The Twins' Vacation

"Aargh...oomph...ohhh...fuck....awww...yes...gawd...."

Jackie took a sip of her beer and glanced over at her brother, his face buried in the sheet muffling his cries. Jasper stood next to her, his monster cock head already clear of its fleshy foreskin, glistening pink with both Jackie and Dori's spittle and pussy juices.

"You know, he might really be ready,"

Jasper said softly in the lilting island accent that made Jackie's cunt twitch even as some of his cum continued to seep out of her.

"So how many fucked him so far?"

Dori asked turning to Jackie and tweaking one of her nipples between two fingers.

"Peter there makes five, I think, after George, Ed, Paul and Bernie, but I may have missed someone while Jasper was fucking me,"

Jackie responded.

"I thought Claude, Sam and Ted got a piece of him too."

"Naw, that was yesterday,"

Jackie responded,

"or maybe the day before, I'm not exactly sure."

Next to them, Peter gasped, his entire body trembling as he pulled Jake's hips and ass even further on to his throbbing dick. His loud groan confirmed to Jackie that he filled her brother's ass with yet more creamy cum. Jake just buried his face in the sheets with his ass in the air as Jackie walked over and gave him a playful slap.

"So, little brother, you think you're ready?"

Jackie asked with a devilish grin standing to one side of Jake.

"This may be your last chance."

Jake turned his head to look at his sister, a string of spit drooling from the corner of his mouth. He smiled weakly as Jackie gently rubbed her hand over his ass and took a deep drink of her beer.

"I think so,"

he murmured lowly,

"what do you think?"

Jackie slipped her hand over his gaping asshole, swirling the creamy jism leaking from his anus in her fingers. When her brother moaned again, she slipped two fingers into him, swirled them around to stretch him even more before sliding in two more. She looked over as Jasper came up next to her, holding his huge...and now rigid...dick in one hand.

"Oh yeah, little bro, you are so ready,"

Jackie muttered and sat down on the bed next to him.

Jasper stepped up behind Jake and pushed his ass cheeks even further apart. Jackie's pussy clenched in anticipation. She always liked seeing her brother get fucked...or fuck another...but this was going to be something special. She reached down between Jake's legs and grasped his swelling dick, the first hints of his precum smearing her palm.

With no hesitation, Jasper pressed the blunt head of his throbbing cock against Jake's asshole and surprisingly gently pushed inside him. Jake groaned loudly as the massive shaft relentlessly plunged deeper into his bowels.

The strokes of Jackie's hand on her brother's cock and the finger massaging her own clit matched the tempo of Jasper's thrusts into Jake's asshole. It seemed to her that her brother's dick got thicker with every thrust, even as his eyes glazed over. Jasper's cock punched against and over Jake's prostate with every thrust.

Jake began cumming in his sister's hand before Jasper started shooting sticky jism into his ass and kept fucking him long after all of Jake's sperm was spent. Jackie transferred her cum covered fingers to her own pussy, rubbing out another orgasm as Jasper's body tensed and he filled Jake's bowels.

Jackie fell backward, letting the last remnants of her climax fade from her body as she watched. A loud grunt from from behind her caused her to prop herself up on her elbow and look around.

Renee lay on her back with her legs spread wide, Dori was on her hands and knees between Renee's legs hungrily lapping the young Frenchwoman's smooth pussy. Claude was grunting loudly as he fucked Dori from behind, some of his cum already oozing out of her pussy.

With a grin, Jackie stood and patted Dori on the head as she walked past to get herself another beer but the refrigerator was empty. Too bad this vacation was coming to an end, but Jackson had promised them a very special final night. That gave her the rest of the afternoon, so she walked out of the casita not wanting to waste that time and went looking for someone else to fuck.

She didn't have to go very far, just the next cluster of cottages.

**********

Jackie ducked into the first casita she passed, looking to get a fresh beer. Hearing voices as she bent to retrieve a bottle from the small refrigerator, Jackie looked up as Janice entered the room, one arm around her twenty three year old nephew, Paul, and the other over Alice's twenty two year old son, James. Both young men were rock hard as they pawed the still quite attractive fifty three year old woman.

