Jack Learns To Jerk Off free porn video

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Introduction:
Hello, this is my first submission. It was a story idea that came to me one day. I almost came in my pants writing it and I hope you all enjoy cumming to it ;). I always found the thought of masturbating with a member of the opposite sex really hot, so here's my fiction. Everyone in this story is completely fictional and not based on real people. Leave your feedback here, I'd really appreciate it, and please tell me if you want a sequel! I made a few edits after posting.
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An entire week without mom and dad. It was an amazing prospect for me and my sister Melissa, because it basically meant we'd be alone for the entire week. She was sixteen and I was thirteen, but we got along well. I didn't expect to see much of her this weekend.
It was wintertime in Wisconsin. Not much of a break for us, really, because everyone was out of our small town due to winter, so there was nothing for us to do but hang around and watch TV. All of our friends were gone. It was just two average k**s alone in a house for a week. I wasn't worried.
I was sitting at my desk in my room about an hour after my parents sped off, when I heard a call from down the hall. “Jack!” Melissa called.
“What?” I answered her, pressing ESC to pause my game.
“Wanna watch some Seinfeld?” She asked. I wasn't too keen on the idea, but video games were becoming somewhat mundane after an hour. I called “Yeah, sure,” and ran out of my room, down the hall into the living room. There Melissa was sitting on the leather couch in the center of the room. She was still in her pajamas, with a bowl of popcorn in her lap. Still not ready for the day, her long brown hair was stuck up and she looked really lazy. She had a small, pretty face, and a tiny nose.
I wasn't the most buff or anything. In fact, I was pretty lanky, sitting at 5'4. I had ear-length curly brown hair and a very lightly chiseled face.
Melissa smiled at me, and I went and sat down opposite her on the couch. I looked over at the TV and immersed myself in the sitcom. It was the episode with all the confusion over Kramer's junior mint or something. I didn't really like Seinfeld, but I chuckled along with my sister.
Suddenly, Melissa tapped me on the shoulder. “Know what?” she said.
“What?” I asked her.
“This show is crap. Let's watch something else.” She said. She picked up the remote and started flipping through channels. I just watched the TV flicking past. Then she stopped. I looked at the channel and saw that it was HBO.
“I dunno,” she replied, “but HBO usually has good stuff.” I just watched the TV. Whatever was on looked pretty cheesy to me, but it was worth a watch.
Whatever movie it was, it followed a gang of robbers who went around stealing things from houses. The lead actor was tall and well built. I watched as the gang, dressed in all black, broke into an apartment, and saw a hot young woman cowering in the corner.
“Take whatever you want and leave!” She cried. One of the men frowned and then lustily stared at her.
“I don't think we'll be taking anything,” he said. “In fact, you'll be doing the taking!”
“Taking what?” she cried out.
“Taking me!” He yelled. That line was so cheesy that I stifled a laugh. I looked over at my sister, and she was laughing too. Then the movie took a turn I didn't expect. He ripped his pants off to reveal a bulging cock, as did all the other men. I looked over at my sister, and asked, “What the hell is this?”
“What, you've never seen a porno before?” She asked me. I nodded no. “Well, it doesn't matter. Why don't you find something to watch. I'm gonna head up to my room. Don't bother me.” She tossed me the remote.
Just before I changed the channel, one of the robbers sprayed cum all over the girl's face and she screamed. I began flipping through channels, but nothing good was on, so I defaulted to Cartoon Network. It was in commercial, so I just laid back.
What had I just seen? I thought. I didn't really know a lot about sex beyond sex ed at school. The thought left me as the show came on. Whatever crap it was wasn't exactly worth watching, but it kept my attention. About ten minutes went by of the mindless programming.
Suddenly, the TV flicked off, and went black. I grabbed the remote and hit the power button a few times, but to no avail, so I called, “Melissa!”
No reply. I called for her again, and still none, so I walked around the corner back to the hallway and, instead of taking a right into my room, I took a left to stand in front of my sister's closed door. Then I said, “Melissa?” as I opened the door.
