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I waited in the hotel lobby with great anticipation. I had been writing Chris for a couple of weeks. We met online and we were exchanging at least one email a day, discussing our day, and getting to know each other.
She was recently separated and said that she wanted to have fun. I was going to be in town on business and we agreed we would meet for dinner. I had her meet me in the lobby of my hotel,. We would garb a drink or two and then go to a Chinese restaurant we had agreed upon in our emails.
I was very nervous waiting for her. We hadn’t exchanged photos, so I had no idea what she looked like. What was worse, she had no idea what I looked like. It was worse for me, at least. I was always self-conscious about my looks and it always came back to the surface times like this.
I busied myself with a game on my phone to kill the time. When I looked up there she was. We had texted what each other were wearing. I was not disappointed.
She was wearing a black and white dress. Ankle length, with slits up each side that ended just above the knee. It was sleeveless, but she wore a light sweater over the top. She was a small, well-proportioned BBW. She had ample cleavage and her hips widened. I knew that she must have a great ass. We smiled when we saw each other. I gave her a hug and we wen to the bar.
The next several hours went wonderfully. We chatted, joked and had a few drinks. As we k**ded aronnd, we moved closer to each other. Soon we were holding hands and stroking each other’s arms as we laughed and talked.
She was very pretty. She had light brown hair the dropped just past her shoulders. A round face and large brown eyes that nearly matched her light brown hair. She had a small mouth, an da sweet smile. I woudd say she was about a size 16 or so. I
Aa we talked and flirted, I knew I had to have her, but I wasn’t sure whether she was really into me. We had kissed a couple of times, but they were little more than pecks. She didn’t say no, and she didn’t turn me away, so I continued my flirting. After a few hours, I asked if she wanted to go grab dinner.

“I’m not all that hungry, she replied.
Ok. Want to go for a wail?
We headed outside. It had begun raining intermittently, so our walk was a short one. We held hands and we kissed a few more times. She seemed much more responsive now that she was in the lobby.
”Do you want to go upstairs?”
She looked at me. It’s our first meeting. I’ll go upstairs, but remember it’s our first date. “
“I understand”, I replied.
We went up to the room and we began kissing. She laid back on the bed, feet dangling and began kissing her deeply. I still couldn’t figure out whether she was into it or not, and then suddenly she started responding to my kisses. Soon our tongues were deep inside each other’s mouths, exploring deeply, our bodies pressed together.

We kissed for longest time and I started moving down from her lips to her cheek and her neck and ultimately her chest. I was so turned on by her cleavage, I had to take my mouth down there. I gently pushed down the top of her dress and bra, to expose her dark pink nipple. It was hard. I slid my tongue over it. As I did, Chjris pushed her head back into the pillow . I knew she was really starting to like it.
By now we had moved completely onto the bed and I began kissing her down over her clothes. Starting at her beautiful tits, I worked down to her legs, she sighed lightly as I worked my way down. When I got to her ankle, I started back up, this time under her dress.
She was amazing. She had heavier legs, but they were solid. As was her ass. Just as I suspected. Apparently this girl worked out. I was in heaven. I kissed, nibbled and licked my way up toward her womanhood. She opened her legs slightly for me. I pressed my tongue against her slit, making sure she could feel the heat and wetness from my tongue. She moaned and pressed her head back into the pillow again. I knew she was starting to get into it. I returned to her face. She was really pretty and kissed her deeply again.
I returned to sitting position and pulled her dress up over her head, she rolled on top of me and while she was kissing me, I felt her hair fall forward into my face. IMHO there’s nothing hotter than your woman’s hair cascading down into your face when she’s on top of you.
I iun hooked her bra, releasing her beautiful c-cup breasts. They were firm and perky. I was intoxicated by her body.
I rolled her back to her back and by now had removed her dress entirely, leaving her in her dark blue panties. I kissed her deeply and lightly brushed a hand over her nipples. She moaned and I moved my hand down sliding under her panties and massaging her mons. Her legs opened to allow me easier access and I began stroking her. She moaned louder as I moved my hand more quickly, exploring her as I did. I eventually slid off her panties and began my slow journey down her body, to her ankles and back up to he3r center. I ran my tongue into her nether regions and started moving my tongue around her bbutton furiously. She parted her legs, and rested them on my shoulders as I drove my tongue deeper and deeper into her. I used my fingers, massaging her g-spot as she started bucking her hips an d pushing her body back against the bed.
I thought I would tease her by pushing my cock against her pussy, while I still had my underwear on. She moaned as I pushed her legs back and ground my rod against her I looked deep into her eyes and said
“Should I take these off?”
“What are you waiting for?”
I obliged by sliding my boxer briefs off and putting my hard manhood against her now sopping slite. She purred as she felt me rbursh against her. She moaned and her eyes rolled back in her eyes when I slid myself into her I started s slow steady pace, and she moaned and turned her head from side to side as I kept up the pace. The I slowed down and pushed her legs back toward her shoulders and started rubbing her clit as I drove harder into her. Her body shuddered with the first of her orgasms.
I moved her to her side and slid into her while she was lying on her left side. I rubbed her nipple with a thumb as I pushed into her. She squeezed her eyes as I stroked in and out...
In credible, she sighed.


