Jessie Wylde indian porn

Jessie

Jessie's story Jessie Es war wieder ein langer Tag geworden. Jessie schloss ihre m?den Augen, ihre Finger lagen noch auf der Tastatur. Sie hatte eine Idee f?r eine neue Story gehabt, aber irgendwie war sie zu besch?ftigt gewesen, um auch nur ein Wort zu schreiben. Es war bereits ?ber die Zeit, zu der sie normalerweise Schluss machte, und das meiste ihrer Arbeit war getan. Es war niemand mehr im B?ro, die Luft war rein. Sie ?ffnete ihren geheimen Ordner und begann zu tippen. Die t?glichen P...

Jessie Hanks Outlaw Queen The Cameo Murder Part 2 of 2

Street and Smith's _New_ _York_ _Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks Outlaw Queen: The Cameo Murder By Nicholas Varrick As Told by Ellie Dauber and Christopher Leeson © 2016 Part 2: Finding Their Way Chapter 6 - "Crossing Arizona" Friday, June 7, 1872 Jessie slowly - regretfully - opened her eyes. "Uhh," she moaned, putting her hand to her head. "Why the...

Jessie and the TornadoChapter 5

And back to the present Distantly I heard someone saying, “Sam? Sam? Sam?” then felt someone shaking my shoulder. I looked up, and realized I was still sitting outside Jessie’s hospital room, and that Janice had been trying to get my attention, before finally having to shake my shoulder. Jessie was standing beside Janice and was grinning like crazy. She had a small bandage on her forehead. “The doctor has finished his exam, Sam, and there is no sign of physical ... or mental problems,”...

Jessie Hanks Outlaw Queen The Cameo Murder Part 1

Street and Smith's _New_ _York_ _Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks Outlaw Queen: The Cameo Murder By Nicholas Varrick As Told by Ellie Dauber and Christopher Leeson © 2016 Part 1: On the Trail to Trouble Chapter 1 -- "Prolog: September 1871" Tuesday, September 12, 1871 A chunky, sandy-haired man walked into the Prescott, Arizona...

Jessie Part 2

Jessie and I had a “normal” date Thursday night, dinner and a movie. When we left Emily with the her babysitter, Emily was disappointed that we were not taking her with us. Jessie had to remind her that the 3 of us were going to the zoo on Saturday. The movie was a romantic comedy which Jessie had picked. The movie was ok, however the plot was very predictable. At least I got to be with Jessie. I had my arm around her throughout the movie and we kissed a couple of times, however the theatre...

Jessie Hanks Outlaw Queen

Street and Smith's _New York Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks -- Outlaw Queen By Nicholas Varrick As Told To Ellie Dauber and Chris Leeson (c) 2003 Chapter 1 -- "Riders in the Night" "One... Two... Three!" Jessie Hanks yelled, as she swung the saddle back and forth, then upward. This time, it worked. The heavy saddle went over the top of the tethered horse, settling unevenly on the blanket on its...

Jessie The Tornado Ch 05

Again, I suggest reading the first four chapters before beginning this one. Also, I want to emphasize that if you are expecting a story with non-stop sex, then you will be disappointed. Jessie & the Tornado, Ch. 5 Distantly I heard someone saying, ‘Sam? Sam? Sam?’ then felt someone shaking my shoulder. I looked up, and realized I was still sitting outside Jessie’s hospital room, and that Janice had been trying to get my attention, before finally having to shake my shoulder. Jessie was...

Jessie is pregnant Jessie s revenge

(5th in a series)I had by now excepted the fact that my wife, (Jessie) was going to get or already was pregnant with my bosses (Frank) baby. I was partially to blame for encouraging her to fuck other guys but I didn’t expect her to take their semen. Not only was she letting Frank fill her with his semen but Jessie wanted to have Frank’s baby. Jessie’s once tight pussy was now always gapped open her pussy lips stretched and loose from taking Frank’s BBC almost daily and sometimes multiple times...

Jessie and Emily The Hunter s Second and Third

I was driving to my favorite grocery store to stock up on essentials. I saw a blur appear in my peripheral vision and woke up two days later in the hospital. I had a broken leg, a broken wrist and a concussion. A delivery truck had run a red light and broadsided my car. Luckily for me, a policeman was witness to the accident and had quickly gotten an ambulance on the scene. Even better for me was the four moving violations issued to the driver of the truck. The company had sent a...

Hardcore

Jessie Fan Fiction

Jessie gasped seeing that Ravi's manhood was over 6 inches. “Wow Ravi how long is it now?” Jessie asked walked forward and dropping to her knees. “7 inches,” Ravi moaned as he felt Jessie’s young mouth engulf his meat. Luke walked over to Jessie and started to suck on her left breast as he inched and played with her right one. Jessie moaned out load as she started to deep throat Ravi's cock. “My gosh Luke" Our nanny is giving me such a good...

Jessie

Jessie gasped seeing that Ravi's manhood was over 6 inches. “Wow Ravi how long is it now?” Jessie asked walked forward and dropping to her knees. “7 inches,” Ravi moaned as he felt Jessie’s young mouth engulf his meat. Luke walked over to Jessie and started to suck on her left breast as he inched and played with her right one. Jessie moaned out load as she started to deep throat Ravi's cock. “My gosh Luke" Our nanny is giving me such a good blow! Jessie pulled...

Jessie and the TornadoChapter 4

When I woke up the next morning, the first thing I did was check my car. Jessie’s purse was gone. I noticed that her car was not in the driveway of her parent’s house, and one of her parent’s cars was also missing. I tried calling her cell phone over and over, but she never answered. I left a number of messages begging her to call. Now, all I could do was wait. Had she and her parents gone somewhere? Then why were two cars missing? I paced back and forth from one end of my house to the...

