Watching Jessie Cuckold Me free porn video

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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 up my bag. Frank and Jessie were cuddling on the bed. Frank asked what I was doing. Check out time was in less than twenty minutes I explained. Frank suggested that we stay at least one more night here. After all I needed to be to work tomorrow morning. After some discussion we worked out a plan for the coming week. Frank called the front desk and they were happy to extend my stay another day. After I went out and got lunch for all of us I'd drive back home and pack up clothes for Jessie and me for the week and drive back. Frank would show us around some tomorrow and help Jessie and I find a place.

Frank rather than telling Jessie what restaurants were close by took her to the window and pulled open the curtains. Frank and Jessie stood in the window naked looking out over the street. Frank stood behind Jessie as he pointed out the nearby restaurants. Jessie's naked body in clear view of anyone who happened to look up towards the window. Frank's large naked black frame pressed Jessie's breasts against the window.

I went out and got food and drinks and returned only a few minutes later. When I opened the door I saw Jessie sitting on top of Frank. Frank was laying on the bed on his back by the window. Jessie was sitting astride Frank's legs apparently playing with his cock. I heard Frank ask you like me. Jessie replied yes and I love your big dick. I was numb I quietly closed the door. I was sure Jessie was unaware that I was back. Frank could see me but Jessie had her back to me.

Jessie leaned forward and her lips locked on Frank's. Jessie raised up and squatted over Frank's huge black cock. With one hand Jessie guided Frank's cock to her pussy as she lowered her pussy down onto it. Jessie moaned oh God I love your dick in me. Frank replied not as much as I love your pussy. Jessie then lowered herself farther down onto Frank's cock. Frank moaned oh God yes take my cock. Jessie pushed her pussy all the way down onto Frank's cock and groaned oh fuck. Jessie then raised up and down riding Frank's cock which was now glistening from Jessie's juice. Jessie was moaning as she orgasmed.

Jessie then moaned give me your seed Daddy. Frank said oh yeah and began thrusting his hips upward as he gripped Jessie's hips and pulled her down against his thrusts. Frank's balls began to contract as he was about to explode. Jessie moaned ohhh fuck breed me Daddy as Frank pumped his seed into her. I went back and opened the door and shut it rather loudly. Jessie laid on Frank's chest kissing him as he finished pumping his seed into her womb.

I said nothing of what I'd heard Jessie saying to Frank. I knew now that Jessie and I were done. I'd pretend for the job and take the money for as long as I could but that was it. After we ate lunch I left to drive back home and got clothes for Jessie and me for the week.

It was evening when I returned to the hotel room with a suitcase full of Jessie and my clothes. Frank was gone. Jessie laid on the bed naked with cum oozing from her stretched pussy and dried cum on her thighs. I'd chilled out a little bit on the drive perhaps what I'd heard Jessie saying was only from the heat of passion and not with real meaning. Time would tell I reasoned. I told Jessie to get cleaned up and we'd go out for dinner. I had a lot to find out as to just what to hell Jessie was thinking.

When we got in the car Jessie said let's get married. We had planned on that ever since Jessie had moved in with me months ago but this was more like a right now kind of statement. Not what I was wanting to talk about right now. I said ok but you need to get to a doctor. Jessie looked at me funny for that response. I added for birth control.

Since Frank was obviously going to want to fuck Jessie regularly it seemed and wasn't going to wear a condom. Jessie leaned over and put her head on my shoulder. I had my arm around Jessie and rubbed her shoulder. No words had been spoken for a minute or two. Jessie finally said that Frank wants a son. I didn't say anything as the reality of the situation soaked into me. Jessie explained you know I adore biracial c***dren. I had never expected to hear that. Nothing more was said as we drove to the restaurant in silence.

At dinner Jessie asked are you not going to talk to me now. I asked what about our family and friends. Jessie said I know that it will be hard at first but together we can get through it. I said but I don't want to go through it. Jessie said I thought that you loved me. Jessie started to break down as she said this. I said I thought that you would want our c***dren. Jessie said I do...we'll have c***dren too. I just shook my head in disappointment.

