The Bootblack Boy (Mistress Elise Winter & morgan #1)

Elise is so over these regular play parties. She sits in the corner drinking sparkling water through a straw—no need to muss her lipstick over a drink—and surveys the dungeon. There are a handfull of young kinklings, giddy and drunk on flesh and feasts and possibility; a smattering of couples who haven’t left each others sides, their slightly widened eyes giving away their nervousness under their I’m-cool-I-got-this external demeanor; and a handful of former (and perhaps future) of her own play partners. She starts to regret that she ever let Hannah talk her in to coming. Hannah is right—of course, she always is—that it’s been too long since Elise played, but Elise just isn’t sure if what she wants is out there—or maybe more accurately, how to find it. She is starting to feel old at 35, as if everyone has found someone by now, so nobody’s left to find. Except, of course, her.

Tucked into the corner Hannah is up on the high bootblack chair, wearing her favorite blood red Agent Provocateur matching lingerie set and her stiletto thigh-high leather boots. A bootblack is buzzing around her feet, soaping the leathers, expertly massaging Shay’s feet and calves while cleaning the leather. Elise heads over to tell Hannah goodbye and hit the road. It isn’t even midnight yet, but she’s done.

“Hannah,” she starts, a few strides away, “I—”

The bootblack and Hannah both flick their attention over to Elise. The bootblack pauses, just for a moment, blinking, as if he is caught off guard, then quickly re-focuses on Hannah’s boots.

Elise tries again. “Hannah, I’m going home.”

“What? No, you can’t go yet! They haven’t even done the demo,” Hannah protests. That means, it isn’t even midnight. “Stay until then, at least. Barely anyone is here yet. You never know … ” Hannah flashes that seductive smile full of unspoken promises, and Elise gives in immediately, rationalizing it in her head. Well, someone new could show up. The demo could be really hot.

“Hannah, may I lick your boots, please?” The bootblack boy pauses his work again and waits, without expectation, for Hannah s permission. The boots are sparkling clean, oil and some high-quality polish lined up and waiting obediently on the tray for the next step. The boy stands still, focusing, not nervously fumbling but calm and collected. Even at the feet of one of the most powerful dommes in the room.

“You may,” Hannah answers. Though her tone was clear, Elise could hear underneath it that Hannah was a little bored, too. There really isn’t much notable going on tonight.

Elise’s attention drifts to the bootblack, watching as he takes his time getting into just the right position before he gently places his tongue on her finest leather. His tongue is long, thick. Like it barely fits in his closed mouth. He licks in smooth, elegant strokes, almost deicate, though the boy himself is not. He looks like he could be thrown into walls, wrestled to the ground, torn open until he bled, and he’d only say thank you and beg for more.

He licks one boot: the seam of the leather on her insole, and the line starting at her pinky toe; the textured design of abstract flowers that snakes up her calf; and even the seam at the top of the boot, past her knee, well on to her thigh. Hannah sighs, and Elise can see her hips relax and her legs fall open just a little more.

The boy kisses back down her knee and calf, and begins to lick the other boot.

Elise realizes she is staring. Almost drooling. Fuck, why hadn’t she worn her best boots? Hannah didn’t come with him, she picked him up here, so he’s probably unattached and doing anyone’s leather. How hadn’t she noticed him before? Damn he’s cute: quite a few inches shorter than Elise, probably almost the same height if she took off her towering 4″ heels. Light brown hair, light skin, fine fingers and small hands. He had a thin wisp of facial hair, the kind on teenage boys before they can grow the real thing. Elise hopes he isn’t as young as he looks.

“A little longer,” Elise tells Shay. “I’ll stay for the demo.” She heads back over to the perch on the other side of the room and tries not to keep watching Shay and the bootblack, but mostly fails. He is deft, supple, and Elise craves to be in that chair. Her hands start pulsing in her lap, twitching with ache and desire.

