Young Sissy Son/Brother Part 3 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Young Sissy Brother/Son Part 3 But it was June, who laid in her bed and reflected on the evening events she just experienced with her two children. She thought Ali actually had fun helping her make dinner. And she started to see him in a new light, more girlish and less rough. And Bree was also helpful in suggesting that Ali leave on her apron as it looked so nice and would help protect his clothes while eating. Ali, of course, was very cooperative and left on his apron. June was surprised by the way Ali followed Bree's requests without hesitation. And June liked that all three "girls," really had fun at dinner. They gossip, chatted, laughed, and teased each other. And Ali looked like one of the girls, with hair curls, painted nails, feminine clothes, and wearing panties. Maybe, just maybe, Alan/Ali, is better off being a Girl! And June appreciated that after dinner, Bree suggested a chick flick and that they all change into something more comfortable. June offered to give Ali one of her old housecoats, but Bree quickly cut off that idea. June recalled what Bree said. "Mom, Ali is not ready to wear anything of yours. He is not even a teen when it comes to (girl) clothes. I will find Ali something comfortable to wear for the movie. Ali, let's go." June remembers watching as Ali followed his little sister up the stairs and into her bedroom. When June came back wearing her housecoat, she sat in the middle of the couch, thinking a child would sit on each side of her. June was shocked to see Bree leading Ali by the hand into the room. Ali followed Bree like a submissive, little thing. Bree had worn a nice long robe, while Ali had on an old pink, fluffy, short night shirt. The night shirt was a pale pink, sleeveless, with pink fluffy fake fur on the bottom hem. It was simply old school, very tweenie, feminine, and trashy, all at once. Since it was short, you could see the bottom of Ali's tween panties when she walked. "Mother, please move to one side. Ali will sit next to me on the end." June could not believe what she was seeing or hearing. Bree was in total control of her brother and (me)? And Ali looked like she was in some type of fog. June wondered what, if anything, had occurred in Bree's bedroom. During the movie, June recalled watching Ali struggled, while sitting on the couch, trying to keep her night shirt pulled down to cover her panties. Every time she moved, or put her feet upon the coffee table, everyone could see her cute, little tween panties. While Ali struggled, Bree seemed to smile and take great pleasure in Ali's dilemma. Maybe putting Bree in charge of feminizing Ali was not the best idea after all as June drifted off to sleep. In the morning, Ali woke up lying in a sea of silk and satin. Oh, this feels nice, he thought. But what's going on with me? Am I starting to like being more girlish? Do I want to be a girl? I'm so confused. And I'm not sure Bree is helpful. But I do enjoy my time with her. And I would definitely love to see Sara again. But why is Bree, and even my mom, are pushing me to be more girly! I don't understand. I did like last night, I admit. What is my dad going to say when he returns? Does he want his son to be a tween girl? Two daughters, in the house, that is! Just then, my mom comes into my bedroom. "Good morning Ali. How did you sleep in your baby doll?" "Well, did you like it?" Just as she pulls back the covers, my little erection was poking at the front of my tween panties! "Well, I would say you 'loved' sleeping in your baby doll." I quickly ran into the bathroom. And just like Bree, my mother suggested I sit down! I just can't escape the constant feminine suggestions. When I came out of the bathroom, my mother was gone, but on my bed were a clean pair of tween panties, a really cute, red tween jumper, girl's white sox, and a pair of black, Mary Jane dress shoes. Wow, I guess I'm expected to wear this outfit today when Sara visits. Bree did said Sara wanted me to be more girlish, for some reason. As I started to dress, I wondered who laid out my clothes. My mother or Bree. Anyway, I slipped the panties up my legs. Again, they fit and felt perfect. It's as if I truly belong in my sister's tween panties. Next, I stepped into the red jumper. It was a pinch too short in the body, and my little guy was squashed somewhat, but I better not say anything. Finally, the cute, white girl sox and the Mary Jane shoes, which also fit my feet perfectly. Gee, does Bree and I have the same foot size? Here I was dressed, like a 12 year old girl, going downstairs to have breakfast with my mother and sister No one made me do this, but I was expected, I guess. Entering the kitchen, I was a little hesitant and nervous, being dress as a tween girl, but both my mother and Bree eagerly welcome little me. "Oh, hi Ali. How did you sleep?" asked Bree. "Fine." "Oh good, because we have a big day ahead." "What do you kids have planned for