Watching Jessie (part 10) free porn video

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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 station a few minutes later. She leaned over and gave me a long kiss. Then she instructed me to get in the back and hide under the blanket. She explained that she lived in a gated community and didn’t want the cameras at the gate to see me

It was only about a minute when the SUV stopped then pulled ahead. Terry said “you can sit up now”. She was pulling in the drive of a large brick house. She parked the SUV in the spotless 4 car garage and closed the door. I got out of the backseat and opened her door for her. She was unbuttoning her coat saying that she wouldn’t need it anymore. It was then that I realized that the garage was heated.

Terry turned to come out of the car. It was then that I saw under her coat. She was wearing only a see through negligee. I reached inside of her coat to help her out of the SUV. She stood in front of me and we kissed passionately. My hands ran down her back to grab her firm round ass. Terry pushed me back enough to get her arm between us. She reached down and felt my hard cock. Then she said “let’s go inside”.

I followed Terry as she led me into the house. I helped her out of her coat first though and carried it as I enjoyed her see through negligee. She led me to her bedroom. The king size bed looked small in the large bedroom suite. She had me put her coat on the chair since she was going to need to drive me back to work.

Terry began undressing me. Which she could have done quicker if I hadn’t been feeling her breasts and ass the whole time. Once I was naked she took hold of my cock and led me to an ottoman. She sat on the ottoman grabbed my ass and pulled me to her. She immediately began deep throating my cock. I held her head to my cock until I was about to explode.

I pulled my throbbing cock from Terry’s mouth. Once I removed her negligee I Picked her up and put her on the bed. My cock was touching her pussy when she reminded me that I had to put on a condom. I moved down and began licking her pussy while I felt her breasts with my hands. I tongued her pussy until she climaxed.

I got condoms from my pants pocket. Terry beckoned me to her. She rolled the condom onto my hard white cock. I knelt between her black thighs on the bed. I rubbed my cock against her pussy and between her pussy lips. She asked if I’d ever fucked a black girl before. “No" I said and pushed my cock into her pussy. She moaned as my cock entered her extremely tight pussy. I leaned down to suck on her tits while enjoyed the feeling of her tight pussy on my cock.

Terry began moaning loudly when I raised from her tits and pushed my cock fully inside of her. She started to orgasm when I began thrusting my cock into her over and over. When her orgasm subsided I laid on top of her thrusting my cock into her. Her hands gripped my shoulders as she neared another orgasm.

I continued fucking Terry. After her third orgasm she asked if I’d came. I admitted that I hadn’t. I suggested that if I removed the condom that would probably help. Though I knew the real reason was the sex I had with Amy last night and this morning. Terry wouldn’t have that. She wanted to be safe and if I was having sex with Jessie who was pregnant by Frank she’d be exposed to all of the women that Frank had been with. Now I knew why Terry didn’t have sex with her husband Frank.

I lifted Terry’s legs onto my shoulders and pounded hard into her pussy. She started to orgasm again after a few minutes. When she did it pushed me over the top. I groaned loudly as I shot my seed into the condom. When I finished I let her legs down and collapsed onto her. Terry laughed sexily and kissed me. She then said “God I’ve missed this”.

After we had lunch Terry asked if I was wanted to go again. Of course I did. We returned to the bedroom where we kissed and fondled each other for several minutes. Finally my cock was hard again. She encouraged me to get a condom. I commented on how much I loved her ass. She smiled and said “oh really”. She rolled the condom onto my cock. Then she got on all fours by the edge of the bed.

I stood behind Terry’s beautiful ass and guided my cock into her pussy. She began rocking back and forth on my cock. For along time I stood still pushing forward while she did all the work. When she moaned her orgasm she slowed her pace. I then grabbed her hips and fucked her hard until I finally shot my cum. I leaned down and grabbed her breasts as I finished cumming.

I grabbed Terry’s hips and continued to fuck her. She finally had another orgasm. She then laid forward onto the bed. My spent but still hard cock came out of her pussy when she did. She rolled onto her side. I laid on my back next to her exhilarated and exhausted. She pulled the condom from my cock. Then she licked and sucked my cum from my cock.

Terry dropped me off at work about 1:30. Amy had texted me asking me to call her. My cock was instantly hard but, that would have to wait for a bit. Darin had not shown up for work yet so he likely was taking the whole day off. I sent Jessie a text to ask if she was home or still at Darin’s. Frank wasn’t pleased with my long lunch. I told him that I’d work late to make up for it. He thought that was a great idea. He would go see Jessie after work. I told him that she might not be home. I sent Jessie a message with Frank’s intention.

I called Amy. She had some great news. She had a couple of very good job prospects. She also said that there was going to be an apartment coming available three doors from mine. The only thing was she didn’t have enough money saved up for the deposit. I told her to come by my work at 5:30. Since all the other office personnel left at 5:00 we would be alone.

As I talked with Amy my cock got hard. I begin to realize that it was more from excitement about getting her pregnant and cuckolding her husband. I begin to understand how Frank felt when he was impregnating my Jessie, and trying to impregnate Amy,Sarah and any other women he could Get his big dick into. I found myself determined to do whatever I had to to get my cock bareback into Terry. Even if there was only a one in a million Chance of getting her pregnant. Words can’t explain How awesome that would be

Frank stopped by to see me before he left. He asked me why I didn’t tell him Jessie was at her Mother’s. He asked how long she had been there and when I expected her back. I told him she went a couple of days ago, and I was hoping she would be back today. He then asked if her belly was starting to swell. I said “not really that I could see".

Amy showed up at 5:40. She had gotten Chinese for us. I showed her to my office and locked the door. She set the bags on the desk and removed my pants. She sucked on my cock while I worked on getting her undressed. Once I had Amy undressed I sat down in my chair. I had her stand between my legs. I began nursing on Amy’s big nipples as I moved one hand to her pussy. I inserted my finger into her pussy to get it wet while I sucked on her nipple. Her hands caressed my head as she held me to her tit. I swirled my tongue around her nipple. While my finger rubbed her clitoris. Making Amy moan loudly.

Amy had climaxed twice before I stopped rubbing her pussy. I moved my mouth from her nipple And asked if she was ready for my baby batter. She acknowledged that she was and started to climb on my lap. I stopped her and had her turn around and told her to sit on it. Amy sat back on my lap And guided my cock into her pussy. When my cock was started into her pussy I pulled Amy down forcing my cock fully into her. Amy let out an “ouhf" as my cock slammed fully into her pussy. Amy sat motionless impaled on my cock for several seconds. I slapped her ass and told her to get my seed. Amy began slowly riding up and down on my cock. Amy gradually picked up her pace and was really getting into riding my cock.

I started getting vulgar telling Amy to fill her whore cunt with my seed. Amy didn’t slow down so I continued “I want to send you back to your husband with your belly swelling with my baby “. Amy seemed to ride me even harder when I said this. I envisioned my baby sucking on Amy’s huge nipples. I pulled Amy fully on to my lap and held her there as I shot my sperm into her.

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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...

1 year 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...

1 year 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....

2 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...

2 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...

3 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...

2 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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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...

3 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....

2 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...

3 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...

2 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,"...

2 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...

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