2 Stood-up Sissy Sluts. (failed Threesome) free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Just over a year ago, I went to meet up with a guy who had been asking me if I'd be up for a threesome for ages. When the day finally came, I was really excited, especially as it was another sissy who would be joining us. I had all my things in a rucksack, clothes, wig, lingerie and some extras besides and went into town to meet up with the guy (let's call him dickhead) and the other gurl in a quiet little pub. When I got there, it wasn't hard to spot the other sissy (let's call her Lucy, coz that was her name). I spotted the waif-thin, androgynous-looking guy stood at the bar, waiting nervously with a bag and half a lager. He was about five-six with sandy blonde hair that would have been equally pretty on a guy or a girl, all spikes and angles. I introduced myself and we went to a quiet little corner of the pub to wait for dickhead. Two and a half hours later, we were both kinda drunk and attempting to play a game of pool. Dickhead had not shown up and wasn't answering calls or texts so eventually, we gave it up. Lucy told me she was really disappointed and that she had all her sissy stuff in the bag at her feet. Curious, I asked what she had in the bag and we giggled and blushed as we shared what each of us had brought with us. She said she had some lacy red underwear (matching bra and panties as well as some stockings, suspenders, heels, her favourite little black dress and wig. She even let slip she was wearing a chastity cage as well as already being plugged. I told her I too was locked up in chastity and we casually discussed which cage we were in and other stuff like which we found most comfortable for long term wear and other related stuff. She said the cage she was wearing was a little pink one and I replied that I had a pink one too, although I wasn't wearing it and was in a stainless steel one. "C'mon, let's have a look then," she said as she strode off to the toilets. Trying to seem casual, although nobody even gave a second glance, I followed her into the men's room. From inside a cubicle, she swung the door open and flashed me her tiny little cock-cage, and it was admirably small indeed. I saw that she was totally hairless and her skin was so smooth and pink, I must admit I was more than a little jealous. Pulling up her skinny jeans she came out of the cubicle and I hurried inside then quickly pulled down my pants and showed her my shiny metal cock-cage. She giggled and riskily flashed me her bum, pulling her cheeks apart to show off the red jewelled plug in her hole. When we heard the door creaking we both hurriedly zipped up and went back out to finish our game of pool, the same game we had begun nearly two hours ago. "It's his loss" Lucy pouted as I was attempting to pot the black ball, which I completely missed as an idea struck me. "We could always go back to my place" I suggested, adding that it would be a shame not to get dressed up as we both had our stuff and had been obviously up for some fun. "Taxi?" she asked. "Now?" I replied. Grabbing our bags we left the pub, leaving the black ball still un-potted.
In the back of the taxi, talking in whispers, she asked: "So what you wanna do?". In reply, I tried my best to seem casual and said we should just get dressed up and then take it from there. Outside my flat, I paid the taxi driver, leaving a big tip because I was in such a fluster, then let her into the flat, locking the door behind us. We dumped our bags on the floor and collapsed onto the sofa, giggling like a pair of school girls. Eventually, I got up and went to get a bottle of wine for us to share, not that we needed any more alcohol, but it seemed like such a good idea at the time. We drank and chatted and cursed D***** (dickhead) then I decided I needed to shower and told Lucy she was welcome to use the shower too. With a little wobble, she picked up her bag and headed off to the bathroom. Five minutes or so later, I heard her calling me and I went to see what was up. I politely stood outside the bathroom door and asked what was up. "come in, I'm decent, I need a hand with something" came her reply. So, I stepped into the steamy bathroom to find Lucy peeking out from behind the shower curtain, water dripping from her sandy blonde hair. " I need a favour, but it's kinda embarrassing," she said. "will you help me shaving, I just can't reach certain, um, places?" she continued, holding out her razor. Nodding dumbly, I took it then asked her exactly which places she couldn't reach. Without a moments thought, she pulled back the shower curtain and I stared at her body. Damn! she was the perfect amount of skinny and petite. Looking her up and down I saw patches of shaving foam clinging to her body, on her shoulders, the base of her spine, between her cheeks. "These places," she said, pointing to the patches of foam. "ok, turn around then, and keep still," I said, moving next to the shower cubicle. With exaggerated care, I shaved her (she really did NOT need to shave a thing). Moving downwards to the tops of her ass cheeks, I told her she would have to lean forward so I could get between her cheeks. Lucy reached back, spreading her ass with both hands and bent over, exposing herself fully to me. She had removed the butt plug which rested on the lip of the shower. Trying not to burst, smiling like a cat that got the cream, I made every last inch of her as smooth as a baby's