What I saw shocked me. Melissa was laying on her bed, her back arched up like a cat. She was completely naked and her hand was rubbing her cunt extremely fast as she moaned softly. I could see juices splashing every which way. I watched as two of her fingers in and out of her pussy. In my horror, I stood there for what seemed like an eternity, until she jerked up and saw me. Then she gasped and I ran out of her room, across the hall into mine.
I ran over to my desk, eyes as wide as a full moon, wondering what the hell had just happened. Starting to rexlaim my memories of the last two minutes, I thought. Questions arose.
What just happened? I thought to myself over and over again. What was she doing to her... vagina? Was it a girl thing? Endlessly these questions plagued me, but the most important one hung: how the hell are we going to even be able to look at each other anymore?
I was motionless and speechless in my chair, staring down at my feet. I saw my sister naked, I thought. What a mess.
I just spun my chair around and got immersed in another game. I needed to clear my head, but just as I had begun, a soft knock came at my door, and Melissa entered. She wore a big red t-shirt that covered her panties, but immediately her presence brought with it that sort of musty smell she had back in her room. I stared at her, which sparked more memories of whatever she had been doing, as she went and sat on my bed.
“Hey...” she said. “I'm... sorry you had to see that.”
“I...” I began, “It's okay.”
It wasn't exactly okay.
"We both know what you saw. It's nothing you should feel ashamed for."
But it was. I turned away from her in my embarrassment.
“I mean, masturbation is only normal and all, and I just had a bit of pent up-”
“Master-what?” I asked, cutting her off. I turned around sharply in my chair. She looked at me in shock.
“Wait, Jack, you're telling me you've never heard of masturbation?” She asked. I shrugged my shoulders in confirmation, amazed she even talked to me at all.
“Oh...” she said slowly. “Okay, well, I guess I think it'll help if I explain what I was doing. You might understand that way. If not, well, we don't have to speak to each other for the rest of the week.”
“Okay then.” I said, hoping this may just help and silently having a bit of curiosity for the female anatomy.
“Well, you see,” she said, “I was masturbating, which is a way to make yourself feel good by rubbing yourself... down there. When you do it for a while, eventually, you have an orgasm, which is this thing where wave after wave of endless pleasure floods your body.”
“That sounds really dirty!” I said, getting red in the face.
“It is. Extremely so. But,” she continued, “it's a way to relieve sexual stress, in a way. Everybody does it, guys and girls.”
“Should I be doing it?” I asked, growing somewhat more comfortable with all that she was saying.
“That's really up to you, little brother.” She said.
“Well, how would I do it?” I asked her.
“Uhh...” she began, “well, I don't know. You'll have to ask someone else."
"But everyone's out of town!" I exclaimed.
"Ugh, you're right." She sighed. "Who then to teach my little b*o how to blow his load?"
“Could... could you teach me?” I beamed.
“Um...” she stopped. "I don't think that's... Okay."
"You said it feels really good though! Please?"
"Ugh, a... Alright. If I teach you, you have to promise that we never speak of it again, you got it? Because this is some sexual stuff here, and i****t is super i*****l, but I don't se it as a huge crime if I'm just teaching you how to jack off.”
“I promise, big s*s. So what's first?” I asked her.
“Well, you'll wanna strip down. All your clothes.” She commanded. I followed her order. First I removed my shirt, then my pants. When I was down to my boxers, I stopped, and looked up at her.
“Is it okay to be naked in front of you?” I asked her.
“Of course, just for this.” She told me. I nodded, and slid my boxers down slowly. Then I popped back up and stood there, naked.
“Good,” she continued. “Now go lay down on your bed.” I did so. I was actually excited to see what was next. This would be like my little secret thing. I was now down on the bed, my legs spread a little so that my balls drooped down a little. I turned to look at my sister. She had zoned out while looking down at me. “s*s?” I called.
“Oh, right, sorry,” she giggled. “Now you gotta make it hard. Nice and erect. That's called being horny.”
“How do I do that?” I asked her. She just stood there for a moment, thinking.
“I... I don't really know, actually. I guess you need something sexy to turn you on.” She told me. “Mom and dad have all the porn blocked on our WiFi, so what else is there?”
