The Softening Of Jessie (Part 9) free porn video

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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 his troubles. She wondered, however, how he could be so oblivious to the changes that were occurring to his body. Those cds must have one powerful message in them. She looked over his body as he had his covers kicked off. He laid on his side and she could clearly see a change in almost every aspect of his body makeup. His arms looked thinner. Where there used to be a bulge of bicep, there was only a straight line. As she moved down, she could see those two small forming breasts pushing out his lavender camisole top. His waist curved inwards slightly...not much, but she could see that it wouldn't be long before an hourglass formed. His hips and backside had grown noticeably and there was a soft curve from the top of his legs to his knees that was most definitely beautiful. He still insisted on wearing those baggy sweat pants to bed to her dismay. Her curiosity got the best of her as she carefully pulled the elastic of his sweats to see if he had on the matching set to his camisole. To her delight she found the lacy band of his lavender panties caressing his growing behind. "Look at those darling toes," she thought as she admired their rosy polish. She glanced at his face, which seemed to get prettier and prettier. It had become a little more delicate she thought. Looking at him she could see the girl coming out, as the boy was being pushed further and further away. She let him rest. Jessie woke up three hours later. Wow, what a sleep! He got out of bed and went to the bathroom to pee. As he sat there he wiggled his pretty toes and built his ego up a bit for the fantastic job he did on them. He wiped and stood up pulling his panties over his hips first, then following with his sweats. He hopped downstairs to see what the ladies where doing. "Whoa, looks like Mr. Sleepyhead finally decided to get up," Susan joked. "Yeah, I guess I was really tired. How's the workout going?" Jessie asked. His mom and grandma were doing a workout to their favorite video. He remembered how that woman on that tape used to make him so horny...perhaps he should sit and watch for a while haha. "Why don't you join us Jessie?" His mom asked and jokingly added, "You are looking a little pudgy lately." "I really should work out. It has been weeks since I lifted weights or did anything physical in that case. Do you really think that workout tape will help me though?" Jessie asked. He didn't see any men in the video, which caused some concern...he wasn't gonna work out to some exercise made for girls haha. "Oh Jessie sweety, this tape will absolutely help with your 'new' problem areas. Your dad used to try some of these routines, so don't think it's just for women ok?" Amanda convincingly countered. "Alright, I really do want to get rid of some of my weight gain, so let's do it. Move over ladies!" Jessie jumped in the middle of the women and started to follow the routine. "Whoah, hold on there! You need to put on some workout clothes first. Especially with aerobic exercise, it is important to wear the proper gear. I bought you something to wear...here...open the bag," Amanda replied to her son, as she handed him a plastic bag with the logo Danskin on it. Jessie opened the bag and pulled out what looked like a woman's one piece swimsuit. It was black and stretchy. "What the heck is this? It looks like what the woman on the video is wearing!" he said, quite surprised. "Sweety, I bought you that for a couple reasons, ok? First, it is not just for women. You really should pay more attention Jessie. Professional wrestlers wear the same thing...think about it for a minute." You are good Amanda...real good. "Yeah, I suppose they do wear them, but they don't cover up the whole chest do they?" Jessie argued back. "No, they don't. That's the other reason I bought it for you. With your swollen chest area, you will need some tight support to keep it from getting sore. This outfit is perfect...and besides, I got it in black so that you would look cool. Those pro wrestlers don't have swellings like you do, now do they?" "No, I guess not. Black is my favorite color too. What if I get all excited though and body slam you haha?" Jessie joked. "I may have to put you in a sleeper hold then haha," Grandma added. Jessie noticed something else in the bag. It was another stretchy thing. They looked like a white pair of pants for a midget, only there where no openings for the legs to slip through. "Those are tights Jessie. The kind you see wrestlers wear...I thought you might want to have the whole outfit, so I splurged and got you them," his mom offered. "Cool! Why don't they have openings in the bottom of the legs though?" "That's the way they are designed. You don't notice it with wrestlers cause they usually wear boots....and no, I'm not buying you the boots too haha." "I guess I will take what I can get. I'll be right back!" Jessie ran upstairs with his new workout gear. This was pretty cool...he wondered how jealous Jason would be when he saw these. He took off his sweat pants and looked at his new clothes. Hmmm, the tights probably should go on first. He located the tag and figured it would be in back. As he stood there he raised his right leg and attempted to put the tights on like a pair of pants. "Dang, these things are tight!" he thought. "How in the world do you put these on?" Try as he might, he could not his leg to fit through the stretchy fabric. "Mom, how the heck do you put those tights on? I think you got them too small!" Jessie yelled out his bedroom door. "Roll the legs up one at a time bunching them up in your hand. Then put one foot in and then the other and pull them up. Try sitting down to get started," she replied with a giggle, remembering when she was a little girl and what a struggle it was with tights. Jessie sat on the bed and began scrunching