bottom. She rinsed off and of course, during helping her I had gotten soaked myself. "Jump in," she said, adding "you're already wet". And I was. Loving the innuendo, I stripped off and stepped into the shower. "You have to help me shave now," I told her, and after washing each other with shower gel, she proceeded to make my entire body (from the neck down) smoother than it had ever been before. After some messing around and more than a little splashing, we got out and hurried to the front room wrapped in towels to sit in front of the fire. Lucy reached into her bag and handed me some moisturizer, saying I do her and then she'll do me. I sat behind her while she knelt and removed the towel. I rubbed the lotion into her body from the neck to the tips of her toes, and everywhere in between. Then we swapped and she returned the favour. As she ran her hands over my body I could feel her little pink cock-cage gently bumping against me. I stood up and announced it was time to get dressed up as it would be a shame to have all these girly clothes and not put them to use. Lucy agreed and stood up, her cage coming to face height in front of me. I stared and possibly licked my lips as one single drop of pre-cum made its way out, hanging in that way only pre-cum can. "You're dripping" I whispered and she looked down at her cage as I stuck out my tongue and let the sticky droplet fall onto it. Swallowing and tasting her, I forced myself to stand and put on some sissy clothes, otherwise, I'd have licked her body from head to toe and neither of us would have managed to get dressed. With urgency, I started to get dressed.
Five to possibly twenty minutes later we were both dressed like sluts, her in a tiny little black dress, red underwear, stockings and suspenders topped off with ridiculously high heels. I was in a light blue matching bra and panty set with flesh coloured hold-ups, a navy tank top and short, short, shorts. I looked nice but she looked hotter than most real girls ever did. After we put on our wigs, mine two-tone blonde and brunette and her black one hanging to just above her exposed shoulders. Again the conversation moved to being stood up by dickhead. "We should take a few photos and send them to him, show him just what he's missing out on," Lucy said with a wicked smirk. Even though he didn't deserve a thing, I used her phone to take a few snaps and she did the same to me. Then, with my webcam set on a timer, I took a couple of the two of us together, trying our hardest to look as provocative and slutty as possible. Then with a press of the keyboard, I sent the pics to his profile. Satisfied, we got on the sofa and had another glass of wine before the conversation turned to sex toys. Lucy reached into her bag and took out two toys, one a pink vibe about 5 inches and a slim flesh coloured dildo not much bigger. I got my big bag of tricks from the bedroom and her eyes went wide as I showed her my collection. The smallest I had was bigger than the biggest she had and she giggled, putting a hand to her mouth saying "You're a slut". I casually nodded as if it was a compliment, which to me it actually was, and then asked if she saw anything she liked. Without hesitation, she grabbed a suction cup dildo, 8 inches and pleasantly thick. "This one, but I don't know if I could possibly take it," she said, her tiny hands clasped around the thick toy. "One way to find out," I said, looking expectantly and judging her reaction. Lucy nodded at me and handed me her pink vibe, adding "start with this and see how it goes". She turned her ass round to face me, on all fours, arching her back. Her tiny panties barely covered her caged clitty and I hooked a finger around and pulled them aside. Using my hands to spread her ass cheeks, I stuck my tongue out and began to lap at her little fuck hole. I could have spent hours with my face between her cheeks, my wet tongue exploring and probing her tight little boi pussy. Lucy was moaning quietly while I licked away, then let out a gasp as I introduced her pink toy to her hole. As I slid it in and out I put my tongue on it, keeping it nicely wet as I teased her ass. When I eventually removed my face from her ass I saw her little caged clitty was now oozing with pre-cum. It had formed a tiny little puddle on the leather sofa and I took a second to show her the mess she had made, pushing her face towards it. Obediently she lapped it all up and came up with a strand of cum on her shiny lips. I took my chance and leaned in, licking it from her lower lip and her tongue flicked out to meet mine. As we kissed, she lay back, pulling me down on top of her and parting her legs. I was licking and kissing my way down her neck, taking her little puffy pink nipples in my mouth, sucking, licking and taking each one gently between my teeth until they stood proud and erect from her chest, swollen and red. I looked up at her as I moved my head down further while she took her nipples between thumb and finger, tweaking and rolling them. When I reached her caged clitty I removed her panties (I do love gurly panties but sometimes they just hinder rather than help things). Pulling her hips towards the edge of the sofa, I pushed a cushion underneath her ass, propping it up in front of me. Kneeling between her spread legs, I reached for the dildo she had chosen and slowly, deliberately, covered it with lube. Lucy's eyes never left the thick toy in my hand and I could see she was a little nervous. As I rubbed some lube between her cheeks with my fingers I told her that I wouldn't do anything she was not fully comfortable with, which seemed to settle her nerves. I asked if she wanted to try the toy, waggling it in front of her face. Almost too softly to hear, she whispered "fuck me" with unabashed lust in her tone. "Slowly" she quickly added and I laughed. "In a few minutes you'll be begging me to put it in" I smirked and she snorted saying " I don't beg, well, I don't beg other sissies". She begged, oh how she begged.