On the drive back to the hotel Jessie asked what are you going to do. I knew that I wouldn't stand by her and she seemed to have her mind made up. I finally said we'll see. Which was no answer to Jessie's question but it was all I could give her. If Jessie was going to be breeding stock for Frank then I wouldn't stay but I couldn't bring myself to say it to her.

I unpacked the clothes I'd picked out for tomorrow and got into bed. Jessie got in bed with me she stroked my cock for a while finally getting me hard. Jessie sucked and sucked on me for a long time. I was determined and not in the mood to cum. Jessie finally gave up and said I'm sorry.

I awoke the next morning as the door closed to the room. I noticed Jessie was not in the bed with me as I glanced at the clock 6:58. I looked towards the door thinking that Jessie had left. Instead Frank was standing inside the door and Jessie was on her knees pulling his cock out of his pants. I turned over and buried my face in the pillow.

The alarm went off at 7:00 and I had to roll back over to shut it off. Jessie was still on her knees swallowing as much of Frank's huge black cock as she could. I got up and went to the bathroom to piss. When I returned Frank was picking Jessie up off the floor. Frank carried Jessie to the bed and laid her on her back. Frank had Jessie's legs on his shoulders as he pushed his cock into her pussy. I could hear Jessie gasping and moaning and Frank grunting as he thrust his cock deep into Jessie's pussy.

Jessie had climaxed almost as soon as Frank was fully inside of her. Frank continued thrusting his cock into Jessie. Then as I tried to get dressed I heard Jessie moaning ohhh come on give it to me Daddy Frank groaned oh fuck yeah. Jessie said give me a black baby. Frank grunted and groaned as he erupted inside of Jessie. Jessie moaned ohhh yeah.

I couldn't help it. My cock was getting hard hearing Jessie asking for Frank to make her pregnant. It was hot but the reality was not. Frank stood with his cock resting in Jessie for several minutes before he pulled it out. Frank had Jessie lick his cock clean before he put it away. Frank said I'll see you two at the office. Why both of us I asked. Frank said it will make it so much easier to get all the paperwork filled out.

So I guess you want to be with Daddy Frank and not me I stated. Jessie said you're taking this all the wrong way. Jessie continued on about how much she was attracted to black men, but I was her true hearts desire. Jessie said she couldn't believe it when she learned that I liked interracial sex and now are you saying that everything about you is a lie. Jessie said I know you and what you like better then you think. You love seeing white women with black babies Jessie continued. I said I just want us to have our c***dren. Jessie said what if I already had c***dren? Would you not love me? There was no use in arguing with Jessie her mind was made up. Besides we were in the parking lot at my new job whatever it might entail besides Jessie's body. I figured that eventually I'd leave Jessie but not today.

Jessie and I were introduced by Frank to an HR woman, Monica. Monica filled out all the basic employment stuff. Then she started filling out things about Jessie but stopped and said your not married. Jessie and I said No together. Monica informed us that company policy was Vice President's of the company were married. She needed to get Frank.

Monica told Frank about the problem. Frank had Jessie and I come into his office. Frank asked how soon we could get married. It was his Father-in-laws policy and he wouldn't change it since he was still on the board of directors. I realized that the job was a real job and not just something that Frank had made up to keep Jessie close. The job being offered to me was to keep Jessie close but it was a great opportunity. Frank said Tom.. I cut him off and said Thomas. Frank said good Thomas is much better for vice president of operations. Frank continued I realize you have reservations about raising my son but he will be yours. I want you to lack for nothing in the future. You should consider my c***dren a blessing. Of course that is just between the three of us. Wow I thought how can you be so arrogant as to think that me raising your c***dren is a blessing and I noticed that he said c***dren and not c***d. It would become Jessie's issue in the future not mine I thought to myself. I asked how soon do we have to be married? Frank said if you could do it today would work out the best. You can have a ceremony at a later date if you like but make it official now. I looked at Jessie not sure what to say. Jessie said I will if you will. What to hell I thought might as well so it even though I was really committed to it. I said ok. Frank said great.

