Sissy Michael free porn video

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Please don't make me open the door like this," Nicky begged to Angie.

"Then you should have had your chores finished before I got home like I instructed. Don't keep Sonya waiting." Nicky slowly moved to the door as the bell rang again. Nicky could feel himself blushing as he opened the door. Sonya was standing on the porch and he could see the look of shock on her face. It's not like she didn't know about their relationship as Angie had told her all about it over cocktails on a few occasions. She had just never seen Nicky for herself.

"Hello Nicky, don't you look pretty today." Nicky could feel his embarrassment rising, but he could also feel his cock growing firm inside his panties.

Angie called out from behind, "Sonya. Come on inside and excuse Nicky's manners."

Nick and Angie had been married about three years when Angie became the more dominant partner in the relationship. It all started innocently enough with them watching an adult video about bondage one evening and the dom forced her sub to wear a pair of lace panties. Angie noticed Nick's arousal at watching the male sub being forced to wear panties. As they began to fool around, she abruptly stopped during sex and got out of bed. Nick was a bit bewildered and was truly surprised when Angie returned with a pair of lace panties.

"Put these on Nick."

"What? Are you crazy?"

"If you want to fuck me tonight, you'll put these on right now!" Angie tossed them to Nick. He slowly slid them over his legs and brought them up over his erect cock. "Don't you look cute! I saw how erect you got watching the video. I thought you'd like to a pair of mine." Nick didn't know what to say. He did find it exciting though he had never had any fantasies in the past. They resumed having sex with Angie making him leave the panties on all night. When they did fuck, she slipped his rather large cock through a leg hole.

Over the next four months, Angie bought a few more items for Nick to wear and incorporated it into their lives. She bought garters and stockings and pantyhose at first. He really enjoyed the smoothness of the silk on his legs. Then one day she brought home his first bra with a pair of silicone breast forms. He balked at first when she told him to put them on, but after she withheld sex from him for three days, he acquiesced. As much as he hated to admit, Nick was finding himself more aroused by wearing all the feminine underwear that Angie was buying for him. During this time, Angie was talking on-line with other women who had become doms and was learning about the subject matter.

Six months after that first night, the two were enjoying foreplay with Nick wearing his bra, panties and stockings. Angie told Nick he would start doing the household chores on Saturdays. She also told him he would do the chores while dressed up as a girl and she would start calling him Nicky. He couldn't believe what he was hearing and he was getting agitated. In the bedroom, it had been fine. This was getting out of hand. He protested to Angie. Angie was telling him it's the way it would be. As they talked, Nick's arousal continued to grow. As he was attempting his most compelling argument, he came in his panties. They both stopped and looked down at his silk panties filling with cum.

"The discussion is over. I see you've confirmed this is what you want." Nick didn't have anything to say. There really was nothing he could say at this point. Angie changed the tone of her voice, "Well Nicky, you've had your fun now get between my legs and show me what good you are!" Nicky dove between her exposed thighs and his tongue lapped at her clit like he was possessed. He brought Angie to orgasm within three minutes. They fucked half the night away. As she kissed him goodnight, Angie told him "I expect Nicky to have my coffee ready when I get up tomorrow. We'll discuss your chores over breakfast." She turned out the lights and rolled over.

The next morning, Angie walked downstairs to find Nicky standing in front of the stove preparing breakfast. He was wearing panties, pantyhose and a bra with an apron tied around his neck. He poured her coffee and she sat down at the table to read the paper. She watched him move around the kitchen for a few minutes before going back upstairs. Angie returned in a few minutes with a bag in her hand. "This is for you. I can't have you doing chores dressed like that." Nick opened the bag and pulled the clothes out. It was a short yellow dress and some low heels. He looked at her. "Go try them on for me. Be quick about it." Nick went into the bathroom and pulled the dress over his head. The hem stopped just south of his ass, but it fit nicely. He slipped the heels onto his feet and they to fit very well. The heels were only about an inch, so he didn't have much trouble walking.