"Oh I didn't mean to intrude,"

Jackie said glancing back and forth between the hard dicks and Janice's cute trimmed pussy,

"I was just looking to get a fresh beer."

"No bother at all,"

Janice answered with a bright smile and openly appraising Jackie's body,

"hardly an intrusion and certainly not a bother."

As she talked, she motioned the boys to the bed with a flick of her head. They quickly complied, laying on their backs and began stroking their dicks. Janice looked over at them briefly before turning back to Jackie and stepped a little closer.

"I just love watching young boys pleasure themselves...and each other,"

Janice cooed, reaching out to brush her fingers ever so lightly over the underside of Jackie's right breast,

"almost as much as I like the touch and feel and scent and taste of a young woman."

Jackie flinched when she felt the pinch of Janice's fingernail biting into the underside of her boob. She looked at the two young men smiling as they stroked themselves harder watching her and Janice.

"I bet you like seeing a guy jerk off, too,"

Janice murmured into Jackie's ear,

"to see the sperm spurt over their fingers and on to their belly. Do you remember the first time you watched a guy pleasure himself...the first time you gave a man a hand job?"

She vividly remembered...sitting in her mother's lap...her father smiling happily as he stroked himself...how warm his smooth skin felt when her mother placed her small hands on that throbbing rigid cock, showing her how to stroke him even before she could wrap her tiny fingers all the way around it...the way he moaned lowly when he started to cum...the warm, creamy feel of his sperm as it oozed over her fingers...the sweet and salty taste on the tip of her tongue...the gentle way her mother's hand fondled and stroked Jake's growing cock...the way her brother grew in his hand when they watched each other masturbate...the smooth feel of her brother's dick in her hand when he shot his watery cum on to her still smooth pussy or her budding tits....

"Oh god, yes,"

Jackie moaned lowly.

Her pussy clenched and she felt the first drops of her juices dribbling down the inside of her thighs even before Janice stepped behind her and firmly squeezed both of Jackie's tits. Together they shuffled toward the bed. After Jackie's knees touched the side of the bed, Janice turned her around, gave her a deep kiss and pushed her down on her back.

Paul and James moved out of Jackie's way, getting on their knees on either side of her and gently fondling her tits with one hand and continued stroking themselves with the other. Janice pushed Jackie's legs up from behind her knees and lowered her face to Jackie's dripping cunt.

"Now you can get a nice close up view of my nephew jerking off on your face,"

Janice said softly before running her tongue through Jackie's throbbing slit,

"and remind me to tell you how his mother and I would have him jerk off on our tits and pussies while we played with ourselves for his viewing pleasure."

The two guys leaned in closer, the tips of their rigid dicks almost brushing against Jackie's cheeks as they slowly stroked themselves. She reached up and cupped both of their ball sacs as Janice slid two fingers into her cunt and another into her anus.

James started to cum first, his watery sperm splashing on Jackie's forehead and down over her cheek. Paul followed shortly thereafter, his semen much thicker and creamier. Janice's expert fingers found and massaged Jackie's g-spot from inside both her pussy and ass, evoking a massive orgasm.

Time seemed to stop for Jackie as wave after wave of all consuming pleasure washed through her body. As the last orgasm finally receded, Jackie looked down at Janice, grinning devilishly from between her still trembling thighs. Janice slowly began licking her way up Jackie's belly, sending additional shivers throughout her already quivering body.

"You know one of the things I like best about young men, boys really?"

Janice asked, looking up after flicking a small droplet of semen from Jackie's belly button with the tip of her tongue.

"It doesn't take much or very long for them to get hard and cum again. Is your brother like that, able to get and stay hard quickly?"

"Yeah, he does and sometimes even stays hard after he cums,"

Jackie moaned as Janice lapped up more of the jism between her tits and sucked one of her nipples into her mouth.

Jackie glanced to each side to see both guys stroking their already stiffening cocks. Paul had one hand on his aunt's ass, splitting her taut cheeks and swirling a fingertip around her asshole.

