Letting Strangers In Ch. 03 of 04

The head of his cock finally slips out of me after a long, slow withdrawal, leaving me feeling devastatingly empty. Soft, his cock flops downward, resting on my pouch before he shifts and moves backwards for a better view. "Fuck me..." Wolf muses, captivated by my blown out ring. "You have got one of the most perfect pussies that I have ever seen. But I gotta say, it just might look better this way. Gaped and completely wrecked. I feel like I can see your slutty little soul in that glazed mess of red guts."

He lets go of my ass and moves over me again placing one of his feet near my shoulder. I hear something hard clatter and slide gently on the desk before wolf moves back behind me. With just one hand this time, he pulls my cheeks apart, letting out a pleased approving moan. "Push sissy. I want to see that cum flow out of you."

I clench my abs and pelvic floor, giving a sustained push. An embarrassingly wet squelching sound gurgles from my guts and I feel a warmth that can only be a river of cum begin to trickle out of my hole towards my pouch and locked clitty.

"Fuck yes." Wolf says, sliding his thumb over the upper half of my gaped ring, dipping it inside and pulling up to stretch me. It feels so tiny compared to his thick cock. "Just look at all that cum, good thing you can't get pregnant cause your pussy is fully fucking basted." I feel him move away from me, making the mattress creak as he steps off the bed briefly before returning. His cum continues to trickle out of me, pooling in the crevices around my cage before dripping below.

The familiar texture of my plug touches the small of my back as wolf positions himself behind me again. Once comfortable he takes the plug and begins to scoop up the cum that is drooling out of me with its tip. Then placing it against my blown out ring, he pushes. "Don't want it all leaking out of you," he says as the widest part of the plug passes into me like it was nothing. "I'm sure you will like knowing that my cum is sloshing around inside of you as you go about the rest of your day."

I am a little worried that the plug would just fall right out of me, but as the flared base kisses my skin, I find that it doesn't slip back out. Even more surprising, I feel that I can once again, though much weaker, clench my pussy. I squeeze the plug, making sure it stays in me. "Thank you." I say, turning my head to feign a look back. "Thank you for your cum. Thank you for breeding me. Thank you for filling me up."

"Awww..." Wolf says, giving my ass a light tap. "I didn't even have to ask you to say that. You are very welcome, you dirty little whore. I hope you like the feeling of being filled, cause that is not even close to the last time I will be blasting that ass. I think we are going to have to get you a bigger plug if you want to be able to be able to walk around with my cum in your guts though."

I clench my pussy around the plug. I have to agree, it isn't nearly wide enough to negate the risk of it falling out or cum leaking from me. "Yeah." I say, clenching again and again around the plug as my muscles begin to listen. I let out a little moan as the plug squeezes against my g-spot. "Your dick is just a bit too wide, my plug can't compete with the stretch you put me through."

Wolf slaps my ass. "You fucking know it slut." He says as he moves beside me, again I hear a light clatter on the bedside table before he steps off the bed. "You've got a big fucking mess to clean up though, I bet you soaked all the way into the mattress with how much you were leaking." He grabs me by the shoulders and shuffles me backwards from where I had been kneeling prone. Bundling up my hair to get it away from my face he lowers me down until my nose hits a slimy, wet patch of blanket.

"I want you to lick, to slurp, all of that up. What a fucking mess you made, leaking like a faucet." He says, holding me by the hair.

I let out a tentative lick, immediately any suspicion of something worse is put to rest. It is just precum. Sweet, sticky, precum. I lap at the blanket, moving my head around to try to cover as much area as possible. The problem is that most of what had drooled from my clitty had already sunk into the fabric, and my tongue is only picking up a few tiny puddles here and there where the fabric had reached maximum saturation. It would have been much better if there was plastic below me that could catch everything I leaked out.

I purse my lips and slurp at the fabric. The noise my lips make as air and small amount of viscous liquid travel past is made even more depraved by the fact that it was my own juices I am swallowing. I let out a little moan on an exhale, blushing at the humiliation of cleaning up my own mess. I kind of got lost in the act, sucking up as much as I could until there really wasn't much left on the top layer of fabric.

"Alright," Wolf says lifting my top half up to a kneeling position. "One last thing left to clean." The bed jostles a little and I feel the heavy depression of Wolf standing on the mattress near my knees. "Open." He commands.

