Letting Strangers In Ch. 03 of 04

"I know I am yours to do whatever you want with." I say talking directly to Wolf. "But if you give me a sissygasm like that every now and then. I Promise. I literally fucking promise. I will be such a good little slut for you. The most depraved, the most cock addicted, the best fucking sissy whore on the entire planet. I know, I know. I promise to let you know and ask permission to cum." I moan my pleas, I really do mean everything I say, and begging like this is turning me on again. I try to lift my hips up in an attempt for a few more thrusts but my muscles don't listen, so I just grind a little bit harder. "But seriously, If I can have that once a week. Holy shit, it was so good, I would even take less than that. Just once in a while if you can give me an earthshaking sissygasm. I will do whatever you fucking want."

I lean my head back and moan as a particularly strong aftershock sends me twitching. "Fuck me, It doesn't stop..." I moan, the siding of my ass causing a wet schlicking sound to swell. "Daddy, please... I'll let you fuck me in front of a group of people, I'll let you walk me around on a leash naked, I'd let you rent my ass out, I would even brand your name on me to prove I am yours. Just please... Don't leave me hanging, let me cum again, make me cum again, and again and again. I'll do anything." I am staring directly at the camera as I finish talking, totally serious about everything that I said. I would be his whore, his slave, his obedient fuck toy if he could consistently make me feel as I good as I just had. I can't even begin to imagine what it would be like with someone like Wolf fucking me through my entire orgasm, would the sissygasm even ever stop until he did? Would I just keep cumming and cumming and cumming? Locked in Perpetual Sissygasm?

I grind gently until a long minute passes between spasms. Finally, the true end of my very first sissygasm, my very first proper orgasm. The first orgasm that ever felt... right. My heart rate is beginning to return to normal and the sweat that is clinging to my lust flushed skin is starting to get cold. A shiver runs through me, though this time it is not from lust and pleasure, but from cool air, exhaustion, and wet flesh. I wonder for a brief second if there was any possible way for a round two. With a sigh I conclude there isn't, but I think I am going to check to see if I can afford a fuck machine.

I look down, only fully realizing now that I am sitting on the floor. That the dildo which I had never been able to fully take was absolutely hilted as deep as it could go. The ache in the depths of my guts pangs, not truly painful, but a warning that I am truly at my limit for depth. It could just be the shadows, the exhaustion, the afterglow, but I think I see a bulge low on my abs where the head of the dildo would be pressing. I'm not sure if the dildo is really large enough, but it sure feels like it.

I glance past my cage that is sprinkled with pre and sissy cream. A loud surprised gasp leaves my mouth as I stare at the large puddle in front of me. "Holy shit..." I say, astounded, before asking the camera. "Do you... can you see that from the angle the camera is at? How big that pool is?" It is a massive amount, like if you took a cup of water and poured it gently on the floor so it stayed together. I whimper as I imagine just what it looked like leaking and cumming so much. There is a large sort of circle in front of the dildo with a cone of glistening spatter extended to and past the camera, luckily none landed on it. Patches of creamy white are slowly diffusing in the main pool of pre. It is incredibly hot to look at.

Bracing myself, I make sure my limbs are planted and begin to push up. After having the dildo so deep for so long, I am a little disappointed when it begins to slide out of my, leaving me so, so empty. I for sure am going to be plugging myself right after. I shudder as the dildo finally leaves my well used hole, it wiggles back and forth on its suction cup base while I place my ass on the ground behind it. It glistens with lube and the remnants of Wolf's cum.

I switch positions, my head hovering over the dildo with me on my hands and knees. "A good sissy always cleans up her mess..." I say to the camera with a giggle, tucking my hair behind my ear as I lower my head and flick my tongue over the tip of the dildo. I glance at the massive pool that I produced, excited for my next task. In order to access the full length of the dildo I drop down onto an elbow, my lips resting on the silicone cock. A desperate need to explore, to feel my fucked out hole overtakes me and I slip a hand between my legs, angling my hips so I can slide a few fingers in.

