The Last Family Vacation – Pt. 01

Literotic asexstories – The Last Family Vacation – Pt. 01 by curiouskinkstoo,curiouskinkstoo **DISCLAIMER: This is a work of erotic fiction and intended to arouse the mind and spirit. I always welcome feedback, input, ideas, and general chat (whether you liked it or not.**

Jack is happy. It’s the beginning of July and the sun is warm. High School graduation was a few weeks ago and he has a summer job, mowing lawns, which earns him easy money – in cash. In the Fall, college will start and he’ll be on his own. His parents are proud and, as a treat, have booked a Caribbean vacation for the family. One last “hurrah.” Jack is happy about getting away, but less enthused about spending 10 days with his parents. Thankfully, he learned that his parents have booked a two-bedroom suite – perfect for everyone’s privacy.

Jack has enjoyed the luxury of being at an age where playing sports and staying active was enough to maintain a good form. Just over 6 feet tall, he has an athletic frame, with shaggy brown hair, deep blue eyes, and an average endowment for a kid his age.

Before he knows it, the day has arrived for the trip. Despite the early time in the morning, Mom and Dad are positively beaming as the family makes their way through the airport. Soon they are on the plane and Jack slips his headphones over his head and falls fast asleep. Hours later he awakes as they are getting ready to land. Deplaning, customs, baggage – it’s all a blur as Jack sluggishly follows behind his eager parents.

Mom (Kate) and Dad (Jim) are both 47 and have been good parents over the years. Despite the usual teen issues, Jack really hasn’t had any complaints. They show up when he needs them, try to keep their distance when he wants, and try to do their best to give him everything he needs and some of what he wants. Kate and Jim have a solid marriage and are looking forward to this trip. Not only to celebrate their son, but also as a way to rekindle some sparks in the bedroom.

Kate is the Executive Director for a local organization and Jim works in data analytics for a large startup. Their professional lives and personal lives are busy, often pushing their sex and intimacy to the background. Kate has done her best over the years to keep active and fit, but like anyone, her body changes. She is 5’6″, 150, thick brown hair past her shoulders, brown eyes, and large breasts (36D) that never shrank from nursing. Jim is about as tall as his son, around 6 feet, with more of a dad bod physique, a full head of brown hair (slightly greying on the sides), and hazel eyes.

Soon the family is whisked away from the airport in a private van and 30 minutes later arrives at their resort. As they step out, they marvel at the beautiful open air lobby. Beyond, lays a lush patchwork of palm trees and paths, that meander among the many pools that dot the resort. The beach and ocean are off in the distance.

“Jack, sweetie, why don’t you do sit in some of those chairs while Dad and I check in, ok?” Mom smiles as Jack merely nods his head and plops himself into an oversized chair. She’s wearing a new sundress picked out specifically for this trip, but Jack barely notices. Dad is wearing shorts and a t-shirt as he and Mom start talking with the woman at the counter.

After a few minutes, Jack can see movement out of the corner of his eye and looks to see his Mom and Dad arguing with the woman. The woman is joined by another man, in a suit, and he seems to be apologizing, but he can see his Dad getting angry. He watches as Mom rubs his back, trying to calm him down. A few minutes later, they are walking away with a packet of keys, motioning Jack toward the elevator. As Jack arrives, he learns news that will alter his fate.

“Well bud, I have some unfortunate news. Even though we booked the two-bedroom suite, there was a mix-up. The resort doesn’t have any of those suites left. So they’ve given us a large, lagoon suite, but there’s just one bedroom with two beds.” Dad looks at Mom and then over to Jack. Jack is shocked – not as shocked as his parents, but he too was hoping to be in a room all by himself. Spending a week plus in the Caribbean with women in small bikinis everyone is enough to make any teen boy a walking erection. Mom reaches up and rubs Jack and Jim’s backs, smiling, putting on her best “Mom face.” “It’s going to be ok, you two. We’ll make the best of it and we’re still going to have a great vacation! The suite is upgraded and we can use any cabana, free of charge for the whole trip.” She smiles and gives Dad a look, hoping it will calm him.

