Letting Strangers In Ch. 02 of 04

With strong grip, he makes sure I don't fall onto my face as I walk on my knees to the middle of the bed, facing parallel to its length. I hear some ruffling of fabric and a couple soft thumps in front of my legs. He grabs my shoulders and leans me down flat, my hips over the pillows he just laid down, raising my ass in the air while still prone. Wolf spreads my legs wide, bending them at the knee. He reaches under my crotch and flips my cage down behind the pillows so I am not resting on it. I shiver in anticipation when he runs a finger around my still gaping hole.

The bed creaks as he moves to get off of it. I hear a clatter followed by the cap for the bottle of lube opening. I think back to my hole beginning to burn from friction and I silently thank him for reapplying. I hear the familiar schlick of lube being rubbed onto his cock, then a cool drizzle as he pours some over my ass and hole. He takes his time rubbing it into me, letting his fingers linger inside, massaging deep every crevice he could reach.

The cap closes, the bottle lands beside me. My breath catches, here we go again. Excitement pulses along with my heartbeat, I feel so empty, I need him back inside me. I wiggle my hips as best I can from this position as he climbs behind me, between my legs.

"Sorry to keep you waiting so long for your prize, sissy." He says, running his thumb in circles around my hole, making me squirm. "Won't be long now..." He inches forward, once in position he slaps his cock against my hole, it quivers, attempts to close but barely flexes after the ordeal it has been through.

There is no slow pressure this time, just persistent forward movements as his head splits me open like a wedge and drives through. It had just been in me, had just been pulverizing my hole, but it's thickness was so notable that I squealed like an animal during the whole five second insertion. Only when he bottomed out did my squeal become a low guttural moan, perfectly filled, perfectly stretched.

Wolf shifts behind me, placing his knees over and outside of my calves while keeping his feet inside, pinning them to the bed while also being in full control of my spread. Wolf did just that, controlled my spread. His kneeling stance widened, and with it my legs. He shifted me into what would be an extremely wide, low kneel if I wasn't lying down. I was flexible, but even this position was a bit much on the groin, I wasn't about to complain though.

Wolf folded over on top of me, his weight digging the cuffs deeper into my wrists, into my lower back, stretching my legs further, pushing his cock deeper. I whimpered as he reached around my shoulder and lay a hand on my throat, gently grasping, an omen of what was to come.

He raises his hips slowly, from this position it seems like his whole weight was pressing down, through his cock, onto my button. When his head drags over it, I writhe, moaning loudly. This position seems perfect, the exact position you would want to be in if someone was trying to milk a sissygasm from your pussy. He let gravity do the work, dropping onto me, dropping into me. The full weight of his lower body slamming into me, stopped only by the slapping of flesh between us.

It felt like he was going deeper, felt like I was shallower, he rammed into my inner walls with a force that made me groan and instinctively try to move away. I was truly pinned though, there was no way I was going to get away. It was instincts though, there was no way I even wanted to get away. Still, the force of the impact, the ridiculous pressure of his cock on my buzzer as it skipped over it, rushing deeper. The ridiculous force made me anxious. Excited surely, but anxious for the next dropping thrust. I squeaked, holding my breath as I felt him draw his cock again.

He let me stew in my thoughts, the head of his cock held in a tight hug by my waiting ring. His fingers squeezed at my throat in sequence, one after another, like dancing over piano keys. The breath I was holding ejected from my lungs in a strained 'ooomph' when he dropped into me, harder than the first time, like he was pulling himself down. His heavy balls slapped against mine, I groan as they begin to ache.

Wolf grinds his hips into me, pushing my whole body back and forth with his weight, once, twice, then he withdraws his hips. I can't help it, the moan I make when he crashes back into me is so fucking loud that my voice cracked. He drove into me like an enormous, fat, nail. Then prying himself out, he prepared to hammer into me again.

He moved a little further up my body. I squirmed, whimpered and shaking my head, I could feel the direction he was taking. I could feel the angle change. He was about to drop everything right onto my g-spot. I already knew I was going to be sore tomorrow, but I was shaking at the thought of how hard he was about to pummel my most sensitive spot.

He squeezed my throat gently, my breathing becoming raspy with the pressure as he nipped at my ear, digging his teeth into my skin. I was his, he was just showing me how much control he had over me. The shiver that vibrated through my body as I slipped deeper into subspace was delightful. I tried to relax my hole as much as possible, tried to make the impact softer, tried to make myself as accepting as possible.

