NYC Whore Play and Beyond Ch. 03

New York City -- Whore Play and Beyond Ch. 03 - Saturday section 2- 2026

******** This rough day continues to be so much more and it leads to massive complications. In the preceding Chapter Two, the start of Saturday from waking to just past lunch took 19 fucking pages in 12pt type. Here is more of Saturday after you were spanked and came so fucking hard that you could no longer stand. And yet, only minutes later, you were playing with yourself and wanting more.

I lead in with the last lines from that chapter.

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"Okay Claire, I can see you are not satisfied and are already looking for more."

"Yes, I am. Who the fuck are you? I have been spanked before, and kind of liked it. But you did it to punish me and then you rode me, rode my desire, how the fuck did you know me like that? You made me come and took my legs out from under me, you bastard!"

"I don't know, and I don't know who the fuck you are. Are you getting what you wanted out of all of this? Because beyond sufficing your desire for sex, you have drawn me, drawn me into you Claire."

"You are fucking joking, right? Yeah, I am getting it and we are two fucking weirdos because I am ready again. How about you? I want you inside me Matt, but that is not in the cards today, so take me another way again."

"Okay then, stand up."

"Can I go pee?"

"Yes, go ahead."

While you are pissing I strip back the duvet and throw it onto the couch and pull the blanket and top sheet back to expose the beautiful, white Egyptian cotton sheets. There is already a big stain from last night and we will be adding more.

Placing a pillow on the center of the bed, I go to the toy table and pull off another butt plug, a long, sinuous dildo and the fat, glass crystal dildo.

Looking through the neoprene cuffs, I see that you have four wrist/ankle size cuffs and two larger, thigh cuffs.

You have returned and I have you lie on the pillow, tailbone in the center, lifting you up. I find the blindfold and wrap it around you, pulling it tight in the back.

I then bring over the cuffs, the plug, dildos and lube and place them on the bed.

I wrap your wrists and spread them toward the corners of the bed and then tightly secure them to the ropes tied to the bedposts.

I wrap your ankle cuffs but don't connect them. I wrap the thigh size cuffs around your thigh, just above your knee and I tie them back to the same headboard bedposts as your wrists.

Your ass and pussy are spread wide open and now rotated up. Your cunt hole is facing the ceiling and your ass has an open, straight shot. The butt plug base is pumping a bit as you continue to play with it inside you.

"Oooohhh, I am sorry but this feels so fucking good to me right now, so good!"

"Okay Claire, a few things to discuss. Do you still want the nipple clamps?"

"No, they don't really sting anymore and if you want them, I want tighter ones."

I take them off.

"Do you want a bigger butt plug? If you want to wait until later, you can mention it without me asking."

You pause.

"Let me show you how big it is again."

I pull it slowly out until it is at the full swell and you are groaning.

"Oh shit, that feels so good, but let's wait a bit, I will let you know."

"Okay."

I look at you and admit to myself that I want you, but I won't go there. But I will get naked without you knowing.

I step off the bed and strip. My cock is thick, but still somewhat limp as I am focusing on you.

With that, I grab the flexy silicone dildo. It is a bit thinner than my cock, but is several inches longer. I slap it against your splayed pussy and then run it up and down the slit.

In this position, you cannot move and so all the input comes from me and I slowly slide it into you. I can feel the bump where the inner tip of the plug is pushing up against your vaginal cavity and I ride over it slowly until I find a bit of a push back inside you. I use that as a stop point and begin gently fucking you with that as the end point.

After 5 minutes of that, you loosen up and I slide in deeper, deeper still until I am hard against your cervix and I stop there, just softly pushing into the A zone.

"Oh Matt! It's now baby, it's time,....... go ahead and fill my ass with more."

I reach over and slowly pull the plug out of you, your ass gapes a bit and I cover the gape with lube and quickly push the plug back in, pull it out, push it in and pull it out.

"What the fuck are you doing? God that felt so fucking good getting stretched like that, then closing, then stretching."

This time, I pull it out and push in the larger plug, but I slow down as it reaches it peak width.

"Oh wow! Hold on, let me see if I can relax into this."

I keep simple, steady pressure on the base and sure enough, you do relax and the plug slides into you.

"Jesus, I have used that on clients, but that one has never been inside me, you are a wizard!"

"No, you are a witch. The first plug was inside you for 3 hours, you relaxed around it, that's why it felt so good when you went bigger."

I begin pushing in the silicone again and this time, the bump from the plug is substantial, but I slide over it and come to the end again and just begin a soft pushing. Straight ahead, off to the left, off to the right, searching for the spot.

