Jake's Vacation free porn video

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The divorce process was going smoothly, but both Marie and David thought it was best that their son was not around while the final issues were resolved. It was decided that Jacob would spend the summer with Marie’s sister, Jessie. Although Jessie lived a couple hours away from them, she was a frequent visitor to the family, and therefore a close aunt to Jacob. She gladly accepted Jacob into her apartment while his parents went through their ordeal.

Although Marie offered to drive Jacob to his Aunt’s, he opted to take his own car. At least this way, he would have the freedom of a vehicle to get out every once in a while and explore his new home city for the summer. He arrived at his Aunt’s late Wednesday night. Jacob was happy to escape the awkward final moments of his parents’ marriage, but he was sad that this all was happening. Sure, he had noticed in the last few years that his parents simply weren’t happy. And he had seen it coming. But it sucked that he was becoming yet another kid of divorced parents.

Jessie opened the door to her apartment several seconds after Jacob had knocked. Her eyes lit up when she saw it was Jacob, then her mouth turned to a sweet, understanding smile. “Hey, sweetie,” she said sympathetically, acknowledging the ordeal his family was going through. She opened her arms and brought Jacob into a hug, which he gladly accepted. Jacob noticed that his aunt was wearing somewhat less modest clothes than he had typically seen her wear. She was wearing a tight, low cut tank top and short khaki shorts. When she visited his family at their house, she didn’t show so much skin. Not that he was complaining. This was the first time that he really realized that his aunt was a pretty good looking woman. Of course, he had noticed her pretty face before. But her wardrobe choice was now showing off her rockin’ body, too. Jacob cherished the brief moment his chest was pressed against her breasts as they engaged in the hug.

"Hey Aunt Jessie. Thanks for letting me stay here for a couple weeks."

"You know you can stay here as long as you like," she replied, holding his shoulders at arm length and looking him up and down, admiring him. "And it will be nice to have a man around the house for a little while, too."

Jacob smiled, knowing what his aunt probably meant by that, but wishing she meant something else. Jake was seventeen years old. About to enter his senior year of high school, he had envisioned this summer being very different than it was turning out to be. But it wasn’t all bad, he decided as he dropped his bag on the floor of his aunt’s apartment. He really enjoyed being around his aunt. She was cool, and didn’t act like an authority figure like his other aunts did. After all, she wasn’t all that much older than him. Jessie had been born a good deal later than his mom. At 34, she was young enough to have some of the same interests as him. Maybe the extended stay with her would be fun.

That first night, the two of them talked briefly before turning into bed. Jessie showed Jake to the room that he would be staying in for the next few weeks. It was down the hall from her room, separated by the bathroom and her study. Jake unpacked his clothes into the dresser in the room, then went to sleep

Jake awoke early in the morning, much earlier than he usually woke up. He had gotten a good night’s rest, and simply wasn’t tired anymore. He climbed out of bed, wearing only his boxers, and stretched. He decided to head to the bathroom to take a shower before deciding what to do with his day. He headed down the hall and turned to head into the bathroom, still sleepy eyed and a little out of it. He made it all the way into the bathroom before he looked up to see his naked aunt, brushing her hair after her shower. When he entered the bathroom, she looked up, surprised.

"Shit! Um…," Jessie stood nude, embarrassed, but did not make any effort to hide herself. Jake stood still, not having any idea what to do. He closed his eyes and let out a nervous laugh. "I’m really sorry, Aunt Jessie."

"No, it’s my fault Jake. You didn’t do anything wrong. I’m so used to being alone here, that I didn’t even think twice about dressing… or of closing the door, for that matter."

Jake lifted his head and was careful to make only eye contact with his aunt. "I guess we’ll both have to make some adjustments, won’t we?" he asked.

Jessie let out a laugh, then let her eyes drift down to her nephew’s chest. "Jeez, Jake. You sure have turned into quite the young man in the last few years."

Jake laughed, unsure of what to say.

"No, I mean it. You look really good. I’m sure you could get any girl you wanted," she said.

"Well thanks, Aunt Jessie. There aren’t many girls that look as good as you, though," he replied, wondering why he hadn’t just turned away and headed back to his room after the compliment.

"Really? What do you mean?"

Jake was suddenly getting more shy. "Well, uh… I just mean… You look really good. I guess I’d never though of my aunt having such a great body, but you definitely do."

Jake and his aunt were less than a couple of feet apart. She reached out with her left hand and let it stroke his bicep. "You really think so?"

Jake’s heart began to beat a little faster at his aunt’s touch. “Yeah, I do,” he let out. She was now getting a little worked up, too, and let her right hand rest on the side of his abs.