Ultimately I could never do enough to prepare myself for the bone shaking impact of the head of his cock against my buzzer. Then the pressure of the near instantaneous slide along my slick inner walls until it thudded against the bending wall of my asspussy. I couldn't tell if I was groaning, or moaning, but either way it was through fiercely gritted teeth. There wasn't any pain, but it wasn't necessarily all comfortable or pleasurable. The weight of his body with the added downward thrust was just so fucking forceful, and the focal point of all of that was the tip of his dick, spearing into my soft sensitive insides.

He grinds into me, as deep as he can go, as deep as I can take it. He lets go of my ear and whispers in. "Play time is so fucking over." He said, seemingly having found his desired angle. "I want to hear you moan, I want to hear you fucking scream, Hell... I want your neighbors to hear you. Better put on a show if you want your reward." He lifted his hips, his cock nearly leaving my pussy. Again he waited, just nudging my hole, letting me contemplate my fate.

Then...

Thundering hammer blows, one every second, shaking my bed, slamming the frame into the wall. The slaps of his body against mine just seems to be getting louder, like he was putting more and more force into it. I can feel myself leaking now, he is using my bitch button like the launch pump for a stomp rocket. An unstoppably object bludgeoning my relatively movable inner folds. It was ecstasy, stretching around him, feeling parts of me being pushed and squeezed out of shape. That dull ache of taking something a little too deep, that dull ache of going a little bit too hard. Knowing you are ok with both.

My moans start off quiet, catching in my throat or increasing in volume each time he drops his weight into me. Louder and louder they grow as he continues, I writhe under him. My pouch felt like it was being turned to jelly, consistently being punched by his low, heavy balls. It is so fucking intense that I can't control my movements. Jerking this way and that each time his cock rams into me. I can tell I am wearing my wrists raw on the metal cuffs, twisting and pulling in a subconscious effort for unneeded freedom.

I honestly cannot fucking believe it when he turns the force of the impacts up even further. I feel liquid dribble out of me, it isn't an orgasm as far as I can tell, but he sure is moving my juices around. "Dddaaaadddyyyyyaaaahhh..." I cry out, a loud moan.

He continues his absurd gravity assisted thrusts as he clenches his hand around my throat. "What is it whore?" he asks, his voice straining with the effort of his fucking.

He lets go of my throat so I can answer, but it takes me a few moments of loud moaning to collect myself enough to say anything. "Ughhhaaaoooohhhh f-f-fuck meeeeeeaaahhh." I cry, drooling onto the blanket. "SoooOOOOooooOOOooGgggggooooOOOoood..." It is all I can muster, and it truly is so fucking good. I can't explain how perfectly my body took to the brutally dominant thrusts, but it is exactly what my body wants, exactly what it needs, exactly what I need.

In this moment, with my tongue lolling out of my mouth, and pre cum pooling underneath my clitty, I know. I know that I want this. I know that nothing will ever be as good as sex as a sissy. That nothing will ever be as good as letting a man like Wolf have his way with me, as having a man like Wolf absolutely obliterate me, as submitting to dominant men and big thick cocks.

My eyes roll back, a soft dazzling euphoria drifting through my whole body, toes to nose, inside and out. Shivering, squirming, tingling. Something unlocks in my brain, I know something has changed, it is all pleasure now. Pure pleasure. I just needed to feel it, to truly be fucked to accept it. To figure out what I wanted, to figure out who I am. A Dirty. Fucking. Cock, Craving. Sissy, Whore.

I flip like a switch, vocalizing each impact of his cock inside me with a moan, a 'Yes', a 'fuck, or something incomprehensible and drooled. I am so fucking turned on that I don't know what to do, I swear I can see flashes of light behind my blindfold each time wolf pummels my hole.

"Yeahhhh..." Wolf says, grippign my throat tightly, momentarily quieting my moans and cries to raspy breaths. "You fucking like that sissy? You starting to realize that this is as good as it gets for you?"

He squeezes me even tighter, I start to see stars that burst into nebulas every time he bottoms out. I would moan, I would answer in the affirmative, but I can barely squeeze any air in or out of my lungs. I feel my hole tighten in response to the authoritative choking, the burn of friction as the clench does nothing to slow the fall of wolf's whole body.