I used the fat head of the dildo to relax her tight little pussy, pushing it ever so gently and just as she seemed about to let it sink in, pulling it back out. Teasing her fuck-hole with patience I didn't even know I possessed. It was totally worth it to watch the look on her face changing and to see her tight little boi pussy almost sucking the toy into her body. I watched intently and when I glanced up at her face, she mouthed the word "please" under her breath. "oh you can do better than that" I laughed as I pulled the toy back before the hungry little hole could engulf it. Pouting at me, she said "please put it in me" in a much clearer voice. Ignoring her request I told her that the dildo was making her gape a little and she replied "really, I wanna see", then handed me her phone. I took the hint and told her to spread her cheeks with both hands to exaggerate the gape. Without actually inserting the dildo, I started to record on her phone, alternating between her fuck-hole and face, capturing her panting and gasping, begging and pleading, all her dignity thrown straight out of the window. After making her gape a few more times, leaning over to touch tongues and stare into her eyes, she let out a sigh of frustration and pulled me onto her. Pressed against her she whispered in my ear, "for fuck's sake, I need you to fuck my ass, right now". I couldn't resist making her add "please" to it before I said I would do it. She held her ankle up, exposing her pink little hole to me, and I watched the big dildo slowly sink into it. "oh god" was all she could manage when her ass pulled the toy even deeper. I wasn't pushing it at all at this point, just resting a finger against the base of the toy. I even let go of the dildo completely and watched with a stupid grin on my face as it slipped in deeper. Lucy had closed her eyes now, gasping and moaning quietly, but she opened them again when I let go of the toy. "Fuck me" she urged, "fuck me like a slut". Which is what I did.
I eventually climbed on top of her, kneeling with my ass over her face and my own face looking down at her ass. I didn't have to tell her to lick me while I fucked her, she grabbed my ass cheeks and pulled me down onto her wet tongue. I squirmed and wiggled while her tongue licked at my own fuck-hole before she plunged it inside me, snaking it as far in as it would go. I had begun moaning with pleasure myself and urged her to keep licking my ass, calling her a dirty little anal whore and lots more besides. When I knelt up to get a toy for myself, I saw my clitty had been dripping onto her face and neck as if I had actually just emptied my balls on her face. She used a finger to taste me, while her other handheld the dildo in her ass, thrusting with more intensity than I had dared. With a toy of my own in hand, I stood and watched her cum covered face as she slowly started to really fuck herself. "somebody likes my big dildo" I laughed and she laughed in reply adding "I fucking love it".
I pointed out that she could stick the suction cup to the laminated floor and ride it if she wanted. "fuck yeah" was all she said, sticking the toy to the floor and lowering herself onto it. Without another word, she took the full 8 inches, balls deep, grunting in satisfaction. I lay on the sofa in front of her, handing her my dildo and spreading my legs in her face. With a little shift of position, she had her face back between my cheeks and I could look down to watch as her hungry tongue teased my ass. "Lucy, fuck me" I half-whispered, half growled at her. The dildo looked stupidly large in her tiny grasp(it was 9 inches if I remember correctly, but it looked huge). Taking it with two hands, she inserted it as I moaned like a whore. She gently pushed the whole length inside me until the balls at the base were pressed against my skin. "Greedy slut" she gasped and I couldn't argue with it, I was so desperate for it at this point. I stared down as Lucy bounced herself up and down on the dildo, using her hands to thrust in and out of my ass, a look of concentration etched on her still-dripping-with-pre-cum covered face. I didn't bother to tell her she'd missed quite a bit of it, I'd lick it off myself when I had the chance but right then I was struggling not to explode all over her. My cage bobbed about as she took the hint and fucked me proper. When I couldn't hold it any longer, I blurted that I was gonna cum, then gasped "I'm cumming!". The moment she heard me say it, her mouth was beneath my chastity cage, tongue out to catch my cum, which squirted twice then dribbled and oozed with each thrust of the dildo. She made certain that every last drop had been milked from my clitty and opened her mouth to show me my cum. I should have known a sissy would know exactly what to do with a mouthful of spunk, swallowing it without letting me see first would have been a wasted opportunity and sissy sluts don't let those moments pass unnoticed easily.