“What do you mean, big s*s?” I asked her.
“Well, you've had an erection before, right?" She asked.
"Of course." I said.
"Well, I need to make you have one, and the best way to do it is by showing you a naked girl or a sex scene or something."
“Uhm...” I began slowly, “Well, aren't you a girl...?”
“Little b*o, I'm your sister. That's too far." She said. “But I do wanna see you jack off just once... to make sure you're doing it right. Okay. I'll do it.” With that, she easily slid off her t-shirt, revealing her C-cup tits. She hadn't been wearing a bra. My cock began to firm up a little, extending steadily from it's place nestled out my peivis. She chuckled, seeing that she had turned me on so much, then bent over and slid her panties down, revealing a small, trimmed patch of fuzz above her cunt. Her pussy was already moist from her 'playtime' earlier, which she had never really finished. She exhaled deeply, resisting the urge to start stroking her twat, and glanced over at my cock. Melissa nearly gasped. I looked down and saw that my dick had grown to about five and a half inches. It was throbbing, and already I knew this was going to feel good. My dick had never been this hard before.
“So?” I asked her.
“Well, you do have one nice cock.” She complimented. “So, now just grab it by the shaft and start moving the skin up and down, I guess.”
“Okay...” I said. I looked down at my cock nervously. It twitched back at me, responding to my curiosity. I gripped my member with my full fist and started stroking it up and down. The much needed attention to my aching erection made me groan in pleasure. I started getting faster and faster, wanting to feel the pleasure more and more. I moaned out in pure ecstasy. I kept rubbing and rubbing, thinking about my sister with her hands on her little twat...
“Havin' fun there?” My sister asked me. I stopped my jerking, to the dismay of my penis, and nodded. I realized it had just been a few seconds. “Do you mind if I masturbate too?” She asked.
“Do whatever you want.” I told her. She nodded, and rolled my desk chair over to the foot of my bed. Then she propped her feed up on my bed and spread her legs so I full view of her aching pussy. I could see that she was already wet, and she had a little bit of juice running down her legs. My cock throbbed again, and I gripped it once more, resuming my masturbating. Meanwhile, Melissa started rubbing her mound. It made little squishing noises when she moved her hand around her hood. Neither of us took eyes off each other's hands, being turned on even more by the view. She started on the outside, up and down the slit, which I could tell she enjoyed. Then she went to work grinding on her clit. She started to moan softly, but I could see that she wanted more, so she stuck a finger inside of her pussy. I could almost smell how horny and wet her cunt was. She began to finger-fuck herself, crying out in pleasure. She started to softly moan “oh fuck... oh fuck...” as she brought her other hand up to cup and rub her breast.
I was amazed. She had so many options for pleasure. I began slower than the first time, this time wanting to expierence my pleasure. However I found this to not be as satisfying, so I started full speed ahead. When that began, I groaned slightly at the wonderful feeling. I started to stroke faster and faster, and I felt some precum ooze out of my head. The pleasure built and built, and I could feel something about to happen, as if I was going to pee. “Melissa! What's happening, it feels like... like I'm gonna pee!” I asked her, holding back the sensation.
“You're... about to cum! Go... with th-that feeling!” she told me. I nodded, starting to stroke faster and faster. “I'm about to cum too, oh fuck!” She shouted, stroking her pussy faster and faster. She arched her back towards me, as some juice squirted from her twat. She moaned “oh fuck oh fuck oh fuck” rubbing her pussy faster and faster. She came again, and again, again.
“Oh shit!” I screamed, as I reached the peak of my orgasm. A rope of cum went shooting out of my dick and landed on my chest. Another came, and then another. I couldn't stop jerking. The cum rushed from my cock. Another shot came out, and almost hit me in the face. “Oh God, Melissa...” I moaned as more cum rocketed out my dick. Then I felt my orgasm slow, as the last few spurts of spunk fled my cock. I stopped pumping and relaxed, spread eagle on the bed. My erection didn't subside, however.
Melissa looked over at me and giggled. “Looks like you like it?” she said.
I panted and asked, “Why the hell didn't you ever tell me about this?”