"Fuck..." I moan whorishly at the state of my hole. "I'm so fucking loose now, I bet I could take two dicks at once." I easily slide three fingers in through my puffy ring. I twirl and curl and extend the digits, trying to assess everything that they can reach, there really is no difference other than a perceivable increase in internal heat. I search out my bitch button and lightly massage it, not trying to get off, just enjoying the light buzz it brings to my body when it is fondled.

I open my lips and take the fake head into my mouth. Immediately the taste of myself extends over my taste buds, familiar, intoxicating. It immediately brings about flashes of reminiscence, about what has been done to my sissy hole today. It makes me feel hot, it makes me feel good. I think I like it. I think I like the taste of my sissy pussy.

I try to make a show of licking and sucking the dildo clean, but it is far from professional as the shoulder I am supported on begins to shake. You never really realize how tired you can get from stuffing your own butt until you really, really, stuff your own butt. It is clean though, the taste of lube and myself leaving its surface a short time ago. I pop it out of my lips and give it one last sensuous lick to thank it for being such a good dildo. Prying it off of the tile is a difficult process, especially because I refused to take my fingers out of my ass. But eventually it releases and I toss it to the side.

I want Wolf to see just how much I leaked, just how much I came. Crawling awkwardly on three limbs I over to the camera and grab the tripod. "You have got to take a look," I say with a wink, lifting the camera up to give a top down view of the pool. "So fucking much right?" I ask with a giggle, proud. Placing the camera down in a similar position to where it was before I turn back to the puddle of goo. Reflexively my fingers move faster inside me, I am so god damn turned on by the thought of slurping up my juices that I wish I had the energy to pump out some more.

Looming in front of me, is the biggest pool of sissy juices I could ever imagine. I lick my lips, a desperate moan cooing as I contemplate how to start. It doesn't really matter though, I'll just start from where I was and work my way to the camera.

"Such I mess..." I whisper, my heart fluttering. Leaning down, the tip of my nose touches the warm pool first. I purse my lips and tilt my head backwards, lowering to kiss the floor. I honestly couldn't care if the floor was dirty or not, compared to the taboo of sucking and licking items that had been in my ass, eating off the floor was nothing.

With a lewd slurp I start sucking the viscous pool into my mouth. I have always enjoyed the taste of cum, the sweet subtle flavor of pre, but knowing that this mess was borne from an intense anal orgasm made it taste so much better. I briefly consider grabbing a straw, but decide I'll leave that for the next time. Maybe if I leak this much again I'll try to collect everything in a cup or a condom or something, then drink it later.

I close my mouth and swirl the collection I've gathered, coating every taste bud in my sweet sissy nectar before swallowing it with a delighted moan. No moment is wasted, I dive back in and slurp another copious amount up into my slutty mouth. With my mouth full, I look up and smile at the camera. I let my jaw hang and stick out my tongue, letting the mostly clear liquid drool past my chin back into the pool, knowing it won't go to waste, just putting on a show.

I swallow mouthful after mouthful before I am even halfway through. The quantity flowing down my throat is making me so fucking hot, that I can't stand it. I attempt to slip a fourth finger into my stretched hole, but can't take it very far, still the stretch is delicious and I moan loudly as I dip my head down for another drink.

Long lust-filled minutes go by as I work to clean up my entire mess. When the actual pool has all been slurped up and swallowed I running my tongue in long licks across the floor, desperately hoping to catch any last glob or sprinkle. I must look like an absolute freak right now, moaning, four fingers in my ass, slurping at the tiled floor for a one last morsel of my own cum. It makes me blush, I fucking love it.