Jessie The Tornado Ch 01

If you are looking for a story filled with sex, then you are probably in the wrong place. I don’t write sex stories. I (hopefully) write interesting stories that contain sex. Someone once said that women need a reason to have sex, while men only need a place. Like most generalities, I think that is generally wrong. I think that people need to have a reason to have sex and that if they care for each other, then the love and sex will be even better. All the participants are at least 18. The...

Jessie Babe s Story

Thanks to FrenziedMaiden for her help and friendship. Jessie is a delicious girl. She lives with just her dad and idolizes him. She is not a virgin, but her partners have never satisfied her. They have never met her expectations. This is a story about how Jessie finds herself and everything she wants. Jessie was 22 and she had to admit that she looked good. Her boobs were high and tight, not too large, but pert and perfect for her figure. Her ass was just fine too. All in all, Jessie was...

Jessie The Tornado Ch 04

Again, I suggest reading the first three chapters before beginning this one. Also, I want to emphasize that if you are expecting a story with non-stop sex, then you will be disappointed. * When I woke up the next morning, the first thing I did was check my car. Jessie’s purse was gone. I had already noticed that her car was not in the driveway of her parent’s house, and one of her parent’s cars was also missing. I tried calling her cell phone over and over, but she never answered. I left a...

Jessie and the TornadoChapter 3

Two months earlier On a Tuesday in March, I began doing some work on the outside. There were three very large flower beds in the front yard that had become completely overgrown and filled with weeds, and one warm day in mid-March I put on a pair of gloves and started pulling all the weeds out. I was wearing an old pair of shorts and a t-shirt, along with an old pair of sneakers. I also had on my customary “USMC” cap I almost always wore if I wasn’t working. One of the things I was...

Jessie 8217 s First Sandwich

Since our marriage, her adventures have nearly stopped. On rare occasion she’s slept with other men, but it’s much harder to meet safe men than it was at school. Condoms are no fun – I want men to use my wife, abuse her and treat her like the slut she is. Cum oozing out of her holes and down her body is the payoff! So, as an interim to finding a way to more actively share my Jessie, I’ve decided to begin posting her college adventures. I’ve also posted some fairly...

Jessie

Jessie Gets The Big One Opening her mail one evening Jessie saw that she had an invitation to visit Mimi Echols a friend she had met at Ft. Belvoir. One night Jessie and Marshal had engaged in group sex with Mimi and her husband another Colonel who was since gone missing in Viet Nam. Mimi was at her home in Vermont and wanted Jessie to come up for some fun, and she hinted at a big surprise. Driving up on Saturday she was impressed by the beauty of the fields and farms. Finding her turn off...

Jessie Luke gets punished

Jessie lay in the full body tub as she let the water embrace her sexy seventeen-year-old body. She still could not believe that after she graduated high school at 17, left Texas, and came to New York she became a nanny to the Ross family. There was Bertram the butler, Zuri the youngest girl, she is a cute and sassy little black girl, Ravi was the youngest boy he was from India. He even has a pet lizard named Mr. Kipling, and Emma the oldest and at fifteen she was hot and she...

Jessie The Tornado Ch 03

Again, I suggest reading the first two chapters before beginning this one. Also, I want to emphasize that if you are expecting a story with non-stop sex, then you will be disappointed. Jessie & the Tornado, Ch. 3 In March, I began doing some work on the outside. There were three very large flower beds in the front yard that had become completely overgrown and filled with weeds, and one warm day in mid-March I put on a pair of gloves and started pulling all the weeds out. I was wearing an old...

Jessie Porn Story Final Part

Jessie had just finished with Luke and Robby, so now it was time to talk to Emma about what had happened with Luke. She walked into Emma's room and both Emma and Jessie were only in their robes. Jessie went and sat by Emma and said, "What were you thinking about having sex with your own brother?" she said in a calm voice. Emma responded with the shrug of her shoulders. "Well, I hope you know that it is wrong, and that if you got pregnant, who knows what would have happened." replied Jessie....

Jessie Porn Story Part 2

Jessie was angry at both Emma and Luke, because she could get in so much trouble if this leaked out to anyone. She planned on talking to Emma later, since it seemed to be more of Luke's fault than anyone elses'. Jessie pulled Luke into to her rooms and as calmly, and quietly as she could with all the anger she had built up inside her, said "What is the matter with you Luke!? Do you know how wrong it is that you fucked your sister?" "Yes," answered Luke. "But in my defense, she told me to and I...

Jessie Fan Fiction Part 2

Jessie awoke to find Tony dressing to leave. "Hey beautiful, I was wondering when you'd be up." He said smiling. Jessie rolled her eyes and got up from the hard tile floor, feeling a cramp in her abdomen and thighs. "Do you really need to go?" She asked sadly. "Yeah, I really got to going, I'm already late for my job." "Maybe I can 'convince' you to stay." Said Jessie sexily. She was still naked from the night before (read my first story) and she could see that was...

Jessie re lives her youth

Jessie was in her twilight years, as she referred to her age, she had turned 70 and was alone. Her husband had died 20 years ago and her children were living overseas. She was thrilled that her two sons had done well in their chosen professions but missed the company provided by their families. Her days were spent pottering about her garden and the occasional visit to friends from long ago. It was on one such visit that a sparkle of her youth returned. Tim and Vera were her friends almost from...