More to come if you guys like it!

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Anastasia Learns to Submit By Anastasia Messier I was getting very anxious for the next week to arrive. Thoughts were rampant through my head as to what my wife might have cooked up in her devious mind. I know she had shared at least fifty to seventy five different scenarios when trying to guess my fantasies, but nothing would prepare me for what I was about to experience. I had never been dominated before. So we were getting ready to get into uncharted territory. She would...

2 years ago
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Jack and DeniseChapter 11

Jack moved down to Denise's hard pink nipples and began sucking them hard, not caring that her chest was covered in his cum. Denise moved her hands to the back of his head and pressed him closer, trying to get him to take the full breast in his mouth. Jack tried to oblige, sucking in a large portion of her right tit and leaving a large red mark on it. Denise moved his head to her cleavage and moaned contentedly when he began licking the flesh between her perky breasts, cleaning his previous...

2 years ago
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Jack In The Box Ch 5

After the track meet ended, all the school athletes returned to the hotel. Everyone gathered at the pool, except for the teens from the closer schools who had departed already.The pool deck wasn't as crowded as last night, and the mood was jubilant. Jack was the hero of the night, and more than one girl came onto him, offering an opportunity to fuck them; Jack never said no, but he never said yes.Coach Buchanan and Coach Moore sat at a table enjoying the success of the track meet and were...

Teen
2 years ago
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Jack Diana 2

Introduction: More Mg fun, enjoy Their Journey west is going well. Jack drove into the night, his classic black and gold Z28 Camaro has been pulling each steep grade of the Rocky mountains with no trouble. After what seemed like an eternity of never ending mountains, Jack finally stopped at a small hotel just outside Rifle Colorado. It was late by the time they stopped, they were both way to tired to make love. Jack wasnt the least bit interested anyway, after Diana seduced him into fucking...

2 years ago
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Jack and Pam Make It Real

Friday afternoon has always been a gift to me. The work week would be over soon and I could look forward to a weekend with my wife Pam, the kids and friends. I was really looking forward to tonight, because my best buddy, Jack was coming over for dinner. The plan was to hang out with Pam and me for the evening. It’s what we’ve been doing for more than fifteen years. We would probably have a few beers, watch a movie and then Jack would fuck my Pam.That would be the elephant in the room all...

Wife Lovers
2 years ago
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Jack and Pam Make It Real

Friday afternoon has always been a gift to me. The work week would be over soon and I could look forward to a weekend with my wife Pam, the kids and friends. I was really looking forward to tonight, because my best buddy, Jack was coming over for dinner. The plan was to hang out with Pam and me for the evening. It’s what we’ve been doing for more than fifteen years. We would probably have a few beers, watch a movie and then Jack would fuck my Pam.That would be the elephant in the room all...

Wife Lovers
2 years ago
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Jack in the Box

Jack in the Box By Morpheus The basement was a dark and dismal hole that was filled with random clutter that hadn't been cleaned out in decades. There was a layer of dust and spider webs which grew thicker with each footstep taken towards the back. And as the furthest light bulb had long since burned out without being replaced, those depths became even more foreboding. "What the hell are we doing here again?" Ian demanded as he looked around. "I swear, that dust bunny just...

1 year ago
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Jack and Jill A Naughty Nursery Rhyme

Jack and Jill - A Naughty Nursery Rhyme Introduction: We've all heard the tale, but here's the rest of the story, wherein we find out WHY Jack and Jill went up that hill to fetch that pail of water. And what happened up there anyway, to cause them to come tumbling down? Was it the water that made Jill's belly swell ... or Jack? "Jack and Jill went up a hill, to fetch a pail of water. Jack fell down and broke his crown, And Jill came tumbling after."Once upon a time there was a boy named...

1 year ago
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Jack and Diane Ch 0810

I apologise for the delay in submitting the next parts of this story. I got the dreaded blue screen of death and have had to rescue the story from a couple of sources. The final part is just being tidied up. Thanks to rpsuch for his comments and advice on technique. I haven’t entirely implemented them here because of the hiatus but I haven’t disregarded them either!:) Jack and Diane Ch 08 People like to talk. Jack had developed the skill of getting people to talk. Putting the two together,...

2 years ago
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Jack be Nimble

Generally speaking, I don't much care for stories that begin with a preamble by the author. Worst are the disclaimers that try to be too cute for their own good. Notice that it won't stop me though... This is my first work of fiction (not required by a class I was taking). I've done some writing, but I don't get paid for it ? and I'm not likely to... but you may know that by now. I only ask that if you have something not nice to say... you say it all in a big fat stinker of a review. I ...