Frank had Jessie wait on his office and took me back to Monica and gave her the news. Monica was hesitant but Frank insisted that she go ahead with all the details. Frank went back to his office with Jessie. Monica called someone else and told them to get a check ready for me for the sign on payment. In less than ten minutes we were done. Monica said bring your wife and your marriage certificate in as soon as possible. Monica called Frank and told him I was all his. Monica told me to go to Frank's office.

I knocked on Frank's door and Frank said come in. Frank was seated behind his desk. Jessie was seated across from him with her legs open and her short skirt hiked up giving Frank a good view up her skirt. Frank had me take a seat and called to check on my check.

In just a moment Denise came in the office with my check. Frank had her stay saying he needed her to notarize a document. Denise asked if Frank could come to her office. Frank had Jessie and me go with him to Denise's office. Frank opened a folder and asked me to sign it saying just business stuff he'd give me a copy for my records. Frank was holding a company check for $8,000 with my name on it. I'd sign anything. I signed as did Jessie.

We returned to Frank's office. Frank stopped to talk to Monica sending Jessie and me on to wait in his office. Jessie hugged me when we were in Frank's office and I noticed an envelope in her purse. Before I could ask about the envelope Frank returned. Frank took me out to show me around. Shortly Frank had took a call. Frank patted my shoulder after the call and said let's go get you married.

Frank, Monica, Jessie and myself left. Frank took us all to get a marriage license for Jessie and me. We then met with a justice and Jessie and I were married. Frank and Monica witnessed. We then returned to work. Frank gave me a copy of the document that I had signed. Frank took Jessie and me to lunch then apartment hunting. Jessie and I decided on a second floor two bedroom in a rather new complex near work. We couldn't move in however until the following Monday.

Jessie and I went to the bank then checked into a nice hotel. I finally got to read the document that I had signed earlier and I read in horror. It was actually a prenuptial agreement. If Jessie and I separated I would have to pay her $6,000 per month iregardless of the reason for the separation. I was trapped with no way out. My only hope was that I could change Jessie's mind about having Frank's c***dren.

Jessie stayed at the hotel as I went to work each day. Frank was great about showing me what I needed to do. Wednesday Frank's wife Terry came by and I was introduced to her. Terry was an attractive black woman who seemed to command respect. Terry went to lunch with Monica apparently that was a weekly thing. I was shocked when before Terry left she came to me and said so nice to see some white sugar around here. It hadn't been unnoticed by me that white employees were a rarity.

Frank came to the hotel Wednesday evening after work. Jessie was waiting for him when I got there. Jessie seemed disappointed when I came in the door. Jessie told me then that Frank was coming to see her.

Frank arrived moments after I did. Neither Jessie or Frank paid any attention to me. Jessie opened the door and hugged and kissed Frank practically in the hallway. Frank had his hand up Jessie's skirt playing with her pussy before they were in the door.

Once the door to the hotel room closed, Frank stripped Jessie's clothes off. Jessie had managed to get Frank's pants undone and her hands on his cock. Frank moved his mouth to Jessie's breasts as he stripped his clothes off. Jessie continued stroking Frank's growing cock with her hands.

Now that both Jessie and Frank were naked Frank picked Jessie up. Jessie wrapped her arms around Frank's neck and her legs around his waist. Frank had his hands on Jessie's ass as he tried to lower her down onto his huge black cock. After several failed attempts Jessie moved one hand down to Frank's cock and guided it into her pussy.

Jessie moaned in pleasure as Frank lowered her down onto his huge black cock. Once Frank had his cock fully inside of Jessie's pussy he began lifting her up then sliding her back down his cock. Jessie soon clamped her legs around Frank holding him fully inside her as she orgasmed.

Frank carried Jessie to the bed. Frank laid Jessie on her back never removing his cock from her pussy. Frank laid on top of Jessie and began thrusting into her as hard as he could. Jessie shrieked and groaned as Frank pounded into her pussy. Jessie squeaked holy fuck as her hands gripped Frank's back.

Frank continued pounding his huge black cock into Jessie's pussy for several minutes. Frank then began growling aaarrrggghhhh. Frank thrust one final time and Jessie grabbed his back. Jessie screamed out oh my god..fffuck yeah ohhhhhh ahh.