"It's alright. He says, gnawing on my ear a few times. "No need to tell me. I can feel it in you. Feel your hole becoming more accepting, feel it suck me in. Your body knows what it wants, what it needs, and it won't ever forget it, no matter how hard you try to go back. This is you. A slut who gets off on men using your holes however they want. Even if you forget your purpose in life, your body will never forget. You can't escape it, even if you wanted to. You are a sissy whore. Your life's goal, and the only way you can get off, is to be used by big, fat, fucking, dicks. Am I right?"

He lets go of my throat, and I let out the breath I had been struggling with while he was choking me in a long, single syllable. "YyyyyyeEEEeeessss..." I moan, before taking a few deep breaths that still catch every time he drives into me. "Fu-fuck Yes Daddy-y-y-ah-ah-aaaaahhhh!!!" I want to say more, I want to tell him that he knows exactly how I feel, that he knows exactly who I am, but I am overwhelmed.

Somehow, Wolf pulls an extra gear out of his back pocket. My mouth gapes open in a silent scream. The slapping of our skin, the thwapping of his balls against my pouch, the lewd sloshing of lube and fluids, the banging of my bed frame, it is all too loud. It is all too much. I can feel sweat drip from Wolf onto me, feel his ragged breath on my neck, on my cheek. My consciousness retracts deep within me, and I start to feel one singular thing.

Building slowly, it starts to feel like I am going to pee. The feeling builds and builds, I relax, not caring at this point, I would have to change the bed anyway. Nothing comes, just a building of the same pressure, the same feeling getting progressively stronger. I feel what seems like a continuous dribble of juices leak from my clit. For a second, I think that I am cumming. Disappointing to say the least if this is all a sissygasm is: the urge to pee and then a dribble of pre.

Then the shivers start, the twitching of my toes, my feet, the muscles in my legs and shoulders. I finally moan again, different than before, pure pleasure, and building fast. "D-a-a-aaahhhn-daddy..." I manage. "I think, Fuuuuuuuuu-uh-uck... I think I am going to cu-uhnnnnmmmm..." the feelings build, like I am vibrating, twitching ball of pleasure.

"How soon?" He asks into my ear.

"If you do-don't stooo-ahp!" I moan, trying my best to stay coherent while swimming in a new and delightful sensation. "ImgunnacumImgunnacum, Ooooahnnnnuughnnn, I am gonna fucking cum!!!!"

Suddenly it stops, everything stops. "No you are fucking not." Wolf seethes into my ear, squeezing his hand around my throat as he pulls his cock all the way out of my hole and lets it slide down my taint to rest on my pouch.

I can still feel my clitty dribbling pre, but everything else stops, replaced by an infernal emptiness and a deep aching throb, the inverse of his pounding against my button. I was so fucking close, so fucking close to my first sissygasm. "Wwwhyyy?" I rasp through the clench on my throat, I almost want to cry with how disappointing the edge was. "Why?" I rasp out again.

Wolf presses the head of his cock hard against my pouch, making me squirm in pain as he squeezes tighter. "Did you ask me," he starts, stopping to bite hard on my ear. "Did you ask me if you could cum?"

By now the peak that I was so fucking close to is miles away, the only thing I feel now other than his hand around my throat is a pulsing emptiness, a need to be filled again. I shake my head as best I can in his grip. Barely audible with how my vocal chords are compressed I manage a single depressing word, quiet and subdued. "No..." I say sadly, but then a thought worms its way out of my mouth. "But I didn't know I had to... you never told me to..." I wish I hadn't said it.

He squeezes my throat so hard that it is impossible to breath, I feel my face flush with trapped blood, hear my heart beat loud in my ears. With his free hand he slaps my cheek, small taps using mostly just his wrist. They are however strong enough to sting, bringing a heat to my cheek.

"I shouldn't fucking need to tell you that you fucking dumb cunt." Wolf says, still slapping me. "Your purpose is to be used however I fucking want. If I don't WANT to tell you the rules, than I don't have to, especially not rules as simple as that one, a rule that every sissy should know, hell, maybe even every submissive." He slaps me one more time before adding, "Do you understand?" Then lets go of my throat, leaving me to gasp and catch my breath.

I nod, squirming as I adjust to the crippling emptiness and the twitching of my battered hole with nothing to squeeze on, too fucked out to close. "Uh-huh..." I squeak out.