4 years ago
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Jack In The Box

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~The Bus RideJack's final high school year's season-ending inter-state track event presented him with an opportunity to fuck a woman, not a teen girl, but a married woman. Jack never planned for it to happen, but it changed his life.Jack specialized in long-distance. He liked the personal challenge to push himself to be faster than anyone else. Running allowed him, for a brief time, to forget about the problems at home.The school track team had two coaches, Mr....

Teen
1 year ago
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Wife Learns Pleasures of Twoman Sex

A trip to Europe provided the opportunity for this wife to take action on her hubby's oft-repeated suggestion that she experience a new man. The following true report is being shared with the writer’s permission by Joan Vegas: Wife Learns Pleasures of Two-man Sex Dear Ms. Joan, Curator of "Joan's Library of True Adventures in Extra-Partner Sex"... I never thought I... of all people... would be writing to you. But I am, because I have just enjoyed a summer of crazy fun sex with my husband...

Married
2 years ago
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JACK AND JANIE

Jack & Janiebyjack_straw©Jack parked his bicycle on the back porch of the house he shared with his sister, Janie, after spending most of the evening working on a term paper at the campus library.After two years of junior college, Jack was getting the hang of life at a big university. But the work was a lot more than he'd experienced at junior college, and that hadn't left much time for a social life. Still, he was looking forward to kicking back with a cold beer and a hot doobie with his...

1 year ago
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Jack and DeniseChapter 12

Jack woke up disoriented with a massive erection caused by a full bladder. He was lying on a bed with a warm feminine body next to him and his right arm, which seemed to have a heavy weight on it, was numb. He was sure it was a school day, but his alarm clock hadn't gone off. The bed he was lying in didn't feel like a conventional mattress, it was more malleable. He also had a mouthful of hair which he knew didn't belong on his head. Spitting the red hairs out of his mouth, Jack sat up...

3 years ago
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Jack Has A Secret

“When is he due back?”“Who?”Audrey gave Jill a look. “Oh, you mean Jack? Not sure actually.”“I call that bullshit. You know exactly when he will be back.”Jill smiled dreamily . “Yeah, tomorrow at 8.15pm.”“And by 9.30pm you will have his cock deep inside you?”“Hopefully.”“How long has he been gone?”“Three months almost, hiking in South America with his other macho friends.”Audrey thought about her friend’s fuck buddy. Jack was such a man’s man. Tall, broad shoulders, square jaw and thick dark...

Crossdressing
3 years ago
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Jack and DeniseChapter 20

Jack had been walking for quite some time and was beginning to wonder if he would ever find the girls. He had done a little searching near the house then began walking up the beach in the direction that Staci and Jill had taken Renee and John the day before. The beach was fairly empty for a Sunday afternoon, much to Jack's surprise, and he didn't anticipate having a hard time finding Denise with her bright red hair. However, after walking for close to thirty minutes in the hot sand, his...

3 years ago
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Jacks Big Life Chapter 5

After four long years, Jack finally got lucky...The new Manhattan attorney got set up on a blind date for a broadway show. He was in the ticket line outside when he glanced across the street, and saw two young girls looking at bootleg CDs in a sidewalk vendor's display case. They both were sexy, but the stud's eyes just about popped out of their sockets when he got a good look at the mind boggling tits on the girl with the short, curly, raven shaded hair. The skin-tight maroon dress she was...

4 years ago
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Jack and Jill A Naughty Nursery Rhyme

Jack and Jill - A Naughty Nursery Rhyme by Lubrican Once upon a time there was a boy named Jack, who had a twin sister named Jill. They lived with their widowed mother in a small cottage at the bottom of a big hill. You may even have heard of them. There was a well known poem that was written about them going up that hill to fetch a pail of water. But what you probably DON'T know is the REST of the story of what happened that day. Jack was a strapping lad, 5'10", wide at the...

