Mommies Little Sissy Slut free porn video

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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 heard the front door open, my mum was home early!! I tried to hide but before I could she strode into my bedroom and said "well what do we have here" I whispered "mum, I like wearing girls clothes" "well of course you do I've known for years and I've been preparing for this day, I came home early on purpose just to catchmy little sissy son and I left that underwear which you seem to be enjoying at the top of my drawer on purpose as well" "come upto my room in 5 minutes panty boy and don't you even think about taking off your new underwear or makeup. I did as I was told and after 5 minutes I knocked on her door with shaking hands. "come in prissy sissy" I heard from inside. I went in and the first thing I saw was a bright pink nightgown covered in lace. "don't worry sissy you will be wearing that soon enough" she said when she saw me staring at it." now since you are so desperate to become my little girl I will fulfill your fantasy" I opened my mouth to beg her to let me go but she put her finger on my lips and said "ssssshh sissy you don't want to smudge your lipstick that you applied so perfectly" "now slip this gown on and slide into bed its long past your bed time little girl" I did as she said and put on the gown, I have to admit I loved the feel of the silk rubbing against my bra, it was heaven. I then got into her bed and lay down that's when she put her hands on my wrists and held them against the bed then put her legs on my chest to completely pin me to the bed." you see sissy, I have done my research and I've found out that once many crossdressers have jacked off they suddenly hate girls clothes and want to get out of them, this is what I am going to use to teach you a lesson prissy sissy. she then slId her knees of my chest and put her hand underneath my gown an panties and pulled out my ****. she then started rubbing it and whispering in my ear "*** sissy" "*** for me" "*** for mummy" "be a good girl and *** for me sissy" she rubbed faster and faster until I covered her hand and the bed sheets in *****. "good girl" she said. "now get in the shower and wash off all this horrible man juice we are going to have some fun sissy" I got up and showered quickly I wanted this nightmare to be over as soon as possible. "good job now go and sit down in that chair" I tried to reach for a towel but she said "no I don't think so sissy" she could see I was embarrassed about being naked so she said "I wouldn't worry I can barely see it anyway" "you have seen some of the toys I have for you to play with but now lets see my favourite one" she walked over to her wardrobe and pulled out a long black box, she opened it and showed me what was inside, I was absolutely terrified. it was a long black leather riding crop, I instantly tried to curl up but she said spread your legs sissy. "no please don't" I begged. you must obey! I spread them and she brought the crop down as hard as she could on my ****. I screamed with pain. it was the worst pain I had ever felt in my life. "I am your dominatrix, I am your mistress, I have the power to cause you immense pain whenever I want and from now on you will obey my every command" I nodded and she whipped me again. "Say YES MISTRESS!" "yes mistress" I yelled " better sissy now you have learnt who is in charge and now the fun can begin!" "now go and run yourself a bath you need to remove all of that disgusting man hair. I went to the bathroom and ran a bath. once I had finished she said get in, then she handed pulled out a razor from her cupboard and said "say goodbye to your manhood prissy you are a young lady now. she then shaved my legs completely bare and then moved onto my chest, back and balls. I began to cry while she removed every single one of my pubes and she said "don't cry prissy I'm giving you exactly what you wanted, I'm turning you into my girly girl. after the shaving she pulled out some red nail polish and painted all of my fingers and toes then I had to watch her as she tipped all of her nail varnish remover down the sink which was my only chance of everyone not knowing i was a sissy. then my mum said" now for my favourite bit of your sissification, choosing your underwear, it will have to be something sluttish beacuse I no what a naughty girl you are" "let's see perhaps we will go for a similar set to the one you were wearing earlier beacuse you so obviously loved that set. "I think we will go for these first" she pulled out a pair of black stockings with a flowery pattern and a matching black garter belt. "the most important part of your feminization is that I don't put any of these delightful clothes on you, you will put on all of this yourself because you wish so much to be my little pink princess. she walked around me with the whip stroking my skin with it and rubbing my **** with it. I pulled the stockings up my legs one by one and as each one slid up my legs she kissed my neck softly and told me what a good girl I was. "well done sissy now it's time for your lacy panties which I know you have been just dying to wear. "answer me sissy" "thankyou mistress for giving me these lovely panties to wear" I said."well done, now just slip on the garter belt and fasten the clips and we can move onto your bra. she picked up the bra and slipped it over my arms and fastened it at the back, that's when i heard a small click and looked round."oh