A few minutes later they use the key card to enter the suite. Walking in, Jack had to admit, it WAS nice. There was a huge living room, complete with a full bar, and floor to ceiling windows leading out to a large balcony – with two beds, two chairs, and a plunge pool. Moving through the living room, was a large bedroom with two queen beds. Behind the beds, was the bathroom area, with double vanities, a massive walk-in rain shower, and a deep set jetted tub with windows overlooking the jungle.

Kate was smiling and looked over at Jim. “See babe? This is pretty nice! It’s going to be fun.” She smiled and winked at him and Jack could see his Dad start to relax a bit. Jim smiled and brought in all the luggage. “How about we get changed and check out one of the pools? Make use of the rest of this warm day?” Looking over at Kate, she smiled. Even Jack nodded, reluctantly, as the suitcases were brought into the shared bedroom. Jack took the bed nearest to the sliding glass doors, while his parents took the bed nearest to the bathroom. Soon, every was unpacking and stuffing clothes into drawers.

Jack rifles through his suitcase, finding a pair of dark, navy blue swim trunks. He pulls them out and heads toward the bathroom. “Um, I’m going to go to the bathroom quick and get changed.” He whisks past his parents into the bathroom, heading into the toilet and closing the door. Taking advantage of the alone time, Mom and Dad quickly strip down to change. Jim admires his wife’s shapely form and her dark patch of pubic hair. Kate can feel him looking at her and smiles, shooting him a look to “behave” as she quickly slides into a black and white polka dot bikini. It’s a little smaller than she would like, but it hugs her curves without revealing too much. Jim pulls off his shorts, quickly standing nude, smiling at his wife as he makes his soft cock swing around like a helicopter. Kate can’t help but laugh and throws a pillow at him, while he pulls on a pair of dark red swim trunks.

In the bathroom, Jack strips down and uses the bathroom. After he finishes, he stands nude, looking at himself, feeling good for his athletic form, his dark tuft of pubic hair above his thin cock, in contrast to his tanned body. He reaches down and quickly pulls up his trunks, exiting the bathroom.

Mom smiles as she sees Jack emerge. “Great! Let’s go explore!” Soon, the family is out the door, down the elevator, and out into the warm afternoon sun. Mom and Dad are holding hands as they walk ten feet in front of Jack. Jack has his headphones on as they pass lots of people, mostly other couples, heading to and from various pools. They finally reach a pool and set down their stuff on the lounge chairs. Jack sits down and immediately goes on his phone, only looking up to catch the occasional girl in bikini as they walk by. This is a far cry from the beach vacations they usually go on – many girls are wearing very small bikinis or even thongs. Jack can’t help but feel the blood start rushing to his crotch, as he tries to control himself. His parents are chatting away, about God knows what, so he ignores them and tries not to stare too much through his sunglasses.

Soon, the sun is getting low and the whole family is hot, sweaty, and tired from laying out and a long travel day. On the walk back to the main resort building, Jack’s mind races from all the sights he saw while laying out at the pool. He can’t help but smiling, thinking about what he might see again tomorrow. As they move through the lobby, Jack hears his Mom mention something about checking out the spa.

“Good idea!” says Dad. Dad turns to Jack. “Head back up to the suite bud, we’ll be up in a while.” He turns, grabs Mom’s hand, and walks off with her. Jack makes his way to the elevators and back up to the room. Walking into the quiet room, alone for the first time, his thoughts drift back to the pool. Especially to the one girl in the neon pink thong bikini. She must have been 20-something, a perfectly round ass, perky small tits, and a small slit up her ass from the thong. As Jack’s thoughts drift off, he can feel his arousal grow. Soon his cock is poking through his swim trunks.