The demo starts at twenty after midnight, because kinksters are never on time. Elise loses sight of the boy by then. Probably off playing with somebody else, probably he’s the one making the grunting yelps from the back room, probably he’s already left the party and Elise won’t see him again. A butch daddy-type and thick-thighed curvy gorgeous femme demonstrate a rough blow job for the whooping crowd, the butch standing up high on the bench, the femme kneeling on it, her lipstick wrecked and drool down the front of her bright thrift-store vintage dress. Elise watches half-heartedly, giving up on the party for the second time. That’s what everybody really wants, right? Some sweet, submissive femme—not the towering domme Elise presented. No wonder she had no dates. Play was easy enough—usually—but that wasn’t really what Elise was looking for. She wanted romance, courtship, love, a partner. A wedding, even. And also a servant, a submissive, a boy who would do his proper worship, and obey all her orders to the best of his ability. Even more so than play, she wanted companionship, wanted someone to walk through life with. She’d played with poly and open relationships, and that’s a possibility, but it isn’t necessarily her preference. She is too possessive for that, she wants to go too deep and too all-out with ownership and vulnerability.

It is a hard thing to date when one’s needs are so specific, especially in a community that usually values different sorts of pairings.

Elise turns to make her way through the crowd and head to the coat check.

“Hey, you’re not leaving, are you?” A voice cuts through the noisy dungeon from someone close to her ear. It’s not Hannah s voice, who else—? She turns, coming face to face with the bootblack boy, the crowd so thick that they are almost touching.

“Yes, I think it’s about time,” she replies, smiling. Unless …

“I’m Morgan,” he offers his hand to shake. She takes it, palm to palm, his hand warm and smaller than hers, nesting nicely into her grip. She doesn’t let go.

“Elise,” she says.

He nods, not meeting her eyes, shyly looking down. “I saw you watching me.” Elise flushes a little—was she so obvious? She usually keeps her hand much closer to her chest. But there is something about this kid, something intriguing and so very hot.

“I was,” she says. “You made quite an impression. I liked how you treated Hannah’s boots.”

He nods slowly. “I liked it too. I love to be useful.” He shifts a little, foot to foot. Someone knocks into Elise from the back and she almost falls into Morgan, but catches herself.

“Well, I don’t want to keep you. I just wanted to make sure to introduce myself. I hope I run into you again,” Morgan says.

“I’m not sure I believe in fate,” she says, taking one of her trick cards out of her tiny pocketbook.

“Oh, I do,” says Morgan. “Absolutely.” He smiles and almost looks directly at her, for just a blink,, and Elise sees his eyes sparkle.

“You do, huh,” Elise flicks her arm back and holds the card close, tapping it against her cheek, considering some options. “Then I guess your fate is to call me tomorrow.” She hands him the card, keeping ahold of it, their fingers almost touching. “Not too early, I sleep in on Saturdays,” she adds, setting up a challenge: What would “too early” be to her? 9am? 11am? She lets go of the card.

He swallows, pulling it up to his face to read it in the dim dungeon. Mistress Elise Winter, it reads, with her email address and phone number in embossed blue text on a cream background.

“Yes, uh, Elise. I will. Thank you.”

She leans in close to his ear. “Ma’am will do just fine, Morgan. Thank you for introducing yourself. Goodnight.” Husky, low, sweet. She felt his knees tremble, saw the rumble through his body.

“You’re welcome. Goodnight, Ma’am,” he whispers back.

She kisses his cheek, and disappears into the crowd.

Stone Grief (Kai & DJ #3)

By the time I ease two fingers into DJ’s ass, they already have tears streaming down their cheeks, crying in that silent release way that I’ve only seen a handful of times in the years we’ve been together, but that always means something big is going on. I breathe in, slow my fingers down, and wait. Present. Attuning to each of the smallest movements DJ’s body communicates.

“Don’t stop,” they whisper. “Just keep going.”

They make small sips of eye contact, but are mostly having their own experience. Their body shivers, sometimes from their head to their toes, sometimes left to right, rippling like a chill is going through them. I recognize that release, too. They have been so tight, so tense, their body all locked up for months now. I’m so grateful for the request to fuck them tonight. I’d do anything to help them through this.

Their back hole is tight but pliable, and they relax deeper into my hand as I slowly, slowly use my fingers to massage their insides. It feels like I’m unlocking something, that something has been clenched and is now letting go.

I’m completely unaware of the play party going on around us. There are people up on St. Andrew’s crosses, bent over spanking benches, on massage tables, tied to the wall with the eyebolts that are scattered all around this space. We are in the back corner. I snagged the sling as soon as we got here, after we checked in and made it through the socializing space where the cold pizza, nuts, and mixed veggie trays were laid out already for anyone needing a snack after or during their play. DJ is lying back in it comfortably, body completely supported, swaying slightly with the pressure of my hand against their hole. Their legs are up in the sling’s stirrups, permanently hung there for better access.

