The Making of a Sissy Boy Slut Part 5
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So this last time I was over there at about 7pm and they said they would definitely be back by 11pm and to help myself to whatever I fancied. Taking them at their word, within 5 minutes of their leaving, I was upstairs in their bedroom having a good rummage through Susan's underwear drawer. I always liked to pick out a pair of silky pink, black or red panties, depending on my mood, and rub those panties all over my hard little cock whilst imagining I was forcing it between those luscious...
------------------------------------------------------------------------------------------------------- Waking early in the morning, I carried out my ritual of ablutions and showered, paying particular attention to the cleansing of my sore bottom and balls, which were still weighed down by the steel ring that circled my scrotum. Going to the kitchen, where I still could not believe the intensely arousing things that had happened there the day before, I remembered Miss Bolton’s (my form...
Black Man's White Pussyboy Story from the perspective of a white pussyboy who gets fucked and dominated by a couple of nigger bucks. He also meets another pussyboy but ends up getting fucked by everyone. Good dialog. I let Jay into the apartment. He was looking for a one bedroom,furnished place and had called about my ad in the newspaper. I hoped torent this place quickly, then I would be full and could devote my time tosome maintenance and repairs rather than showing places. I looked...
Mom forces Me To Take CockIf you don't already know, I'm a pathetic 31-year-old pussyboy son who is regularly dominated by his whore mother. Today she stood towering over me. I was on my knees in front of her, my nose pressed against hard against her skirt, in-line with her pussy. It is very prominent pussy with big, fleshy fat pussy lips and a large swollen clit and I love the fact that her pubic hair is now so sparse and thin that it looks like a shaved pussy. I am a slave to her magnificent...
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...
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...
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...
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...
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...
Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...
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...
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...
"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...
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...
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...
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...
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...
...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...
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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
Heather's SissyMy husband, Bobby, is standing with his nose in the corner, quietly sobbing, as he contemplates the ill-advised temper tantrum that he threw this afternoon. His sobbing is due to a very sore bottom, for which I take credit foróalthough to be fair, my favorite wooden paddle should also take some of the credit too.I'm not sure what it was that finally sent Bobby over the edge today. It could be the fact that I arbitrarily extended his sentence of chastity for another month, or it...
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...
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...
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...
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....
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...
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...
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...
Penned by: Miss Deborah (Debi) Leigh JohnsonOneI did not know what I could expect, as the Greyhound pulled into thebus station. I did not know a whole lot in fact, as I was a rebelliousknow it all, fifteen year old brat.My parents were pretty good as far as parents went. I had not locked aroof over my head, or enough food on the table, but I had alwaysresented the fact that my parents were not rich enough to give meeverything that I wanted. I knew in the back of my mind that this wasa pretty...
51 Avis makes joe a sissy boy [reissue]Joe had promised that we would reverse role playing and I decided to take him up on his offer. "We're gonna play reverse roles today" I announced one day and after a bit, Joe agreed. "What would you like to do?' he asked me. Looking straight into his eyes, "You're going to be my sissy while I make love to my old boyfriend" I replied. I knew he would have to agree after promising, so he looked at me, "I did promise" he answered back and so the stage was...
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. ...
One-Handed Reading: A Step-mother's Sissy School-boy This is a one-sided conversation between an (evil?) step-mother and her delinquent step-son. ------------------------------------------ Author's Note: This is not some attempt at a Pulitzer, or to make some earth shattering literary statement. Nope. If you are looking for deep characterization or nuanced subplots, move on. This tale is not for you. I love exploring verbal humiliation alongside being dressed. This is what I call...
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...
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....
The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...
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...
Sissy Slut for Master S. I unlocked the hotel room door and stepped inside. The suite had two single beds so I placed my overnight case on the first eager to unpack. First out was a pair of thigh high, black PVC stiletto boots. Next a pair of black fishnet stockings along with the suspender belt to hold them up. My black PVC leotard. Black shoulder length PVC gloves a recent buy and my black rubber hood. The final item to make me look like a complete slut was my take tits! Bondage...
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...
I'm often asked where I get my ideas from. You might observe that my sister appears in some of my stories and it is she that created my submissiveness and the cross dressing 'illness' within me. Most of my stories come about from experiences, 'adventures' that occurred through my life by the foolish cross dressing need she instilled within me. Many of my stories are therefore based on those happenings. There is a cross over between fantasy and reality of course, whilst the framework is...
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...
Introduction: I have many more chapters to come–each increasing in dirtiness, variety, and taboo. Sissy the Redhead: The Making of a Slut Part I She was out mowing the lawn again. That little red head across the street. She was probably thirteen or so. Maybe fourteen, and she had long thick curls of deep red hair. The kind that looks dyed, but isnt. Her titties were just coming in, but they were coming fast. She must be pushing a B cup by now, only she wasnt wearing a bra that day, just a...
Author's note: Thanks for all the positive reviews Lady's, Men, and Gurls! It fills me with joy to see that people enjoy my little twisted tale so far, and it makes my clitty hard just thinking about the fact that someone somewhere has wanked to something that I have created. Without further delay here comes part 2! How I Became A Simpering Sissy Slut Part 2 When I woke up I was in a large 4-post bed covered by luxurious pink satin sheets. My head was pounding so hard it...
Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...
I, Keri Pinkpanty agrees to the following rules, and will adhere to them faithfully:I will submit my mind, body and soul fully to Big Black Cocks (BBC) as often as possible from now on and for the rest of my life in all of the following ways, as well as those not listed.1. I am no longer dressing for myself. I am no longer dressing for my gender. I am no longer dressing to pass as a woman as most sissy boys are prone to do. I am dressing for other men, Black men. I am dressing to attract and...
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,...
Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...
Sissy Slut by [email protected] ? I was naked and kneeling in the corner of the room furthest from the door. My head was bowed and my forehead touched the floor. I was shivering in anticipation because I had been that way for what I guessed to be more than half an hour, although it is hard to tell in such circumstances. Finally I heard the door open and the sound of stiletto heels on the painted concrete floor. They came towards me but I did not dare to look up. I knew that to do so would be...