Biting his lip nervously, he hurries into the bedroom area. Walking over to his bed, he strips down and lays on his back. He reaches down, feeling his firm cock in his hands as he starts to slow rub and caress himself. With a round cockhead, his thin, 6 inch shaft feels good in his hands as he closes his eyes, picturing the neon pink bikini girl. He rubs his chest lightly with his left hand as he strokes and pulls at his cock with his right. Lost in thought, getting closer and closer to the edge, he doesn’t hear the door to the suite.

Dad left Mom at the spa, to get more information, while he returned to the room. Not hearing the subtle, soft grunts, he sets down his bag and slowly walks into the bedroom area. He stops immediately, seeing his son naked on the bed, hard cock in his hand, stroking himself vigorously. At that moment, Jack’s eyes open and they lock on his Dad.

“Oh, fuck, um, shit! I’m sorry bud!” Dad is stammering, unsure in this situation.

“What the fuck!?! Dad??” Jim scrambles off the bed, almost falling as he tries to cover his erection. Bending down, he grabs a t-shirt from the floor, covering his crotch as he stands there.

“Hey, um, it’s ok son, I mean, we all do it. Um, I’m going to go back in the living room. Um, yeah, your Mom will be hear soon. Maybe time for a shower? Again, sorry bud!” Dad turns quickly, heading back into the living room, eyes wide in shock. His minds races as he hears Jack move quickly through the bedroom and into the shower area, hearing the water turn on. Jim sits down on the couch, his mind playing over in his head what just happened. Five minutes later, he hears the door and sees Kate walking in. She smiles when she sees him, but notices his expression.

“What’s wrong babe? Are you ok?” Jim smiles and shakes his head.

“Um, well hon, you might want to sit down.” Kate walks across the room and sits next to Jim, as he turns to her. “No easy way to say this – but I walked in on Jack masturbating.”

Kate’s eyes go wide and her mouth drops. “Are you serious? What happened?!”

Jim shrugs and continues. “Well, nothing, really. I came back here, after leaving you at the spa, and he was on his bed, naked, and stroking. I scared the shit out of him. He’s showering now.”

Kate’s mouth is still agape, picturing something in her mind she never thought to picture. “Oh my God Jim – Jesus!” Her voice fades away. “What do we do? Do we say something?”

Jim shakes his head. “No babe – I think enough has been done. We’re in close quarters, I’ll just pretend I didn’t notice.” He smiles and lays his hand on her leg, rubbing it gently. He turns to her and sees her smiling. “What’s that look?”

Kate blushes. “Oh, nothing….” Her voice trails off. “What did it look like?”

Jim’s mouth drops and he laughs. “Kate! WTF? Are you serious?” They both let out a laugh as Kate bites her lip, thinking about it, and Jim stares at her, wondering what’s gotten into his wife as he, too, thinks back to it.

Soon, they hear the shower end and Jack come out. “I’m done!” he yells. Jim and Kate get off the couch and head into the bedroom area.

“How about room service tonight, since we’re all tired?” Dad looks around, seeing Mom and Jack nod. A few minutes later, room service is ordered and Jim and Kate head into the shower. They clean themselves off, wiping away the sunscreen and day of travel. They both grab robes and head back out. A few minutes later, there is a knock at the door and the food arrives. They eat and watch Jeopardy re-runs on the TV. Soon, everyone is full, tired, and ready for bed.

Jack is wearing a pair of shorts and a t-shirt, similar to his Dad, who dons the same thing. Mom is wearing PJ shorts and a colorful tank top. Soon, the lights are out, and only the soft glow of the TV remains. Jack falls asleep almost immediately, along with Mom. Dad is still up, flipping through the channels, before he feels the grip of sleep pulling him away. Turning off the TV, he lays on his back and drifts off.