Jake gulped as his hot aunt took a small step toward him and lifted on her toes to press her lips to his. They shared a somewhat tame kiss at first. Then Jake let his hand fall to Jessie’s hip. Once Jessie knew her nephew was on board, she slipped her warm tongue into his mouth.

They both closed their eyes and shared a passionate kiss. Jessie’s hand cradled Jake’s head as her tongue forcefully explored the depths of her young nephew’s mouth. The two stood in the bathroom for several moments, sharing their first kiss.

After a moment, Jessie’s hands guided Jake’s head downward, toward one of her pert breasts. Jake, by this point, had given up all inhibitions, and was ecstatic to have his aunt’s luscious tits in his face. He took her nipple into his mouth and sucked on it, leaving a shiny spot of spit on it after he relinquished it. Jessie moaned and stroked his back. Without a word, she took his hand and guided him back to the room he had slept in.

Jessie sat on the edge of the bed, followed by her nephew. Jake straddled her as she laid onto the bed and they continued to make out. While they kissed, Jessie’s hand made its way to Jake’s tented boxers, grabbing his cock through the fabric.

"Mmmm," she moaned into his mouth, then releasing the kiss. "I was right… You certainly have become a man…"

Empowered by Jessie’s approval, Jake renewed his assault on her mouth with vigor. He was no longer just Jessie’s nephew – she Suddenly, Jessie took control as she flipped Jake onto his back and straddled him. She dug her toes into the waistband of his boxers and extended her legs, dragging them down his legs until the point where he kicked them off. Jake laid on the bed, looking up at his aunt and admiring her dexterity, wondering how far this would go. Jessie didn’t leave him to wonder very long. She took his rock hard cock in her hand and guided it to the entrance of her pussy as she lowered herself onto him.

Jake had never had sex before. This all happened so fast. His aunt had removed the little clothing he had on in seconds, and had expertly sheathed his cock in her pussy. He barely had time to think before his hard cock was engulfed in the warmth of his aunt’s hot depths. “Oh, God,” he instinctively groaned.

Jessie’s face showed that she was feeling similar thoughts. She rested, with her nephew’s cock buried to the hilt within her, and her hands together on his hard chest supporting her. Her mouth was open, and she was adjusting to the first hard cock inside her in some time.

Allowing herself to become used to the hard cock within her, Jessie stroked the light, sprawling chest hair of her nubile young nephew as she supported her weight on his chest.

After she caught her breath, Jessie opened her eyes and laughed. She stroked Jake’s cheek with one hand, then planted her hands on either side of his face. She raised her ass up until only the tip of Jake’s cock resided inside her, then let it drop as his dick buried itself once again inside her. Jake’s hands made their way to her sides as she began to fuck him. Occasionally, he would grab and stroke her breasts as she fucked him.

Jessie was now rocking her hips in a quick rhythm, allowing Jake’s cock to sink in and out of her warmth as she fucked herself on his love stick.

Jake simply lay on the bed as his Aunt Jessie went to town on his cock. The sensations of her pussy on his dick were incredible – it gripped him as she rose onto her knees until the point that only his tip was inside her, then her pussy sucked him back into her depths as she lowered herself back to his thighs. He let his hands grope her thighs and abs and chest as she rode him, but for the most part, he lay still on the bed, letting his aunt’s pussy grab and release his cock as she fucked him, using his hardness for her pleasure.

Although Jake didn’t realize it, Aunt Jessie was on her second orgasm. Her nephew’s cock was stimulating her in a most wonderful way, and her pussy clinched and released it rhythmically as she came. Jake didn’t realize that she was cumming because she continued to keep up the fast pace as she rode him. And her guttural moans were a constant presence, whether she was enjoying an orgasm or not. Although Jessie loved Jake and thoroughly enjoyed pleasuring him, she was focused on her own enjoyment. She had not been with a man for many months.

As his aunt finished her orgasm, Jake’s was quickly approaching. In all honesty, he was surprised and proud that he had lasted this long. He had never been inside of a woman before, and it was better than his wildest fantasies. And Lord knows he had had some wild fantasies. But her assault on him was beginning to take its toll, and Jake began to feel that familiar surging in his balls.

From the way Jake’s hands began to tightly grip her hips, Jessie deduced that her hunky nephew was rounding the bend towards his climax. Jessie was more determined than ever to go out with a bang. She sped up her humps as Jake began to thrust his butt off the bed in an attempt to further bury himself within her. Jake’s eyes rolled back and his head fell to the bed, and his first spurt of warm semen released into the depths of Aunt Jessie.