Frank made a few more long slow hard thrusts before collapsing on Jessie. Jessie and Frank kissed passionately for several minutes. Jessie told Frank how much she loved his cock. Frank was glad to hear that from Jessie. Frank told Jessie how happy he was that she wanted his babies.

Frank got up from the bed and Jessie. Frank told me to come and look. I was hesitant. Frank told me to come look I needed to be involved with the baby making. I did as Frank asked. Frank had me look at Jessie's pussy. Jessie pussy I can't even describe how it looked, all opened up and red with white globs of Frank's cum.

I had no doubt now. Jessie would have Frank whenever she could. I didn't even get what she needed with me now. I would never give Jessie the sex high that Frank's huge cock could.

Friday Frank said that we were going to lunch. When lunch time came Frank told me where to meet him. I just got in the restaurant and looked at my phone. Frank had messaged me to not wait for him. I has lunch alone. When I got in the car to return to work I checked the message Jessie had just sent me. The text I've got your dessert and the image opened finally of Jessie's pussy oozing cum.

Frank apologized that afternoon for not showing up for lunch. Frank asked me if I liked the picture of his baby batter in Jessie's pussy. I said it was alright. As bad as things were they instantly got worse. Frank wanted to know why I was there. Frank suggested that I take off the rest of the day off and go eat my dessert. I said it wasn't something that I wanted to do. Frank didn't care what I wanted Jessie was my queen I needed to do whatever she wanted.

So I had no choice but to leave work. I stopped to have a few drinks before going to the hotel. I was on my second drink when Jessie called wanting to know where I was. Obviously Frank had told Jessie that I was on my way. I finished my drink and went back to the hotel.

Jessie was lying on the bed waiting for me when I got back to the hotel room. I knew what I was supposed to do. Jessie had her legs spread and beckoned me to come eat her pussy. The alcohol had me brave enough to try to eat her recently filled pussy. I told Jessie that I didn't want to eat Frank's cum. Jessie seemed somewhat surprised and disappointed. Jessie thought that I would like to eat her but it was ok if I really didn't want to.

Saturday morning, feeling guilty for not eating Jessie's pussy on Friday, I ate her pussy for a long while. I had Jessie moaning as she orgasmed over and over again. Jessie thanked me when for all the orgasms after I stopped. We checked out of the hotel and returned to our old apartment to pack up for Monday.

Monday morning I loaded up our cars. Frank was bringing a trailer to load our larger things in. Jessie sat on the couch in her nighty waiting for Frank to arrive. Jessie said wanted Frank to breed her first thing when he arrived.

Frank arrived just after 9 am and said he'd been horny all weekend thinking about Jessie. Frank needed to empty his balls before he could do anything. Besides it had been 3 days since he'd seeded Jessie's pussy. Frank stripped and got on the couch with Jessie.

I began loading the trailer by myself. Meanwhile Frank pumped a huge load of cum into Jessie's pussy. I could hear Jessie's moans of pleasure outside. I was back inside when Frank pulled his cock out of Jessie's pussy and his cum flooded out of her. Jessie cupped her hands over her pussy to catch it and headed to the bathroom. Frank smiled at me and said I told you I'd been horny all weekend.

We were at our new apartment by 1 o'clock. Frank had two young men from work meet us there to help carry our stuff up to the second floor apartment. By 2 o'clock everything was in the apartment. The two young black guys Darin and Tyson kept staring at Jessie. Who could blame them Jessie had on a pair of tight shorts that showed the contours of her pussy. On top of that she had a wet spot from Frank's cum still oozing out of her.

Frank had brought in a bottle of whiskey and soda. Frank poured a drink for everyone once glasses were located. Darin and Tyson wanted to stay and help Jessie and I unpack after they finished their drinks. Frank told them to leave it to us but take the rest of the day off with pay. Darin and Tyson didn't argue and left shortly after shaking my hand and hugging Jessie.