I must admit, I was a little squeamish at the idea of straight ass to mouth, but in that moment I didn't hesitate. My lips smack as I open my mouth fully, letting my tongue loll out. He places his cock on my it, and almost instantly I close my lips around and began to suck. It mostly tastes like lube and cum, with a slight musky tone. I would even go as far as to say it tastes good, to me at least. His cock is soft and much easier to handle, I spend a minute or two lazily 'cleaning' it, enjoying the taste of my own ass and his cum washing over my buds. The taste of a job well done, the taste of purpose.

"Balls too." He says, pulling his hips back and lifting his cock as it fall out of my mouth. I quickly sink a few inches and tilt my head back, leaning forward to fish out his sack, beginning to suck and lick. "Good slut." He adds as I pull one of his nuts into my mouth. There really wasn't much, just sweat and the taste of skin. He lets me play with them in my mouth for a handful of seconds before pushing my head gently away.

"What an initiation!" He says, praising me. "What a performance! I had it in my head that sluts like you had died out a long time ago. It's usually not my favorite thing in the world, but being proven wrong, like this, is such a fucking treat!"

I can't stop the smile that blooms on my lips. A flush of pride brought a new red tint to my cheeks. I don't really know how to respond, so I just stick out my tongue and giggle.

Wolf tussles my hair, stepping off of the bed and onto the floor. He hooks his hands under my arms to help me move to sit on the edge. I gasp, the plug drifting further into me with a wet squelch as my ass meets the mattress. Rolling my hips to make the plug stir me up, I let out a series of quiet moans.

"Ha," Wolf laughs. "Looks like you've still got some left in the tank. I got things to do though, and well, it's getting late, plus I am fucking gassed. Next time you are doing the work, you can ride me. Like I said, you were a good whore, so feel free to get yourself off once I am gone. I don't need face, but if you do fuck yourself silly make sure to send me a video. Kay?"

"Sure." I say, nodding, still moving my hips, and the plug inside me. "There is no way I am not shoving something inside me once you step out that door. I am tingling, I feel like a Champaign bottle that you just spent thirty? Forty? Minutes shaking up. I feel like I am gonna pop." I feel my clitty wake from its slumber and throb a few times as I think about bringing myself to orgasm.

I hear some rustling of fabric and the clinking of a belt as it is done up. "I do hope you enjoy your first orgasm as a true sissy." He says, walking over to the nightstand. "But first, before I leave. Where are your keys?"

I motion with my chin over to the nightstand that he is standing beside. "They are on there, small, silver, should be beside the base of the lamp."

"Oh, okay... No not the handcuff keys..." He says, though I hear him pick them up and move toward me. He takes my arms gently and rotates the cuffs before clicking the keys into them and releasing me from my own bondage.

I can feel that my wrists have been rubbed raw by the metal cuffs. I gingerly move my hands in front of me and wring them out in my lap, happy to have freedom. To be fair though, it was super fun not being able to use my arms while being fucked, I am looking forward to the possibility of more forays into bondage in the future.

"Sissy..." Wolf says, patiently waiting for me to assess the effects of metal and hard fucking on bare wrists. "I was talking about the keys to your cage. I'm going to take them with me."

I blush, "Oh..." I say, nervous energy beginning to seep into my chest as I contemplated the idea of actually having a key holder, of actually being locked up without any say in the matter. "S-sure... but, uh, they are kind of hidden, or... buried?" My hands move to my blindfold, thumbs hooking under the bottom, but I hesitate wondering if I should take it off or not.

It seems Wolf notices my hesitation because he says "Go ahead, it was your idea to wear that in the first place, though you are a very good gurl for waiting for permission."

I push the fabric up my face and blink rapidly as the light invades. My pupils dilate quickly and a normal picture of my small room comes into view, with Wolf standing in front of me. I blush and look everywhere except into his eyes, for some reason it is hard for me to meet his gaze after everything he has done to me. It's not embarrassment, just... submission.

He is fairly tall, and decently handsome, though objectively not record breaking in any category. In his mid-thirties and well-muscled, he looks good in his tight t-shirt and jeans. He theoretically could be doing well with any woman he wanted based on his looks and dominant personality. It makes me wonder why his is spending his time wrecking sissy pussy, though I suppose it could just be what he is attracted to, or maybe it's just a side thing, or maybe it is more about degrading and humiliating. Like I noted, he wasn't record breaking in any particular category, but as I gazed upon him I felt one of the strongest pulls of attraction I had ever felt in my years. I knew that after what he had done to me, said to me, made me feel. I knew I would do anything for him and let him do anything to me.