After a few minutes I turned her on her back again. This tiem I pushed her left leg back. Kissing her ankle and then taking a couple of her toes into my mouth and sucking on them as I plunged deep into her nether regions. .

She shuddered again as I continued to press into her.

Gently dropping her leg, I wrapped my left leg over her right leg, pushing our pelvises tight to each other and kissing g her deeply. I moved slowly in and out of her.
Does it feel good/ I whispered.
Amazing, she replied.
Would it be ok if I came inside you?
Yes, I want you to come inside me.
Slowly, as slowly as I could, o moved my cock in and out of her, feeling the friction, the heat, her wetness and kissing her deeply, alternating from deep tongue kisses to light kisses on her ear an neck
I’m cumming I whispered.
Fill me up. I’m coming with you.
The feeling was amazing as I solely reached the edge. Once I had gone over the edge, It was impossible to stop and I slammed against her once, twice, thee, four five times until I had spent myself inside her.
She looked at me and we snuggled together as we both drifted off to sleep...

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This is a female authoritarian sissy boy story, although with a softer touch than many others. There is sugar and spice and (mostly) everything sissy-nice! So, if lots of frilly outfits, swishy behavior and a little kinky sex are your thing, please read on. If not, thanks for looking anyway. It is also a purely fictional fantasy work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated X, as there is some sexual...

2 years ago
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Miss Prissy Paunceworth Chapter II Prissys First School Day

This is a female authoritarian sissy boy story, although with a softer touch than most. There is sugar and spice and (mostly) everything sissy- nice! So, if lots of frilly outfits, swishy behavior and a little kinky sex are your thing, please read on. If not, thanks for looking anyway. It is also a purely fictional fantasy work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R, but future chapters will be rated...

2 years ago
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Miss Marks The New Head Mistress Chapter Eight Sneaking Out

Lindsay was incredibly happy with herself that evening. Not only had she managed to sneak out of school and spend time with her boyfriend, but she had been able to persuade him to buy her the pair of gorgeous shoes that she had been looking at for weeks now. All in all, a successful night for the Year Twelve girl with the shoulder-length black hair. All she needed to do now was sneak back into her bedroom without getting caught by her House Mistress and that would be the perfect end to the...

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4 years ago
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Miss Marks The New Head Mistress Chapter Seven In Front Of the School Secretary Part One

The Head Mistress sat in her leather chair in her office listening to the lady on the other end of the telephone. Although Amelia Marks already knew about the incident that had occurred two days previously at Queen Mary’s Girls’ School, she wanted as much detail as possible before dealing with the culprits.“So, can you tell me exactly what the damage was, Mrs. Wilcox?” She asked the woman.“Well, we didn’t discover that the changing room had been damaged until first lesson yesterday morning and...

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3 years ago
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Miss Prissy Paunceworth Chapter V Prissys Frilly Frolics

This is a female authoritarian sissy boy story, although with a softer touch than many others. There is sugar and spice and everything sissy- nice! So, if lots of frilly outfits, swishy milk-sop behavior and a little kinky sex are your thing, please read on. If not, thanks for looking anyway. It is also a purely fictional fantasy work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated X, as there is sexual...

1 year ago
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Miss DeVilles Academy Lucass Story

AUTHORS NOTE: This story is based on the excellent Ed Miller tale: "Miss Sheila DeVille's School for Wayward Boys". I really liked the concept, so I'm offering my own take. Ed gets full credit for the idea, the setting and the background characters. Ed's rules of engagement also apply here: This is a story involving explicitly described sex. If you think you might be offended by it, or you aren't allowed by the laws of the place in which you live to read such a story, don't. If...