Jessie Michael and ClaireChapter 4

Hi! I’m Michael. Not “Mike,” please. Just “Michael.” The girls call me “Mike” but they’re privileged. One thing you’ve got to know about me right away. I’ve got a really high libido. Always have, ever since I can remember. My teen-age years were hell, and college wasn’t much better. I’d have to go back to my dorm room or the library and jerk off every afternoon, because the morning and evening cums just weren’t enough for me. But now that I’m in a relationship with two women who wouldn’t...

Jessie and Sue s date concludes

I could not believe I was going out with Sue on a date. It was our first date and she appeared to be my match made in heaven. First, we got caught with my face between her thighs while wearing lingerie in a department store dressing room. Next, we made our way to the shoe shop where not only did Sue buy me a killer set of four-inch heels that were strappy, brown open-toed sandals with little jewels on them, but the store clerk named Becky got me all dressed up en femme. Then when Sue took me...

Crossdressing

Jessie Caught in the Act

Sue and I were starting to catch our breath from our office session when suddenly someone started knocking on the door. “Jesse! You’re late to your meeting with me! What in the hell was all of that noise coming from your office? I sounded like someone was having sex in there!” Now I knew I was going to get it. That was my manager Steve. Steve burst through the door and his mouth immediately dropped. After what seemed like eternity, he shouted out, “What the hell is going on? Two of my employees...

Crossdressing

Jessie

I have had some kind words about my story a christian wife from a man who lost his fiancé not to an Arab Muslim but to a black Muslim. He is still both sexually excited by what happened but also suffers the loss of her. He wanks himself to defeat still. He has asked me to tell the story of a white man who lost his fiancé to another man. We will name the white man in our story Don and we will name his fiancé, Jessie. Don and Jessie became engaged on Jessie's 21st birthday and he worshipped his...

Interracial

Jessie Michael and ClaireChapter 2

I got a call a few days later from Claire. She thanked me for giving Michael a good time, and told me that I was welcome at their place any time. That was when I first learned that they were living together, and my heart sank as I realized how deep their commitment was becoming. Oh, well, I thought, at least I had him for one glorious night. As it turned out, I had a wedding to go to in three weeks. The wedding was in Elizabeth, only a few miles from Newark. I texted this information to...

Jessie Michael and ClaireChapter 3 Claire rsquo s Story

Jessie has already told you how Michael and I seduced her, and how she became the third partner in our marriage. And yes, we’re married, more or less. I’ll tell you about that later. For me, it all started when I met Michael at an art show at the museum. He seemed to be something different from the other men there. For instance, he’d take longer than usual when examining a painting or a statue, instead of taking the usual cursory glance and then moving on to the next piece. I took the...

Jessie and the Yellow Thong

Rick was leaving again, a seven month trip this time. After so many of these excursions, there wasn’t much to talk in the car as Jessie drove to the airport. Years of taking similar long trips meant that preparation for them was rote. All the finances were in order, the kids were prepped for the start of school in the next coming weeks, and all the odd jobs around the house were complete. There was no need to finalize any details. Cars flew past her going ten over the speed limit. Normally,...

Jessie finally takes a cock

The star of this little story is my friend Jessie. Jessie is a gorgeous blonde, with a voluptuous figure. She has perfect breasts, a tiny waist, sexy hips and a pussy with a neatly trimmed bush that accentuates her meaty lips. She is a sorority sister of me and my best friend Shannon. When we were in college, we found out that Jessie was a virgin. She had heard me and Shannon making love one night and she let us know that it turned her on. She was a daddy's girl, spoiled, and a little...

Jessie

“I’ve got something I could show you,” he says smiling at me slyly making sure I know exactly what he’s referring to. “Jessie!” I reply chuckling to let him know that I am not in the least offended in the way I should be. I quietly reply “If I wouldn’t feel perverted and was 10 years younger sweetheart, you’d be mine.” His voice replies huskily “I would love to see those huge babies!” he smirked. “Shhh, Jessie! Jeez is that all you guys think about?” He grins widely and says “With you darlin,...

JESSIE S PANTYHOSE

PLAYING WITH JESSIE'S OLD PANTYHOSEWhen I was a boy my parents were close friends with a Male/Female couple. Jessie wore pantyhose all the time. I was absolutely convinced her boyfriend, my “Uncle” Courtney, had a pantyhose fetish and that she indulged him. She would let me rub her legs when I was little but my Mom would get angry soon after and make me stop. I remember they once came to visit on a Saturday evening when I was five years old. When they arrived to my house Jessie’s suntan...

Jessie And Sue s Date Continues

Sue and I had a great time in the lingerie section of the department store. Getting caught by the sales clerk was definitely not something we planned on happening, but in some strange way it added a whole new dimension to what we had done. Both of us got out of the store as quickly as possible and headed into the mall. Sue suddenly turned to the right and stopped at a shoe store. This shoe store catered strictly for women, so part of me was uncomfortable, but another part of me was excited to...

Crossdressing

Jessie Porn Story Part 1

Emma ran into her run crying because of her recent boyfriend had dumped her because she was not having sex with him when he wanted it. She was so upset, but for some reason, had the urge to just fuck the life out of somebody, anybody for that matter. But no one was around, she obviously did not want to choose Bertram, she knew he only had a 6 inch cock and does not like doing any work, so she'd have to do all of it. Then Jessie had taken Zuri, Luke, and Ravi to the park which was a mile...