don't worry sissy I'm just putting a padlock on your bra so you never ever ever have to take it off."and now we have the best part, your brand new outfit..." she pulled out from her wardrobe a French maids outfit from victorias secret and I began to beg that I had learnt my lesson and I was a boy. "of course your not a boy, boys have pubes don't they and it looks like you don't have any so your my special sexy beautiful girl arnt you sissy?" "now enough of this nonsense I need to put on your new dress. knowing I was defeated I stepped into the outfit and cried as it was zipped up and the padlock was put on and I was sealed into femininity."that's it sissy you are now a girl you can never go back you are and always will be a girl." "now just a few more things and you will be the girl you always wanted to be. she took me to her wardrobe and pulled out some red 4 and a half inch heels and slid them onto me." why do they feel wet" I asked. "oh that's just the superglue setting and don't you dare try and take them off". "let's move onto your hair now so you already have beautiful shoulder length hair so let me just put it in a more girly style for you. "and finally its your makeup, now pout your lips sweetie and i will apply the lipstick. I kept them tightly shut so she held my nose until I had to open my mouth and she grabbed my lips and smeared lipstick all over them. "and now you really are my special little girl and since you are also my maid I have some jobs for you to do" "the first is to clean the entire house, you can start in the living room, now come downstairs with me and I will show you exactly what I want you to do" I went downstairs first but it was hard in the heels and I kept wobbling but my mum just said "stop being silly princess I no you can walk in those heels you have worn mine enough!" when I reached the living room I opened the door and my mum pushed me onto the floor really hard. when I looked you realised why. sitting on the sofas were my aunt, my grandma and my girlfriend. they screamed with laughter at me laying on the ground helpless. they took loads of photos and using the whip my mum forced me into posing for the camera. she made me suck on my finger and pout my lips at the camera, and stroke my legs. she made me say stiff like "ooh I've been a bad girl" and "I'm such a naughty sissy" and each time they laughed hysterically. mum handed the whip to each one of them and one by one they bent me over and whipped my *** as hard as they could. then they found a permanent marker and wrote SISSY in huge letters on my forehead and my chest. then my girlfriend said has our little sissy got a name yet?" and my mum replied "no good idea can you think of one?" my girlfriend thought for a bit then said "well since her old disgusting boy name was Charlie how about we call her Charlotte?" "that's brilliant! do you like that charlotte" I didn't answer so my mum grabbed my chin and forced my head up and down and said "yes charlotte does like her new name" then my aunt said "well it looks like Charlotte is getting very excited, can you see her erection under all those petticoats?" "yes I can" my mum said "and we now how to fix that don't we Charlotte?" she grabbed my **** from underneath the dress and began rubbing it and once again she was saying "*** for me" "*** for me charlotte" "be a good sissy and *** for me!" I couldnt resist and again covered her hand in ***. "wow I could barely find it it's so small!" she showed my **** to my girlfriend and aunt and grandma and they said "haha it's so tiny we can barely see it!" once that was over my mum said "I've got bored of this now let's see how Charlotte likes showing the world how pretty she is" mum and grandma grabbed my arms and my aunt and gf grabbed my legs and together they carried me into the back garden. my mum picked up a nearby chair and ordered me to sit on it. I did as I was told and they then tied ropes around my arms and legs and tied me to the chair. my mum then got some pink panties out of her pocket and forced them into my mouth, then used tape to secure them so I couldn't speak. one by one the neighbours came up to the fence and asked who the pretty young lady was, then my mum told them everything that I was her son that liked wearing her clothes and she was teaching me a lesson. they all laughed and jokingly told me off for being a bad girl. I was totally humiliated and had become completely submissive to my mum, I was now her sissy plaything and there was no point trying to fight it. after a few hours they took me back inside and sat me down on the sofa. my mum then said "now you have learnt how it feels when people know you are a sissy, however this must happen a lot more for you to learn not to wear girls clothes. I have decided that for every piece of my clothing or possessions you were wearing when I caught you, you will spend 1 month wearing only your new sissy outfits, that includes to school, at home and anywhere else. now let's see when I caught you you were wearing my pantyhose, my bra, my panties, my garter belt and my lipstick that's five months as Charlotte. oh but I don't want you wearing my clothes so I will have to take you underwear shopping and dress shopping, I'm sure all of us and many of your school friends will help you with this. after the five months you are free to return to manhood, but if I ever catch you being a sissy after that time you will stay as Charlotte forever, now be a good girl and go and make us some drinks!" the end