3 years ago
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Miss High Heels 1931

Miss High-heels : the story of a rich but girlish young gentleman under the control of his pretty step-sister and her auntPrivately Printed1931CHAPTER 1This story is a reminiscence, a fond recollection of my colourful days as a youth. I can safely say (with the clarity of hindsight) that my youth was extraordinary. My upbringing was unlike any other young man knew at the time, and to this day, many years later, I have yet to meet a soul whose story can compare with mine in its bizarre nature.My...

2 years ago
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Miss Marks The New Head Mistress Chapter Ten The Choice

Friday June 4th, 2027The diminutive blonde-haired eighteen-year-old sat nervously on the expensive leather sofa in reception. She still couldn’t quite believe the way that her Form Mistress had reacted that morning and, now, here she was sitting awaiting a meeting with Miss Marks, the Head Mistress. It was so unfair. Others had done far worse things during her near seven years at Alannah Lawrence Girls’ College, but it seemed to her that her teachers and her House Mistress had marked her card a...

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1 year ago
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Miss Harcourt debauched

"No!" Miss Harcourt cried, "For gods sake No!" as I levelled Mr Cambridge's antique duelling pistol to aim not at Mr Simon Harcourt's head but instead the imaginary spot eight inches above his head whereby the ball would drill a third hole in direct line with his eye sockets. "Why should I spare him?" I demanded, "He has wounded me with his tongue and now his piece." "He, he is young and foolish," she shouted, "And noble in defending my honour!" I held the piece...

1 year ago
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Miss Prissy Paunceworth Chapter I Beginnings

This is a female authoritarian sissy boy story, although with a softer touch than most. There is candy and spice and (mostly) everything sissy- nice! So, if lots of frilly outfits, swishy behavior and a little sex are your thing, please read on. If not, thanks for looking anyway. It is also a purely fictional fantasy work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R, but future chapters will be rated X....

3 years ago
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Miss HighHeels

Preface: One of the all-time great, classic TV-stories is Miss High- Heels. It was first published - as far as I can trace it - by the famous Select Biblioth?que in Sceaux (France) about 1929 as the translation of a work by a British author whose name was given as "Sir O. T**". Actually it was not really a translation, but a very freely adapted French version of the original English text. Later two more works by the same author (but now his initials were given as C. F.) were published...

1 year ago
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Miss Marks The New Head Mistress Chapter Twelve Miss Marks Final Punishment

Lauren Dickson packed her things into her sports bag before checking that she had everything and turning her attention to her handbag. She smiled as she found her mobile phone and car keys which were lying under her collection of cards, makeup, tissues and other items. She closed the zip on the bag and placed it over her right shoulder. Lauren picked up her sports bag in her right hand and walked out of the staff changing room, turning and locking the door with her key. The young PE Mistress...

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3 years ago
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Miss Amina the Tarot Reader

MISS AMINA THE TAROT READER By Audrey [email protected] (C) 2016 June 15 All Rights Reserved AUTHOR'S NOTE: Permission is granted to post this story on any free archive for transgender or transformation stories, such as Fictionmania. This story contains adult material that is not suitable for young audiences. It also contains themes that some readers may find sensitive, including alcoholism, depression, and suicide. Please bear these in mind before reading. This is also a long...

3 years ago
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Miss Marks The New Head Mistress

Amelia Marks stood staring out of the large window in her office. The lady with the dark-hair, neatly tied in a bun, smiled as she watched the late summer sunshine rising in the blue sky and begin to cover the new Sixth Form building and the extensive playing fields and sports pitches beyond that. The new Head Mistress at the exclusive, fee-paying Alannah Lawrence Girl’s College closed her eyes and stood day-dreaming for a few moments before she turned her attention back to what she needed to...

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4 years ago
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Miss Mansons Memories That First After School Punishment

“Lucy Cardwell.” Pauline Manson smiled to herself as she sat in her armchair by the fire on that dark, cold, winter’s afternoon in January.That was the name of the tall, slim girl with the long, flowing black hair that she had been thinking about that day.She involuntarily shuffled around on her comfortable chair, feeling a twinge of excitement as she thought back to 1971. It had been her probationary year as a young teacher and she had met the lovely Lucy Cardwell, who had been the first girl...

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3 years ago
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Miss Sanders

Lisa looked at Miss Sanders with horrified, young blue eyes. Her teacher was standing over her naked body with a long, sinister whip that dangled to the floor. Several teasing passes had been made along the inside of her thighs, and one, cruel blow had administered a searing, red welt across her backside. Now Miss Sanders was about to add a special surprise for the precocious girl.             ‘It made me faint when I first experienced it,’ said the teacher.             ‘What?’ There was a...

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