"Good." Wolf says, adjusting the stance he kneels in. "And were you going to cum? If I hadn't stopped would you have cum? Even though you didn't ask permission?"

I nod again, twitching as I reminisce about the powerful feelings that were flowing through my body as I approached the edge. "Yes..." I answer solemnly, shamefully.

Wolf laughs, a happy laugh, and gently slaps my ass. "Well, congratulations!" He says rubbing the head of his cock against my taint. "Not many sissies actually can, At least not without years of chastity and training, and a bunch of other stuff. You should be proud, I've only met one other sissy like you in all my years doing this."

I pause, unsure if I am even supposed to respond, but after a few moments of silence I speak up. "Thank you..." Is all I say. Quietly. Happily. Proud.

He slides his cock up my crevice, flicking the head over my gaping ring over and over with his hand. "You are very welcome, you are a cut above the rest." Speaking slowly as he dabs the head of his cock into me, pressing my gape a little wider each time, making me moan, needing to be filled. "But... you still fucked up, no matter how perfect a sissy you are, you still need to be put in your place. So, I don't think I am going to let you cum. I am going to breed you, nice and deep, leave you leaking my load, leave you knowing, truly knowing that I can make you cum, so, fucking, easily. Any problem with that?"

I am disappointed that I won't get to cum, but he is right, it was maybe five minutes of fucking me in particular position and I was ready to blow. I shake my head. "No, I... deserve to be punished, I am sorry for not asking if I was allowed to cum." Accepting, whether I am deserving or not.

"You are just the perfect little cumslut aren't you, I am happy we live so close to each other." He says as he begins to sink back into me. "We are going to be seeing a hell of a lot of each other real soon, might even show you to some of my friends."

I whimper as he stretches me out, though it is nowhere near as intense as his first insertion. I am totally relaxed and perfectly fucked out, accustomed to his fat cock.

Discontent. Discontent was all I felt when I realized that the angle he was going in at would angle him away from my button. It's not like my pussy was huge, not yet at least, so the head of his cock still brushed against my g-spot as he pushed forward, but there was no squeezing pressure, no ramming, no delicious forceful battering. I whimpered in protest, he was basically just going to tease me the whole time until he got himself off.

"I know, I know." He says as he bottoms out. "Just try to focus on the other things, like the stretch, the depth, or the fact that I am using you to get off while actively trying to limit your pleasure. Isn't that just humiliating? I could be getting you off, could be making you feel so fucking good, but instead you are just going to lay there and take it, knowing that as a sissy, it doesn't matter if it feels good for you or not. Knowing that just being used should be enough to keep you satisfied."

Wolf gets right back to it, now that he doesn't need to worry about me he fucks me in a very different way, quick half thrusts that bottom out. To be fair, it's not like it feels bad. In fact it feels quite good, soon I am moaning again, but I know that I can never cum like this, he's just not hitting the right spot. Hs cock brushing against my button still makes me leak, but nowhere near the volume I had felt earlier.

He is no longer prone on top of me, I can only assume he is upright on his knees. With his hands free he begins to slap my ass. The catch me off guard, and my pussy tries to clench on him a few times but it has been through enough today and gives up quite quickly. "Good," he says, slamming both his hands down my ass. "You've made progress in control already."

I bite my lip as I feel him half-heartedly attempt to insert a thumb into my hole along with his pistoning cock. He gives up quite quickly, unable to find any space amidst his face paced thrusting. I let out a sigh of relief, unsure how much more stretching I could take in one day.

"So this is your max huh. Looks like we are a perfect match." He slaps my ass again, making me whimper loudly. "You seem pretty flexible though, I'm sure with time and a little bit of work we could get two or three cocks in there easy. How does that sound slut? Three, big, thick, cocks, all fucking your tiny little sissy pussy, all at the same time?"

Honestly? It sounds a little out of my league, but purely from a fantasy point of view... three men, all grinding up against me as their cock grind inside of me, stretching me all to hell. It is enough to wake my sleeping clitty, making it jump a few times in its cage before going back to sleep. "At some point..." I say hesitantly, "At some point in the future, if theoretically it could happen... I think I would like it, I think I would want it."

He laughs, squeezing my ass with both hands. "Oh, I definitely know enough guys to form a line around the block for your pretty, little, pussy." He says slamming into me to emphasize the final words. "It's your hole that is gonna need some work to get up to that point without breaking you. Don't want to rush it and ruin this gem beyond repair."