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Clara looks conflicted, but after searching my face with her emerald eyes, she exhales slowly and comes to sit in the chair. Some of her own rage has left her, I can tell from her expression, but she’s still nervous and flighty. I can see when she makes her decision, laying her trust in me not to cause her any harm during her punishment. “Fuck me, I guess. We do plenty of that anyway.”
I repress the wicked smile that wants to spread across my face. “Never like this, sweetheart. Now, stand and turn around. Legs on either side of the chair, feet on the ground, and hands on the back of the chair.”
With a sigh, she does as she’s told. I’m already loosening my tie, and once she grips the iron back brace of the chair, I tie one wrist to it. Clara’s eyes shoot up to mine, afraid, but I don’t give her any time to rethink her choice. I walk to my dresser, yanking out another tie and securing her second wrist.
“Cosimo,” she says apprehensively. Clara is so sweet, so beautiful, that I hate to even make her feel a moment of worry. “Did you…did you say you loved me?”
“Hush. Hold still.”
“Do you think this is going to make me want to stay, Cosimo?” She asks as I move behind her, brushing her hair out of the way and kissing her neck where it meets her jaw. Her words say she doesn’t want me, but the way she sways into me says differently.
“One more word of complaint and you’ll get both punishments. Now, quiet.”
Her mouth snaps shut, but I just know there is fire in her eyes, even without seeing them. I take my time with her, pushing her nightgown up and kissing every divet of her spine as I drag her silky white panties, which are wet despite how much her mouth is protesting, down her legs. I don’t think the position is exceedingly comfortable for her, but all things considered, she should still be feeling pretty good by the end.
The chair I have her tied to is an old, expensive combination of wrought iron and oak, and is much heavier than it appears. This means it doesn’t skid across the floor when Clara jolts as I reach under her and take her round, soft tits into my hands, squeezing and pinching her nipples until she’s making little noises of pleasure in her throat. I lean forward and turn her head to the side so I can kiss her mouth, before letting her go and walking to my nightstand, grabbing the bottle of lube in the drawer and sitting it next to the chair on the floor. Clara watches me curiously, a flush of color on her cheeks from how aroused she is.
“I don’t think you’ll need that,” she tells me, sounding annoyed with herself for responding so readily to me.
“Don’t be so sure.” I take each of her plump asscheeks in my hands, massaging them firmly. At first, Clara seems to enjoy the attention, but then her lust-fogged mind puts the pieces together of what this all means.
“Wait, you’re not going to…” she can’t say it, too embarrassed despite all we’ve done together. I like that I can still leave her guessing.
“Yes, sweet Clara, I’m going to fuck this perfect ass of yours. That’s your punishment,” I lean forward again, nipping at the shell of her ear before whispering, “But I don’t think you’ll think of it as such by the end.”
She whimpers, but if I know Clara, she’s both nervous and excited. After one more kiss on the back of her neck, I begin to prepare her back entrance for what is to come. I pour the tube between her cheeks, letting it cover her hole thoroughly before wiggling the first finger inside. She cries out, and hisses uncomfortably.
“It stings.”
“Not for long,” I promise. Her entrance is so, so tight, but utterly different from her pussy, which I have come to know so well.
Clara shivers and shakes as I pump one finger in and out of her, but her squirming turns more fevered as I part her wet folds with my other hand, stroking her clit in time with the thrusting of my finger into her ass. Now she feels the pleasure in it, with both of these combined, and she only makes a single sound of complaint when I stick the second finger in. My cock is so hard as I watch my fingers disappear into her, but I know if I rush this then she’ll never trust me again.
Minutes pass, with me only touching Clara’s pussy enough to keep her on the edge of orgasm, but never enough to make her fall over that blissful ledge. After some time, she’s able to take three of my fingers, and I know she’s ready to take my cock next. She’s panting and pushing back against me, a sheen of sweat covering her body, but I don’t want her legs to give out before I’m inside of her.
I pour more lube between her cheeks, working into her back entrance, before gingerly pulling my fingers out. Unzipping my pants, I let them fall to the ground, followed by my briefs, but I don’t bother taking anything else off. I need her now. Hearing the zipper, Clara’s breathing gets more ragged, and she goes stiff, anticipating what’s coming next.
“Please be easy,” she says quietly.
Just from looking at the dark, thick head of my cock against her rosebud, it doesn’t look like it will fit, and the way she grits her teeth as I begin to push in doesn’t bode well either, but I know Clara can handle me, even in her ass. I kick her legs further apart with my feet so her stance is wider, and continue to feed myself into her, slower than I could ever imagine. Bit by bit, her back channel stretches for me, until finally I am balls deep inside her.
“Cosimo,” she keens. “I feel so full!”
“I know love. Your ass is squeezing me like a vice. This isn’t going to take long.”
“Okay,” she breathes, still trying to get herself used to all the new sensations. “Okay…”
I begin to fuck her, my head buzzing and pulse pounding as I do so. The feeling of her ass is amazing, different from her pussy, and the change is making me feel almost feral. I keep myself on a leash, not wanting to hurt her, but the high pitched cries of pleasure she’s making, and the way her body is responding to mine, makes it so difficult.
I feel my balls tightening up with my oncoming climax, so I wrap my arm around her and begin to stroke Clara’s clit again, this time with firm, deliberate strokes. Her pussy is soaked, her clit swollen with need, and as soon as I start to touch her there I can feel her muscles tighten as if electrified.
“Cosimo, you’re going to make me come,” she keens, and it’s enough to make me come right then and there, but I manage to hang on to make sure she reaches her peak first. But God, her ass is squeezing me so tight as she gets closer and closer to orgasm that I don’t know how much longer I’ll be able to make it.
Finally, I feel her start to shudder against me, and then Clara is crying out desperately as her orgasm hits her like a bolt of lightning. Her back entrance milks me just like her pussy would, and I only make it one more stroke before I’m spilling myself inside of her in a torrent. We come together, the sounds of my body slapping against hers and our combined pleasure filling the room.
Body limp, Clara sags against her bindings, and I rush to untie her, pulling out of her with a hiss. She melts into my arms, my cum leaking down her legs, and I lower us both to the floor, gathering her into my lap, uncaring that I’m still mostly dressed as she snuggles into me.
“I think you liked that,” I say, kissing the top of her head.