He was smirking at me by the time he spoke up. "Good enough for you sissy?" He asks.

I only nod and blush deeper.

"Good," he says. "Then get me the keys to that useless thing between your legs. You are mine now. Oh. And your makeup is absolutely gorgeous, the mascara is a bit smudged now, but Hell, If I saw you on the street, I am not sure I would have even guessed you had that little clitty beneath your skirt."

Blushing at his praise, I stand on shaky legs, waddling to try to keep the plug from slipping out of my loosened hole. After a few steps I just reach behind me a hold it in with my hand so I can walk like a normal human being. Opening one of the drawers of my dresser, I dig for what I buried under some clothes. It is a small single piece, jewelry display box, bought at a flea market specifically to hold the keys to my cage. Before I know it, I am standing in front of Wolf again, holding the small container tightly with both hands. I take a deep nervous breath before holding it out for him to take.

He smiles reassuringly, knowingly at me as he takes it gently from my hands into his own. His eyes flick down as he opens the latch, flipping the lid up. "All of the keys in here?" he asks staring into my eyes.

I nod back at him, "Yes..." I say.

"Perfect," He says, snapping the lid closed and sliding it into his pocket. "Give me your phone please."

"Uhm... ok, sure..." I say, picking my phone off of my desk and hesitantly placing it in his open, waiting hand. "No password." I add.

He swipes the screen and navigates to something before typing in a few characters. He hands it back to me with a smile. "If there is an emergency, call that number, I'll drop what I am doing to come and let you out. It better be an emergency though, do you understand?" he asks, tells, commands.

I nod in response, mumbling an "uh huh."

"I knew you would." He says with a chuckle. "Other than that I will be letting you out of your cage for cleaning, hygiene, whatever, once a week, under direct supervision. Though you're highly encouraged to clean what you can in the area as much as possible." He pauses, thinking. "So... yeah... any questions?"

I shake my head but still ask a question. "Except for washing? Once a week. I am going to be locked up 24/7?"

He laughs loudly. "Worried?" He asks.

I reluctantly nod, embarrassed.

"I don't think you should be." He says, staring into my soul. "With how close you got to popping today, you will have no problem milking sissygasms out of that pussy with a little practice. And seriously, if there is an emergency I will drop everything and come and unlock you. Sissies stay locked, until they can reliably stay limp, it's just how it goes. Plus I know you love being locked up, why would you be wearing that thing if you didn't."

Blushing hard I nod, swallowing nerves, partially reassured. "I understand, I trust you." I say, more to myself than to Wolf.

He moves in until our bodies are touching and reaches down to lift my chin. For a second I think he is going to kiss me, but his other hand swings around and gropes at my ass. Sliding between my cheeks his fingers find my plug and he massages it forcefully into me, moving it in different directions and angles. I quietly moan and push my body closer against his.

He stares into my eyes, dominant energy writ on his brows. "You are mine now sissy," he says, fucking me with slow, gentle strokes of the plug. "Chase after dick, swallow gallons of cum, be a whore, I don't care. But when I call, you better come. I don't care if you are mid-fuck. Your holes belong to me, I choose when I use them. Got it?" He asks.

Leaking a tiny pit of pre into my cage, I moan as he forces the plug against my buzzer. "G-got it! I am your sissy, I am your whore. My holes belong to you." I answer.

"Such a perfect sissy you are." He says, releasing my chin and taking his hand off the plug. He slaps my ass and turns away from me, walking towards my bedroom door. "I'll be contacting you soon. Keep that hole good and ready, I'll pick up a plug that is wider than my dick so you can wear it outside." He doesn't look back as he turns the corner and heads towards the door to my apartment. The door opens, then closes. I hear creaking down the stars that wrap the corner of my building. Then it is quiet, so, so, quiet.

Exhaling a deep breath to try and calm myself, I look around the room, to see that nothing has changed. I turn and look at the bed, which I had made before Wolf had showed up. It is definitely messier than it had been which is understandable. What stood out is the large damp spot in the middle of the bed, right next to a small pile of pillows. The pillows my hips had rested upon.