"Mmm, I like that,"

Janice muttered taking Jackie's other nipple into her mouth,

"I just may have to try him myself."

As she licked her way up Jackie's body, Janice looked up, her eyes aglow with more and more of the two guys' cum accumulating in her mouth and smearing across her lips and cheeks. Janice ground her tits and pussy against Jackie as her jism covered tongue rammed into Jackie's mouth. Next to them, Paul and James both moaned lowly, stroking their now rigid dicks harder and faster.

The tingle in Jackie's pussy continued to grow. After a few moments of passionate kissing and sharing the remaining sperm in their mouths, Janice rolled to her side, pulling Jackie on top of her.

"My turn now,"

Janice gasped and pushed the top of Jackie's head down toward her tits and pussy.

Jackie eagerly licked her way down Janice's torso, stopping to suck each of Janice's pierced nipples into her mouth, lightly pulling the silver rings with her teeth. Janice groaned loudly, taking the two guys' dicks into her hands and pulling them to her mouth. They started pulling Janice's nipples much harder as Jackie slid down the older woman's belly to bury her face in her very wet pussy.

When Janice's orgasm began, she clamped her thighs around Jackie's head, muffling Jackie's cries even as her pussy juices flooded Jackie's face. When she glanced up, Jackie could only get a partial look at a string of sperm from Paul's dick shooting on to the tip of James' cock and into his aunt's waiting mouth. She fingered herself to another orgasm before Janice stopped cumming and released her head.

**********

Jake looked around the dining area as he finished the last of his wine. It looked like every guest, as well as the family members, were all there, chatting and laughing. In keeping with Jackson's request, everyone left their wraps in their casitas, coming to dinner completely naked.

He turned to his sister and slipped a hand between her thighs when she squeezed the head of his half hard dick. Ginny slid her hand over Jackie's from his other side and Jake's fingers found the folds of her cunt already moist.

"If Jackson is going to do what I think he is planning, you are both going to love it,"

Ginny whispered into Jake's ear before giving his earlobe a soft bite.

Before Jake could respond, Jackson stood up from where he was sitting between his sister and their daughter and called for everyone's attention. His thick seven inch cock dangled loosely over his ball sac between his thighs.

"I'm so glad everyone is here,"

Jackson began as the murmurs of conversations around the tables faded away and he looked directly at Jackie and Jake and Dori as he continued.

"As you all know, tomorrow some of our guests are leaving and we want to make sure tonight is the most memorable so far."

A chorus of guffaws and catcalls erupted around the tables. Jackson waited patiently for the noise to fade before speaking again.

"So I do hope this evening that everyone will do everything they can to send off our friends leaving in the morning with a bang."

he finished with a glint in his eye and turned to his daughter and whispered something in her ear.

A moment later, Leah walked over to Jackie and Dori and placed a hand on both of their shoulders. Jackie turned to look at Leah over her shoulder, the young woman's perpetually erect pink nipples practically in Jackie's face.

"Daddy Jasper wanted me to remind you that we need to leave early tomorrow to catch your flight. You might want to make sure everything is packed up tonight before you continue to party."

The impish grin on Leah's face, along with the slow, soft strokes on Jackie and Dori's backs, intimated she was more than willing to party with them both. Jackie felt a familiar twinge between her legs as she stood, leaned forward to give the young woman a tender kiss and gently brushed a hand over one of those stiff nipples.

As this was happening, Leah's mother Alice put her arms around Jake, pressed her ample soft tits against his back and whispered something in his ear. Jake grinned and walked off with her, his hand planted firmly on her round ass. Leah playfully slapped both Jackie and Dori's asses and followed her mother.

"We really don't have much to pack up,"

Dori said,

"so let's go do it so we can get back to playing."

The two of them walked along the dimly lit paths chatting about what and who they would like to do on their last night at the resort until they reached their casita. Since they basically only wore the wraps, if even those, during their stay, packing really didn't amount to all that much. Within a few minutes they had their bags closed and stacked by the door.