3 years ago
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Jack Introduces A New Game Called Snap

Brian Keaton had just finished up his last year of college. He was hanging out with his kid brother who was eighteen. He told his brother about a game that they used to play at fraternity parties. Jack was really interested in the game and wanted to try it out with his friends.Jack was a popular football player. Hooking up was very popular at school and Brian said that the game “Snap” would be even more popular with his friends. He told his brother about the rules of the game.  Jack was very...

Straight Sex
1 year ago
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Jacks Big Life Chapter 12

Jack's Terri Hobbs segwayAs Tina made a quick detour to the ladies room, Jack tore his shirt off. He pulled back the silky sheets and laid down. He laid there with his eyes closed, fantasizing about what was to come. He opened his eyes to see the beautiful Terri walking in, ready to produce another award-winner. She moved toward the bed, smiling. Jack pulled long and slow on his super stiff cock, oggeling her equally massive-breasted body. He teased, "I'm so Goddamn horny, Terri! I'd like to...

3 years ago
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Jack Bell ReduxChapter 2

Mariah Cookson strode to the phone and quickly punched in a long distance number. "Hello, Frank. This is..." "Hey Marge, how are things going? Got the sucker corralled yet?" " "Damn it, Frank. Mariah, Mariah, NOT Marge. Why can't you get that into that thick skull of yours. You have to call me Mariah," she hissed. "Ok, Ok, Ok, Mariah. I'll remember, don't get your tits in an uproar." Frank complained. "Anyway, how's it going out there?" Mariah calmed down, "Nicely, Frank,...

3 years ago
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Jack and Dianne

Jack Morgan's trusty old F150 bounced down the nearly impassable trail and bounced through the last dry wash before he reached his destination. He could see the trail of dust hanging in the still air behind. It was a typical mid August day in Southwest Missouri. It was hot and dry with no real chance of rain for some time. When Jack had left home to go to college seven years ago he swore he would never return for more than a short visit. Now it looked like he might never leave again. He had...

3 years ago
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Jack In The City

Jack had just moved to the city a year ago. He was 22. Since he had moved there, he had begun exploring his bisexuality. Which was using a sex hookup site in his area. Even though he had met a few different men at this point, nothing prepared him for Sean.Sean and him had been talking for a few weeks. Sean grew up in the city, but had moved away. His mother still lived there, so he would come back from time to time. And this weekend was one of those times.Jack was at home, nervously waiting. He...

2 years ago
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Jacks BIG Life Chapter 3

Jack's BIG LifeChapter 3 - "The titfuck that started it all"Laura took the massive, throbbing stick in her hands ... and slowly massaged the entire length ... dickhead to balls! Her mouth hung wide open ... as she gawked at the granite stiff 12" lead pipe. She teased "Jack, dear - have you ever had this big slab of dick properly spit shined?" He said "I've had lots of blowjobs - from girls at school." With a smile, Laura said "Well, sweetheart - girls at school don't really count - you need a...

1 year ago
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Jack and DeniseChapter 2

School started up again two weeks later and Jack didn't see Staci for a few days. They had gotten together once more the week before school began, when he had run into her at Galileo's. Staci had really done a number on him that day. She made him fuck her hard in several positions, ending with him pounding her from behind while she screamed into her pillow, and he'd left with a pleasant soreness in his groin. He was getting better and the last time had lasted long enough to bring Staci off...

1 year ago
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Jack and DeniseChapter 7

Jack woke early on Saturday feeling the effects of a bad hangover. Friday had started well. He'd gotten up late and gone to class where he sat with Denise. They didn't have much of a chance to talk before class as she was late getting there. They talked for a few minutes and Denise had mentioned that she had to change to meet him at the gym so Jack had decided to return to his apartment. He came home, had lunch and then met Denise at the student recreation center for their work out at 2...

2 years ago
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Jacks BIG Life Chapter 2

Jack's BIG LifeChapter 2 - "Fun with Laura Larson"Way, way back in the day...Jack's endless quest for huge, oversized tits started with Laura Larson ... a neighbor that lived 2 houses down. When the Larson's moved in, three years prior, her tits were already extremely large. After having a little one, they went from being large ... to absolutely MASSIVE! The 38 year-old woman was the complete object of his desires. He found it more than difficult to concentrate when around her! He couldn't...

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