He walked into the kitchen to model for Angie. "You look wonderful. Now turn around for me Nicky." He turned around and Angie walked up behind him. She slipped one hand onto his ass cheek and slipped her other hand around to his aroused cock. "You look good enough to fuck but I think I'll wait 'til later. Now how about my breakfast?" Over breakfast Angie told him what she expected him to do during the day. She was going shopping for Nicky now that she had an idea of he looked. "Don't worry, you'll love what I'm going to buy for you!"

After breakfast, she went upstairs and got dressed. She kissed him on the cheek as she was leaving, "I'll be back in a few hours." She bought a couple more short dresses, some lingerie, a bikini and a wig. When she returned, Nicky had completed all her chores and was waiting for her gifts. Nicky was surprised and excited by all that Angie had purchased. "One more thing for you," and she pulled out the wig for him to see. "A proper sissy needs to truly look the part." The wig was a shoulder-length auburn style. Angie put it on Nicky's head and adjusted it into place. Even Angie was amazed at the physical appearance. "You look great. Go look at yourself in the mirror!"

Nicky walked into the living room and saw 'her' reflection. She really did look like a decent girl. Angie sat down on the couch and spread her legs. She had already removed her panties. "Nicky needs to come over here and show me how grateful she is for all her gifts." Nicky walked over and dropped to her knees between Angie's spread legs. Nicky quickly brought Angie to orgasm. Nicky's own body cried for release, but Angie was not that giving. "I bet Nicky wants to cum, doesn't she?"

"Yes Angie."

"Not right now. I'll let you know when it's your time to cum. Now go and bring me a glass of wine." Just six months after it all started, Angie had made Nicky into a sissy at home. During the week, Nick would still go to his job, but he now wore pretty panties and often pantyhose under his suit to work. But the weekends, he usually became Nicky. #

Sonya lived down the street from Nick and Angie. She and Angie worked out at the same health club and had developed a close friendship in the two years they had known one another. Sonya was single and liked to play around with men. She had long dirty blonde hair that usually lay on her shoulders. She had a very nice shape with curves in the appropriate places. She was a frequent visitor at the house, often times coming over for dinner. Even before his transformation, Nick had told Angie how sexy he thought Sonya was. They had even played games in bed with Angie putting on a blonde wig and pretending to be Sonya. Occasionally when Sonya would come for dinner, she would dress somewhat provocatively. It was how she was, but it was also to tease a 'married man' as Angie had told her of Nick's opinion of her.

Over the next six months, Angie began sharing with Sonya the role she now played at home. Sonya found it quite interesting and started asking Angie to let her come over one day and meet Nicky. At first Angie told her no, but over time she warmed to the idea. She was searching for new ways to play with Nicky and different ways to spice up the game. She finally agreed to have Sonya just 'drop in' on them one Saturday afternoon. #

Sonya walked past Nicky as she stood at the door. "Close the door Nicky," Angie called out. "What a surprise, Sonya. Would you like something to drink?"

"A glass of tea would be great."

"Nicky, do be a sweetheart and get us girls some iced tea. Why don't you pour yourself a glass and join us."

"Yes Angie. But what about the rest of my chores?"

"We have company. You can save those for later."

Sonya was wearing a very short skirt and a t-shirt without a bra. Her firm breasts jiggled under her shirt and her nipples pressed against the cotton. Nicky was feeling humiliated. This is the first time someone they knew had seen him dressed like a sissy. Even through his embarrassment, he could feel his cock growing stiff in his panties. Sonya was so damn sexy and the skirt she had on barely covered anything. Nicky brought three glasses of iced tea on a tray into the den. Sonya was on the couch and Angie was sitting on the recliner. Sonya was leaning forward with her legs crossed. As Nicky handed her the tea, he was able to see ample cleavage as he looked down her v-neck t-shirt. He handed Angie her tea and sat in a chair opposite from Sonya. As soon as Nicky sat down, Sonya uncrossed her legs. She was talking to Angie and never looked his way, but it was evident she wanted him to look. Nicky could see a thin white strip of fabric covering Sonya's sex. He could feel himself growing fully erect in his panties.