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Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one...

3 years ago
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Porn to Cock to male Sissy slut

I can remember when it all started. I can remember it like it was yesterday. Finding porn magazines at a young age, my eyes would race over the pictures, my brian would seem to overload. Looking at the naked girls, on their knees so ready and willing to suck the guy’s cocks in the photos. They had such lust and desire in their eyes. I began to understand why. My own eyes were drawn the the pictures of cocks, hard or hanging, they they were such a turn on. My cock would throb and ache. I had to...

2 years ago
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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...

2 years ago
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mommy sissy boy p2

ziiiiip taking his large cock out , not full hard but ye so bigger than my lil cockmy knees hot the floor, looking at him remove my tshirt, leaving me in the white panty, his fat cock in my hand my mouth opening , he took my back head and help me get it in''thats it , suck the cock sexy little sissy, ohhh yes make me hard with that mouth''i was sliding it in and out, just the head , feeling him get fully hard made me proud and i sucked on the nice black cock''your mom was so right about you,...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

3 years ago
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Wife heels and sissy slut

When I told my wife that I love sniffing and licking her shoes and that I would like to fuck her shoes sometimes, she wasn't too surprised. She told me a secret that her brother is also a fetishist and that she has no problem with that.I was very happy that my wife didn't mind, I could kiss her legs and feet, lick them, sniff her tights and shoes. I loved when she came after work and she left me sweaty tights and shoes. I also loved her sexy, fragrant panties with the juice from her pussy....

1 year ago
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Little Miss Sissy Whore

Chapter 1 -- The Pick-up Every year I waited eagerly for the three days when PC-Expo was back in town. In the past, I was always able to find some willing and naive out-of-town female to pick up, "do the nasty," and say my hasty good-byes. Most of them were from some small hick town and were entranced with the Big Apple. In fact, that was both the nickname for the city, and for me. Most women just couldn't wait to sink their teeth into me. So there I was, looking for some love, on the last day...

2 years ago
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A Little About My Sissy Faggot Life

A limp dicked cuckoldMy wife divorced me in the late 90:s. We had been married for seven years, and in this time I had not been able to fuck her properly even once. A couple of times I managed to get my little penis half erect, but I would cum as soon as it even touched my wife's pussy. My failures in bed had nothing to do with her being ugly or so, no she was really beautiful and sexy. Men would always look at her and I knew they all wanted to fuck her.After our first year my wife took a...

4 years ago
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Little Sissy Boy written by request for a reader

This story is for one of my readers who made the request via my website www.6ixty9ine.orgIt was only a matter of time before my wife discovered what I am, and I discovered her need to dominate and control me.We worked different hours and I was often in the house alone which only encouraged my kinky tendencies. When she was away or had meetings she would get up and go to work early and I would stay home until it was time to go out. It began innocently enough I suppose with looking at things on...

1 year ago
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HOW I BECAME A SISSY SLUT

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...

2 years ago
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HOW I BECAME A SISSY SLUT

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...

3 years ago
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Weekend Sissy Little Girl

Weekend Sissy Little Girl by SusieQ I looked at my reflection in the hallway mirror. My make up was immaculate, the pink glossy lipstick matched the subtle eyeshadow and the delicate rose blusher, a shade or two darker, flushed my cheeks, highlighting my ultra girly look. Of course the short blond bob wig with its floppy fringe and a white ribbon tied into a bow on top of my head helped. The short pale blue cotton dress I was wearing had a white Peter Pan collar and a fitted bodice...

2 years ago
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Moms teaches son to become a sissy sperma slut

I never knew my dad.That's not an excuse for what I've become – and that's not to say I need an excuse – it's just a simple fact that some people find relevant when trying to examine what I've become.Anyway, he was killed in a plane crash before I was born. Technically, he was killed in a plane crash while I was being born, but he died without knowing that. He'd been overseas at a business conference when my mom called to tell him she was going into labor, and had boarded the first plane he...

3 years ago
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Mommies Make Great Pets pt 02

I was now on my hands and knees, fully naked before my daughter. Tugging on my leash, she led me into the bath tub, removed my collar, and turned on the shower. In moments I was drenched by the ice cold water as it sprayed down on my back and head. I began to shiver as the tub slowly filled. When it finally did, Stacey turned off the water, took hold of the liquid soup and poured it all over my back. "Butter Cup, you are being such a good girl doggy, now hold...

3 years ago
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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
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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
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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
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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
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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
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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
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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
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blame the internet for me being a sissy slut

I suppose I should start by describing my self. I am 6 ft tall and although sporty I would not be well built or anything. I am 24 with a nice job that keeps me going, am single, and live by my self with a lot of family and friends close by. My story and life is now about 1 friend in particular. Her name was Emily; she was slim 5ft 9 inches with long shiny black hair. I was always attracted to her but always thought that nothing would ever happen between us because we were such good friends...

4 years ago
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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...

1 year ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

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