[DiaryOfANanny] Jessie Lynne (22473) free porn video

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Jessie Lynne is really hoping to make some extra cash by babysitting for the Castles, but she hasn’t heard back from them ever since their first phone call. She faces that issue by knocking on Johnny’s door and talking with him face-to-face, which turns out to be the best thing she could have done in more ways than one! Not only does Johnny give her the job, but she finds out his wife is out of town, which makes the timing perfect for Jessie to seduce her new boss! Watch as the horny young nanny fulfills all of her desires!

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21.02.2023
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Lynne

The first time I saw Lynne, was at a bar a group of friends and I started to frequent after our weekly workout. Yeah, nothing like losing all those pounds and get it all back in beer and chicken wings. Anyway, I first saw Lynne, she stood about 5′ 2′, shoulder length, silken, honey blond hair, dark green eyes, full lips and huge breasts. They must have been at least D-cups (I’m terrible estimating size). Lynne was also about 175 pounds. But there was something that immediately attracted me to...

My Life 6 I enjoy Lynne and my sister together

The opportunity arose a few days later when Susan answered the front door and I heard Lynne come in. I was in my bedroom and listened hopefully, and then to my delight there was a knock on the door and Susan poked her head round, grinning. “What did she say?” I asked nervously. “Yes please!” I heard Lynne calling from the hallway and Sue was pushed into the room, closely followed by Lynne who was grinning broadly at me. “She couldn’t wait to get at you!” Susan explained and the two...

Fourth Discreet Meeting With Lynne

It was thirty minutes into the movie when we both had to take a pee. So Lynne held my hand and walked me into the bathroom. She pulled down her white Capri pants and sat on the toilet. It was kinky to see her pee. After she was done, she watched me piss into the toilet. We headed back to the den and sat back down on the Futon. She curled up next to me with my arm around her shoulder. Ten minutes pasted and Lynne lay down on her back on the Futon and placed her bare feet on my crotch while...

First Discreet Meeting with Lynne

We both took a week off from work. We didn’t care people talked. It was Monday morning, and I drove over to Lynne’s house. She allowed me to park in her garage since her husband was away for a week on business. My wife wouldn’t miss me as she was out on a cruise with her sister. We had five days to play with each other. I turned off the engines of my car and saw Lynne step into the garage from her house. I got out, and she closed the garage door. She walked over to me. I gave her...

Third Discreet Meeting With Lynne

“Come in, sweetheart,” said Lynne. I stepped inside, and she closed and locked the door. She immediately hugged me and gave me a passionate kiss. “You’re my fuck toy today,” she said, then held my hand and walked me through her living room and back into the den. “Get naked,” she ordered. I obeyed and stripped off my clothes in seconds flat. “Sit on the Futon, I’ll be back,” she said then turned around and left the den while I sat down on the Futon. I waited, still nervous. Lynne...

Meeting Mistress Lynne

My wife and I had been together for several years before we got married. By the third year of marriage, sex with my wife had grown a bit boring. She is absolutely gorgeous and is great in bed. It was just the same old things over and over. The night that she suggested we try some bondage, was spectacular. She had tied me spread eagle on our bed with some old ties of mine. After making sure I couldn't get loose, she straddled my face. I spent the next hour or so licking her to orgasm...

Second Discreet Meeting With Lynne

I stripped naked and shoved my clothes under her couch in the living room. It was a naughty feeling while I walked naked through her house and entered her den. I smiled with what I saw. There was Lynne, bare ass naked sitting on her Futon looking so sexy! She sat with her ass cheeks at the edge of the Futon cushion. She had her legs wide open and her feet on the edge of the cushion. "I'm all yours, Gary," she said while she patted her pussy with her right hand. “I’m your slut!” she...

Memories of Lynne

Lynne was seldom bored. She had two boyfriends that dominated her time throughout the summer. She would come over to Tom's house in the morning while Tom and I played fourteen and one on his pool table. When she arrived, I would stop playing while Tom continued shooting pool balls into their pockets. I sat with Lynne on the sofa and we would begin making out. We were very familiar with each other and I soon had her blouse and bra off. Lynne had beautiful, large tits that we had become...