Same as 2 stood-up sissy sluts. (failed threesome) Videos

2 years ago
  • 0
  • 42
  • 0

Submissive Sissy Slut Training

One time I got her to fuck me in my ass with a strap-on and I LOVED it! I moaned like a bitch in heat. She finally left me and told me that she thought I was gay and she couldn’t stay with a “man” like that. This caused something to snap in my mind. That has been 11 years ago now. I have never gotten into another relationship with a woman since. I have done a lot of jacking off, (almost every night), over the last 11 years and I have fucked my ass with a dildo a few times since then, after...

4 years ago
  • 0
  • 45
  • 0

Becoming A Sissy Slut part 2

I awoke Sunday morning alone in Kassy’s bed, still in the tight mini skirt, my ass was deliciously sore bringing back a flood of memories from last night. I had spent the evening in full drag dressed as a slut and serving my mistress’s rubber cock followed by swallowing my own cum. It was hands down the best night of my life, I had never came so hard, and the rush I felt while serving her was a high that I’d never known. I rolled out of bed and stood up, my wig had fallen off in the night...

2 years ago
  • 0
  • 41
  • 0

How i became a sissy slut

When i was a police officer, i was detailed to guard a prisoner at the local hospital. While guarding him at the ICU, i began talking to one of the attending Nurses. Her nametag said A Regan, RN. She was a pretty Woman, nothing special, but sexy in the way she carried Herself. After talking for a while, She asked me if i was an Alpha male, since i was a cop. The bells began ringing as i knew exactly what She was asking. i told Her that i am a very strong Alpha male when i am working, less so...

2 years ago
  • 0
  • 39
  • 0

Mommys Dirty Sissy Slut part 1

Mommy's Dirty Sissy Slut part 1 by dirteesissy "Answer the door for me, Brother Dearest and make sure to greet my guests Properly!" I headed to the front door, shame filling my heart, as I tottered on 5" stiletto heels. Not the usual footwear for a 20 year old man, but I couldn't have looked less like a male dressed as I was. Chapter 1. Last week my sister, Alicia, caught me masturbating to stories on a website called Fictionmania. In most cases this would have been...

3 years ago
  • 0
  • 30
  • 0

Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

4 years ago
  • 0
  • 35
  • 0

Sissy Slut Amanda Part 1 The Beginning

The Story of Sissy Slut AmandaThis is a story of fictionPart 1: The BeginningWhen I was twenty-three I meet my Sissy Slut Amanda for the first time. Now he was only eleven at the time and it would be many years before I would know him as Sissy Slut Amanda, but still funny to look back at now. The first time I met my future sissy slut, he was Mark, son of the woman I was dating. He seemed like a nice k**, very shy and timid but sweet nonetheless. It’s wasn’t too long after our first meeting...

3 years ago
  • 0
  • 23
  • 0

Humiliated Sissy Slut

Humiliated Sissy Slut   By Alice Started 11/04/13 How I became a cock sucking sissy slut.I have been dressing as a woman at home in private for many years.  No one has ever seen me dressed as a sissy slut before but I do it to feel sexy.  I know I would never pass as a woman for I am 6 feet tall, 170 lbs and at the age of 45 not a real trim body. My girlfriend Rachel who lives with me is must younger at the age of 35 with a young trim body that has all the assets in the right places.  Rachel...

3 years ago
  • 0
  • 24
  • 0

Turning My Roommate into a Sissy Slut Chapter 3

I looked over my shoulder to look at where Tim was sitting on the couch. It didn't seem like he was very excited. Well, that only made it more fun for Leah and me! For the past few days, Tim's schedule was to wake up, go to school, then come back to the dorm room where Leah and I could do whatever the hell we wanted to him. Then, we left him in his room to do whatever he had to do. "Hey, Aaron! Hey, Tim!" Leah stepped into the room and walked over to where Tim was sitting. "How's our...

2 years ago
  • 0
  • 46
  • 0

GangBang by BBC Sissy Slut

I'm really a pretty normal for the most part. Normal in the sense that I'm not unlike most people. I love music, albeit heavy metal, I love clothes and shopping, although most of my wardrobe is made up entirely of black dresses, band shirts, fishnets and cute thigh highs. I love to read and write, I love hanging out with friends and going out to concerts or the occasional night out drinking. I mean, I'm a transgender girl but I'm cute and passable and I think I blend into a crowd pretty...

2 years ago
  • 0
  • 38
  • 0

Mommys Dirty Sissy Slut part 3

Mommy's Sissy Slut part 3 by dirteesissy Please read parts 1 and 2 before enjoying this instalment. Chapter 10. The last hour and half had been the most unpleasant and painful of my life. The cr?che nurses had a fully functioning dungeon in the back and had taken great pains to have me sample each of the instruments of discipline. My bottom was not just red, but bruised and covered in welts. At the end of proceedings, I was cleaned up and made up, before being led back t...

3 years ago
  • 0
  • 29
  • 0

OneHanded Tales 1 Sissy And The Slut

One-Handed Tales #1: Sissy and the Slut By Sarcastic Slut I watch him writhing under her touch, half turned on, half terrified. I smile and cross my long legs, adjusting my tiny skirt to cover my wet panties. The sissy hangs there, chained by the wrists to the post, arms above his head, ball-gagged and blindfolded. The slut in front of him runs her hands over his smooth, stocking clad legs and his silk pantied crotch. Her hand moves up, over his corset to touch his chest where the cups...