Jessie and Missy part 1

The following story is noting but a pure fiction story Every guy has a weakness about women. Most times its their chest or their ass or even their hips, but mine well mine is toward redheads. Something about them just sets of a series of large waves of uncontrolled lust. I told you this so you could understand why this story happened. My Name is Caleb K.B Wood and I'm 21. I live by myself in a 3-room house. An old friend of mine who died when I was 19 left it to me. I had recently gotten a...

Incest

Jessie s story

Jessie?s story- Pt Jessie?s story- Pt. 1 Tuesday,8 November 2005 It had been another long day. Jessie screwed her tired eyes shut, fingers still resting on the keyboard. She had an idea for another story in the back of her mind, but had been too busy to write one word. It was well past her usual finishing time & her work was almost done. There was no one left in the office- the coast was finally clear. Opening her secret folder, she brought up a new document & started typing. The cares...

Jessie and Sue

I felt like my life was spiraling out of control. It all started that one fateful weekend when my secret love of cross dressing was discovered by my coworker Dan. He knew he had me, and he had his way with me. Then came the next weekend when Dan invited me to his house only to have himself, Aaron, and Zach take turns with their sissy slave. And now last night, I was humiliated because of my performance with Tracy while being pegged by Karen and Sue. I was a wreck and it was the first day that I...

Crossdressing

Jessie and the Office Girls

I spent the weekend trying to recover from the pounding that I received from Dan, Aaron, and Zach. I was their slave, and I had enjoyed it immensely. What I didn’t plan on was having all of my moans, groans, and enjoyment being filmed from twelve different angles, along with Dan telling me that he was going to share this video with our office mates. I was worried, yet anticipating what Monday would bring to me in the office. Come Monday, my ass was still sore from what Dan, Aaron, and Zach did...

Crossdressing

Jessie

I came bouncing into the living room and sank down onto the sofa. "What you up to daddy?" I was bored and my favourite pastime over the past few weeks had been to tease my dad; by wearing the shortest little skirts and the thinnest blouses, and letting my nipples push against the translucent material - and loving his reaction even more each time. My mum had left us over a year ago now; silly woman didn't know what she was missing. My daddy was, well a typical daddy really, but to me he...

Jessies surprise part 2

Licking my lips tasting both our cumm, my heart was pounding as I watched Cindy suck Jessies big cock. Jessie always wanted me to call it "her cock" not a dildo, it's was a real turn on to think my hot girlfriend had a cock for me! I pushed Cindy's blonde head down the thick 8 inch shaft till she gagged, then let her up the once again telling her "That's it suck Jessie's big cock, good girl....can I have some??" she answers with a muffled "Yaaahmmmmmmm.......(let's the cock pop outa her mouth)...

Jessie and Emma

You wake up on the floor of an upstate, high-end New York apartment. Your eyes are black and dizzy still unfocuse as you rub your head. When your eyes begin to come into focus you see to girls in front of you. A chesty brunette and slim young blonde with long legs. "Hi I'm Jessie" says the brunette "And Im Emma" Say the blonde, "And we're gonna have lots of fun together" they say together.

Jessies First BBC

essie and I had been dating nearly two years. We met at college our freshman year and hit it off at once. She stands 5'2" is very thin, nearly flat chested, 30A cups, and cute little hips. Her face is adorable and framed by her short, sandy blonde, haircut that she wore cut shorter in the back and longer along the sides of her face. She looked very young; at 19 she appeared all of 15. She is crazy about sex and open to most things sexual. One of her favorite things is sucking cock, and her...

Jessies Even Wilder Ride

‎ Jessie and I had been dating for a while. We were also fucking like crazy. I came up with an idea to put her band marching into sexual terms. I designed a belt that would pleasure Jessie as she marched. I started with a chain for around her waist. I used the metal shop tools to cut it to the correct size and sanded all rough edges to prevent any scratches on Jessie’s soft skin. I looked for the thickest shoe laces I could find. I found one that was perfect. I knew how much Jessie enjoyed the...

Jessies surprise

On friday night Jessie phoned me and told me to come to her place as soon as I could. I left and arrived around 7:30, I had a key so I was able to come and go as I pleased, I entered and hung my coat up and was about to call out "honey I'm home!" when I head some soft moaning coming from the living room, I thought she was watching porn, but as I peaked around the corner I was shocked at what I was seeing...... There she was on her knees licking pussy, The was a blonde laying on her back, right...

Jessies First Time

Sorry, this is long but I think you will enjoy reading my experience with Jessie at the lake. I woke to find myself spooning and hugging Jessie. This is not unusual since we always shared my bed when she spent the night, which were most weekends. I lifted my head and peered over to see if Jessie was awake, she was still asleep. It was then that I noticed not only was I hugging Jessie, but my hand was cupped around her left breast and her hand was holding mine in place! I laid my head back onto...

Jessie The Tornado Ch 02

I suggest reading the first chapter before beginning this one. This chapter involves Sam and his first wife, but provides the background for what is to come. * My name is Samuel Walker but everyone calls me Sam. I was born in North Carolina, and lived there until I graduated from high school. I immediately joined the Marine Corps, and soon found myself serving a tour in Iraq. After completing that tour, I took 30 days’ vacation and returned to North Carolina. With Boot Camp, Advanced...

Jessie and James second adventure sequel

Author’s note: If any of you are wondering why the first story and this one is from Jame’s point of view when I in real life am a girl, it’s because these stories really happened with me and my current boyfriend. I just used fake names. I knew how I was feeling, but I’d fantasized about everything he’d felt. I decided to use my fantasies in the story to see how close I could get to what a man would feel losing his virginity to another virgin. Thank you for your interest in my stories. Comment...