CaroleX Threesome with hubby and Lynne

See the photos that go with this event at CaroleX: Threesome with hubby and Lynne. I was first attracted to Lynne on the day we arrived at our holiday hotel in Gran Canaria. Keith (hubby) and I had gone there to enjoy some sexy fun in the Maspalomas dunes and were relaxing around the hotel poolside contemplating our adventures coming up over the next few days. Where we were staying was not a naturist resort but a family hotel with only a few of us going topless around the poolside. Lynne didn’t...

Lynne and a 3sum

We met after I answered Lynne’s advert for companionship in a porno mag. We decided to meet at a coffee bar near her flat, and soon found that we had a lot in common. Before long we were chatting about everything, from the prices in the supermarket to different shades of lipstick. It’s strange but at the age of eighteen and with Lynne at the age of fifty-eight I might have felt in awe of her experience, compared to mine but she treated me as an equal and for that I have the utmost respect.After...

Lynne Joins Kathy and Ernie

I really love being able to access all this information about other cross dressers on-line. They have helped me to really get in touch with this side of my personality. I love the pictures and love reading the stories (see My Favorite Links on my Home Page). I think the best way to let you know a little more about my feelings and fantasies is by writing a little story. It is a mixture of fact and fantasy. I hope you enjoy. Lynne Joins Kathy and Ernie by Lynne Sayer I arrived at...

Watching Jessie at the hotel

This is a continuation of the story Watching Jessie (glory hole).By the time I got Jessie dressed to leave the glory hole booth another cock appeared through the hole in the wall. Jessie wasn't about to leave it there. Jessie promised that she just wanted to practice her sucking skills. Jessie knelt down in front of the cock and began kissing and stroking it. As the cock began to grow Jessie stroked it more and licked it all over paying special attention to the head. When the cock was fully...

Riding the Jessie Train

Introduction: The following is a follow-up to the account described in my previous story starring Jessie. It was a long-time coming. While much of this story is true, we added a lot to it to make it more worth writing, so I didnt feel right categorizing it as a true story. Again, in the same interest, preparatory and hygienic details were omitted. It was late afternoon, and Jessie and her husband were on their way from dropping off their son with Jessies brother. As they took care of the kid, I...

Watching Jessie glory hole

This story follows "Watching Jessie "Jessie was so out of it I had to help her get her pants on. I guided Jessie to her car but it was obvious that I would have to drive us to her house. I suggested that we go to the hospital where Jessie could get the morning after pill. Jessie didn't talk to me on the ride home, other than to say that she didn't want to go to the hospital. My suggestion of the hospital had only made her colder to me. I could have stopped the guy from fucking Jessie in the...

Watching Jessie cuckold me

What a dilemma I found myself in all brought on by my sexual perversions. The woman I loved and planned to spend the rest of my life with had helped convince me to take a lucrative job offer. Frank my potential new boss had my Jessie hooked on his big black cock. Worst of all Frank seemed determined to put his baby in Jessie. I'd played the scenarios out in my head and none of them really turned out the way I'd like them to. Jessie though was determined to make it work out.I had started packing...

Tailgating with Jessie

Disclaimer: I have posted this story on another site, but it truly is mine.The sun hung high and unobscured in the cool and clear autumn sky. Two professional football teams were making preparations for week six of the National Football League's season while I fought my way through masses of cars, pedestrians and traffic cones. I'd actually never been to a football game, and that streak would continue despite the fact that I was trying to get to the stadium on game day as quickly as I...

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...

Jakob and Jessie Part 5

Jakob leaned against the door as he watched Jessie drive the truck, her long slender fingers wrapped easily around the wheel. He was lost in thought, mostly recalling their last night in the Webster farm before leaving for college. He had come in late from his last job—harvesting 1500 acres of feed corn. The ground had been unusually rough, possibly a result of the long drought, and the ensuing vibrations had tired him terribly. He was surprised that the house was mostly dark—it was only...

Watching Jessie part 8

Watching Jessie (part 8)Frank was in the bedroom with Jessie when I got home from work on Friday. He hadn’t been over since last week. Now that he had Jessie pregnant I wondered if he was working on getting someone else pregnant. I was happy knowing that his wife Terry had given me an awesome blow job in the very same room at lunch time. Even though I didn’t get to fuck Terry I knew it was only a matter of time. I felt my cock getting hard as I thought about Terry’s beautiful black body and...