We could have done this scene at home, but DJ wanted to come here. Not necessarily to be witnessed, though the exhibitionism is something some folks at play parties seek. It is more that they wanted a place to have a big experience, a big release, that was safe and known and comfortable. Plus, they wanted to be in a sling. It’s the best place for them to receive.

DJ isn’t stone, exactly, but kind of stone-ish. I don’t fuck them very often, and almost never strapped on, though they do suck me off sometimes. They don’t have trauma about getting fucked exactly, they just don’t like it very much. It’s not the best way to get them off, I know—it doesn’t turn them on nearly as much as topping, or fucking with their own cock. But I do get to use my hands on them sometimes, especially after we’ve been going for a while and they have fucked everything out of me that they possibly can but are still hungry—that’s when I know it’s time for me to beg to suck them off, and to offer to use my hands if they want me to, which they almost always do. I think it took them a long time to receive while still being in charge.

Like tonight. They’ve been planning this all week—decided what toys we’d bring, packed the bag, made the arrangements, drove us here. They even told me what to wear (jeans and a crisp white tee shirt, often my uniform when we’re out in public anyway, but it was nice to know that they like it). DJ specifically requested a night for release and catharsis, but I probably won’t do any impact play or anything. I suppose we’ll see if they need that or not.

“Keep going,” they whisper again. I move my fingers a little faster and their asshole relaxes around them. They nod, eyes squeezed shut, tears still coming. Their hands grip the chain of the sling and they rock their pelvis a little, swaying the swing. I focus. I keep breathing. I nearly start crying myself with the emotion pouring off of them like heatwaves, I can practically see it. It’s been bottled tight inside of them ever since we got the call that DJ’s aunt, the one who had practically raised them, died suddenly of a stroke.

They are usually pretty good at handling their own emotions. I wouldn’t be with them for this long if they weren’t. But this kind of grief … only people who have gone through it really know what it’s like. My best friend was diagnosed with cancer and died when I was 20 and I lost my shit for a few years after that. It took me a while to even realize what was going on, it just felt like my life was suddenly falling down around me. DJ hasn’t lost anyone this close before, just relatives and occasional community acquaintances. I know it’s their own process and there’s only so much I can do, but I want to support and be helpful when I can. Especially when helping involves adoring their body, which I love to do anyway.

They arch their back in the sling, press their hips further into me. Their body is shuddering, shoulders shaking—maybe they are starting to really cry, those heaving sobs that are rarer still.

I don’t say anything. I don’t know what to say. It isn’t about words now, this is just about their body, the emotions stored in their thick muscles, the tenderness of their brown skin. I use my fingertips to caress them, then rest my palm on their chest, their heart. I can feel them crying through my hand. They press against me harder, and I move my two fingers a little more furiously. Their mouth opens, they cry out a little, sadness and grief and release and pleasure all mixing, still squeezing their eyes shut, face scrunching up in frustration and fury.

They find my hand with theirs and squeeze, press against me. I stand a little closer, off to the side, to get a better angle. DJ brings their other hand down to their clit-dick and starts jerking it, not quite sobbing but body heaving, beginning to moan. I can’t tell if it’s pleasure or grief or both. The music pounds and I’m starting to sweat, I can feel it dripping on my neck. It’s good that it’s warm in here, easier to be naked that way, and those of us working hard really get a workout. DJ is still pawing hard at their clit, and their hole grips my fingers and I can barely move, so tight, every muscle in them gets so tight, their hips lifting even further, pressing against me, body twisted and contorted, face all torqued like something is in their mouth that they have to swallow. They fist my hand so hard it hurts.

Until … slowly, slowly, the sobs start to come. Then a wail, long and low. Body heaving. I keel forward to offer my body next to theirs and they gladly accept, wrapping their arms around me, pulling me closer to them, crying into my shirt for a good long while.

I still don’t say anything. I can’t find my words. But really, what is there to say? It’s not about me. It’s what they need. It’s the only thing they need right now, to be able to cry for as long as they need to without someone fussing about them. I don’t need them to feel better, or to stop, it doesn’t make me uncomfortable. I just feel honored that they want me here, that they let me do this for them. I know sometimes they prefer to release their feelings by themself.

DJ slowly pulls their arms through our tight embrace and wipes their eyes and face and nose on my tee shirt. I laugh a little. “Is that why you wanted me to wear white?”