up the right leg of the tights until he had the entire leg fabric bunched up to the end. He bent his right knee and slipped his foot into the fabric. He uncoiled the white clingy material until it reached his knee. Aha! He was unto something here! He repeated with his left leg. He pondered his next move as the tights encased his lower legs at knee level. He decided to stand up and started with the right leg by unraveling the material. He moved on to the left, then the right, then the left again. He saw the light at the end of the tunnel as the tights reached crotch level. He pulled them snugly up and around his waist. Victory! He admired how nice his legs looked in encased in the white fabric. It was like a second skin. The material was thick, but you could see through it slightly. He noticed that his pink toes were still visible in a muted way, but looked very nice under the white haze. After that ordeal the rest should be a breeze, he thought. He took off his camisole and looked at the leotard. "This one's easy." Standing, he slipped his right foot through, then his left. He pulled the one piece garment up around his waist, then his chest, as he put his arms through the spaghetti straps. He adjusted the leotard, pulling it up to a perfect fit. He could see why his mom recommended it as it kept his swollen chest snugly protected. Jessie excitedly ran downstairs to show off his new workout gear. He did an effeminate twirl and posed in a rather girlish gait with his arms on his hips. "Do I look like I'm ready for wrestle mania???" Jessie proudly asked. Wrestle mania...HA! Maybe as a pretty ring girl the ladies thought. There stood Jessie in a girl's black dance leotard with white tights. The firm fit of the fabric showed off the curves of a pubescent girl who was on her way to womanhood. His breasts where very apparent and looked like two cherries poking through the giving leotard. His hips gently and most femininely curved out slightly, then gradually rounded out at the leg. He looked positively adorable...like a pretty ballerina. "Oops sweety," Susan said in an amused tone. "You should take off your underwear when you put on your workout gear. We can see you underwear dear." Sure enough the women had to restrain their giggles as they could see Jessie's panties through the tights, since the leotard was of a higher cut. Sarah remembered when her daughter first took ballet lessons and had the same problem. "Go upstairs and take care of that dear," Susan asked holding back her sheer amusement. Jessie ran upstairs and quickly switched out of his panties and soon reappeared in the living room. The tights were not much of a challenge this time. "Much better Jessie. Would you like me to braid your hair first? It would be a good idea to keep it out of your face," Amanda asked. "Yes! Do it like you did it last night mom." Amanda had Jessie kneel as she quickly did his hair up in a French braid and secured it with a white scrunchie. "There ya go...now let's get started!" Amanda started the tape and the three spent the next 45 minutes sweating to high cardio aerobics. Jessie was having a hard time keeping up with the ladies, to his embarrassment. What had happened to his strength and stamina? Not only was he looking more out of shape, but he felt weaker. To add insult to injury, his swollen chest seemed to have a mind of its own...was it jiggling a little?!? He couldn't wait until it went back to normal again. After the workout Jessie was beat. He couldn't remember a time when he was pushed so hard. It's funny though because he remembered doing much more strenuous workouts in the past and never being this exhausted. It's as if he had lost all his strength. "How did you like the workout Jessie? Harder than you thought, isn't it? Maybe a little more practice and you will be able to keep up with the girls," Amanda teased as she headed to the kitchen for some lemonade. "I have to give you credit...it was tougher than I imagined...much tougher," Jessie replied as his sat down on the couch with his legs splayed out. "Something doesn't feel right," he thought. He felt uncomfortable all of a sudden. It isn't right to sit with your legs apart is it? The proper thing to do is keep them together right? The thoughts engulfed his mind and he quickly sat up and crossed his right leg over his left. "Much better...I can be so crude sometimes haha," he thought. Amanda returned from the kitchen with lemonade for the gang. She noticed how girlishly Jessie was sitting on the couch...he had such nice posture lately. She saw him blankly rubbing his nylon clad legs as he sat talking to his grandma, who was so fond of him as of late. "How do you like the tights Jessie?" Amanda asked. "I really like them mom. They are like pants, but you don't feel them. Plus they show off my great legs...watch out ladies, Jessie 'the Demolisher' is here haha," Jessie joked. The women found it very amusing that he felt he was the epitome of masculinity, when in fact he appeared more feminine than either one of them. "Well, you know you can wear them any time. They are not just for workouts. Tights would probably help minimize your weight gain until you lose the pounds too. They hold everything snugly together. You don't want the girls to think you're letting yourself go now do ya?" Amanda asked. "Good idea mom. I think I may give them a try until I can get back to my former self. Aren't they a little too heavy and hot to wear on a warm day though?" "Don't worry Jessie, I'll go shopping. They come in lighter materials. They make them so light and airy that you may not even realize you have them on. At the same time though, they will provide the support you are looking for," Amanda explained. She took a second and pictured Jessie running around in pantyhose. He was becoming so girly lately that she unknowingly imagined a skirt on him instead of shorts. "Oh boy," Amanda thought, "maybe he is ready for a nightgown...maybe."