The Theft of Jessie Gray

It was hardly the first time the two girls had gone out dancing together. They had, after all, been inseparable ever since the second grade when they first bonded under the thumb of their mutual bully, Deb Connors. From there their friendship had only grown. In fourth grade, they had each earned themselves a month long suspension for a prank their classmates still talked about in hushed tones. In the sixth, Jessie had dragged Lily along with her to volleyball tryouts and the pair had made...

A Delicious Jessie Sandwich

No girl has impacted me like my friend Jessie, and no sexual experience has affected my life more than the one I shared with her on December 26, 2013. Yes, we did slip up earlier that year when I took her in during a snow storm. It wasn't our intention, but we ended up having sex that night, the result of nearly 10 years of unresolved sexual tension. By then, Jessie had been married for a little while, so we both knew it was wrong and swore to never let it happen again. We meant it too, so I...

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,”...

A Delicious Jessie Sandwich1

What neither one of us anticipated was that Brian, Jessie's husband would be one to share. Then came that fateful date, when the couple, who had moved away not long after Jessie and I slept together, was back home visiting family for the holidays. It was six months after Jessie had a baby, which, if nothing else did, seemed to rule out any possibility that we would stumble again. There wasn't possibly a scenario that would serve nothing better than ruining someone's life. Still, Jessie...

THP JESSIE LISA AND ARON PART1

1.01 The House of Pleasure THP: 1.02 Jessie, Lisa, Aron: 1.03 Jessie, Lisa, Aron, HDTV Condition: 1.04 Mira, Jessie, Introduction: 1.05 Mira, Jessie, First Lesbian Orgasm: 1.06 Mira, Jessie, Jacuzzi: 1.07 Lisa, Aron, Hair Removal: 1.08 Lisa, Aron, Deepthroat: 1.09 Lisa, Aron, Sibling Mating: 1.01 The House of Pleasure THP: The House of Pleasure, THP, is a high end, sexual complex in the Center of Bangkok. It opened two years ago and has become a must layover for business...

JAKOB JESSIE PART 6RAPE RETRIBUTION

Jakob, Jessie, and Sandy took a break for lunch on Sunday. They were covered in saliva, cum and pussy juice--sticky in most places. After showering together, Jakob fired up the grill while the girls made some burgers. Jessie brought them out to Jakob wearing absolutely nothing-her tan lines disappearing since she started sunbathing nude. Jakob admired her lean features accentuated by her large firm breasts that seemed more suited for a much heavier woman. He noticed her nipples were...

Jakob and Jessie Part 4

From the minute he’d gotten the Sheriff’s phone call Jakob had known what he had to do. It was like killing a rabid dog or the feral hogs that had threatened his father’s stock. It was either kill Howard Holmes or live their lives in fear—fear that he’d get out of prison and hunt them down to wreak his “revenge.” In the end he’d done what he had to. He had rescued Jessie, his wife of less than a day, from a certain death at the hands of her father. Jakob had carried Jessie, insisting she...

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...

The agony of Jessie

I woke just as the plane was banking for final approach into Khym International The Agony of Jessie Part 1 Amy woke just as the plane was banking for final approach into the international airport. Seated beside her on the flight was Jessie Gomez. The 18-year-old was still asleep, oblivious to the stares of the male passengers in first class, who could hardly miss the blond teen in her tight blouse and short skirt. Adding to it were her air-conditioned chilled nipples clearly visible...

THP JESSIE LISA AND ARON PART2

2.01 Sara, Jessie, Canine, Mounting Frame Preparation: 2.02 Sara, Jessie, Canine, Frame Deepthroat: 2.03 Sara, Jessie, Canine, The Mounting: 2.04 Aron, Extractor and Enhancer: 2.05 Aron, Jessie, Mother and Son Mating: 2.06 Lisa, Golden, Bedroom Services: 2.07 Aron, Creatures, Bedroom Services: 2.01 Sara, Jessie, Canine, Mounting Frame Preparation: Sara knew Jessie was ready and walked her toward the mounting frame. Without hesitating, Jessie entered the frame, kneeled down and...