2 years ago
  • 0
  • 36
  • 0

New GF Trains Me to be a Sissy Slut

"That's it baby! You are such an amazing cock sucker!" I moan around the cock in my mouth as I bob up and down quickly. I feel hands on the back of head grab my hair to stop me from moving up and down the amazing 10 inch black cock. I've been kneeling for almost twenty minutes slowly working this monster. I've only been able to take just over half of the cock so far. "You are doing very well sucking your first dick. Though a good cock whore needs to learn to deepthroat and feel what it's like...

3 years ago
  • 0
  • 43
  • 0

My Sissy Slut

...It's 7.30am and all I can think about is dominating my sissy slave for the whole day, however I am spending the day alone so this can't be. My sissy has to go to work. Although he is not dressed and made up into the wonderful little sissy slut she is, underneath his uniform I commanded he wore a lacy pink thong with a floral pattern on them. That itself is a huge turn on. Part time sissy slave, full time slave. The pink thong turned me on so much I teased my slave, with topics such as what I...

2 years ago
  • 0
  • 41
  • 0

Becoming A Sissy Slut Part 1

It was a Friday evening in late January as I walked through the lounge in the back of a bar in downtown Spokane Washington. A friend from work named Mark had invited me to come to his wife’s 30th birthday party and even though I didn’t know her, it was a good excuse to get out of my apartment. I had just moved to Spokane the previous fall, taking a job as an engineer for large road building company. At 21 years old and just out of college, I was pretty proud to start out with a $60,000 a...

2 years ago
  • 0
  • 20
  • 0

The Big Bad Bullies and the Submissive Sissy Slut

The Big Bad Bullies and the Submissive Sissy Slut I was always a target for older and stronger boys. I guess in playground hierarchy a boy that liked to daydream about silly things would have to assume there would be some teasing. After all I wasn't as rough and tumble with other boys my age. I was something of a sissy you might say and a weakling as well. I often suffered terribly at the hands of bullies. I liked to play alone mostly, with my sister's dolls. I also coveted her pretty...

4 years ago
  • 0
  • 21
  • 0

Sissy Slut to Master S

When I finally got the first padlock off and then the blindfold I realised two things! One, Master had removed all the tags I had put on the keys which would make getting out of my bondage a whole lot harder. And two which was most thrilling was that having removed all the padlocks the only key I did not have was the one for my chastity cage. With a shock I now realised my Master was also my key holder. I remembered in our emails that I had confessed that my wife and I had not had sex in...

2 years ago
  • 0
  • 21
  • 0

Lick ass n sucking n fucking sissy slut

I have a story for my xhamsters Ppl I was married for 19 years me and wifey we was open about marriage we use to do everything together we us to talk about everything we use to have sex party so one time we had a party so my wife set this up herself she ask me this party is special it is a month away i said OK but than she hit me with a twist we can't have sex until the party i was like what she said yes no sex no jackoff no nothing all i want u to do is watch porn and I going to pick the one u...

2 years ago
  • 0
  • 42
  • 0

Becoming A Sissy Slut Part 3

I heard my mistress leave the room as I tried to catch my breath, still on my knees with my head down on the carpet. My ass was still gaping wide open from the rough anal fisting I had just received, I reached back with one hand to feel my sissy fuck hole. I easily slid 4 fingers into my ass, almost without even touching the edges of my entrance. ‘Holy fuck I’m a complete anal whore’ I thought to myself. ‘I would do anything for that every day...’ Slowly I got back to my feet and walked to...

3 years ago
  • 0
  • 19
  • 0

How I Became A Simpering Sissy Slut part 3

How I Became a Simpering Sissy Slut Part 3 I was wearing a leopard print bodystocking, with cut outs for my huge GG breasts and my little 3 inch clitty. I had a pair of 8 inch platform heels on my feet and my blonde hair was teased out and piled on top of my head. My make up was trashy and over the top, and I was on my knees and surrounded by three naked men. They were all staring at me lustfully and I was returning the look with one of my own. "Why don't you boys come a little...

3 years ago
  • 0
  • 36
  • 0

Mommys Dirty Sissy Slut part 2

Mommy's Dirty Sissy Slut part 2 by dirteesissy Please read part 1 before enjoying this instalment. Chapter 5. After I had finished cleaning Lisa's toilet with my tongue, she had me brush my teeth, as she finished her bath. I dried her with a fluffy white towel before helping her dress. Kneeling in front of her as she stepped into a pair of darling lacy pink thong panties, she bade me to pull them up. I obeyed and was overjoyed to serve her in such an intimate way. A pink...

3 years ago
  • 0
  • 24
  • 0

Sissy Slut

Part 2 I was born Kelly Stark. I grew up in a town of about 60,000 people. It was big enough that people minded their own business but small enough to allow kids to be able to breathe. Looking back, something was wrong for as long as I can remember. I'm not going to bore you with details about my family or any of that. Let's just leave it that as a kid I sometimes wore my sister's clothes. I would put on her clothes and jack off and pretend I was her with some boyfriend of the...

