The White Sissy Slave Society A Walk into Sissyhood
- 4 years ago
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A Lesbian Sissy story
TBeverly sat at her desk and swirled a finger through her long blonde curls. It had not been easy being a single mother. She had worked very hard to attain the degrees that had brought her to her present position as CFO for 'Omniverse Insurance.' By necessity the rearing of her son had largely been left to a succession of babysitters and nannies.
He had been in boarding school for the last four years but had always spent the summers with her. Tommy was fourteen now and she had noted a change in his behavior since he had come home. He was very affectionate but also secretive and spent far too much time in his room. She felt he was up to something but unsure of what that could be.
He had no local friends so she had asked her neighbor for some help. Over the
past two years she had developed an intimate friendship with Celeste.
Celeste was a also a professional woman and a single mother with a sixteen year old daughter whose name was Larissa.
She picked up the phone and dialed her neighbor.
She implored her friend to ask her daughter to take Tommy into town and show him around a bit. With a little bribery, Larissa agreed and easily charmed Tommy into going to the mall with her. Tommy had not really wanted to leave his room but when her saw Larissa he could not say no to her. She wore a tight little tee and baggy shorts. The top let be known that she had some full teenaged breasts and very perky nipples. Her loose shorts showed a lot of her long legs and if she crossed them just right Tommy could see the color of her panties. By the time she took his hand and led him out the door Tommy would have followed her anywhere.
Left alone, the two women dropped the pretense that they were just respectable
mothers and professionals. They were all that but they were also lustful women who found pleasure in each others bodies. Hands found breasts, lips found lips and they were soon locked in a tight embrace. Slowly, Bev began to push away.
Ooh, Cel, baby. I want it too but I need to check Tommy's room while he is out."
"Come with me." They searched the closet and every drawer for drugs but found nothing. Celeste plopped down on Tommy's bed and pulled up his pillow to lean against. There, beneath the pillow, was a pair of Bev's panties.
Celeste picked them up and gave a little sniff. "Yep, they're yours alright. I think your son has some lustful feelings toward you."
""Oh, Cel, he's just a boy, you know how they are."
""Maybe, but it does look like he has been licking them and there's dried boy goo all over his sheets. Tommy clearly thinks you"re very sexy as do I. Now, let's go back to the big bed, shall we?"
""Of course, sweetie, I guess I owe you one."
As usual, their union was sensual and climactic. They each seemed to anticipate the others needs which ultimately resulted in two very satisfied women. Bev brought two glasses of wine and Cel handed her a freshly lit cigarette. They reclined and shared their thoughts.
"Cel, Larissa is very beautiful. Do you think she is, you know, like us?"
"Mmm, I'm not sure. She is such a free spirit it's hard to tell."
"I'm both angry and flattered that Tommy had my panties beneath his pillow."
"I feel like making him wear them and then spank him across my lap."
"in fact, the idea kind of turns me on."
"Bev, if he really loves you that way you could turn him into a perfect little sissy slave."
"My own son, Cel? That just seems so terribly naughty."
"Oh, honey, I was with you in Thailand when you had girly-boys licking you from head to toe. Think of the pleasure of your own private geisha boy."
"Mmm, that is a sweet idea. He does seem to be quite girly at times and if he is excited by my panties perhaps I could train him as a pussy slave."
"Please invite me if you do", said Celeste. I'll even bring Larissa."
"Oh, yes, please invite your lovely daughter."
"How long do you think she will keep him out tonight?"
"As long as she wants. She's a pretty headstrong girl."
"So, we probably have time for 'us' again?"
"Don't see why not," said Cel as she took Bev's nipple into her mouth.
They made love as equals late into the night while exchanging slaps, licks, kisses and even sharing a strap-on. They awoke early and began to wonder about their children. They went to Tommy's room and found Larissa sleeping peacefully in his bed. Tommy was lying crosswised at the bottom with her feet in his face.
"Oh, this is interesting", said Bev.
"Indeed, said Cel, perhaps we should talk with them."
Bev and Cel prepared breakfast together while still being naughty and playful. Bev used the intercom to awake Larissa and Tommy and they were soon all seated around around the table.
Bev spoke first. "Tommy did you and Larrisa have a good time last night?"
Tommy bit his lip then answered. "Yes, Mom. Larissa is really nice."
"Is that why you were kissing her feet this morning?"
Tommy's face turned bright red as he shifted his gaze to Larissa who was calmly
enjoying her eggs and waffles. Finding no help there he decided to tell to tell the truth to his beautiful mother.
"She said it would make her feel good, Mom and I just wanted to thank her."
The teenaged cutie winked at her Mom as they enjoyed their breakfast.