Jessie and Emily The Hunters Second and Third

I was driving to my favorite grocery store to stock up on essentials. I saw a blur appear in my peripheral vision and woke up two days later in the hospital. I had a broken leg, a broken wrist and a concussion. A delivery truck had run a red light and broadsided my car. Luckily for me, a policeman was witness to the accident and had quickly gotten an ambulance on the scene. Even better for me was the four moving violations issued to the driver of the truck. The company had sent a...

Jessie and the TornadoChapter 2 Back in Time

My name is Samuel Walker but everyone calls me Sam. I was born in North Carolina, and lived there until I graduated from high school. I immediately joined the Marine Corps, and soon found myself serving a tour in Iraq. After completing that tour, I took 30 days’ vacation and returned to North Carolina. With Boot Camp, Advanced Infantry Training, and the tour of Iraq, I had been gone for nearly two years. My only break was a quick two-week leave before flying to Iraq. Now I was back and...

Jessies Wild Ride

Back in my high school days, I drove a 1970 Ford pickup with four on the floor and a 390cc engine in it. It was sky blue, had mag wheels and I chromed everything I could. The reason that is important will be made clear a bit later. I was dating a girl a couple of years younger than I was. I was eighteen and a senior. I worked half days, so I always had spending money. I was 5’10” 200lbs and solid. My hair was shoulder length curly brown and I already had more facial hair than many grown men...

Jessie s Fetish 2

Chapter 1: Surprise for Jess in the girl's room Jessie was excited. However she was also nervous to be surrounded by Joanna and her friends when most pupils had gone home. She was 14 years old and Joanna was a year younger. Their older sisters were best friends. But first, a quick summary of the first story: Jess and Joanna had a history. It had started with them kissing and Jessie sliding her hand into Joanna knickers, feeling her up. Both had enjoyed the experience but Joanna had described...

Jessie s Girl

Jessie's Girl (Inspired by Jessie's Girl by Rick Springfield) During all of middle school and high school, Jessie was my best friend. He had blond curly hair and resembled a young Justin Timberlake. We met soon after my family came into town. You see, we were next door neighbors and often came over to each other's houses to play board games, swim in the pool, or have adventures in the tree fort. We lived in a nice suburban neighborhood where kids could play hockey in the streets if...

Jessie s Masterpiece

It was New Year’s Eve night and Emilia Clarke had decided to throw a party, she had invited every single famous person. There were social media influencers, fashion designers, models, actors, actresses, musicians, athletes, talk show hosts, producers, directors e.c.t, you name it they were there. Emilia wore a tight blue dress and heels that showed off her breasts. She had been meeting lots of people at the party and she had just run into the biggest celebrity in the universe. Standing in front...

Jessie s Secret Fetish

Chapter 1: Jessie Exposed It's funny how we can know somebody quite literally all their life and not be aware of some aspects of their character. It was like that with my kid sister, Jessie. I was aware that she loved looking at pictures of girls and thought for some time that she might be struggling with her sexuality, but that didn't worry me. I was quite into girls myself although was starting to get an interest in boys as well just recently. I knew it was normal for girls to go through...

Jessie 2

I arrived a few minutes early. I walked into the office. It was nicely decorated and was very clean. There was a young lady sitting with her back toward me looking for something in a file cabinet. When she turned around I was pleasantly surprised. I recognized her immediately as my high school crush, Jessie. I had had a crush on Jessie since the first time I had seen her during our sophomore year. She was a cheerleader for the football and hockey teams. Unfortunately I was a basketball...

Jessie 0

I arrived a few minutes early. I walked into the office. It was nicely decorated and was very clean. There was a young lady sitting with her back toward me looking for something in a file cabinet. When she turned around I was pleasantly surprised. I recognized her immediately as my high school crush, Jessie. I had had a crush on Jessie since the first time I had seen her during our sophomore year. She was a cheerleader for the football and hockey teams. Unfortunately I was a basketball...

Jessy

JessyJessy ran off the school bus and headed home faster than usual. Her freckled cheeks wet with tears, blurring her vision. Upon entering the house she dropped her backpack by the door and ran upstairs. She almost slammed her bedroom door but a second thought prevented it. She threw herself on the bed. Her long red hair fell in disarray around her. Feeling around she found one of her stuffed a****ls, Pooh’s friend Eeyore. She raised her head long enough to pull him to her face. “I cannot...

Jessy Pays

I can't remember when or where I signed up for the draw but that's not really important. The point is that I won the tickets. Two seats to see our favorite hockey team the Toronto Maple Leafs play the Detroit Red Wings. Now, where I live that's a pretty hot ticket. The seats were great as well, fifth row up from the boards. The only thing different was that the teams were playing in Detroit not Toronto where we usually see the Leafs. That meant a short trip to our neighbor to the south, the...

Jessie s Family Holiday

Jessie Simmons, the most family-centred person anyone could ever meet. sunkissed blonde hair, emerald green eyes and a slim figure that blended perfectly together. She would often be a little mischievous, but she always meant well. This wasn't in her nature, it had just been the way her mum brought her up. she was the only child in her family, and even though she liked having parents that doted over her, she preferred to do her own thing. However, there was always one week a year she loved; the...

Fetish

Jessie s Girl

© 2002 "What's the matter Jessie? Where's your little friend?" Gale asked the girl who was eating along at the lunchroom table. "Come on Gale," I urged, nudging her in the ribs with my lunch try. "Let's go." Hey, I'm not going to pretend that I was doing it out of the goodness of my heart. The truth was I had been at least as mean behind Jessie's back, but this was different, Jessie lived next door to me. Not only that, once upon a time, we used to be best friends. "She...