today?" "Well, Sara is coming over in the morning, and Ali and I will do some fun things with her. And then in the afternoon, I haven't decided yet as I control the afternoons." "It seems like you are controlling the whole day Bree." "Ali, please bring my yogurt and juice from the refrigerator, and then heat up a bagel for me." "Sure, no problem," responded Ali. June could not believe the control Bree had over her older brother. June wondered what was going between them. June had asked Bree to help push "petticoat discipline" on Alan, but now it appears Bree wants Alan wants to be her little tween sister and not just wear girly clothes. "Ali, after breakfast and when mom goes to work, I will brush and comb your hair. Would you like that?" "Yes." "Good. Why don't you go upstairs to my room now and wait for me." Ali immediately left the kitchen table. June was stunned. She didn't say anything, but soon left for work. When Bree came into her bedroom, Ali was sitting on the floor in the same spot as yesterday, with hairbrush in hand. Bree smiled to herself and approached Ali. "Oh, I like that you are so patient waiting for me. Would you like me to brush your hair like I did yesterday?" "Yes." "Ok , little sister." With that, Bree sat down on the floor behind Ali, and again wrapped her legs tightly around Ali. She then pressed her young breasts into Ali's back as she whispered in his ear. "Now sister, when Sara comes today, I expect you to act a certain way. I want you to be quiet, just listen, and do exactly as you are told. And it would also help if you would act much more girly in your mannerisms. Sara expects you to be girly and you have let her down so far. Actually, I'm very disappointed in you. Do you understand?" "Yes." With Bree legs wrapped tightly around Ali, and Ali feeling Bree's breasts, Ali was in another dream like state. He could feel Bree's breath on his neck as she whispered into his ear and continued to brush his hair. Bree then rested her hands in Ali's lap. She could feel his little erection. "What! You don't you have an erection? I can't feel anything. Just how small are you?" Bree could feel Ali's checks burn with embarrassment. "Maybe you should have been born a girl. You are not much of a boy, let alone a man." The truth was that Ali's penis was small for a boy his age. When erect, it measured about 2.5 inches, and when soft, about an inch or less. "You aren't really a boy are you. Just a little, tween tart." "And, you want to be a girl, a little tween girl, don't you Ali." "Now little sister, as I said, make sure you behave today, or you will be punished. There are other uses for a hairbrush, understand?" "Ali, now stand up, I want to show you how a real girl walks. Keep your elbows at your hips and arms out. Hands pointed up. Head up, chest out, and take smaller steps with one foot in front of the other. And for gosh sakes, rotate your hips and wiggle your little ass. Now, try it." Bree had Ali practice walking for an over an hour. Ali's gait was now becoming quite feminine. However, she still needed a lot of work on her overall girly mannerisms. Oh, well, everything in time. "Ali, I think I want you in different outfit when Sara visits us. "Let's go to my closet and see what we can find." Bree rumbled through her closet and started to find cute things to wear. She found a very sexy, almost transparent, red bralette, and a cute black, swishy, short skirt with red and yellow flowers. She pulled out a pair of 4" chunk, red sandal heels. Wow. What an outfit, I thought. Hot to say the least. I guess I was going to look great and girly for Sara. Bree finally pulled out one more item. Her old, one piece, swimming suite! What?? "Here, strip down and put this on Ali." Bree hands Ali the swimsuit! "And yes, you can dress right here with me, we are sisters now." With that, Bree takes off her top and removes her training bra. Wow, Wow! Bree is naked right before me, and her young breasts looked bigger than yesterday!" She first puts on the red, sexy bralette, and then steps into the black, short, swishy dress. Bree is hotter than heck! I can't believe she's my sister. I can see Bree's young nipples through the bralette! And the sexy skirt was mid-thigh, displaying Bree's sexy legs. Yes hot, very hot! "Now, Ali, let's get dress. Take off your jumper. You will also need to take off your panties with the swimsuit. "You want me to strip down right here and take off all of my clothes right here." "Ali, you don't get it. We are sisters now. I think you will look very nice (a fem tween) for Sara." "So, put on your swimsuit now, and don't you ever, ever, question me again. Understand." The swimsuit turned out to be something Bree wore when she was about 10! It fit very tight in my crotch with my little guy pushing the front out, about an inch. I could barely get the straps over my shoulders. The end result was that my chest was flat, reflective of a young tween. The only "good" was the tight suit cut deep into my butt creating two cute, and