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The Waiter Arrives

  • Posted on January 14, 2012 at 7:47 pm

Slut Michelle continues her sexy story for me.

The Waiter Arrives

My name is Michelle. I’m a middle-aged CD who is passable and many men find me very sexy. I wrote Chapter One of this story in third person but I found it awkward; as a result I am switching to first person.
 
I was astonished by how easily Mistress Twilight convinced the waiter to participate in our sex games. Within minutes of answering the door I found myself on my knees in front of him. Mistress asked me if I was ready to be her cocksucker. I stammered that I wasn’t sure I was ready. Mistress then purred in my ear that she knew I was. “Ask to suck his cock,” she whispered in my ear. When she uses that tone I am powerless to disobey.
 
I placed my hand on his thigh and moved it slowly up. Then I timidly asked if I could suck his beautiful cock. My hand was inching its way upward when he responded. He told me to take off his pants and that he wanted me to convince him that I wanted his cock. I quickly disrobed him. Taking him by the hand I guided him to the edge of the bed. I knelt down between his legs, took his fat cock in my hands and gently kissed the tip. As soon as my lips touched his cock head I knew I could give him the best blow job of his life.
 
While I gently massaged his shaft I started licking and kissing his balls. Mistress Twilight held my head and pushed it down so I’d take more of him down my throat. The more I took in my mouth the more the waiter moaned. I stopped every so often to use my tongue to draw small circles on the shaft. Upon reaching the crown I used my tongue to lick and tease underneath it. I loved the feeling of his large cock growing in my mouth. His cock was wonderfully fat and long.
 
I decided to slow down and truly enjoy this magnificent cock. I kissed it and sucked it and savored every drop of precum. At one point I took most of it in my mouth and used my mouth and hand to masturbate him. I could feel it throbbing and tasted the precum. I didn’t want him cumming too soon so I stopped and kissed the tip.

My mouth loved his cock but my boy pussy wanted it too. Mistress Twilight must have sensed this because she pulled my head back. “I know you love sucking his cock. But I want you to experience being a complete slut tonight. Are you ready to get fucked like a bitch?” she asked.

I was so ready. “Yes please Mistress! Please let him fuck me!” I was desperate for his cock now. I needed it inside me.

She asked the waiter if he wanted to fuck her slave. He immediately said yes. “Strip for him Michelle. Give him a good show,” Mistress Twilight commanded. I stood up and swayed my hips back and forth as I stripped off my dress and panties. She stopped me from removing my heels. She told me to lay on my back and hold my legs in the air. I did as told with my legs spread wide.

As the waiter got between my legs to pound my boy pussy hard Mistress Twilight climbed up on the bed. “You’re going to lick me good slut. I want that tongue deep in my pussy as he fucks you.” She then lowered her delicious pussy onto my mouth. As I started licking her I felt the waiter’s cock pushing into me…

Slut Michelle’s Special Dinner and Desert

  • Posted on August 8, 2011 at 3:18 pm

Slut Michelle wrote this sexy story for me and asked if I would share it on my blog. I said of course!

Slut Michelle’s Special Dinner and Desert

She took in a deep breath as she drove into the hotel parking lot. This was her first time arriving at a hotel as Michelle instead of Fred (her real name). Mistress Twilight convinced her that this would turn them both on-and she was right so far. Michelle parked the car and stepped out. She was confident that no one would recognize her, but she was not so sure about being passable. She walked into the lobby with a swagger and girly confidence. She noticed a man turn to check out her butt. She grew nervous again as she approached the front desk. She spoke quietly and as feminine as she could.

She had made a reservation as Michelle, but her credit cards all had her “man” name on them. This made her nervous and she began to perspire. Would her makeup run she wondered, in addition with other scary thoughts. She told the clerk that she would be leaving a cash deposit and that her purse was in the car. All went smoothly and she let out a sigh of relief. She walked into the elevator and pressed the button for the fifth floor.

Once she entered the room she called Mistress and gave her the room number. Mistress Twilight told her that she would arrive in thirty minutes. This gave her enough time to fix her makeup and practice her walk. Mistress expected her to demonstrate how well she could walk in her heels and a tight dress. This meant looking like a lady who wanted a man. Access to Mistress would be granted only if she performed well. Access meant starting at Mistress’ feet and ending with her tongue buried deep in her pussy–a before dinner treat!

She was adjusting/hiding her cock when there was knock on the door. It had only been 10 minutes since she had called Mistress Twilight. Suddenly she was very scared. She walked to the door and opened it slowly. It was Mistress Twilight and she looked amazing. Michelle quickly invited her in. She knew better than to question the early arrival. Michelle knelt down in front of her Mistress and lowered her eyes so that she was looking at Twilight’s feet.