3 years ago
  • 0
  • 37
  • 0

Sissy Slut Training Rules

There are a few things a Sissy must understand in order to attract, and then keep, her Man. Let’s look at them, these Sissy Rules.1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It’s so important that many questions that a potential Sissy may have can simply be answered with reference to this rule. And from this point on, references to real Men will start with a capital letter. So great is the level of superiority of a Man over a Sissy,...

4 years ago
  • 0
  • 43
  • 0

SISSY SLUT KATHY CAUGHT BY NEIGHBOR

I'd just turned 18 when he caught me in their bedroom dressed in his wife's lingerie , knowing I'd been caught sent a rush of sexual nervousness and arousal through me so intense . I was glad he found me like this Don was what Kathy has wanted for so long , a straight mature husband she could seduce . I'd discovered my attraction to other boys at an early age , i was just shy of my teens when I met a friend ,Tim. That's when I realized that my life would be full of things I could only share...

2 years ago
  • 0
  • 27
  • 0

Outside Sissy Slut

A few months ago I went to Fort Armstead outside of Baltimore.  I heard it was a cruise spot.  I went to check it out but to add excitement I wore lingerie under a hoodie and sweat pants.  I got there about dusk and walked around the ruins.  There were several guys walking around but didn't see any action.  I walked into and out of the bunkers. I walked into one and saw a old couch in the corner. Then I heard some noise and turned to see a guy hanging against the wall in a darken corner...

2 years ago
  • 0
  • 24
  • 0

outdoor sissy slut

Hey sirA few months ago I went to Fort Armstead outside of Baltimore.  I heard it was a cruise spot.  I went to check it out but to add excitement I wore lingerie under a hoodie and sweat pants.  I got there about dusk and walked around the ruins.  There were several guys walking around but didn't see any action.  I walked into and out of the bunkers. I walked into one and saw a old couch in the corner. Then I heard some noise and turned to see a guy hanging against the wall in a darken corner...

4 years ago
  • 0
  • 27
  • 0

Sissy Erotica Slut at the Truck Stop

A Night to Remember He loved being a sissy slut. He used to cruise truck stops, feeling the manly musk of sweaty truck drivers and other passengers. This old sissy slut would cruise the truck stop and check out who’s interested in getting their dick sucked in the bathroom, and then right there on the parking lot, he’d suck someone’s hard dick like there’s no tomorrow. He also loved to visit the cruising spots and public restrooms – they’d give him the much-needed pleasure. It was a nonstop fuck...

2 years ago
  • 0
  • 24
  • 0

Sissy Slut Gets Caught 1

Sissy Slut gets caught #1 Hi, my name is Marcy and I've been a cross dresser for years but have always limited my play to indoors. I've acquired quite an extensive wardrobe through on-line shopping sources and eBay always purchasing items that only a slut would dare wear. I'm especially proud of my collection of 5 and 6-inch pumps in a wide array of colors. Among my most prized possessions are the three sets of titties I had custom made by a Hollywood special effects/makeup artist....

1 year ago
  • 0
  • 25
  • 0

The Making of a Sissy Boy Slut Part 5

I hope you enjoy it and welcome your constructive comments. Thanks for reading - it's why I write! P.S. Apologies for speech marks turning out as "?" - it looks fine before I publish. --------------------------------------------------------------------------------------------------------- The next morning, having gone through my normal ritual of showering and using the douche on my boy cunt as I had been instructed by my mistress, I pulled on my silk crotchless panties and admired...

3 years ago
  • 0
  • 21
  • 0

Mistress sissy slut

Waking up, sometimes, can be rather difficult to do, especially when you know that you were d**gged the night before. Or, at least you HOPE it was only the night before. And this time, it was far worse than the first times. So many things have changed about me from the first time I was d**gged, unwittingly and unwillingly, though as I look back, I can’t really say that I am upset about the outcome of each of these times. Well, I have to admit that I was, kind of, pissed off the first time, as I...

4 years ago
  • 0
  • 20
  • 0

sissy slut chat

me: just got out of the tub where I pissed into my mouth and drank it and pissed all over my face and body, now I dripping and tasting my pee and love it Sent at 10:15 AM on Sunday Candy: U are a lucky slut me: i was thirsty Candy: I am thirsty too... me: do what i didi love itmy other fave is peeing into the baby bottle and drinking it from nipple Sent at 10:19 AM on Sunday Candy: I m going to toilet for licking piss like a dog ..u want pics?? Sent at 10:21 AM on Sunday me: yeswe both...