Watching Jessie part 9 breeding Amy

Watching Jessie (part 9)It was late Sunday night. I wanted to feel Jessie’s pussy on my cock. Tyson and Darin had just left. They had been fucking her for over eight hours almost nonstop. She had taken ten loads of cum. Her pussy was stretched out and overflowing cum. When I got in the bedroom Jessie was lying on the bed almost passed out. She had moved out of the pool of cum she had made on the edge of the bed. Another wet spot was growing from her pussy where she now lay. I stripped quickly...

A Delicious Jessie Sandwich

Introduction: The following is an account of my long-awaited first sexual encounter with my friend Jessie, coming with a wild twist. Some details are exaggerated for the enjoyment of the reader, but the integrity remains. Also, in the same interest, preparatory and hygienic details were omitted. The shot glass shook in my hand as I endured the most awkward 10 minutes of my life. Ive never been a drinker, but the alcohol was needed tonight to calm my nerves as I sat across the glass coffee table...

Watching Jessie bedroom camera part6

Watching Jessie(bedroom camera part 6)It was late Sunday afternoon when Jessie got back. Frank showed up a few minutes later. Frank told me to go to the office and pull some reports and email them to him. He would keep Jessie entertained. Apparently he had told Terry he was going to the office to do what I was now tasked with. I pulled up the bedroom camera on my phone as I drove to work. Frank and Jessie weren’t in the bedroom as of yet. At least I wouldn’t have that as a distraction as I...

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 Jessies 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...

My Last Thought Was Jessie The Ending

My brother, Jessie and I had spent the entire week at home and pretty much naked. We had sex several times every day. I couldn’t help but be worried about our parents coming home. I didn’t know what to expect, because I was sure that my Dad knew what was going on, considering he caught Jessie and I in the pool house in the bed together wrapped in each others arms naked. “You are thinking about it again aren’t you?” Jessie was standing in the doorway of the living room. He was naked, but his...

A Jessie McClintock Story SUCCUBUS PART 1

Jessie looked coolly at the man sitting across from her. She didn’t like him. Not his silk shirt, not his slicked back hair, not his fake tan. Gino the strip club owner. He was a walking stereotype. Her thoughts drifted mournfully to the Glade plug in working overtime in her office to combat this douchebag’s aggressive use of Axe body spray. Then she thumbed through the bundle of cash he’d tossed in her lap. “Look, I need this done, and I’m told you’re the only person to talk to...

A Jessie McClintock Story SUCCUBUS

“So ya gonna take the job or not?”Jessie looked coolly at the man sitting across from her. She didn’t like him. Not his silk shirt, not his slicked back hair, not his fake tan. Gino the strip club owner. He was a walking stereotype. Her thoughts drifted mournfully to the Glade plug in working overtime in her office to combat this douchebag’s aggressive use of Axe body spray. Then she thumbed through the bundle of cash he’d tossed in her lap.“Look, I need this done, and I’m told you’re the...

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...

Dance of a LifetimeChapter 116 Jessie Hits The Jackpot

"Hi, Soph!" Jess chirped. "Hello, Jessie," Sophia said, sitting down in the chair across from the couch. "Welcome home. Now, do you mind telling me why you're sitting in my fiancÃ©'s lap kissing him?" "I'm trying to get him into bed," she giggled. "Oh, that did not help," Warren moaned. Sophia's mind boggled. She was prepared to believe she had walked into something innocent-until Jessie said that. "You're trying to get Warren into bed," Sophia said. "What...

My Last Thought Was Jessie The Homecoming

I hadn't been back in Florida for more than three days and I was already miserable. I missed Jessie so bad. It was like having a part of myself ripped away. I wondered to myself how I had went this long without realizing how much I really loved him. My mom had noticed my depression, but when she would ask me about it I refused to talk about it. Part of me wanted to blame her, because she had left my father. But when I would really sit down and think about it I knew that if she had stayed...

Watching Jessie

My girlfriend Jessie is a very reserved person sexually. At 25 she has never been with another person sexually save for her prom night. We were dating for almost three months before we had sex for the first time. We had been dating for six months where this story begins. Jessie is 5’2” tall with large breasts for her size and a beautiful round ass. Jessie could get the attention of any man if she so desired.Instead Jessie tries to blend into the crowd. At least until last weekend Jessie had...