They smile. “No,” they say, eyes downcast. “I just like it.” They sound small, but when they open their eyes and look at me, finally, softly, they are shining and bright, alive.


Featured image from Crash Pad Series Episode #98, Micah Riot and Papi Coxxx.

Rocking Chair Blow Job

To our right, on the futon extended down into a bed, there was a spanking scene with a small black paddle. To our left, on another extended futon, a threesome.

Kristen sits in my lap in a low chair that rocks.

“I could do it right here,” she suggested, lowering her eyes a little.

When asked earlier what she wanted to do tonight, she bent one knee a little, her tiny plaid skirt tilting, over-the-knee socks hugging her thighs. “Suck some cock,” she answered.

“Yeah?” I search her face a second but feel my butch cock jump to alert. Her mouth on it. Sucking. Her eyes. Yes. When I took this seat, the same thought had occurred to me.

“Do it.”

I use my hands to push her off of me, not that she needs the encouragement. She kneels between my legs and I unbuckle my belt, unzip my slacks, pull out the cock I’d brought.

“Go on, suck it.”

She does. Swallows the head and presses her lips down the length of the shaft. I shift it, keep my hand wrapped around the base so it is in place over my clit, my little dick.

I can feel it when she sucks.

“Harder,” I say, fisting the hair at the back of her head, pulling but not forcing, adding resistance. She gulps a little and her cheeks go taut as she pulls me into her mouth harder, and I feel it, groan, “Oh yeah, oh fuck yeah.”

She’s good at this. Head bobbing up and down on my lap, I lean back and take in the view, concentrate on the feel of this girl’s lips wrapped around my dick. I can see the whole room, her back is to them; people shifting to watch us and shifting away to watch other scenes. She wanted to be watched. She looks so pretty with my cock in her mouth.

Her knees are splayed a little and I am hard, getting harder. I pull her head off all the way by her hair and shove my fingers into her mouth, two of them, in and out, pressing against her tongue gently, so she can feel it, so I can remember what it’s like to have a dick against a wet tongue.

“Again,” I say, and withdraw my fingers, shove her mouth back down to my cock.

Those little noises, gulping, panting, breathing through her throat, mouth watering and swallowing.

“That’s right baby, suck it.”

I lean back again and my dick swells, puckers when she sucks hard and fast. She keeps it deep in her mouth and pulses and I cry out. Fuck.

I pull her up again and lean forward to kiss her, mouth swollen and red, opening for me as I keep my hand on the back of her head, on her cheek, on her jaw, holding her just where I want her, tongue in her mouth and she sucks that too. I reach my other hand down between her legs and push the thin fabric of her panties aside, enter her easily with two fingers and swirl them over her clit. She gasps.

“I like the way you suck me off,” I say, low, into her ear. “Your mouth feels so good. Oh god you’re so wet,” I trace my fingers along her lips and flick her clit, swollen, thick and sensitive. She moans.

“I want you to stand up, bend over, pull off your panties and hand them to me. Understand?” I pull back and remove my hand and she nods. “Do it then.”

She does. Stands and this chair is so low that her thighs are right in front of my face, that little strip of skin between her socks and her short, short skirt. She pushes black lace undies down over her legs and I help her keep her balance as she steps out of them. I hold out my hand. She gives them to me and I put them in my back pocket.

“Down.” I say, and grab her hips with both hands, moving her back to her knees.

(“Are your knees okay?” “Yes, for another minute.”)

Her thighs splay on the floor between my legs and I’m at a perfect angle to cup her pussy and slide my fingers in, now unhindered, open, exposed. “Damn, you feel so good,” I murmur, hand in her hair again, across the backs of her shoulders, around her waist holding her close and in contrasting leverage to the pressure of my hand between her legs. She moans, gasps, mouth open, blue eyes shining.

I want to fuck her. Want my cock in her, want to feel her come and pulse while I’m inside. I look around. I want her bent over something, want to leave her socks on and push her skirt up over her hips, grab her hair. There’s no free space except a piece of wall. Fine.

I get her up and lead her over there, press against her at the wall. She is so sensitive already and I work my fingers in her easily, hard, fast. “I want you to come for me, here, in front of everyone,” I start whispering into her ear, holding her arms above her head with one hand, pressing her legs apart with my thighs, hand working against her cunt. “Come on, do it for me.”

She does. She comes gasping, shuddering, knees going weak. When her eyes meet mine her face is open, shining. I wrap my arms around her and kiss her, deep and sweet.