4 years ago
  • 0
  • 20
  • 0

Hypno sissy slut

It took a while to get a sense of reality. First my sight: blurry and hazy like my mind, light streamed through the window, bouncing off the soft white covers I was lain on. I blinked, shaking the hair that was covering my eyes, trying to see my surroundings. A largre screen TV was in front of me. I twisted my head left, and right, trying to take in the room. The room was made up of mirrors, and a blonde girl was in the centre, pillows underneath her stomach, arms and feet padlocked to the bed....

4 years ago
  • 0
  • 40
  • 0

Turning My Roommate into a Sissy Slut Chapter 41

My roommate, Terri, was kneeling in front of me, naked and ready to serve. Just to think, only a few weeks ago, her name was Tim. Tim was an arrogant asshole that didn't really have any idea of what the real world was like. Seeing as he was a sexist and a racist, as well as all the other negative terms I could use to describe someone, I decided to teach him a lesson. Well, I'd say it turned out pretty well. Now, she was on her way to becoming my own little sissy slave. ===== "Terri, do...

2 years ago
  • 0
  • 37
  • 0

First time turning into dirty sissy slut

If you are reading this now and finding it disgusting, i suggest you don't comment. Am just an african teenage of 21 of age, living in my own apartment, i am single as far as i remember and being a sissy is my fantasy which i realy wish to turn true. dont get me wrong guys, i realy do want a girlfriend, but trying another man cock in all position makes me hard many times. well luckily this is a story of how it became a reality. it happened few weeks ago from now. it all began when i...

3 years ago
  • 0
  • 24
  • 0

sissy slut is humiliated and loves it

New story: I get off the plane in Fort Myers and you are there to pick me up. I get in the back seat of your vehicle and you tell me to open the bag. I look inside and it's a pair of vanity fair full-bottom panties, pink acetate and practically see thru. A full, open-bottom panty girdle with six thick straps and white; a pair of wolford white thigh-high stockings and a pair of sandal strap five inch stiletto heels, white. The ensemble is finished with a pink chemise, silky and smooth as candy. ...

2 years ago
  • 0
  • 24
  • 0

Mommies little sissy slut

I have been crossdressing for years now not known to my mother (or so I thought). she is the only person I live with at the moment. when she was going to be out for a few hours I went to her underwear drawer and inside was the most sexy, silky, feminine underwear set I had ever seen complete with calf length stockings and a garter belt. I wasted no time stripping off and sliding on the sexy underwear, next I found her makeup bag and applied some red lipstick and black mascara. that was when I...

2 years ago
  • 0
  • 49
  • 0

Slut training for a sissy fuck toy

So you have found a potential sissy fuck toy but she isn't quite slut trained to your standards? No worries. Slut training a sissy bitch is all about attitude, technique, and physical & psychological conditioning. 1. Attitude. Most important. The bitch needs to have a can do attitude above all else. She needs to be eager to please, eager to show off, eager to do just about any perverse sexual thing that she is told to do without question and hesitation. She needs to love sex, being used...

3 years ago
  • 0
  • 24
  • 0

The Making of a Sissy Boy Slut Part 4

--------------------------------------------------------------------------------------------------------------------------------------------- I spent the next hour on my own, cleaning myself up and tidying away the training equipment in the kitchen, until my attention was drawn to preparing my cum meal for the following evening. Miss Marsh had left me with a small Tupperware container, complete with lid so as it could be transported easily during my journey the following night, though I had...

4 years ago
  • 0
  • 18
  • 0

Sissy Dogging Slut

I sit nervously twitching as I speed through the night my locked up clit twitching with excitement. Why? Because I am heading towards the local dogging spot and I know when I get there I will be a big attraction because of what I am wearing. That is, pink PVC thigh high boots, pink fishnet stockings held up by a pink leather suspender belt. As you have guessed bit of a theme going on here! A pink PVC mini skirt which is in fact was more of a micro skirt since it only covered a quarter of...

2 years ago
  • 0
  • 50
  • 0

Sissy sluts first cuck suck

Her husband's mind raced as he watched his big beautiful woman tottering in high heels between these two black men, one with his arm around her waist, playing with a breast, the other with his hand up her skirt, grabbing and squeezing her arse. So this is it, he said to himself. Inside the flat she was immediately pushed to her knees before the two powerful men, her hands already fondling the bulges in their sweatpants. 'This is what you wanted, wasn't it, sissy?' She said, her hands pulling...

3 years ago
  • 0
  • 31
  • 0

Sissy Becomes a Slut

So by this time I was a sissy with two lovers Peter and David the brothers next door. They were quiet different from each other, Peter tended to be the gentler of the two. When he fucked me, he would carress my sissy body, lick my nipples and toy with my boi clitty. When we had the house to ourselves we would make a date out of it. We would kiss on the couch and explore each others bodies, he would take me upstairs to the bedroom, I wouold suck his fabulous cock and he would then hike my legs...