Frank filled my glass again it tasted like almost straight whiskey. Frank had a drink as well and quickly downed it. Frank encouraged me to keep up. Frank continued pouring me one drink after another until I was so drunk I could hardly stand up. Frank seemed to be fine, probably because he was making mine at least doubles.
bedroom with Jessie to help her. Next thing I remember was Frank getting me up off the couch and helping me to the bedroom. Frank helped me onto the bed. Jessie was lying there and I found my face buried between her legs. Frank was telling me to help her cum. I started licking Jessie's pussy it was sopping wet. I realized that Frank must have just pumped a load of his cum into Jessie's pussy. I wanted to stop but Jessie was holding my head to her pussy and Frank was telling me to clean her up.

I don't remember much about it. I don't know how long I ate out Jessie's pussy. I woke up sometime after and Frank was fucking Jessie right next to me on the bed. I think that they had been going at it awhile as Frank was covered in sweat. Frank was grunting as he came. Jessie was moaning and asking for him to give her his seed. Next thing I knew Frank was in the shower.

Frank left me almost passed out on the couch and went into the bedroom with Jessie to help her. Next thing I remember was Frank getting me up off the couch and helping me to the bedroom. Frank helped me onto the bed. Jessie was lying there and I found my face buried between her legs. Frank was telling me to help her cum. I started licking Jessie's pussy it was sopping wet. I realized that Frank must have just pumped a load of his cum into Jessie's pussy. I wanted to stop but Jessie was holding my head to her pussy and Frank was telling me to clean her up.

I don't remember much about it. I don't know how long I ate out Jessie's pussy. I woke up sometime after and Frank was fucking Jessie right next to me on the bed. I think that they had been going at it awhile as Frank was covered in sweat. Frank was grunting as he came. Jessie was moaning and asking for him to give her his seed. Next thing I knew Frank was in the shower.

Frank and I went to lunch together every day from then on. Which amounted to going to my apartment and Frank fucking Jessie. After Frank finished I had to clean up Jessie's pussy. It was a terrible situation I had gotten myself into. I was just glad that I didn't have to touch Frank's cock.

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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...

2 years 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...

4 years ago
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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...

Incest
3 years ago
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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...

1 year ago
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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...

Supernatural
2 years ago
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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...

Hardcore
2 years ago
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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 fiancé'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...

4 years ago
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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...

Incest
3 years ago
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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...

Incest
2 years ago
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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....

Incest
1 year ago
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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...

3 years ago
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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...

4 years ago
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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...

3 years ago
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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...

3 years ago
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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...

2 years ago
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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...

2 years ago
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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...

4 years ago
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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...

2 years ago
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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....

3 years ago
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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...

3 years ago
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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...

4 years ago
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The Softening of Jessie Part 22

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...

3 years ago
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Dealing With JessieChapter 2

Jedd Clampett This is the second of a nine part story. Please read and comment on the content. Vote of you like. Here goes part two... Gary had always been her rock in tough times, her ever faithful husband, and the responsible father. Where had it all gone so wrong? He realized none of that mattered, not to her, not anymore. To her he wasn’t anything. He was like a spare part, something extra, a left over. Really, what could he offer; nothing now, nothing she couldn’t get from her...

3 years ago
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Watching Jessie part 10

Watching Jessie (part 10)Wednesday morning Terry texted me and said she would pick me up at 11:00. Darin, who had taken my wife to his place last night, still hadn’t gotten to work when I left. Terry was parked on the street waiting for me when I went out shortly before 11:00. It took me I while to see her as she was driving a Lexus SUV that I didn’t recognize.I got in and Terry drove us off. She had a long coat buttoned up as I wondered what she was wearing underneath. She pulled up to a gas...

4 years ago
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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...

2 years ago
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The Softening of Jessie Part 16

"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...

3 years ago
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The Softening of Jessie Part 35

The two headed over to the miniature putting course. Jessie was so happy with how the day was going so far. He was befuddled as to why he could not remember how throw a baseball, but the fact that Jason seemed to genuinely like him again more than made up for that. It was just like the old days again and he was hoping it would stay that way. "I'm going to use the restroom real quick," Jessie told Jason. "Oh ok. I'll join ya. I gotta go too," Jason responded. As they headed to the...