Mistress Twilight spoke for the first time. “Suck my toes,” she purred as she said kicked off her heel. Michelle wanted to worship them so much-she had been fantasizing about it for weeks. She pretended the foot was a big cock and worshiped it. In what seemed like seconds Mistress told her that she could begin to work her way up. Michelle first removed the other heel and treated the foot to the same treatment but this time she let her hands travel over the most wonderful legs she had ever touched.

Then her life changed forever as she started kissing and touching her way up the most sensuous thighs she had ever seen or touched. Mistress’s skin was very soft and tasted wonderful. She had masturbated many times imagining how Mistress would taste. A chill went through her body as she received permission to remove Mistress’s panties. Her hands shook as she removed the thin silky panties. It was love at first sight when she saw the most beautiful pussy in the world.

She knew that her job was to please Mistress, and therefore had to remain focused on doing so. The taste was overwhelming, so pleasant, that Michelle’s clitty cock grew harder than it had been in years. Somehow she was able to work on making Mistress cum without regard to her own clitty. Making Mistress cum made Michelle cum in her own panties. This was not allowed, for Michelle needed permission to cum.

Mistress Twilight asked Michelle if she had cum and Michelle had to confess that she had. Michelle prepared herself for a discipline spanking. But instead Mistress told her to go freshen up and that they would deal with her punishment after dinner. Michelle wondered what her Mistress’s plans were as they left the room and walked to the restaurant downstairs. While walking to their reserved table Mistress told Michelle to look at one of the waiters for he was her type. This embarrassed her but not near as much as the next remark, “Don’t be shy, it’s obvious you want him too”.

Shortly after the two took their seats the cute waiter came to their table and announced that he would be taking care of them. This made Mistress Twilight giggle and Michelle again grew nervous. After he took their orders Mistress whispered in Michelle’s ear, “Don’t worry I’m sure many women find him attractive”. The waiter smirked-had he heard her? He flirtatiously said, “It’s not often we get such beautiful women sharing the table”. Mistress flirted back by saying “we like to share more than just a table”. Michelle blushed deeply while the waiter grinned widely.

The two women drank and ate. They discussed the men in the restaurant and speculated about their penis size. Michelle continued to become more comfortable as a woman with the help of the wine and Mistress Twilight. After dinner the cute waiter asked if they cared for desert or perhaps an after dinner drink. Mistress told him that they’d like another drink. “What about desert?” he asked. “Bring us each a glass of wine while I plan for desert,” Mistress Twilight answered. The waiter smiled knowingly and hurried off to grab the bottle of wine.

Mistress then turned to Michelle and told her that the punishment for cumming without permission was that Michelle had to put on a sex show for the cute waiter in the hotel room while she watched. This caused Michelle to panic, for she did not have the experience or confidence to seduce him. Mistress could see the panic in Michelle’s face, so she took Michelle’s in her hand and told her not to worry because she would help. This combined with the drinks helped relax Michelle a little. Then Mistress asked if the waiter was propositioned by two sexy woman how could he possibly say no? Michelle certainly thought his Mistress irresistible and couldn’t imagine any man saying no to her.

The waiter reappeared with their drinks. Mistress Twilight informed him that Michelle was staying in the hotel and asked him to deliver their dessert to room 5105 at 10:00. Michelle almost fainted when he said that he would be happy to deliver their treats. Michelle was so confused that she could not think of anything to say, so she picked up her glass and drank it in one gulp.

Mistress Twilight gave her a stern look and told her to act more lady like or she would end everything right then. Much to her surprise this caused Michelle to calm down. She turned to Mistress apologized and thanked her for being stern. The conversation ended when the waiter arrived with the bill. Michelle took it from him and gave him a credit card, for he had to know the truth before she attempted to seduce him. Mistress did not know Michelle was going to do this and told her that they would discuss strategies/seductions in more detail on another occasion. “Besides, if he’s not interested I’ll find another stud for you tonight,” she informed him. The waiter returned, handed Michelle the card and said that he would deliver dessert at ten sharp. This made Michelle grin from ear-to-ear.

The ladies giggled and talked fast as they returned to the room. Michelle ran into the bathroom to freshen up. Mistress Twilight called from the bedroom that she needed Michelle immediately. She was so excited about tonight that her pussy needed attention right then. This was the greatest reward Michelle could ask for. She loved nothing more than being able to worship Mistress and taste her juices. She got between her legs and licked, kissed, and sucked as if this was going to be her last time. She felt Mistress cum and then was told to get up and get ready for her “date”.