sexy, exposed cheeks. I look like a young tween tart with my long hairless legs and simple, yet very tight swimsuit. With my hair curls, no makeup, and a pair of flip flops, I was a cute, yet naive, tween tart. Sara rang our doorbell. Bree had me retrieve both Sara and her big, makeup kit. Up in Bree's bedroom, the girls decided to do full makeovers on each other. I was directed to sit still and just watch. Sara made Bree look like she was 16, with long, fake eyelashes, multiple foundation layers, blush applications, and different color shades. Wow. Bree looked stunning. Maybe better than Sara! Sara had worn a very short skirt and a cute, soft jacket. In Bree's bedroom, Sara finally removed her little zipper jackets. OMG! Sara is wearing a transparent, white tight top. Her erect nipples are pushing against the tight fabric. What's going on, I thought to myself. Is Sara trying to seduce me, or Bree? When everyone finally had a new shade of lip gloss applied, Bree announced a new kissing game. "Spin the bottle kissing" where if the bottle ends up pointing towards you, you choose who to kiss. After a few rounds, the kissing selection routine was established; when I won, I only wanted to kiss Bree, and not Sara. Things had changed. And when Sara won, she only wanted to kiss Bree, not me. Things had changed. Sara won three consecutive times. All ending with her wanting to kiss Bree. On the third kiss, Bree reached out and gently touched the bottom of Sara's chin as she brought Sara's face closer to hers. Sara's closed her eyes as Bree moved in again to kiss Sara's lip gloss lips. As their lips met, Bree reached out and touched Sara's leg with her other hand. Bree then started to move her hand up Sara's leg, gently squeezing Sara's thigh flesh, and moving higher. Bree's hand was now completely under Sara's skirt. As Bree's fingers made contact with Sara's panties, Bree inserted her tongue deep into Sara's mouth. Sara moaned as Bree's fingers went under Sara's panties to find her wetness. My little guy could not believe what I was seeing. It was hot enough to see the two girls kissing, but now, Bree was touching Sara's pussy! My little guy strained against the tight swimsuit I wore. I squirmed around in my tight swimsuit. As Bree continued to deeply kiss Sara, Bree's fingers were now fully inside of Sara's wet, little cunt. Bree played with Sara's wet cunt lips occasionally inserting fingers into the virgin hole. Sara was now moaning and giving herself completely to Sara. I looked again, Bree still had one hand holding Sara's chin, two fingers now in Sara's pussy, and her hot tongue down in Sara's throat. It was only a matter of time before Sara started to experience uncontrollable, pelvic, movements within her young body. Her first real climax. After about a minute, Sara's organism finally subsided. Bree broke the kiss and brought her fingers up to Sara's mouth. Sara obediently licked her juices from Bree's fingers. Sara had wanted Bree to seduce her. Bree did. It was over. Sara belongs to Bree now! Bree looked over at Ali. Ali had climaxed during the girl's love session. The front of the swimsuit was wet, with sperm leaking out the bottom sides of the suit. Disgusting to say the least. "I will deal with you in a minute." Bree walked Sara to the door and kissed her goodbye. "I will call you again, when I want you, Ok." "Yes, please call me, again." Coming back into Bree's bedroom, Bree told Ali to bring the hairbrush! "Just look at you." The front of the swimsuit was soiled in sperm. Yes, disgusting. "Bring me a towel and lay it in my lap." "Now, Ali lay down on my lap." "You embarrassed me in front of Sara. I told you to just sit and watch. I guess I can't trust you. You will learn to obey me, however." With that, came the first blow. Right on an exposed butt cheek! "OUCH!" Another blow, and another. Ali was shocked that she was being spanked, and by her little sister. Bree was so upset with Ali and took out her revenge. Ali was now crying. "Oh, stop it, you pathetic little thing." "Are you ever going to disobey me again?" "No, no, Bree, I promised," Ali said with the tears pouring out. After the severe spanking, Bree held Ali in her arms. "Now, now, is my little baby sister hurting? Mommy will take good care of you. Just snuggle in here. You are safe with me." Holding Ali's head in Bree's lap, Bree lowers her top and exposes one of her young tempting breasts. "Here you go little one. This is what you want isn't it." Without even opening his eyes, Ali took Bree's nipple into her mouth. Ali gently mouths her breast before sucking on the nipple tip. One can hear Ali moaning softly. Ali's submission was complete. Bree was truly Ali's mistress now! Now, all you little tween tart lover readers, what should Bree's next objective(s) be for her summer? Well? C'um on. A - "Hmmm. I wonder what Mother tastes like!" B - "Hmmm. I wonder what Daddy looks like in mommies panties!" C - "Hmmm. When should I take Ali's cherry?" D - "Other(s) themes Well?