"So Nicky, Angie tells me you are a good little housekeeper. It's so hard to find good help these days." Nicky only blushed, not knowing what to say.

"Sonya is having a party in a couple weeks and she asked if she could borrow you for a Saturday to help clean-up around her house. Would you mind?"

"No Angie, if that's what you'd like me to do."

"That would be wonderful."

The girls chatted for about twenty minutes, Nicky could barely keep his eyes off of Sonya. "You know it's awfully warm. How about we go lay out by the pool?"

"I'd love to Angie. Do you have a suit that would fit me?"

The girls were similar in size, but Angie had a better idea. "Why don't we just strip?"

"You first!"

Angie pulled her shirt over her head exposing her breasts. Nicky was mesmerized as Sonya stood up and pulled her t-shirt over her head. Her full breasts bounced freely, her nipples semi-erect. She reached around and acted like she had trouble with the zipper on her skirt. "Nicky, would you be a dear and help me with this?" When Nicky stood up he realized his cock was throbbing. He also realized it was pushing outward and with the skirt he was wearing, there was really no way to conceal it. Both girls noticed immediately.

"Nicky, we've talked about etiquette. You're embarrassing Sonya."

"I'm sorry, Sonya. Please forgive me."

"Now help her with her zipper, then go upstairs and wait for me." Nicky walked behind Sonya to help with her zipper. As he reached for it, she pressed backwards, her body rubbing against him. She bent slightly at the waist, pressing her cheeks against his cock. He couldn't see the grin on her face. He finally slid the zipper down and she wiggled out of her skirt. He could see her rolling her white panties down over her hips as Angie motioned for him to leave. By the time he reached the top of the stairs, the two girls were standing naked in the living room.

"Sonya, you were great!"

"Nicky looks really good. If I didn't know the truth, I wouldn't guess."

"Go outside and I'll join you in a few minutes. I need to punish her for the erection." It's what they both expected to happen, but Angie knew she needed to punish Nicky.

Angie walked upstairs and found Nicky holding the paddle. "I'm sorry Angie. You know how sexy I think she is and being all dressed up like this, I couldn't help myself."

"I know Nicky that it's not fair, but you also know I need to do this."

"Yes Angie."

"Now pull down your panties and grab the dresser." Nicky did as she was instructed and Angie proceeded to give her ten sharp hits with the paddle. It brought tears to Nicky's eyes, but she didn't cry out. "I think you need to wear that sexy bikini we bought a couple weeks ago."

"Please no. I won't be able to hide my clit in the bikini."

"That's your problem, not mine. Although if you embarrass Sonya again, I may let her punish you next time." Nicky could feel his clit throb even more at the prospects. "Now I expect you downstairs in five minutes." Angie stroked his exposed clit a few times before heading downstairs.

Nicky was beside herself with thoughts of wearing the bikini. She had worn it in the yard with just Angie and been fine, but not with anyone else watching. Especially not Sonya. Nicky went to her dresser and pulled out the bikini they had purchased on their last shopping excursion. It was brightly painted in reds and yellows. The top had small, full cups so Nicky was easily able to stuff her fake breasts inside to fill them. The bottoms covered her ass cheeks, but they were cut high on the thigh. Nicky pulled her large clit between her legs and applied surgical tape to hold it in place between her cheeks. They had done this before when Angie had Nicky wear a sheer dress so Nicky thought it would be okay now. At least she hoped it was okay. Nicky pulled the bottoms up over her hips and checked herself in the mirror to make sure the tape wasn't showing. Nicky knew she couldn't move too much or the tape would come loose. She slipped into a pair of low heels and walked down the stairs. Looking through the sliding glass door, she could see Angie and Sonya standing by the pool. Angie was applying suntan lotion to Sonya's lovely breasts.

