2 Cock Night For Chastised Sissy free porn video

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I had been denying my sissy urges for months... 10 months, felt like an eternity. I had recently ordered a cb-6000s chastity cage and when it arrived I spent 3 days in a chastity induced cock addiction I couldn't shake. My wife miraculously got called out of town for a family issue on day 3 of my self inflicted chastity, we hadn't had sex for months so I wasn't too worried about being caught... almost want it to happen. I got home from work that night and within 5 minutes I was posting an ad on CL for a older big cock daddy to fuck the cum out of my useless caged sissy clit. I had one guy that had fucked me before committed to fucking me earlier in the week but had to cancel so that was my go to but after 2 hours of messaging with guys that wouldn't follow through or sent me generic dick pics I decided to settle on a late 50's guy with a fairly thick but not more than 6" cock. He seemed genuine and was the only one that could host anywhere but in a vehicle.

I was at his house within 20min of receiving his address. Walked in and immediately he led me to the bathroom as we had agreed. I finished my makeup pretty quickly and put on my wig. After quickly prelubing I walked out to find him standing in the living room with his semi hard cock bulging in his shorts and his surprisingly hard body looking very dominant. I dropped to my knees and crawled towards him... as I pulled down his shorts he asked me what he should call me... I responded "slut or whore is my preferred role but you can call me Katie". He told me to suck his cock and I happily obliged, feeling his cock stiffen in my mouth while I stroked and squeezed his shaft made me strain against my cage. I sucked his cock for only a couple min and he decided he needed to fuck me. We went into the bedroom and he pushed me hard onto the bed... I quickly got my ass up with my back arched and started begging him to fuck me... he didn't even spit on my waiting sissy cunt before plunging in balls deep. I gasped as he forced his way in... it hurt a little but I pushed back as hard as I could and focused on pleasing his cock... within 4 pumps it was pure extasy. I lost myself in the incredibly fast pounding I was taking... until he stopped and told me to be quieter so I don't wake his neighbors. He told me to ride him next so I climbed on top in cowgirl (first time riding cock) and began to ride him as hard as I could, trying desperately to please his cock with my sissy pussy. My caged clitty bounced around with the lock clicking with each deep stroke... I felt his cock grow rock hard as he began to moan... he quickly pushed me off and I rolled onto my back and pulled my legs up to my chest, exposing my now gaping pussy to him. He began to finger fuck me while he stroked his cock and called me every dirty name in the book, I grinned onto his hand while he worked up to 4 fingers inside me and began to roughly gape open my hole, I begged him to fuck me... begged him to fill me with his cum. He pushed his cock back into my hungry pussy hole and forcefully spread my legs till they felt like they would break as he pounded me as hard as he could for a few minutes... I was in heaven as he jackhammered away on my sissy cunt, his belly pressed against my caged clitty and it felt amazing rubbing against his abs as he finally tenses up and moaned loudly while he unloaded a thick white creamy load inside my faggot sissy fuck hole. I tried to catch what I could as it leaked out and licked it all of my fingers before cleaning his nice daddy cock and sucking it dry.
He asked if I wanted to cuddle and that kinda ruined the scene for me so I told him I had to go and quickly made my way to my car feeling his cum run down my thigh as I wiggle my slippery ass down the street. As soon as I get in the car I check my messages to see If anyone else was interested and was excited to find my usual daddy was free and very excited to breed my sissy cunt. I messaged him back and thankfully he replied right away... I drove straight to his house and was on my knees in his entry way less than 20 min after cock #1 had dumped his big load inside me.
I sucked his cock for a few minutes then asked to go freshen up before we fuck. I made my way to the bathroom and fixed my makeup and put my wig back on... decided to forego the dress and just went out in my little lace t-shirt and my black stockings with white tops... leaving my ass all crummy and ready for him to abuse. I went to his room and he was laying back on the bed... I crawled towards him and my cage clicked with each wiggle of my slutty ass... he called me a pathetic little cum dumpster and I started to strain against my cage while I began to suck his cock once more. I worked on his cock go about 20 min... alternating between sucking his plump head while jacking his shaft and deepthroating his entire length while drooling and gagging all over his big manly cock. Finally I begged him to fuck my sissy ass and he wasted no time in getting me on my knees near the edge of the bed and beginning to fuck me in long slow balls deep strokes... telling me the whole time how amazing my slutty sissy pussy feels around his big thick daddy cock. I began to beg him to fuck me faster and harder... begging him to fill me with his daddy cum... "please daddy breed me hard daddy, please gimme your cum daddy. He pushed me hard down into the mattress and put his full weight onto of me as he pumped his hot load into my eager fuck hole... I began to shake all over as he came... I don't know if any cum came out of my little locked clitty but I assgasmed like never before... it was incredible. He lay inside me for a few minutes as he went soft and when he pulled out I quickly cleaned his cock for him and began to suck his cock again till he a was rock hard and throbbing in my mouth... I asked him to take some pics of his cock inside me and my little locked clitty on display so he grabbed his camera and snapped some pics as he fucked me on my back with my legs in the air... he fucked me for another 20 min or so before telling me he wasn't likely to cum again tonight and he had to get to bed for an early morning... I left still wearing my wig having just pulled my sweats over my panties ass. I fantasized about getting pulled over on the way home and then getting pounded by the cop in some dark alley... sadly the drive was uneventful... I walked in the door feeling perfectly slutty and used, my pussy felt slightly sore but incredibly satisfied as I drifted off to sleep... maybe next time a gangbang...

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Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

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