Sadly, after a few languid licks with nothing to taste but the tile, I let out a satisfied sigh. My plug had been tossed a few meters away, and I awkwardly crawl over to it before bringing it back in front of the camera. Face away, slowly, very slowly, I pull my fingers out of my ass to preserve my gape, to let Wolf see inside. I lay on my side, my knees pulled towards my chest, showing off my sissy pussy to the lens. Gently rubbing the plug against my rings, I lick each one of my fingers until they are truly as clean as a dirty whore's mouth can make them.

My hole is loose, stretched, and relaxed, with the amount of remaining lube slathered in and around my pussy the plug slides in easily. My toes curl as I delight in the full feeling and expertly manufactured bulges of the anal toy.

"Whew..." I sigh, smiling at the camera as I tease the plug ever so slightly. "That was intense! Thank you for such a great first meeting Daddy! And thank you for teaching me that I can sissygasm if I want to, if I try!" I flip back to my hands and knees, crawling to the camera. "Bye bye!" I say, flashing the peace sign before hitting the button to stop the recording.

"Gaaaaahhh..." I groan as a wave of fatigue washes over me. My mind is still buzzing, blazing with lust and erotic thoughts, but my body is fucking dead. I take the tripod and phone in hand as I stand on shaky legs, blushing as I glance down at the scene of my first sissygasm, imagining myself back in the same position, decimating my own ass.

Shaking my head to clear my mind as heat reddens my cheeks, I bend down to pick up the bottle of lube and the dildo. A few strands of hair become stuck to my sweat beaded forehead and I brush them away with the back. "I need a shower, some food, an entire ocean of water, and then a nice fucking sleep." I mumble, walking into my bedroom and putting my implements back in my toybox.

For a long moment I stare at the damp spot on my matress. Visions of wolf pounding me, choking me, biting me, making me scream, flash in my imagination. I blush as I remember what he made me scream, the neighbors knocking on the wall, the depravity of it all. My heart rate increases and my pussy twitches around the plug. As crazy, lewd, deviant, and utterly life changing the whole experience was, I do not regret one single thing. That is aside from not asking permission if I could cum. If only I had asked, I would have had my first sissygasm with a thick fucking dick pounding my g-spot.

I sigh and strip out of my clothes, leaving them neatly folded on the edge of my bed, I'll have to wash them later. As I stride into the bathroom I flick the lights on and catch myself in the mirror. "Huh..." I mumble, slightly confused. For the first time that I can remember my reflection irks me. Like something isn't right. If I just focus on my face it's fine, my makeup is a little messed up but I still look cute and feminine in a well fucked whorish kind of way. My gaze travels down my body and there is a deep sense of something... Disappointment maybe? "I guess I just need to wear girls clothing from now on..." I say, though a part of me knows that isn't exactly the cause of the problem.

The faucet hisses as I grab my makeup kit and begin to remove what I had plastered on my face. With each cleansing swipe I lose more and more of myself. Until I am looking at my regular androgynous face. Again, the reflection irks me. "Maybe... makeup as well." I mumble as I turn my head at different angles to examine my bone structure. I realize the path that I am on, whether chosen or destined or born, is going to require some major changes, and some difficult encounters with people I care about. That being a sissy, if I truly want to embrace it, isn't going to be all dick and anal orgasms. That to be what I feel I am has to be more than just in the bedroom. I swear to myself right there and then, that I would not balk. What I felt today was a signal, what I see in the reflection is a signal, my whole life has been a signal. I am a sissy, but maybe I am also something else.

I wash my face with a gentle cleanser after the makeup has been removed and turn on the shower. I continue to stare at my reflection. My long hair and purple cage the only things that signify I am anything other than an androgynous boy. The edges of the mirror begin to fog and I am pulled out of my fixation.

The heat of the water feels amazing, rejuvenating my tired muscles as it cascades over my smooth skin. I try my best to wash out the cage, as it is most definitely covered with my juices. Sweet fruity smelling body wash lathers as I scrub the fluids and sweat from my skin with a loofa. When I reach my ass I gasp in shock. It hurts! Hurts like a hundred bruises stacked on top of each other. The loofa seems overly abrasive as I run it over my plump ass.