As his cock was spurting inside of Jessie, she continued to buck her hips and draw out all of the cum that was within him. She was still in the aftershocks of her second powerful orgasm as Jake’s cock continued to jet cum deep inside of his aunt. Jake let out his held in breath as a powerful grunt, and she continued to rock on him, adjusting her rhythm to the convulsions of his orgasm, until she felt his orgasm slow to a stop. At this point, she collapsed on top of her nephew, all energy drained from her. She let her head rest on his chest as she regained her breath. Jake was in some sort of heaven. His gradually softening cock was still inside his aunt, and her head was laid on his chest, breathing heavily. He lay on the bed in a sort of trance, not moving or saying a word.

After a bit, Jessie pushed on his chest to raised back onto her butt, resting on Jake’s thighs. She lifted her ass off of him, releasing his now soft cock from her depths, and stood to the side of the bed.

Gazing down at her nephew, Jessie knew that she was one lucky woman. Jake still lay in a trance as Jessie pulled the covers over him.

"Get some rest, stud,” she said as she started for the door. “I’ll see you when I get home from work."

With that, she left to her room to dress and leave for work. Jake was suddenly sleepy again, he decided, and drifted off within a minute.

Jake woke up three hours later, fully rested. By this time, the warm sun was shining brightly through his window. He squinted, then yawned as he stretched his arms over his head in bed. When he finally fully opened his eyes, he suddenly remembered the early morning’s events. Were they a dream? If so, it would be the most vivid dream he had ever had… but still, it couldn’t have been real. As he threw off the sheets, however, he noticed his uncovered cock, still slick from Jessie’s pussy. So it wasn’t a dream.

Dear God, he had really fucked his aunt! Well… wasn’t this an interesting turn of events. Last night his relationship with his aunt had been completely normal. This morning, he walked in on her nude. Within a few moments, she had led him back to his bed and fucked his brains out. Usually, when a guy fucks someone close to him who he isn’t supposed to fuck, he feels a bit of guilt. Maybe he pushed her into something she didn’t want to do, or maybe she’ll regret it later… but his Aunt Jessie had made it clear what she wanted, and she had gotten it! Jake felt more lucky than guilty. Instead of being worried that he had pressured her, he was worried that she wouldn’t want to do it again.

As Jake made his way, nude, into the kitchen, he found a note his aunt had scribbled on her way out the door.

It read:

Jake –

Thanks for the early morning fun. We should do it again some time. I’m thinking tonight.

Make yourself at home. There’s plenty of food in the fridge. I would suggest a big breakfast to regain your strength :).

Love, Jessie

Well, Jake though, I guess that answers that question. This is going to be one hell of a vacation.

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We always had a great sex life. We liked all kinds of sex. Toys, role playing, anal sex, the works.We even liked to fantasize of having sex with the same sex. My wife told me maybe this year on vacation we would be able to fulfill a fantasy or two. Boy I sure hoped so. We left late and drove late into the night. It was about midnight when we stopped at a rest area. No one was there when we stopped. We got out and used the restrooms. When we got back to the car Sue, my wife, reached over and...

Bisexual
4 years ago
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Jakes Story Chapter 1

Our marriage had been deteriorating for some time. I had been obsessed with my career and I had gained some weight and not kept up with myself either. At 40, Jill was far sexier than she was at 25 when I married her – of course, the money I made paid for her clothes and personal trainer, but she had still taken it upon herself to maintain her appearance and I had not. Everything changed the day she left for a run and left her lap top open. I had long suspected she was cheating on me. I would...

2 years ago
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Jakes Story Chapter 2

The following Saturday night I watched Jill get dressed in her tight black leather jeans, a black leather bustier, pearls and boots. She said she was going out dancing. She loves wearing leather and she knows I love to see her in it. She becomes a slut when she wears it, always has even from our earliest days of dating. Sex was always more frequent and better and it was that way until I started staying at the office until midnight every night. I hadn’t seen her wear any in some time, so I knew...

1 year ago
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Jakes Story Chapter 3

It was over dinner that I told her I wanted a little bit of everything and she was very happy about it and she said that was what she wanted as well. It’d be fun to play without me or play with me but she was most turned on by me watching. She didn’t like the idea of humiliating me or criticizing me but she was happy to add BDSM elements into our play and continue to talk dirty to the guy for me to hear. It took a couple weeks for this to happen, almost a month really as safety is an issue....

1 year ago
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Haileys Vacation

When Hailey Davidson was a 20-year-old college sophomore, her biggest worries were getting to class on time, knowing where the next party was, making sure she did her homework, styling her long, blonde hair, finding the right eye shadow for her blue eyes, and making time for her boyfriend, Alan Bryant. Alan was taller than the curvy and petite, 5’3” Hailey; standing 5’11”, with brown hair, brown eyes, muscular build. They had been dating a few months. Alan very much wanted to move forward in...