I walk over to the bed. The damp spot is the size of a dinner plate. I shiver as I imagine just how much I had been leaking while he fucked me in that deliciously perfect position. Reaching out I run my fingers over the spot, the cool wetness of my spilled precum is a sharp contrast to the burning lust that is clawing at my chest.

My hands drift down to the hem of my skirt and flip it up. I stare down at my cage, then over at the open drawer that had contained my keys, then back down at my locked clitty. There would be no easy path to relief, but I figure if I started now, even if I couldn't make myself squirt today, with practice it would eventually happen. Tired as I am, I am also buzzing from the fuck and orgasm denial. There would be no better time than now to try.

I quickly pulled the blankets and sheets from my bed. My near constant leaking while being fucked had indeed soaked through to the mattress, but at least it would get some air, hopefully drying before I need to sleep. Steeping away from the bed and rolling my shoulders, I begin preparing to masturbate. For the first time ever, I knew that there was only one way I was going to cum. No cheating, no unlocking myself and tugging myself over the limit. Just bouncing and fucking and thrusting into myself until I came or gave up. Fuck me, I hope I can cum, or I might not be able to sleep tonight.

~ ~ ~

Placing the small tripod that my phone was attached to on the floor a few feet from me, I hit the record button. I wave to Wolf, or whoever might watch in the future as I get myself seated. It had taken fifteen minutes of decision making before I was set on my plan. My dildo of choice is a realistic purple penis made of semi rigid silicone. It is longer than Wolf, but not as thick, has a suction cup base and curves upwards, which means that if I ride it cowgirl and lean back it will drive right into my g-spot.

I had decided to film in my kitchen because it is tiled, and smooth. I really don't want any trouble with cleaning up what I was about to spill. More importantly, I want to be able to slurp up everything that I can milk out of my clitty.

"Hiiiii~ Daddyyyyy,~" I say to the camera, as I lean back and onto one hip, then onto my side propped on an elbow. "You left me so horny after you came in my pussy today that I just had to stick something else inside." My hand drifts down and lifts my short skirt out of the way before continuing down to the base of the plug that sat inside me. Tugging on it gently, it slid out of me an inch or so. It was so slippery with all of the lube and cum that I knew I could probably make it slide out with just a push.

I moved my hand away and looked at the camera. My abs clench and I put a little force into my pelvic floor. Once the heavy plug gets going it nearly rockets out of me. I groan and my pussy reflexively continues to push, squelching as my inner walls move towards my gaping hole. Reaching down I run my fingers around my ring, dipping two of them in a few times, they disappear into my well fucked hole, barely even touching the sides. I had fingered myself plenty of times before, duh. But this was a whole new experience, I was so loose and relaxed down there that I didn't even have to try to wiggle them in.

"Fuck..." I said, reaching below me for the plug and popping it back in. Gently fucking myself with it. "My pussy is wrecked. I need to get new toys, I'm not sure I am going to be able to feel these after a few more sessions with you." I doubt Wolf would let me carry on with the toys I have, bigger and better things right?

I push the plug all the way back in and place my hand below it, ready to catch. Moaning as I push, the plug pops out of my hole, landing in my hand. I feel a warm trickle of cum and lube drool out of my pussy and over my cheek. With the tip of the plug I do my best to scoop it up while looking at the phone screen as a mirror.

My tongue hangs lazily out of my mouth as I bring the cum and lube covered plug up to face level. For a second I wonder if anything had changed inside me in the handful of minutes since I had cleaned off Wolf's cock. I knew he would be delighted if I sucked the plug clean. Lowering it slowly onto the tip of my tongue, I moaned as it made contact. The taste was just like before, musky cum, pheromones and lube. I lapped at it before sliding it further in and wrapping my lips tight. I make a short show of it, moaning and slurping, but soon enough the taste of myself and Wolf's cum is gone from the smooth plug.

My lips smack as I pull the plug from my mouth and toss it to the side. Sitting back up, I spread my legs wide and reach over to grab my dildo. I push it into the floor in front of my clit with the balls facing towards me and give it a tug to see that the suction cup has locked securely. "I know, I know..." I say seductively to the camera as I reach behind me to grab a bottle of lube. "It's not going to be anywhere near as good as your cock..." As I pop the cap and drip a copious amount of lube over the dildo. "But I figure, If I go really hard, and imagine that it is you fucking me. I might just trick my body into thinking it is your cock. And maaaaybe, if I do that, my sissy pussy will allow me to squirt."