Jessi s Mom

I was on my way to spend the night with my friend Jessi. His mom, Kate, was going out on the town and would not be home till late if at all. So Jessi and I had this big plan to play Xbox and watch some porn videos. I had a new DVD-Homemade Creampies II, we could not wait to watch it. When I got there Kate was just leaving, she told us to have a good time and we told her the to do the same and she was gone. We threw some pizza in the oven and went to playing Xbox. After the pizza, we decided...

Jessi and uncle Jack part one

My niece Jessi was next to me on the sofa, her long legs stretched out in front of her, wearing pink fleece pajama shorts and a plain white t-shirt. The pink shorts made her tan legs look even darker. Her three k**s - a daughter age 13 and boys six and eight - were sprawled on the floor in front of the TV watching a superhero movie I’d rented for them. A stunning brunette who, even after three k**s still had the slim tight body of a teenager and at 5 foot 10, legs that went for miles. My hand...

Jessy Meine Frau und ihre Freundin

Auf der vierstündigen Heimfahrt, sprachen meine Frau und ich kein Wort und wann immer ich zu ihr rüber sah, konnte ich in ihrem Gesichts lesen, das sie an keiner Unterhaltung interessiert war. Ich hatte es ganz am Anfang der Fahrt versucht und gefragt, „Können wir reden?“ und sie sagte nur abweisend, „Lass es einfach!“ So kamen wir am Nachmittag zu Hause an. 200 m² Wohnfläche, um sich aus dem Weg zu gehen und das taten wir auch. Am Abend, ich hatte mir ein Bier aufgemacht und im Fernsehen...

Jessie s Journal Ch 02

Jessie’s Journal as told to BrettJ © 2007 November 20 Okay, just as a finally calmed down, I get Aunt Allie’s birthday gift — holy fuck, she gave me a porno movie. After last night’s festivities, I thought it might be a little anti-climactic, but I had to wait for Breanna to show up for our shopping trip. No one was home, so I got it out of the box. The film was called HIDDEN OBSESSIONS, directed by some guy named Andrew Blake. I doubted I could get into it, but I was wrong. The women were...

Jessie s Fantasy Chapter 8 A New Beginning

I sat in stunned silence after the love of my life gave up my little secret to all of my friends. After losing a bet with John, I had to dress up as a woman and try to hook up with a guy as payment. Tracy and her friends did such a good job making me look like a woman, that I was able to fool all of my friends into having unplanned, but very much enjoyed, sex with me. It wasn’t until Ross and Steve had their turn with me that Tracy decided to announce to my friends who Jessie really was.Tracy...

Crossdressing

Jessie s MusicBox Dnce and Bitch Ride

Jessie's Music Box Dance and Bitch Ride. I once again step into my dark side. I really thought this one up at my paying job. Hello all you happy people. My name is John Labatt. This how I spent one summer vacation. The plant where I worked at had closed. The corporate headquarters, tech support, and warehouse would remain. All production jobs would be out sourced. Sinced I worked in production, I was out of a job. I was also out of a home as well. The condo unit where I...

Jessy

I used my camera and snapped a few pics, I zoomed in and was able to get some pretty good ones. She raised up on her arms and rolled over.,,,WOW...it wasn't a girl, it was Jessy and the thong just barley covered him. I took a few more pics and decided to go back to my search. After cleaning up and finally getting to sit down with my lap top I downloaded the pics to get a better look. Jessy was slim, shoulder length light blond hair and only 5ft 7 or so. The pink thong splitting...

Jessie s Journal Ch 04

as told to BrettJ © 2008 November 27th 2007 Okay, so I got my dates mixed up yesterday. Yeeps — can anyone blame me? In just a few days, I’ve found out my Daddy fucks his sister, he’s having an affair with my best friend, my Mom is screwing Aunt Allie and Aunt Angel and … and even though I know it’s kinda sick and gross, it’s kinda a turn-on too. I’ve got a lot on my mind, but thanks to you Diary, at least I have somewhere I can put it all down. November 28th 2007 Aannnnd just when I...

Jessie s Journal Ch 03

as told to BrettJ © 2007 November 22 2007 Man, it was freezing out this morning — and I hate, hate, HATE the cold, so I didn’t wanna go to school — but the ‘rents insisted, dammit! So, smarty-pants me decided to make the best of it. Put on the tightest pair of black jeans I own — and a tiny, tiny, itsy-bitsy little thong — and my new white sweater that hugs my very-nice boobs — did myself up and went to school looking majorly H-O-fuckin’-T! I also got to wear the new boots, just for...

Jessie s Journal

as told to BrettJ © 2006 * November 15 Wow! I’m eighteen today, and so far, it’s been a really great day. Mom and Dad let me skip school, my friends are coming over later for a party and my sis sent me this great, leather-bound journal to write in. I hope I’ll have a lot to put down in here, I think it’s going to be a great year! November 16 The party last night was a blast! Mom and Dad even let me have champagne, and it’s true, the bubbles do tickle your nose! I guess I should start by...

Jessie s Bad Life

Hi my name is Jessie and I am 18. These are stories based on true events that have happened to me over the last couple of years. I’ve got brown hair and blue eyes and a very nice figure that brings loads of unwanted attention.. my breast size is 32C and my bum is quite peachy, I never asked for this body and while it does have its advantages you will soon find out that it makes me a prime target for bullies and anyone who wants to see what’s underneath my clothes. So sit back and read about my...