Same as Young Sissy Son/Brother Part 3 Videos

1 year ago
  • 0
  • 23
  • 0

Sissy Puppy Fifi Part2

Chapter 2 I tried as best as I could to get comfortable curled up in the corner of the room. At first I kept squashing my tail which either caused the vibrations to start or pushed the plug further inside. I had eventually worked out the best position to lie in when Mistress appeared. "Time for bed Fifi," she said as she attached the pink lead to my collar. I was then led through the house and up to her bedroom. This was a strange feeling to enter her bedroom not in my usual maid's...

2 years ago
  • 0
  • 29
  • 0

SISSY DANI PART3

CHAPTER THREEMistress Jennifer and Mistress Susan's plans to create an entire"harem" of transformed men and boys continued apace. The lure ofTeasing Tammy (the transformation name of Susan's teen-agedbrother Tommy) proved quite effective. Each of the young men (theyoungest just 14, the oldest 22) the little tease brought back tothe home we all now shared was turned into a different kind offeminized sex-toy, all designed to please the Mistresses andtheir dominant friends.The little...

4 years ago
  • 0
  • 37
  • 0

Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
  • 0
  • 15
  • 0

Young Sissy Ch 01

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.*I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles,...

2 years ago
  • 0
  • 20
  • 0

Young Sissy Ch 03

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pure satisfaction of hot flesh filling my pussy. It made me feel...whole. Of course, it also pushed down my cum button and sent my body into...

2 years ago
  • 0
  • 38
  • 0

Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

4 years ago
  • 0
  • 57
  • 0

Sissy dannis birthday party

My last "true life" story was about how I became Heidi's sissy crossdresser "Danni" - I only explained the initial experience of Heidi coming home to find me in one of her dresses - followed by spankings, punishment and eventually getting pegged by her wearing a strapon. Of course there is MUCH more to what happened next (like being taken out in public and going shopping, to hair salons, etc...), but I'd like to for now jump ahead to what happened to me on my 19th birthday. By then I...

4 years ago
  • 0
  • 21
  • 0

Young Sissy Ch 02

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself. It was...

2 years ago
  • 0
  • 30
  • 0

Young Sissys Story

Today I want to share with you my story. I’ve finally managed to gather enough courage to tell you about how I became a sissy and what has that meant to me, but before that I'd like to thank xhamster for giving me the opportunity to share my story. I’m very grateful to porn for helping me discover my sexuality and my true nature as a sissy and for helping me develop new tastes and discover new pleasures. Now let’s get into my story. So, as you’ve read in the title, I’m still a young sissy, I...

2 years ago
  • 0
  • 32
  • 0

Sissy Sisters Party

SISSY SISTERS PARTY by Throne Bob Clump, the friendly retired guy at the end of the street, was taking advantage of the mild weather of late Spring. He was sitting on his front porch enjoying a fine cigar. Or at least a cigar. Those fine ones cost a lot more than what he smoked. As he sat there, a car pulled up across the street, in front of the house diagonal from his. In the dimming light of dusk he saw two figures emerge. The first was a woman, quite attractive in a slender,...