I place the loofa on a small shelf inside the enclosure and start gently massaging my sore cheeks. I let out a whimpering moan as I remember just how many times and how hard Wolf had been slapping and smacking and pelting me. The bruising and welts are an easy reminder, a simple way to pull me back into the mindset of getting fucked by him that will last for days. Even though it is mildly painful right now and will probably make it a little more difficult to sit in lectures tomorrow, I do not remember hating the spankings. In fact, I think I rather liked it.

Eventually after some time reminiscing about the brutal fucking and spankings, I pick the loofa up and move to different area of my body. Though I am sure my hands will be drifting to the bruised areas quite often, pangs of arousal springing up as I slip into thoughts of sex.

I stand in the water until it starts to cool, just enjoying the sensations over my tired body. "Ok." I say steeling myself to turn off the water. "Time to get out, time to take a nap." I snap the water off with a quick turn and quickly grab my towel, drying my whole body except my clitty and my pussy's outer ring, both blocked by sexual implements. I wrap up my long hair to dry and jump into some comfy PJs while staring at the still damp spot on my mattress. I know I have time to let it dry for a few more hours so I grab my pillows, a blanket, and my phone, then walk out to my couch.

I hiss through my teeth as I sit down. It is not so much how painful the spanked area is, and more that I forgot it was there. I flip over onto my stomach and pull my bottoms over my ass. Craning my neck I can see that the whole area is red, with some darker welts forming. Picking up my phone I awkwardly take a selfie that will show my smile and my beaten ass. "Eww..." I mumble when I see what I look like without makeup. I delete the picture and take another on from the chin down.

I get my napping spot set up and recline with most of my weight on my back rather than my ass. Editing the photo I just took, I add a filter and a caption, 'I hope I still get spanked if I am a good girl' it says. I scroll through my contacts, finding the number that Wolf typed in. -Hi Daddy, it's your sissy- I type out, before adding the picture to the message. I hesitate for a brief moment before hitting send. My heart thumping as I realize that he now has my contact info.

I don't have to wait long before my phone pings.

His text reads "What a perfect sissy. Tomorrow your ass is going to be a beautiful mix of different colors. Enjoy that." And then a few seconds later another one comes in that says. "No, no no no, those spankings were for being so fucking good, and well just because I like spanking sluts. If I punish you, you will know it, and you will. Not. Like it."

Before I have a chance to respond a picture pops up from him, with a caption that read: 'how often do you want to be bred like this?'

It takes me a second to realize that the picture is of me. Or at least, of my ass. Roughly in the center is the gaping window of my pussy, puffy and red from abuse. I can see directly inside for quite a few inches. Deep scarlet ringed walls of my sissy hole, coated with Wolf's pearly cum. There is a thin river leaking from the bottom, down my taint and past my clitty.

I stare at it, utterly blown away by the state my ass was in. It's actually quite beautiful in a perverted way, the birth of a slut, a whore, a sissy. I know that there will be plenty more of that exact same depraved fucking in my near future and it makes my heart race with excitement. My fingers tap the screen, going into the phones settings and switching my background pic and my lock screen to the picture of my gaping ass leaking cum. I turn my phone off then on again, looking at myself, looking inside myself. I swipe the phone open and blush as my icons float above my gaping hole. "No way!" Giggling to myself, "I'm not that bold... yet?" I say as I tap back into my settings and switch the pictures back.

Opening the text conversation back up, I type, "I want to be fucked like that, bred like that every day... multiple times if possible." A flush rising to my cheeks as I press send. I open the picture of my hole back up and stare at it transfixed. My pussy twitching around the plug as it remembers what it took to get to that moment, fucked and filled.

A startled cry is pushed from my lungs as my phone rings loudly, vibrating in my hands. Wolf's number appears at the top of the screen, I press the button to pick up and lift the phone to my ear. "H-hello?" I say, wondering why he is calling.

Continued in Part 4