Jessis coming out party

Hi everyone. My name is Jessi, I’m 23 and I have been a crossdresser for over three years. Recently I decided to go full time and was going to met up with some friends to come out to them. I arranged to go hang out with them at my friend Derek’s house, them thinking I was still coming as my old self. My roommate, who started my path into crossdressing (that’s a whole other story), told me if I was going to come out to friends that I should do it in style. She lent me her cream colored dress...

Jessy

Jessy war ein Mädchen aus recht gutem Hause und trug gerne Ohrringe. Das war schon das auffälligste an ihr. Sie war angenehm, bescheiden und unauffällig. Sie war quasi "das Mädchen von nebenan" als ich sie kennen lernte. Dabei war sie gut gebaut, sportlich und recht hübsch. Andere beschreiben sie als sehr attraktiv. Jedenfalls hatte sie gerade ihre Verwaltungsausbildung abgeschlossen und war mit Freunden von mir mit zum Inselurlaub gekommen. Wir waren eine ganze Gruppe von Leuten. Und erst ist...

Jessi at the Jacuzzi

Hi, I'm Jessi, and this really happened to me. Normally I'm a kind of shy person but after reading a lot of erotic stories online my natural shyness is starting to be overcome by my horniness! I can't believe this happened, but it did and now I often wish even more had happened, still I hope you all find reading about it exciting. Between what happened, and reading more stories, I now have so many fantasies about what else could have happened, and what else I imagine might happen that I'm...

Jessy s Diary Part 2

Jessys Diary, January 10th 2012Here we are again, dear diary. I thought, I tell you a bit more about my life, before I start making supper for my husband.As you know, my life kinda changed with this young guy named Karl, who invited me as his date for our prom. You might be wondering, if something happened that night. Well, let me start at the beginning.As I told you yesterday, it was a great prom. We danced, we drank ( not too much, but enough to lighten up ), and at the end I found myself...

Jessie s Journey Her Final Reward Part 1

Naked, sweaty, and belly-down on the overturned chair, Jessie nonetheless basked in the pleasure of the assembled guests. Despite the bizarre scene, their applause filled her with an enormous sense of pride. Even greater pride than she felt at the office when receiving one of her numerous awards and recognitions. The corners of her mouth curled in a satisfied smile as she realized how strange it was to feel this way.Her thoughts were interrupted when Derek’s fingertips lightly traced patterns...

BDSM

Jessie s Journey The Private Club Chapter 5

Tied, hands and feet to the back of the overturned Club Chair, she could see that she was positioned with a perfect view of the Wide Screen LCD mounted on the wall. The man with the camera circled her slowly, the image of her bound and exposed body projected for all to see.It was only then that she noticed the blinking red dot in the corner of the screen indicating that this entire show was being recorded. Her face grew even more hot and flushed as she realized how many hundreds of other club...

BDSM

Jessie s Journey The Private Club Chapter 4

Following his directions, she continued to scan the room. Watching the crowd of people – both men and women – as he started to work her cunt again in earnest. Everyone’s attention fixed directly on her. Everyone watching as her cunt was fucked and stretched wide open. Derek now used two hands on her. Three fingers plunging in and out of her, faster and faster, while the fingers of his other hand flew back and forth across her clit. His eyes went from her dripping pussy to the glass on the floor...

BDSM

Jessie s Journey The Private Club Chapter 3

Derek turned to the crowd and spoke again,“It’s time now to finish her punishment so we can move on to the next challenge. “She” has a beautiful pussy, but it is only truly perfect when it is completely swollen and leaking cum. Let’s see what we can do to help her with that.”He knelt in front of her, brought his mouth to her pussy and used the tip of his tongue to lick a straight line directly up between her puffy, pink lips. He found her clit and sucked it in and out of his mouth a few times...

BDSM

Jessie s Journey The Private Club Chapter 2

As Derek led her through the crowd, a path opened for him. A path lined with masked guests with their eyes running all over her naked body and trapped nipples. She could feel the heat of their eyes scouring her, mapping her body. Her face and chest flushed red in embarrassment as she was led by the chain around the room until they both ended up back where they had begun.He released the chain, allowing it to fall back and hang between her beautiful breasts. He took her by the hand and addressed...

BDSM

Jessie s Journey The Private Club Chapter 1

Jessie was in the shower. She slowly dragged the blade of the cheap, disposable razor over the last bit of shaving cream remaining along side the lips of her pussy, leaving her mound and lips clean and bare. She ran her hand down and over to feel the slippery smoothness, allowing her middle finger to nestle for a moment between the folds of her pussy before sliding up and briefly circling her hooded clit.She breathed in sharply as she felt that familiar electric thrill shoot through her and her...

BDSM

Jessie s Awakening

Jessie felt horrible as her head bobbed back and forth on Jack’s massive dick. This was the last time, she told herself. One more time, and she’d get it out of her system.She felt horrible being used like a slut on all fours, but she needed some release. She made up her mind that she'd let loose for tonight. Just then, Jack scooped up a fist full of hair and shoved her head down the whole nine-inch shaft. As she gagged and choked up spit three or four times, lubing his cock, he leaned back in...

Cuckold

Jessie s Rape

The next week I walked into the salon and told the receptionist that I had an appointment with Jessie. She directed me into the salon where I found a woman that I can best describe as a spinner. As Jessie and I introduced ourselves I found myself face to face with a gorgeous little brunette about 5’ 1” and 100 lbs. She was about 27 or 28 years old with a pretty face, beautiful brown eyes and lips that were made to be wrapped around a hard cock. My best guess is that she is 32-24-32 with...