"Nicky, let me see you girl!" Sonya called when she noticed Nicky walking towards the door. "You are stunning in your suit. Do you like mine?" She asked with a devilish grin.

"You are very beautiful Sonya. And thank you for the compliment about my suit."

"Be a dear and refresh our glasses of tea. Then join us for some sun." Nicky carefully picked up the glasses from the low tables. She was aware of her throbbing clit trapped between her ass cheeks. She knew she would never be able to keep it safely tucked away while outside looking at Sonya. Nicky filled the glasses and put them on a tray to carry them outside. When she returned, the two girls were lying side by side on chaise lounges near the pool. Of course they were on their backs to provide Nicky with the sexiest poses they could offer. Nicky had to walk around their feet and between them to reach the round glass table. As she bent over to set their glasses on the table, Sonya's left hand slid up Nicky's thigh, her nails running over her smooth, tanned skin.

"Please don't Sonya. I'm trying to be a good girl for Angie and you are making it very hard."

"That's the point, silly girl!" Both girls laughed at Nicky's situation. It got worse for Nicky. Sonya took an ice cube from her glass and lightly touched it to her firm nipple. She slowly circled the nipple, staying within the ring of her aureola. The coolness of the ice made her nipple harden before Nicky's eyes. Sonya moved the ice cube to her other nipple and again moved the cube in circles around her firming nipple. Nicky was mesmerized at the sight of Sonya. Nicky had enough control to squeeze her thighs tightly together and she backed away from the girls. She took a seat on the other side of the pool. Angie rolled onto her side and reached over to touch Sonya's breast. She took it in her hand and slowly massaged the skin. Sonya spread her thighs allowing Nicky to see her pouty lips against her neatly trimmed bush. Sonya pushed the ice cube down her belly. She paused to play with her navel before pushing it to her pussy. Nicky was dying. She was sitting on her throbbing clit trying to think about anything else, but couldn't. Nicky could take her eyes off of Angie and Sonya. Sonya's long fingers held the quickly melting ice cube against her pussy lips, rubbing it slowly up and down the length.

"Angie would you mind if I go see what Nicky is trying so hard to hide?"

"Not at all. I'm sure Nicky would like to show you."

Sonya stood up and walked over to Nicky, stopping just twelve inches from her. "Please stand up." Nicky stood before Sonya, there bodies barely avoiding contact. "Please walk around the pool for me. I want to see just how ladylike you can be." Nicky hesitated for a moment then began to walk her sexiest walk to the deep end of the pool. Nicky no longer cared about her clit or if it popped out. Nicky did her best, but by the time she had made one full circle around the pool, her clit was pressing against the fabric of the suit. Nicky stopped beside Sonya.

To Nicky's surprise, Sonya dropped to her knees and pulled the bikini bottoms down. Nicky's clit sprung forward. "Ooh what a big clit you have little girl." Sonya promptly took Nicky's large clit / cock into her mouth. She began to thrust onto the cock and Nicky knew it would only be seconds. Nicky grabbed the back of Sonya's head as she shot her cum into Sonya's warm mouth. Nicky's entire body shook with relief as cum escaped her body. Sonya stood up and kissed Nicky, cum still filling her mouth.

Angie walked over to the two of them, "Why don't we continue this inside. I'm sure Nicky would like to show off some of her sexy lingerie." Sonya became a regular visitor and Nicky started doing the housework for both women.

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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...

2 years ago
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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."...

1 year ago
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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
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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
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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
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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
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Sissy gets a black master

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...

3 years ago
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Sissy Training at Last

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...

3 years ago
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Sissy Farm 20

20 Sissy farm 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 Doctor Shirley Williams. 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 Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen 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...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

2 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

3 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve 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....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

2 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

2 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

3 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

3 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - 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; Doctor Shirley Williams: 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...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

2 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - 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...

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