Michelle was concerned that the waiter would just hand her the desert and leave. Mistress Twilight reminded her that the waiter would come in and set up the food prior to leaving. This would give Michelle an opportunity to perform a sex show for Mistress. Then Mistress Twilight asked Michelle if she had cum again while licking her pussy. Michelle lowered her head and answered “yes”. She then apologized and tried to explain that she could not help it. Mistress shook her head and told Michelle to take off her clothes, put on a teddy with some clean panties and come give her a bath.

Michelle walked into the bathroom wearing a white teddy with pink crotchless panties. She stopped when she saw Mistress in the bath. Her beauty was overwhelming. Michelle could not speak or walk. Mistress called her over and told her to do a good job. Michelle knelt and then lifted a foot out of the water and gently used small circles with a bar of soap to wash the sexiest foot in the world. She set it down in the water and did the same to the other one. Then she spent ten minutes messaging and washing Mistress’s calves and thighs. This had Michelle hard as a rock again and Mistress let out little sounds of joy. Michelle moved behind her and focused on providing a wonderful sensuous back massage. Mistress took her hands and guided them to her breasts.

Michelle lost her breath when she cupped them. She made circles with the hand that contained the bar of soap and played with the nipple with her other fingers. She grew more excited as she felt Mistress’s nipples get harder and harder. Then Michelle worked her way between Mistress’s legs. She used the soap to rub closer and closer without touching her pussy. She tried to provide Mistress as much pleasure as possible. Finally Mistress took Michelle’s other hand and placed it on her clit. Michelle began gently rubbing her while using the soap to touch her beautiful thighs and her outer pussy lips. She could tell that Mistress was close to cumming so she quickened her movements and increased the pressure on her clit. Michelle cupped her pussy and played with her clit while Mistress had her most powerful orgasm of the night.

Much to Michelle’s surprise Mistress Twilight stood up and ordered her to dry her off. Michelle had expected her to want to relax in the tub after cumming so hard. Mistress on the other hand was ready for round two and called Michelle to bed. Michelle watched as Mistress laid on her back and opened her legs. This made Michelle’s clitty throb but she knew better than to touch it. Looking at Mistress Twilight’s naked body she felt butterflies in her stomach and could not speak or move. Mistress smiled and called her over. She took Michelle by the head and guided her between her legs. Michelle did her very best to please Mistress and to make her cum again. After which Mistress ordered Michelle to clean up and get ready to perform a sex show for the waiter.

At exactly ten o’clock the ladies heard a knock on the door…

Sissy Josephine

  • Posted on December 19, 2010 at 10:30 pm

Minutes before the doorbell rang, Joseph was reflecting on how much her life had changed in the last six months. During the week he was a very successful businessman. He was strong, confident and always in control. During the weekend everything changed. Under the training of Mistress Sophie Joseph became Josephine. Over the months he had been transformed into her sissy maid.

Sissy Josephine passed by a mirror while walking down the hallway to the front door. She stopped for a moment to inspect herself. She was dressed to serve at her Mistress’ private play party. Her sheer white blouse showed off her silky pink bra underneath. The tight little black skirt that clung to her hips hid the matching pink panties underneath. Black thigh high stockings showed off her shapely legs. At the beginning of her servitude Josephine was required to shave her legs everyday. Then Mistress required her to get electrolysis to have more feminine smooth thighs and calves. As she walked down the hall to the door his 6″ heels made clicking noises with each step. Slut red lipstick made Josephine’s lips pouty. Her heavy eyeshadow and thick mascara gave her a flirtatious look. Shiny flower barrettes pinned back her bangs. Her hair had finally grown long enough to put up into a french twist.

Her manicured fingernails turned the doorknob and she let the first guest inside. As she took the woman’s coat she introduced herself as Josephine, Mistress Sophie’s new sissy maid. She made sure to curtsy, one ankle crossed behind the other. The newly arrived Mistress looked at her approvingly and let her lead the way into the living room.

The next hour was a swirl of activity for Josephine. If she wasn’t answering the door, she was showing another Mistress to the living room. Even after all seven of them had arrived she was kept busy, running back and forth from the kitchen fetching drinks and appetizers.

While doing her maid duties she eavesdropped on the conversation. Mistress Sophie was proudly telling her friends about her training. She was obviously pleased with her progress and this gave Josephine more confidence. Indeed, she swayed her ass more and her sissy voice was perfect, low and sultry.

Josephine was too overwhelmed to remember everyone’s name. She took to calling the ladies ‘ma’am’ and curtsying when they gave her an order.

As she brought items asked for the ladies would reach out and exam Josephine while commenting to his Mistress. As she delivered a cup of coffee to a very attractive Mistress with stunning black hair and a tight velvet corset, she ran her hand up her leg, sliding her fingers under her skirt.

