How I Became A Simpering Sissy Slut part 3
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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...
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...
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...
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...
Part TwoKnowing that i should not ask, but i did anyway. Who was that Mistress? She smiled at me as She leaned over towards me and firmly grabbed my crotch and said, “you will see soon enough”.When we got out into the parking lot, She pushed me up against the car and started rubbing my crotch until She felt me get hard. Then She started dry humping me right there in front of anyone who passed by. “You drive” She said. i got into the driver’s seat as She got in on the passenger’s side. As we...
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...
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...
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...
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...
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....
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...
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...
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. ...
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....
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...
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...
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...
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...
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...
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...
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...
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...
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...
CrossdressingHow I became a sissyRecently someone asked me how I became a sissy. I told him about my development from a curious young man, who just wanted to try something new and how this ended up first in submission to a dominant lady and finally in transformation into a sissy. I never thought at this time that being a sissy caught me for the rest of my life. Other sissy girls, which are now at the beginning, will be hopefully encouraged to acknowledge what they will be for the rest of their life....
--------------------------------------------------------------------------------------------------------------------------------------------- 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...
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...
ok so I’m still extremely high and I’m on the corner of samo blvd and st andrews and we are now attracting multiple cars driving past and staring and i have no idea what I’m doing i was just so nervous being dressed like a CHEAP WHITE SISSY AND my top ts momma has basically made me understand that we are gonna stay here with about 6-7 other tgirls that are older and all are mexican and black,, they were yelling at me and saying that because I’m young and white I’m basically gonna be picked up...
ok so I'm still extremely high and I'm on the corner of samo blvd and st andrews and we are now attracting multiple cars driving past and staring and i have no idea what I'm doing i was just so nervous being dressed like a CHEAP WHITE SISSY AND my top ts momma has basically made me understand that we are gonna stay here with about 6-7 other tgirls that are older and all are mexican and black,, they were yelling at me and saying that because I'm young and white I'm basically gonna be picked up...
After my last story of how my husband and I became lesbian lovers with him dressed as a female, both of us thought a lot about what was next for us. I did tell him that I wanted to see him with a man. Then that got me to thinking about a bisexual couple to play with. A bi woman for me and a bi guy willing to fuck a crossdresser. That would be perfect but so hard to find.My husband and I set a date for our attempt to find him a one-night stand playmate to fuck him. The rules were set. We...
CrossdressingThe work is pretty tough, although I like it here better than my last school. My name is Aaron Walker. I'm a junior in university now, but it's my first year here. For my freshman and sophomore years, I attended a local community college near my town just to get in some of the simple course requirements for my major. I found that it was a lot cheaper than if I took those classes here. But the easy stuff is over, and I'm a 'real' college student, now. But what doesn't help is the fact...
I have this sissy slut that lives next door to me that always comes over and plays dress up with me. He will always try my clothes on and makeup. I also like having pedicures with him too. Last week we painted each others toenails and t hey both looked so pretty. My sissy slut likes being girly and his girly name is Candace. He has been a sissy slut for ten years now and we always have so much fun together. I will sometimes put some of my lipstick on him and he looks so amazing with it on. I...
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 ...
Hey guys this is my first story ....hope you all like it ...When I was 18, in spite of my shyness and not being in anyway incrediblyattractive, I somehow landed myself a girlfriend 2 years older than me. Iwas quite short for a boy then, around 5'7 and very slim having not yetdeveloped much muscle. I had shoulder length brown hair and bright greeneyes and I simply couldn't believe my luck in getting this girl. She wascalled Jess, a beautiful redhead with a body to die for and an appetite forsex...
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...
Look at my profile for part 1! Leave comments if you want to hear more!So there I was watching my girl rub her ass all over this guy. I watched him run his hands up and down her legs and grab her ass. She was watching me, smiling. She danced with him and let him buy her a drink. They talked at the bar. She laughed and I just watched. She was being so flirty, she kept touching his big arms and he kept on putting his hand on her ass and she didn’t stop him even though I was her boyfriend. As they...