4 years ago
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Dealing With JessieChapter 6

It was summer, and the days marched on. Jessie didn’t resign, but she turned all the household finances, though none of her money, over to Gary. He took the department head’s job at the high school. He put his house up for sale, and, being in an upscale low property tax suburb it went quickly. He bought a new sofa bed, a clothing rack, and a small bureau for the cellar. There was a small bathroom with a shower and basin so he wouldn’t have to go upstairs for any of that. Jessie signed up for...

3 years ago
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Dealing With JessieChapter 9

So it had off to Denny’s where they ate and went back home, where he’d been told someone had pooped in the pool. They’d gone to bed, had some more fun, and Jessie went to sleep. He didn’t; she was a lot sicker than he thought. He wondered if the psychiatrist knew more than he’d shared. Jessie’s comment about semen slurping almost pushed him over the edge. Edge of what he didn’t know; at the moment he was ready to just walk out but what really scared him had been her emotional disappearance....

3 years ago
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The Softening of Jessie Part 4

Jessie woke up in the afternoon the next day. Ahhhh, Saturday morning...no school, got to love it. He rolled out of bed and stretched a bit. The fabric of his "borrowed" delicate, soft top felt much nicer on his sore chest than his rough, course t-shirts. "Man, Jason really did a number on me," he thought. With that, Jessie groggily went into his bathroom, sat down and peed. It struck him a bit odd that he was sitting to pee. After all, he couldn't ever remember sitting down before to...

2 years ago
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The Softening of Jessie Part 13

"What did you buy mom?" Jessie asked with a sense of excitement. Amanda handed her son the bag, noticing his curiosity. Jessie pulled out some of the contents. He noticed three bras with underwear attached in matching colors. "Matching bras and underwear mom?" "Yes dear, I was lucky to find some underwear that came with the bras so that you match," Amanda replied as she made little attempt to hide the bra panty sets. In Jessie's state of mind she knew she would not have...

4 years ago
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Jack Jessie part 2

Amy let herself into the house. She and Jessie had been friends since grade school, and knocking had fallen by the wayside. “Jess! Saw you were home alone, and came to hang out!” Amy was puzzled, there was part of a pizza on the coffee table, bottle of wine, and moaning coming from the back of the house. “OMG! She brought a boy over, and got her cherry popped!” Amy thought giddily. “I gotta sneak a peak, and see who it is.” So she quietly made her way down the hallway to Jessie’s room, and...

2 years ago
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The Softening of Jessie Part 17

As the two sat at the food court eating lunch, Ashley couldn't help but how much her friend had changed. He now sat there with his nylon covered legs crossed in a very feminine manner and spoke with an unmistakable high girlish tone. Wow, how could he not know what was happening to him? "How does your bra feel Jess?" Ashley asked out of the blue. "It feels good. My chest doesn't jiggle all around like it was before. I think that the bra may actually help my swelling go away by...

3 years ago
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The Softening of Jessie Part 18

"So you want to know about different kinds of panties, do ya?" Ashley asked her inquisitive friend. "Yes, you might think it's kind of weird, but I seem to have forgotten. I know I wear panties everyday, but I guess I never paid attention," Jessie replied. He felt a little odd not knowing about something he felt he should have. "Okay, let's see...these are called boy short panties. They are just like the boring old underwear boys wear, but they are frilly'd and lacy'd up a bit,"...

3 years ago
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Teenaged Jessie enters my bed and my heart

Her mother was a drunk who was usually so plastered that she staggered around the house in her baggy house dress, falling over the furniture till she passed out. Her father was abusive, not sexually but he often hit her and pushed her around and verbally abused her. He frequently brought other women home to fuck while his wife was passed out on the couch. He did not pay any attention to his daughter being around. Several times she had seen him roughly throat fucking some slut that had...

4 years ago
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The Softening of Jessie Part 19

"Here Jessie, let me help you over to that bench," Scott said as he sent the elderly couple on their way. "Good thing I was walking by here... I was just in the nick of time!" he joked with Jessie. "Scott right? Thanks for stepping in there. I was about to go off on those two. The old guy should feel lucky I didn't pound him into the pavement!" Jessie emotionally replied. "Well you do have spunk, that's for sure," Scott stated. He found the whole feisty, tough girl thing a turn...

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