Josephine gave a soft sigh of pleasure and stood up next to her, spreading her legs so she could fully examine her. She ran her hand up further and grabbed her bottom. She didn’t look at her however. She addressed her comments to Mistress Sophie.

“Josephine has such a firm ass. Will we have the pleasure of playing with her tonight?”
The rest of the ladies giggled approvingly as Josephine felt her cheeks blush.

Sophie smiled mischievously. “Josephine is here tonight to serve all of you. For the past six months I have trained her thoroughly. But all of you can test her in ways that I cannot do alone. Ladies, you can do whatever you like to her tonight. Consider Josephine your play toy for the evening.”

Another Mistress across the room chimed in-“well, in that case I’d like to see what’s under that skirt.”

Sophie looked at Josephine. “Stand in front of us dear and present your backside.” Seconds before Josephine had felt nervous-she had never been used by so many Mistresses before. But when her Mistress gave her the order her nerves quieted. She had sworn to obey Mistress Sophie’s every command and she would not disappoint her tonight. If her Mistress thought she was ready to be used by all these ladies then she was. It was as simple as that.

Josephine positioned himself in front of the group and turned her back on the women. She slid her hands down her stockings as she slowly bent over. She heard approving claps and whistles and felt her cheeks blushing again. “I just love playing with sissies!” one of the mistresses said.

Then she felt a hand rubbing her panties. Supposing it was her Mistress Josephine moaned and spread her legs wider.

“Mmmm, very nice. I think I want to see this sissy stripped down to just stockings, bra and these wet panties. “Josephine gasped when she heard the comment, realizing the hand caressing her did not belong to her Mistress.

But her Mistress had given her to her friends tonight. This new Mistress, who had been a stranger an hour ago, had expressed a desire. It was now her duty to fulfill it. She answered ‘yes ma’am’ and felt her body shake with anticipation. Her clitty throbbed and stiffened in her panties. The hand between her legs squeezed her throbbing clitty and told her “that’s a good girl” before withdrawing to allow Josephine to stand up. She straightened herself up and turned around to face them, running her hands down her skirt nervously. All eyes were on Sissy Josephine.

Her Mistress’ eyes were among them. Mistress Sophie was looking at her, a smile spreading across her lips. She was also looking at her expectantly. All the Mistresses were.

Her fingers were shaking as she started undoing the sheer blouse. With each button undone, her confidence grew. She could do this, this is what she had been trained to do. Josephine slid the blouse down her arms and tossed it aside.

While spinning around she grasped her skirt. Bending over she undid the zipper and shook her ass while sliding it down her stockinged legs. The Mistresses responded with whistles and claps. She spreads her legs apart, easily balancing in her 6″ heels. Shaking her ass more Josephine seductively ran her hands over her thighs and calves.

Satisfied with her strip tease, the Mistresses called her over. Dutifully she kneeled in front of them. One Mistress, a sexy blonde with devilish eyes, pulled down her panties to show off her clitty which was wrapped in a pink satin ribbon.

“Oh!” she exclaimed. “Josephine has a present for us.”

The Mistress sitting next to her, a shorter woman with short brown spiky hair took off her bra and pinched her nipples. Josephine let out a squeal. “Mmm her little sissy nipples are so sensitive. Very nice,” the Mistress said.

The women bent her over then and slid her panties completely off. “Leave those sexy stockings and heels on dear” one of the women told her. Josephine was more than happy to obey. She always felt like a sexy slut when her Mistress put her in heels. She felt herself being spread open. A Mistress with a sultry voice asked “And what do we have here? A tight little sissy pussy?”

Josephine moaned out a yes. Mistress Sophie was in front of her again, cupping her chin in her hands. Looking her in the eyes she asked her friends “What do you think ladies? Should we take turns fucking little Josephine and see what a slut she can be?

A round of “YES” erupted from the room. Mistress Sophie looked at her again and grinned with pleasure. “Now be a good girl Josephine and take every inch of cock my Mistress friends give you.”She leaned in and gave her a deep kiss. At that moment she felt one of the Mistresses sliding into her awaiting, wet pussy…

Want to hear more about Sissy Josephine’s adventures? Call me now at (575)770-4575.

New York Panty Sissy

  • Posted on July 16, 2010 at 2:32 am

I’m talking to a panty boy sissy slave right now. He has several panties with him.

Panties
purple
white
black
blue
beige
brown

Madam Cynthia gave him some of these panties which he loves to wear. Sometimes Madam Cynthia and I dominate this slave together. We have such fun with him.

Right now New York Panty Sissy is wearing the white panties and blue panties. He’s also wearing black thigh highs. He wants everyone to know that he loves panties and that he has to follow all of my direct orders.