Suddenly you moan out and I freeze right there. By now we have been fucking you for about 15 minutes with the big plug and you are so ripe, lips so splayed. Your clit is fully exposed and the size of my fingertip. I just keep constant soft pushing on you.

"Uh oh! A woman client did something like this to me before and I can feel myself getting so fucking wet. Not piss or squirt wet, but really, really wet and it is now filling up my cunt. God it feels so fucking good!"

I had not thought about this position holding that kind of flow back and I reach up and unclip your thigh cuffs. As your legs fall to the bed, I quickly untie the rope from the headboard and move them to the footboard.

I untie the thigh straps and then tie your ankle straps into place. I come back to your delta. There is a minor river running out of you, around the dildo which is now only half inside you.

You are blind to all of this and gasp with surprise as I re-tie you into this new position. You are groaning as the A spot run off puddles under you onto the pillow and then runs onto the bed.

Without a word, I start fucking you with the dildo, running it in and out really quickly and watching you start to respond, raising your hips and fisting your hands as you fuck back.

After a few minutes of this, I pull it out and just wait....................

You don't like that and are moving your hips around, looking for penetration. You start to speak, but remember the rules and just cry out.

"MORE!"

Setting the flexible dildo aside, I pick up the thick, large glass dildo, marveling at its size, its weight. Fuck, am I really going to push this into you?

I nestle just the head of the glass crystal dildo inside you. It is half again as thick as its predecessor and it is rigid, not at all flexible.

You growl a bit and slowly start rocking your hips up and down, coaxing the thickness inside you.

"Ohhhh god.............. Ohhhhhhhhhh.........."

"Go on Claire baby, you can talk right now, go ahead."

"Oh fuck, you are pushing me wide open."

"No, Claire, I am just holding it right now, you are the one taking it inside, your movements are eating it into you."

Your mouth opens in an "Oh......." of realization and you begin humping against its entry a bit more.

"Yes, oh yes, oh, oh, oh, yes."

And you keep rocking, relaxing and groaning as it fills you, pushes you open.

After about four inches, it hits the bump from the plug.

It cannot wiggle around it like the predecessor. I don't want to hurt you. I push, but it is a definite blockage.

You groan loudly. You growl. Your teeth are clenched tight and lips drawn back. No hiding now, you want more.

"Go on Claire, you can speak."

"Oh Matt, I want this, I want to be filled, to be completely filled."

I reach down and unclip your ankle cuffs and now your legs and knees are free. You bend them and bring them back toward your chest, everything inside you shifts a bit and the blockage is less.

I push the dildo further in but not all the way, because it is getting more difficult to spread you so wide, deep, deep inside you. The plug has filled you so much and is still pushing up into your vaginal cavity in the back.

I draw the beautiful crystal dildo out about halfway. The shaft is coated in a milky slick sheen from inside you.

And I push back in again, a little deeper. Then I repeat that three or four times until it is buried against your cervix.

"Oh yes, stop there, don't fuck me yet, you have filled me. Matt, if you could put your cock in my mouth, I would be completely full."

I think about the angles and know I could. But this is about you, not me and I would probably come the moment I hit your lips.

So instead, I tap on the end of the dildo, soft light tapping that rumbles down the length of the solid crystal shaft and softly buzzes and bumps against your cervix and the folded crevices that surround it.

"Oh shit, you are doing that again. You are making me run again. Damn! Go ahead and fuck me then, don't touch me anywhere else, just make my pussy and ass come. Maybe we do your cock later."

You raise your legs up high and crimp my neck for a moment with your ankles. I push my body against your legs and we are now in a firm, strong union. And then you start calling out.

"You have all the control now, I can't move my legs, you are hard against me. Fuck me Matt, fuck and use it all."

I begin fucking you in long strokes, almost leaving you and then going all the way inside again.

There is a river sluicing out of you each time I pull back and your calves are now resting on my shoulders as you buck and weave against my thrusts. Your hands are yanking on the wrist cuffs and you are crying out.

"Fuck my hole Matt, fuck my hole."

Astonished, I watch the shiny glass tube come out of you and watch your cunt gape and then start to close........ then I bury it back inside you as you throw your pelvis up to devour it.

"Yes, do that again, let me close a bit and then push me wide fucking open again!!"

I don't really see or feel an orgasm. Just a mad, frantic need from you to be filled, to be fucked and fucked hard.

It is all pretty violent, you scream and seem to crest a few times, but finally, you just collapse on the bed.