Jessie s Path

One’s path in life has three primary sections. The first one is what made a person who they are. Everything from their parent’s genetics, to how they were raised, the environment they grew up in, and any uncontrollable outside influences causing a life changing event. The second section of the path is what we see, feel, hear, taste, and touch at this very moment in time. It is a collection of fleeting moments that may or may not influence us immediately, but could have a big impact on us...

Crossdressing

Jessie s Fantasy Chapter 7 The Tables Got Turned

Here I was, getting my boy pussy plowed by my good friend Scott, when Mark decides that he needs to call Jesse, the male me. As he was starting to dial my phone number I realized that I never turned the ringer to vibrate after we left the night club. I was panic stricken as they all knew the distinct ringtone that I used. I couldn’t let my phone blow my cover. I had to think fast, but what to do? Suddenly, Scott moaned that he was getting ready to cum. This was my chance. I now had a plan. The...

Crossdressing

Jessie s Fantasy Chapter 6 Turning the Tables

I was floored by what Tracy had said to me. “Because, the male Jesse is no more for the time being, it is womanly Jessie that needs to go.” It seemed that my love just told me that I had to meet up with my male friends tonight. My mind was going a mile a minute. I already fooled my friends once. But can I do it again? If I do, what is going to happen? What will I let happen? My stomach felt like butterflies. I was getting a little nervous. “Are you saying that you want me to dress up and meet...

Crossdressing

Jessie s Fantasy Chapter 5 Afterthoughts

After Tracy mouthed, “I love you” to me, I knew right then and there that Tracy not only loved me as a male but also me as Jessie. I could feel my cheeks get warm and flushed from her comment and my thoughts. This was turning out to be the best day of my life. My thoughts were interrupted when Mark’s cock softened to the point that he slid out of my backside. Now my thoughts were replaced by something totally different.It was the thought of sudden emptiness. Something that truly belonged, but...

Crossdressing

Jessie s Fantasy Chapter 4 The House That Adam Built

What a crazy twenty-four hours it had been. It all started last night with me losing a bet to my friend John, one which I should have never lost, but did. My payment was to dress up as a female while going out with my friends until I was able to successfully have a guy try to pick me up. Earlier today, I went to my friend Tracy’s house and told her about my dilemma. After a few laughs, Tracy took me seriously and enlisted two other friends of hers to help me pay my bet. I was too shy to tell...

Crossdressing

Jessie s Fantasy Chapter 3 The Night Club

After an amazing afternoon with Tracy, Suzy, and Brooke regarding my transformation and amazing feminization via sexual acts that wore me out, it was time to meet my friends. Before we left, I called my friend John and told him that female Jesse would have to wait. I told him a little white lie that I had developed stomach flu and had been throwing up all afternoon. John told me that he was disappointed, and was and certain that our friends will also be as they were excited to tease me...

Crossdressing

Jessie s Fantasy Chapter 2 The Transformation

Here I am in the bathroom buck-naked and hairless. An amazing thing happened in the tub of my best friend's bathroom. My secret love and best friend Tracy, just had an amazing love making session. We were starting to get hot for each other after I dried off when the door bell rang, and her beautiful naked self ran out of the bathroom to answer the door. I started reflecting on what just happened. Mister shy guy, loses a bet, has to dress up as a woman as payment, and just had amazing sex with...

Crossdressing

Jessie s Fantasy Chapter 1 Losing a Bet

Nearly everyone has a sexual fantasy that they would love to act on sometime in their life. Unfortunately for some, it never becomes reality. There are many different reasons, ranging from having fear or hesitation, to fantasizing about someone they can’t have, or the situation just never presents itself. This is a story of one such fantasy. Hope you enjoy! It was a Friday evening and I was on my way to meet my usual group of friends. The eight of us had been friends since high school, and we...

Crossdressing

Jessie s Office Interlude with Sue

I could not believe what a great time I had on my first date with Sue. Her planning was impeccable. From getting caught at the department store, to my new set of lingerie and clothes, and then a feminization session at the salon. Only to wrap this up with a surprise sexual encounter with Sue, her male friend Quenten, and all whom I met at the various retailers. It was a first date that I would never forget. I still was in awe at how Sue was able to plan the entire night, and have it happen all...

Crossdressing

Jessie s Payback Continues

It was turning into a wild night, and I was the party favor. After Zach and Aaron had their way with me, I thought I was done for the night. But I couldn’t have been more incorrect with my assumption. As I was getting ready to leave the living room, Dan tugged on the chain that was attached to my neck choker. I went to my hands and knees much to Dan’s pleasure. Zach, and Aaron had been giving each other high fives for their conquest, and commenting about my need to be a sissy and a cum slut. I...

Crossdressing

Jessie s Time for Payback

After Dan left me with his cum dripping out of my ass, I kept replaying his words before he left. “Jessie, you were amazing! I can’t wait to tell all the guys at work about this!” It was Friday night. Dan was the first one to make me feel like a woman, but now I had another dilemma. How am I going to face him and all of my co-workers if he indeed tells everyone about me? I woke up Saturday and took a nice relaxing lavender salt bath. While soaking and exfoliating my skin, I reflected back on...

Crossdressing

Jessie s Reward

It had been an unusually long and hard week at the workplace. The week started on the wrong foot when a major project was likely to be delayed by a month because of a supplier issue. Stress was adding up through the week as my manager kept demanding that I get the project back on course by week’s end. Come Thursday, there wasn't an end in sight. I was thinking my job will be on the line. I was near the breaking point and I knew I had to do something, but what? Soon I found my thoughts drifting...

Crossdressing

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