3 years ago
  • 0
  • 24
  • 0

Sissy Girl Party

SISSY GIRL PARTY by Throne Danny felt so ashamed, standing there before his wife Melba in a pink and white party dress that would be appropriate for a nine year old girl, not a grown man like himself. He cringed inwardly and unconsciously took one of his short pigtails and wound it around his finger. His feet were shod in pretty ballet-type slippers, pink ones with little rhinestones on them. "You look so sweet, Dee Dee," she said with a smirk that he knew all too well. He had...

1 year ago
  • 0
  • 26
  • 0

Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone...

3 years ago
  • 0
  • 37
  • 0

Sissy Bachelorette Party

'You want it again?' She said, as she climbed between my legs, spreading them with the force of her knee. 'Yes Mistress.' I said, turning my head to the side. Her gloved hand grabbed my chin and turned it towards her. 'You want to be my girly lesbian bitch?' She said, as she tweaked my puffy nipples with her other hand, the dry latex chafing me. 'Yes Mistress - I want to be your girly lesbian bitch,' I rubbed my horny cunt against her stocking clad leg, ignoring the pain, wanting, no, needing...

2 years ago
  • 0
  • 49
  • 0

The family ndash Sissyrsquos Babysitters Part

The family – Sissy’s Babysitters Part-2Sarah had left, I heard the front door close and her car drive off.....I couldn’t believe what was happening. Sarah and me had done some things, had fun with others, but she had dressed and prepared me not for ‘our’ fun...to leave and let her parents use me, they obviously knew about ‘our’ pleasures....it was James & Helen the couple that I sat with, talked to before marrying their daughter...was it something they always knew, or something they had...

2 years ago
  • 0
  • 34
  • 0

Young Sissy SonBrother Part 2

Young Sissy Son/Brother Par 2 After lunch, Bree announced that it was her turn to be in charge, and she wanted to play dress up. "What?" "Dress up. You know, we try on different thing's and act (girly)." "Like what kind of things?" "Come up to my room little brother and I will show you." Up in Bree's bedroom, Alan was concerned for the first time that his sister was now firmly in "control," for the balance of the afternoon, that is. While younger than himself, Alan still...

4 years ago
  • 0
  • 61
  • 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
  • 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
  • 34
  • 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...

2 years ago
  • 0
  • 31
  • 0

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...

4 years ago
  • 0
  • 40
  • 0

Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

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...

2 years ago
  • 0
  • 24
  • 0

Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

4 years ago
  • 0
  • 35
  • 0

Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
  • 0
  • 39
  • 0

Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

4 years ago
  • 0
  • 39
  • 0

She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
  • 0
  • 28
  • 0

100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
  • 0
  • 43
  • 0

Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

4 years ago
  • 0
  • 26
  • 0

Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
  • 0
  • 27
  • 0

A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
  • 0
  • 46
  • 0

407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
  • 0
  • 31
  • 0

Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
  • 0
  • 33
  • 0

Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
  • 0
  • 27
  • 0

Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
  • 0
  • 34
  • 0

Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
  • 0
  • 29
  • 0

Sissy Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

3 years ago
  • 0
  • 40
  • 0

Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
  • 0
  • 36
  • 0

Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
  • 0
  • 27
  • 0

My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
  • 0
  • 25
  • 0

Forever Her Sissy Chapter 5

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. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

2 years ago
  • 0
  • 29
  • 0

My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

1 year ago
  • 0
  • 46
  • 0

Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
  • 0
  • 51
  • 0

Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
  • 0
  • 24
  • 0

My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
  • 0
  • 26
  • 0

Forever Her Sissy Chapter 4 of 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. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
  • 0
  • 27
  • 0

The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
  • 0
  • 27
  • 0

Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

4 years ago
  • 0
  • 33
  • 0

Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
  • 0
  • 33
  • 0

Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
  • 0
  • 51
  • 0

Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

3 years ago
  • 0
  • 34
  • 0

Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

2 years ago
  • 0
  • 27
  • 0

A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
  • 0
  • 17
  • 0

Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

Porn Trends