The pillow is soaking wet. The bed below the pillow is puddled wet.

You are groaning, moaning. I let go of the dildo and it gradually is pushed out, sliding into the puddle. Picking it up, I move it to the side of the bed.

I wipe my hand through the puddle and wrap it around my cock.

You are lying on the bed gasping, sweat is running from underneath your bustier, there is moisture everywere and you are gasping for breath, almost choking or is it sobbing.

I run my other hand through your puddle and wipe it across my face. It almost makes me come, but I am so focused on looking at you, your cunt splayed open, angrily pink, completely empty, your labia shivering.....

Your arms still tied above your head, torso folded backwards over the pillow, your loose legs just twitching on my shoulders ...... and your wetness everywhere. Even girls that pee don't get this wet.

You took it all, a huge plug, a long, beautifully rigid crystal wand and you consumed them. I have never seen a woman so fucking powerful and alive. Even a porn film with fake acting would simply pale against the portait of sexual need you displayed.

My cock is only inches from your gaping pink cleft and I can feel the heat coming off your flesh........

You are in darkness, covered in a blindfold and thus can see none of this............ and I continue stroking myself, exploding inside with my own need, my desire for the most erotic, consuming person I have ever met.

I watch your sweating belly rise under the damp leather of your bustier, and I lose all resistance.

I begin blasting my cum directly onto your ragingly pink, gaping labia lips from only inches away, pumping my white semen into the running drool still coming from inside you.

"Oh my fucking god, what are you doing, is that hot water? What the fuck! My cunt is now on fire, Oh god!"

Losing all controI, I fall down onto the bed and push your thighs to your tits and begin eating you, and eating myself, as I spread my seed onto your clit which I begin sucking really hard and thwacking hard with my tongue tip.

You scream and cum immediately.

You come, you convulse, even quicker than I did and I feel your orgasm rise and push against me as I suck harder, tongue harder and then finally let you fall.

You are now making a soft, lost sound and I release your wrists and take off your blindfold.

The hungry, nearly angry sexual harridan has been replaced by a sated, softer woman.

You look up at me and blink a few times in the light and then you scoop up the sodden pillow and curl into a ball around it and begin laughing, then sobbing, then laughing, rhythmically squeezing the pillow tightly.

I am lost, I don't know where you are or who you are. But I feel you, I care for you and I am lost myself.

I softly put my hand on your shoulder and with that, you phoenix rise up and push against me, your soaking wet bustier is cold against my belly.

You reach up and pull my face to yours and begin speaking while you kiss me.

"I want you. I want your body, I want you inside me, I want your warmth inside me, I want your come inside me. We can play some more games today, and maybe later you can be my whore! But right now I just want you."

You unclip the heavy Bulgari earrings and let them drop.

I reach around and unzip your bustier and it slides down between us, clunking to rest on my rigid cock.

You burst out laughing.

"Aha! You fucking want me too! Take the plug out of my ass, I don't want to feel anything but you, your touch and I want you to feel mine."

You laugh again and lick your palm before grabbing my cock and squeezing it, squeezing it really hard.

"You hand fucked me, you filled me more than anyone ever has and it was still not enough for me. I lay there, blinded and only aware that it had not been enough and I wanted you, I wanted to plead to you, beg for your touch.

But whore or not, I don't do that and I don't cry.

And then, out of nowhere, my cunt is being covered in fire, your fire and suddenly you are eating my clit and I came, I came in a heartbeat because I needed to, I wanted to and you were taking me there."

You go onto your hands and knees and I slowly pull the plug out of you, throwing it to the floor.

And you go upright again, turning, facing me.

"I am naked, you are naked, be my lover."

I sweep you into my arms, as you wrap your wrists around my neck.

While I lift your ass high up and you pull yourself to me with your legs and I let you slide down, easily entering your spread out cunt.

But it is so hot, it is so wet and it is already making a cloying motion against me.

"Come down here and watch me, let's come together."

I lean forward and we tumble onto the wet mattress with a loud splat.

I shove the wet pillow under your ass and begin playing with your clit as you reach down and grab my balls tightly.

Still stretched, you push hard and force my balls into you, yes, into you and we stop moving.

"Oh fuck Claire, are you close, because I can feel you squeezing me, all of me, balls and cock - you are going to take me at any moment."

"Close? ........... Oh Matt, you will come to know me better, I know you will. I am already coming. I began coming when you entered me."

You laugh loudly as you feel me start shooting inside you.

"Yes Matt, just like that, can you feel me now?"