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Jessie grabbed the phone and gave Ashley a call. "What's up Ashley?" "Hey, I wanted to see if I could spend the night at your house. Jason is having some of his friends over and I don't want to be here with those boys." "Jason invited friends over for the night and didn't include me huh?" Jessie replied. He knew that his friendship with Jason was strained but it still hurt to be not included. "Yeah...sorry, but I'll hang out with you tonight. I promise I don't snore. Besides we...

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"What are you thinking Ashley?" Jessie asked. He knew she was always full of great ideas. "Well, seeing that you enjoy wearing your pantyhose so much, why don't we just buy you some shorts? Then you can keep your nylons on?" Ashley plainly stated. She knew it would not be hard to convince her feminine friend to take this leap. "I don't know. Are you sure you that people won't be able to tell I'm wearing pantyhose? I don't want to take the risk and look like a sissy, cause boys...

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"Wow Jessica, I can't believe how great that top looks on you." Ashley stated finding herself a tad jealous at the thought that he may look better in that shirt that she does. "My bra doesn't look silly?" "No sweety, that's how it's supposed to look. That's the style." "Yeah I know but I really don't want to ruin my chance with Jason. I don't think he knows I wear a bra & if he can see it through my shirt than he may call me a sissy again." "Honey, you have breasts and...

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"Mom, you must see Jessie's nails! Not only did he do a beautiful job on my toes and fingers but he also glossed his toenails with guess what? Yep, pretty rose!" "That is wonderful dear," Susan replied, "He is progressing as we had hoped. All that anger, mischief, and all around bad attitude is giving way to a beautiful, blossoming child." "I just had the best time with him since...well, since I can remember. We actually bonded which is something I had all but given up on,"...

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Ashley pulled a denim skirt out of her bag followed by a light blue colored dress. "What do you think Jess? The skirt is made out the same fabric that your jeans are made out of, so it's not a big change. The dress, on the other hand, would look great on you." Ashley held up both of the garments to show Jessie. He was having second thoughts about this. He never had worn a dress or skirt before and although he couldn't think of a reason why he hadn't he was still...

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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...

1 year ago
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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...

4 years ago
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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...

2 years ago
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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...

1 year ago
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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...

2 years ago
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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...

2 years ago
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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...

3 years ago
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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...

2 years ago
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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...

2 years ago
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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...

3 years ago
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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,”...

2 years ago
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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...

2 years ago
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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...

3 years ago
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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...

3 years ago
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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...

2 years ago
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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...

1 year ago
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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...

2 years ago
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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...

3 years ago
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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...

4 years ago
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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...

3 years ago
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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...

1 year ago
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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...

3 years ago
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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...

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