3 years ago
  • 0
  • 27
  • 0

The Making of a White Sissy Slut

The Making of a White Sissy Slut When he replied to my ad online, Steven said he was an attractive, 30- something, successful white man who was willing to explore the wild side. When we met in person, I was more than a little bit disappointed. Attractive was a stretch of the imagination and I told him so right off the bat. He acted as if I'd said something to offend him and responded by saying, "Well, no one's ever told me that I was unattractive." When I suggested that was because...

1 year ago
  • 0
  • 23
  • 0

The Making of a White Sissy Slut

The Making of a White Sissy SlutWhen he replied to my ad online, Steven said he was an attractive, 30-something, successful white man who was willing to explore the wild side.  When we met in person, I was more than a little bit disappointed.  Attractive was a stretch of the imagination and I told him so right off the bat.  He acted as if I’d said something to offend him and responded by saying, ?Well, no one’s ever told me that I was unattractive.?  When I suggested that was because no one had...

3 years ago
  • 0
  • 22
  • 0

Caught and made into a sissy slut

It was for real this time. No fantasy. Reality. I was dressed up in red: fishnet stockings, g-string, and a babydoll. I was wearing a metal chastity cage that was pulling my clit down, and it was a clit, it only half filled the cage. I had a new cock too - a black face dildo which was double-ended. In my new role, I had to jerk it as I was fucked in my pussy and I was being fucked. She had fucked me so hard that I was completely submissive to her, sucking on my gag with wild abandon, a true...

4 years ago
  • 0
  • 22
  • 0

My step mom turned me into a sissy slut for dad

When I was in High school I would spend the summers with my dad and step mom. She was so hot and always dressed sexy, They were always very playful about sex, not like my mom and step dad. I loved the atmosphere. During the week they would work all day and I would have the place to myself. I would always go into their room and see what I could get into. I found some picture of the 2 of them nude. Well after that I was always in their room jacking off to the pictures of my step mother naked....

2 years ago
  • 0
  • 20
  • 0

How I Became a Simpering Sissy Slut Part 1

How I Became A Simpering Sissy Slut Part 1 I had been a closet crossdresser for most of my life. Ever since the first time I had stolen a pair of my mother's panties and jerked off with them I became obsessed with female clothing. I loved it all, panties, skirts, blouses, dresses, heels, the more girlie the better. Satin items were my favorite! I just loved the feeling the soft, silky material sliding across my skin. By the time I was 18, I had a whole chest filled with female...

3 years ago
  • 0
  • 26
  • 0

Cuckolded sissy slut

My partner was a really kinky bitch. I remember going to her house and having wild sex all weekend; sucking on her tits and pussy, and fucking her all weekend long. On the Saturday night she stuck a finger in my arse and I was suddenly changed. It all escalated from then on in.That first finger had hit the spot, causing me to crumble. My legs were spread as she fingered my hole. 'Get up,' She said, and I did. She guided me so I was facing away from her. I was watching her in the mirror, as she ...

2 years ago
  • 0
  • 28
  • 0

The Making of a Sissy Boy Slut Part 1

Watching from the back of the large hall, I thought that the headmaster sounded a little slurred and was concerned whether he would still be able to give me a lift back home once the ceremony had finished, particularly as my father was away working and the night buses were infrequent at best. However, my worries were unfounded as, once all the guests had departed, the headmaster came and found me to tell me that it was time to leave. During the journey, which took about 30 minutes, the...

4 years ago
  • 0
  • 57
  • 0

2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

3 years ago
  • 0
  • 39
  • 0

Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
  • 0
  • 51
  • 0

Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
  • 0
  • 40
  • 0

Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
  • 0
  • 19
  • 0

The Making of a White Sissy Slut

Truth be told, Steven wasn’t gruesome; he was merely average. Average for a white boy unfortunately is just shy of ugly. Thin lips, pasty skin, thinning hair, non-descript features, he was nothing to write home about. I had plans to change that. The ad to which he replied was a proposition to completely transform a white boy into a sexy, desirable, cross-dressing, sissy, and insatiable, cum-crazed whore for black cock. I didn’t pull any punches and he knew what he was in for so there was...

4 years ago
  • 0
  • 20
  • 0

Sissy Slut Gets All His Holes Filled

He was waiting for me as instructed, dressed in the bag of clothes I had left for him earlier in the week. I entered the motel room to find him sitting on the bed in the mini skirt, sheer blouse, lace topped thigh high stockings and stiletto heels from his goodie bag. With his legs crossed, he appeared to be quite demure but I knew the desperate, horny slut that was raging beneath the surface of his sissy attire. He knew I was the only person on the planet that could satisfy all his perverted...

Crossdressing
2 years ago
  • 0
  • 40
  • 0

The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

3 years ago
  • 0
  • 23
  • 0

The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

4 years ago
  • 0
  • 33
  • 0

A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
  • 0
  • 28
  • 0

Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
  • 0
  • 25
  • 0

Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

Porn Trends