Jake’s Vacation
Introduction:
Jake’s hot aunt Jessie welcomes him into her home as his parents are finalizing their divorce.
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.