4 years ago
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looking back vacation

aThe internet opened up whole new worlds for people, myself included.My first pc was put together from spare parts collecting dust in a friend's garage, he brought it over to the house showed me how to put it together and loaded and aol trial disk. That's all it took. The worldwide web was now opened to me, including porn, of course. The biggest thrill was when I figured out how to get in gay/bi chat rooms and use instant messenger.Dating sites had my attention also. I loved being able to...

3 years ago
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My Wife Her Bull THEIR Vacation

If your read my last story, "Our First Night In The Cuckold Lifestyle", you were introduced to three characters. My wife, Liz, her bull, Darren, and myself. You can read up on all the details about us in that story. If you're still reading to this point I assume you're all caught up and ready for this story.This takes place last summer. "But honey you promised you were going to be able to get off work for our beach vacation next week?", my wife, Liz, asked me. I felt terrible--honestly I never...

4 years ago
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Colorado Vacation

Colorado VacationI grew up in a small town in Texas on the gulf coast and worked hard for everything I had to my name. Mom was widowed when I was s*******n and I stayed at home with her to help pay bills and take care of the forty acre property we lived on. I dated girls my age, but they were never what I wanted as I would go out to the over forty Country Western club and dance there. I was now twenty two years only, six foot tall and well muscled from hard work. I had saved up for several...

3 years ago
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Having A Swinging Adventure On Vacation

My husband and I are swingers. We've been married for the last twenty years. We weren’t always swingers, but after our children left to go to college, we became empty- nesters. We were looking for other ideas, and when we went on vacation, we met two very interesting people, who were living the swinging lifestyle.We really enjoy meeting people and having sex all together. It's very erotic to watch each other have sex, with somebody else. We both get very excited, when we're hooking up with...

Swingers
4 years ago
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The Way to Start a Vacation

It all started a few hours ago. Violet and I had just got off the plane and had walked into the terminal when the realization that we were on vacation sunk in. After reaching baggage claim and waiting what seemed like an hour or two for both of our bags, we walked out onto the sidewalk. Then another hour or two seemed to pass as we flagged down a cabbie and made it up to our rented flat for the next month or so. As we walked through the door on the top of the stairs, I finally sat down on the...

Group Sex
3 years ago
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Beach Vacation

I don't know how many of you have read about the skiing vacation I took lastlast winter. It was a rather boring until my boyfriend Dave and his friend Jimdecided to do some very kinky things to Jim's girlfriend Cathy and me, ofcourse. None of the individual activities were new to me, but the combinationof things did get me very excited. Cathy on the other hand was quite innocentof these kinky entertainments. The vacation turned out to include her firstassfuck, her first time naked in front of...

2 years ago
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The Vacation

IntroThis story is about a lustful encounter in one of the most peaceful countries in the world, Costa Rica. Known for its amazing tropical forests, gorgeous beaches, and beautiful women. A fantasy about your average male tourist and a beautiful young local lady. An unforgettable connection and the most amazing sexual adventure to experience... Enjoy!Summer is near, and the exhaustion from work and life is taking a beat out of me. Its early June of 2015 and I decided that I needed a vacation!...

2 years ago
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Beach vacation

I don't know how many of you have read about the skiing vacation I took last last winter. It was a rather boring until my boyfriend Dave and his friend Jim decided to do some very kinky things to Jim's girlfriend Cathy and me, of course. None of the individual activities were new to me, but the combination of things did get me very excited. Cathy on the other hand was quite innocent of these kinky entertainments. The vacation turned out to include her first assfuck, her first time naked in...

4 years ago
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The Vacation

I recently ended a relationship with my boyfriend. I have been feeling down and booked a vacation to cheer myself up. I am going to St. Lucia to an all inclusive resort. I cannot wait to go. The door bell is ringing, and transportation is here to take me to the airport. The driver puts my luggage in the trunk, and I sit in the backseat. I close my eyes, and take a nap on the way to the airport. When we arrive at the airport, I get checked in, and go through the necessary security checks. There...

Group Sex
2 years ago
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The Surprise Vacation

The Surprise Vacation by an unknown author and Tristmegistus 1. Chapter - Innocent Beginnings "Did you take your vitamin, dear?" Ellen called from the bathroom. I rubbed sleep from my eyes and picked up the pill bottle, rolling a bigtablet into my palm. "My horse pill? I'm doing it now." "Have you noticed any difference yet?" "Nah. Vitamins are pretty much all alike." She'd gone on a minor healthkick a month before, insisting that I needed to lose a little weight andtake better...

