I don't think I've made this clear enough to him, as evidenced by our miscommunication last night.
I sobbed softly, but got to my hands and knees as instructed. "Good girl, you're so open to me now," he purred and immediately penetrated me with his tongue. The feeling was so disconcerting, hard and yet soft and wet at the same time. I didn't like it. At all.
"Stop squirming or I swear to god, I will grab a handful of lube, strap on, and fuck your ass right now, don't even think for a second that I won't." He spanked me, hard, more of a slap that ended with him gripping a handful of my ass and squeezing than a true spank. I whimpered and answered him, turning my head so that my mouth was clear of the pillow I'd been hiding in. "Yes, Daddy."
I'm his little grrl. He's my Daddy.
His tongue slipped into me again. I couldn't help it; I jerked away. He wrapped both hands around my hips and yanked me back, the motion serving to press his tongue further into my ass. I yelped. It didn't feel great, that was true, but it was scaring me more than it was hurting. This time I held still.
The squirmy feeling stopped abruptly and was replaced by his fingers, stroking my anus softly. I sobbed again; this felt good and that scared me, too.
One fingertip stopped, probed gently. "I am going to shove my thumb into your ass now," he said, calmly. I gasped, dumbfounded. I knew it would be excruciating. I was not the least bit ready for something like that. "I'll count down for you: three, two..."
I couldn't help it; I jerked away. "No!" I cried into the mattress, "No." He pulled me back, repositioned his thumb.
"Three, two..." I jerked again, agitated beyond myself. "You have no fucking idea what you're doing," I sobbed. I meant it; I thought he was going to fuck me that abruptly, with that little foreplay. When we're in the moment like that, I believe everything he tells me.
The finger withdrew. "Why do you do that?" His voice was low, angry. I froze. "Why do you get so damn mouthy?" I was silent; I thought this was part of it.
He seized me around the waist and pulled me toward him, his hands rough. I balled up and covered my face with my hands. He likes to slap me across the face (and I like for him to do it) but I instinctively protect myself against it sometimes.
But he wasn't after that. He was honestly angry and I just didn't realize it. I landed in his lap and he pressed his forehead to mine, his eyes grey and stormy. "Answer me. Why do you get so damn mouthy?"
My mind raced. How do you answer a question like that? "I don't know, Daddy." It was a useless response and I knew it.
"You have to be in control, you have to know everything at all times, you have to KNOW, don't you?" He shook me for emphasis. "You need to learn to keep your damn mouth shut."
"Yes, Daddy," I muttered. I had no idea what he was talking about.
"'Yes, Daddy' what?"
What? "Yes, Daddy...?" I didn't know what he wanted me to say.
"'Yes, Daddy, I'm sorry for running my fucking mouth,'" he prompted. I started to get angry, too. I didn't realize I'd been running anything. I repeated it anyway.
"Get up." He pushed me off his lap. I knelt in the center of the bed, waiting to see what he wanted next. But he was...moving around the room, shutting off lights and turning the music off and...getting ready for bed?
I didn't understand. The room went black.
I felt shut down, thrown aside. What the hell had just happened? I lay down on my side of the bed and curled up, dismal.
"Where did you go?" His voice wasn't as angry in the dark.
"I don't understand you," I answered, dully. I've never been good at rejection.
He put his hand on my back. "What do you mean?"
We've been in love for ten years but we only got together a few months ago. Before that, neither of us had had any experience with BDSM in any capacity other than fantasy. We both wanted it, needed it, yearned for it, but never wanted to do it without the other. So the actual practice of domination and submission is new for us both and sometimes, we run into...kinks. Lately I have been having trouble submitting completely due to other shit going on in my life. He knows this and is trying to bring me back into line, but it's not been successful yet. And I don't think it's his job to get me there; it's mine. I'll get there.
So after a few fits and starts, we worked out that he had never intended on going through with fucking my ass like that. I just believe everything he tells me when we're intensely in that mindset. And my telling him that he didn't know what he was doing hurt him and made him angry, but I didn't know that his reaction wasn't just part of what we were doing in the first place. So we put measures in place for him to tell me if he was actually angry, and I promised not to say that again to him.
We're working on it. Sometimes a dom doesn't know exactly what a sub wants, fears, or feels, and sometimes a sub doesn't respond the way a dom wants or needs. But the more we do this, the better we get at reading each other, and the better the sex -- and the connection -- will be.
Posted by
M. Monkey
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8:47 AM
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