After they had finished each woman had a fresh cup of coffee while Tommy was given another glass of chocolate milk. There was lots of girl talk about fashion, shoes and recent celebrity news. Cel asked her daughter if all her active dating had resulted in a viable boyfriend.
Larissa said that a boy named Jason was pretty cute and had nice hard cock. She freely confessed that she had sucked it and that Jason had eagerly licked her pussy. They hadn't gone all they way yet but she felt that they might. Cel and Bev proceeded to give her advice on sexual techniques and means of teasing her boy-toy into submission.
Tommy's discomfort was palpable. He was instantly jealous as Larissa talked of another boy. Images of his teen queen with a cock in her mouth or of reclining to have her pussy licked made him begin to sweat. He didn't think things could get any worse until his mother spoke again. "Tommy, honey, can you explain why my soiled panties were found beneath your pillow?"
Tommy could stand no more. He was beginning to cry from embarassment as he left the table and ran to his room.
Bev and Cel kissed goodbye as Larissa waited in the car.
Celeste drove in silence until they were across the bridge and then turned to her daughter, "What did you do to Tommy last night?"
"Well, nothing really, I went shopping for some new tops and panties and he just tagged along. He seemed to love touching all the frilly things and once I caught him looking beneath the door and rubbing his crotch as I tried on a new thong. I just thought he was cute but when we got back home he invited me to his room. He said his bed was much better than the one in the guest room and begged me to take it. It did feel good and I soon fell asleep. It was only in the morning that I realized that Tommy had been sleeping at my feet and sometimes kissing them. I told him that it felt nice and let him do it more."
"He's really a very sweet boy and so obedient. I got a little creamy when he licked between my toes."
"Well, that's natural. Girls just want to have fun, right?"
"I wouldn't mind taking Tommy for a spin myself."
"Mom, I think Bev really likes me. Would you mind if we, you know, got together?"
"Of course not, baby, she is a very sexy bitch as well as my best friend."
"If that's what you want just go for it. You're very right. I know all the signs and she is definately hot for you."
Bev let her son sulk in his bedroom as she went about her day. She completed and faxed several documents from her home office. All the while she was thinking of Cel's words about the possibility of having Tommy as her personal servant.
She stripped off her jeans and put on a short satin robe and entered Tommy's room. He was lying on his side beneath a sheet. Bev knelt by the bed and kissed his face. "I know you're embarassed baby but it's really ok. I even brought you a little present." She stood and loosened her robe. Tommy sat upright nearly gasping at the sight of his beautiful mother in only her bra and panties. Bev smiled and wiggled out of her undies and dropped them right on his face. "I've worn them for two days, Tommy, they should smell very nice for you."
Bev noted that there was already a tent beneath Tommy's sheet. She threw it aside and saw her son's six inch prick sticking staight up. "Oh, sweetie, do Mommy's panties make you feel like that?"
"I'm sorry, Mom, but yes they do. I know I'm a bad boy but you're so beautiful I just couldn't help it."
Bev lifted the panties from Tommy's face. "Here, honey, I want to see you lick them while I give you a special treat." She took the hard little prick between her finger and thumb and began to stroke it. "That's right, baby, get all the dirty parts and from now on I want you to address me as Miss Beverly. She continued to milk her boy and then used her long nails to rake at his scrotum as he slurped away at her panties. She brought him to the brink and then stopped. "I know what you want but you have to ask nicely."
"Please, Mo.. Oh. Mmmm. Please Miss Beverly. Please let me do it. I'll be such a good boy for you."
Bev's scarlet nails gave a few more strokes and Tommy erupted. His cum shot out and landed on his chest and chin. Bev wiped her hand on the sheet and smiled as she watched her son writhe in orgasm.
"Did you like that sweetie?"
"Did Miss Beverly milk you of all your naughty boy cream?"
"Yes, Miss Beverly, that felt really good."
"You're so pretty."
"Well, thank you,Tommy, but what about Larissa?"
"I saw you licking her feet this morning.'
"Do you like kissing the toes of pretty ladies."
Tommy's flacid penis began to respond to his Mother's silky words and the constant pressure of her scarlet nails. Bev soon had a full hand of hard boy cock.
"Tommy, I'm setting your clock to awake you at 7:30. I like to take my morning tea in bed and Miss Beverly will expect you to be there at 8:15. We'll just take it from there. Now, get some sleep."
Tommy did sleep but his dreams were of Larissa, Celeste, and a new woman who looked a lot like his Mom but was very different. The beautiful Miss Beverly now held him in a silken cage and he had no desire to escape.
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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...
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."...
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...
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...
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...
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...
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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...
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...
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...
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...
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...
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...
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...
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...
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...
Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...
It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...
My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...
PREVIOUSLY ON CROWD SOURCED SISSY: A man meets 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. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...
Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...