2 years ago
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Ritas vacation

There's a picture out there posted by the username : smithmp12 in his gallery titled Mom sexy pics, photo # 4 (or all of them for that matter). In fact that reminds me of a vacation I took once with my aunt Rita. That looks so much like her that I'm tempted to say it IS her, but I really know it is not. Go take a look b.o.y.s and g.i.r.l.s it is worth the detour.Rita is my dad's sister and when my mom died in a car crash she almost took over the mom duties - except for taking car of my dad, I...

3 years ago
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What I Did On My Summer Vacation

WHAT I DID ON MY SUMMER VACATION. BY JANICE My name is Ross, I am sixteen years old, and due to a bout with Scarlet Fever when I was young, I stand four feet eleven and a half inches tall and weigh in at just less than one hundred pounds. To add to my problems, my mother has a few brain cells missing and for some reason known only to her she has been dressing me as a little girl since I can remember. I liked wearing...

4 years ago
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Sexciting Goa Vacation

Hi friends, I am Bikash again to tell you another story. I have been writing for ISS for quite some time and thanks to your hundreds of mails and I am getting inspired to write more and more stories. If you find this story nice do please mail me at This happened a few days back on a vacation when I went on to visit the beach capital of India, Goa with my family. We were not alone as we were going there with a big group of known and unknown people, which included Lina. She was newly married and...

Incest
2 years ago
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Blacken Vacation

My two-week vacation had just begun alone in The Dominican Republic without my husband Carter. While I was happy to be on vacation, I couldn't really believe I was here without him.Our fight started when Carter came to me two days before we were to arrive in The Dominican. He nervously told me we would have to move our vacation because he needed to go on a business trip the same day we were to leave. The fight ended with me angrily telling him I was going without him.Here I was in my hotel...

2 years ago
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Island Vacation

Welcome to the next multi-chapter story! Like Mistaken Identity, you will find chapters alternating between two protagonists: Stanley and Delphina. Unlike MI, I won't do chapter 1A and 1B, instead I will simply tell Stanley's chapters in the odd numbered ones, and Delphina in the even numbered ones. Disclaimer: This story is my intellectual property, and should be treated as such, do not plagiarize, or post without permission. If it is not legal to view writings that are sexually...

2 years ago
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Family Vacation

It must have been an alignment of the sun, moon and stars otherwise I don't know how this could have happened. It was early July and as such it was time for our annual family vacation. My husband Bill had made the reservation for the beach house months ago and as it happened my daughter Elizabeth had found a new boyfriend towards the end of her sophomore year, a young man named Josh who was a junior at the same high school. By the time the summer finally arrived they were going steady and she...

1 year ago
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Vacation

Vacation! God how long has it been? This will be wonderful ... going to a romantic place with the man you love and - for a whole week - you don't have to cut up anyone else's meat ... no bedtime stories (unless you count the Penthouse Letters.) No hurt knees or feelings to soothe. Only you and Michael and your fantasies. You got lucky; the plane isn't crowded. You settle in - Michael by the window, you by the aisle and no one in between. The plane takes off and Michael lifts the armrests...

4 years ago
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The SmithChapter 16 Vacation

“Master?” asked an uneasy teen. “Yes?” “Rachel. I’m not sure I understand why she was included in my torment.” “It seems Rachel is similar to you in some aspects of behavior. Her grandmother wanted to send a message that got out of hand with Moria’s inclusion. “Rachel was really worried about her job.” “You can tell her that she has nothing to worry about. Moria never mixes business with pleasure. She will treat her as she always had. But will take note if something unexpected happens...

1 year ago
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I guess I really DID need a vacation

Being alone is all right. Sometimes, it's preferable to being with people who bore you or annoy you. Sometimes you just want to be alone. That's okay. Everyone needs a little space now and then. But I had been alone for a year. My solitude had progressed into abject loneliness, and it sucked. I decided to treat myself to a summer vacation. I was going alone, but, hopefully, a change of scenery would help. When the initial anger of my breakup with Karen faded, being alone was...

1 year ago
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Precious Gem Twin Sisters Ch 6 On Vacation

Well after the Sybian Night at the strip club success, the owner begged us to do another due to demands from customers, so we did another but featuring Diamond as the center of attention, and we pulled nearly $40,000 profit for ourselves that night, a couple weeks after the first one. We also came up with plans to have a monthly 'party' that guaranteed me a nice monthly bonus, so i was looking forward to hosting that. The girls and I ended up booking a 3 week vacation at a big resort in...

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