Bent Over for Uncle Jessie

Mom's older brother, Jessie, was always a flirt and often thought he was God's gift to woman. He was always quite the womanizer and knew just how to work the scene, even given his advancing age. I could see this as he mingled with the large crowd of family on our huge deck at the family reunion mom had organized. I watched Uncle Jessie flow through the crowd of family eying female family members like they were just another woman. All of them smiled at him and he reveled in it. I just snickered...

Mom and Uncle Jessie Their Story

I walked into the living room where mom had slunk down into the leather couch. She was worn out from hosting family members that only showed up once a year. Mom had changed into her night shirt and her 40 year old leathery legs jutted out from underneath the hem in tired fashion. I sat beside her and patted her on her bare knee."So, was Jessie everything you thought he would be?" Mom asked after I settled in beside her.I gave her a very peculiar look. I really did not know how to answer her....

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...

The Softening of Jessie Part 10

Mom and grandma went upstairs to change out of their workout gear, as Jessie relaxed on the family room couch. That was quite the workout. He felt good about himself though. It had been a while since he did physical exercise, so it was nice to get back into a routine. The exercises themselves were far different from his usual lifting weights, but he enjoyed the cardio segments and the one which targeted the thighs and buttocks. Knock Knock Knock. Someone was at the door. Jessie was...

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...

How I Helped My Friend Jessie To Increase Her Boobs Size Part 8211 2

Hi everyone, I am Continuing my story… I looked at the time it was quarter past one. I went near her Me: How is your Leg Pain? Jessie: Now I feel little better. Me: You want me to massage again? J: No, No Need it is fine now. Me: Ok, then you feeling sleepy? J: No, But I want to sleep now. Because tomorrow after reaching home, has to go to my aunt house with my mum. Me: Ok, If you want to sleep you can sleep on my lap. She thought for a while and looking around to see others. Me: No one is...

The Softening of Jessie Part 27

The two began heading out when Jessie realized that he did not have his wallet. "Hey Ashley, how the heck do I carry my wallet? There aren't any pockets in this dress." "Yep, most dresses and skirts don't have pockets," Ashley replied. "I have something that will help," Jessie's mom said. She left the room and came back a minute later with a small light peach colored purse. "Put your stuff in here and carry it along." "Cool. I could put some cool stuff in here," Jessie...

Jessie Babes 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...

The Spftening of Jessie Part 11

Amanda felt like Jessie had enough excitement for the day. After his emotional outburst when Jason saw him clad in his girl's workout outfit, the voice change, and the trip to the nail salon, she took him home to relax. Jessie was thrilled with the way his nails looked. To think that he was so egotistical about how well he painted nails haha. Those women really taught him a lesson or two. As he admired his strawberry shimmery nails he wondered why black was always his favorite color....

The Softening of Jessie Part 9

Amanda crept into Jessie's room and reached over to turn off his alarm clock. "It's ok honey, go back to sleep...you're not going back to school until that infection goes down," she calmly explained to Jessie, who had woken up. He laid his head back down and drifted again off to sleep. Amanda eyed her son as he slept. He looked so peaceful, and dare she say happy? Although the idea of changing him into a female was extreme on all scales, she felt that this was the only solution to...

Watching Jessie part 7

Watching Jessie It was Wednesday before lunch time when Terry. Who was Frank my bosses wife walked into my office and shut the door. She was a hot sexy black woman. I stood up from my desk as she said “hi sugar". I couldn’t help but stare at her in her short tight red dress. Terry knew that I liked looking at her. Terry started to tease me for spending Saturday night with her husband instead of her. I responded by saying that I would have much rather been with her but I didn’t think Frank would...

The Softening of Jessie Part 7

Jessie sat on his bed looking at the new underwear his mom had bought him. Something wasn't quite right about it but he didn't know what. His mom was so supportive and understanding of his sensitive chest and his sudden weight gain in his lower section. He should be grateful that he has such a wonderful family. "What the heck. Let's try these bad boys on and see if they fit." Jessie stripped down and looked at the selection of underwear in front of him. The logical choice, he...

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