A few hours later, Jim awakes in the middle of the night. He rolls over and finds Kate on her side. He lays there for a minute, thinking through the day, and then his mind wanders to the sight of his son, nude and erect, masturbating on his bed. Soon he can feel his own cock growing, pushing against the soft fabric of his shorts. He presses his crotch into Kate’s rear end, reaching his arm around her waist, feeling her bra-less breast through her tank top. After a few minutes, she rustles from her slumber, looking over at him in the dark.

“Jim” she whispers. “What are you doing? Jack is right there!” Jim smiles in the dark and presses his growing cock into her butt.

“I can’t help it” he whispers back. “I was thinking about earlier and his happened.” He smiles in the dark and reaches his hand down her PJ shorts, feeling her tuft of thick hair, and down to her smooth, large lips. He grinds against her, slowly, and quietly, leaning close to nibble on her ear. “He was so hard Kate – stroking his cock out in the open.” He feels Kate push her butt back against him in reaction to that, hearing her turn her head toward him.

“Tell me more” she whispers. Under the covers, Jim’s quietly pulls down his shorts, letting his thick, but not long cock go free, as he tugs at the waistband of Kate’s shorts, pulling them down as well. He reaches below, feeling for her wetness between her legs, and slowly starts to push his throbbing erection into her wet folds. Kate moans softly as she feels Jim enter her.

Jim leans close, whispering into her ear. “Shh babe, try to stay quiet.” He kisses her softly and begins to recount the scene from earlier. Walking in, finding their son, naked, erect, aroused, slowly stroking his thin cock, his eyes closed in arousal. Jim feels Kate push back against him as he slowly thrusts his now slick cock in and out of her pussy. He reaches around and slowly fondles her breast, whispering softly into her ear about her son’s cock, while he slowly fucks her.

Six feet away in the other bed, Jack snores softly. Eventually, something rouses him from his slumber. He awakens, not aware of his surroundings, just sensing the dark and hearing the palm trees swaying outside. He’s about to drift back off when he hears a noise – a moan. His mind is playing tricks. His eyes start to close, when again – another moan. He feels his pulse quicken for a minute. He strains his ears in the dark and, ever so softly, he can hear gentle movement. It’s coming from his parent’s bed. He slowly moves onto his back and the noise stops. He lays completely still for a few minutes and then the noise continues. As his eyes adjust in the dark, he slowly turns his head and can barely see slight movement coming from the next bed. Another moan this time – and it’s definitely coming from his Mom.

What the fuck? Are they having sex? Holy shit! Jack’s mind races. He can hear the slow movement, the soft noises, the heavy breathing, and every now and then, a wet sound. A million things race through his mind. At the same time, his body betrays him. He can feel his own arousal stirring, as his cocks start to grow, slowly increasing in size until it’s poking against his shorts. He hesitates to reach down, but a low, long moan from his Mom is the last thing he needs. He reaches down and start to slowly stroke. God – it feels amazing. He can already feel the wetness leaking from the tip of his cock. He closes his eyes, trying to picture the neon pink bikini girl, but his mind keeps going back to his Dad and Mom, right next to him. Another moan – he pulls harder.

This goes on for almost 15 minutes until he hears louder rustling and a few deeper moans and grunts. What he suspects is true – his Dad is climaxing, thrusting deeper into his Mom, holding her against him, as he tries to keep quiet. Jack squeezes his own cock, biting his lip, listening to his parents, before he can’t take it anymore. His cock erupts – hot, stick cum pours out into his hands and shorts, making a large, sticky, wet mess.

In both beds, Mom and Dad, and their son, breathe heavily. Kate pushes back against Jim one last time, before Jim rolls over. His wet, sticky cock sliding out of Kate’s cum-filled pussy as they both pull back up their shorts. Too busy with their own ecstasy, they missed the sounds of their son erupting into his own shorts in the next bed. Soon, all three family members are drifting off to sleep, wet, messy, and happy, unaware of what is yet to come on this vacation….

**Part 2 coming later this week!**