Just as Dori handed her a cold beer, Jackie heard a shuffling sound outside on the veranda and turned to see Jackson and Emma standing in the doorway. Both were grinning broadly.

"May we come in?"

the dark skinned young woman asked with a giggle.

"Of course, would you like a beer?"

Jackie responded admiring Emma's ponderous swaying tits and Jackson's stiff cock in her hand.

"Actually, we're here to give you something...both of you,"

Emma continued, her grinning widening to match Jackson's,

"quite a bit of something really."

With that, what looked to Jackie to be every other man in the resort, along with Renee and Ginny, crowded into the casita. Emma pushed Jackie and Dori down on the bed as Jackson stepped between them and put a hand on each of their inner thighs.

Dori and Jackie grinned back up them both, realizing what was going on. Dori scooted over so her head hung over the far side of the bed and spread her legs wide. When she saw two guys approach Dori's head and rub the tips of their cocks over her cheeks, Jackie moved into the same position.

As she took the first dick into her mouth, Jackie felt a finger split her pussy slit and hands fondle both of her tits. For just a moment, she could see Emma and Renee kneeling with a cock in each of their hands and one in their mouths. Jasper leaned against the door frame, taking it all in with a wry smile on his face as the first cock plunged into Jackie's cunt.

Jackie lost all sense of time and who was fucking her where. Cum gushed into her pussy, splashed across her tits and filled her mouth and throat. She had no idea who was doing what to her and didn't care. Her own orgasms crashed one right on top of the last like the surf rising in a raging storm. Next to her, Dori shrieked her own pleasure.

At last, the two of them lay quivering on the soaked sheets, drying sperm crusting all over their bodies. Jackie felt totally spent, unsure she could ever cum again.

She was wrong...the next and most massive orgasm was yet to come.

Feeling two hands gripping her thighs and flipping her on her back, Jackie rubbed the cum out of her eyes and looked back over her shoulder. Jasper grinned down at her then grabbed Dori and stacked her face down on Jackie's back. He wiggled Dori around a little until he seemed satisfied then slapped her lightly on the ass.

"You girlies ready to get really fucked?"

he laughed.

With that, he rammed is long thick dick into Dori's cunt, causing her to squeal as her body tensed. That's when Jackie realized Jasper had lined up their pussy slits, one on top of the other and apparently intended to fuck them in turn.

Dori gasped then relaxed on Jackie back, just seconds before Jasper's cock split Jackie's slit, easily sliding deep inside her with relatively little effort given all the jism already inside her. The very first thrust his Jackie's especially sensitive spot deep in her cunt, beginning the inevitable rising tide of another monumental orgasm.

After a few thrusts, Jasper pulled his cock out of Jackie and plunged back into Dori, going back and forth between them as their bodies quivered and they continually screeched their pleasure. Even when his cum started to explode from his dick, Jasper shot some first into Jackie and the remainder into Dori until his dick softened and slipped out of them to dangle between his legs. I still took several minute for them both to come down from their ongoing orgasmic highs.

"Well, girlies, I hope you have a good trip home and I look forward to you coming back again sometime soon,"

Jasper said with a chuckle, slapped them both softly on their asses and walked out of the casita.

**********

Jake crept quietly into the darkened cottage, not wanting to awaken his sister or Dori. Next to Jackie, Dori snored softly, so he carefully crawled into the bed next to his sister. He lay staring at the ceiling waiting for sleep to overtake him.

"So what did they do to you?"

Jackie murmured in his ear, her hand crawling down his belly to grasp his flaccid dick.

He put his hand down between Jackie's thighs as he turned and flicked his tongue across her lips. The taste of another's cum on her lips and tongue matched the slimy feel of the sperm still seeping from her pussy.

"They tied me to a chair so I couldn't reach my dick and teased me unmercifully for at least a half hour, licking and fingering each other, stroking and slobbering over my cock, getting me so close I wanted to explode then stopping even when I begged to cum."

he explained, his finger finding the hard nub of his sister's clit.

"Maddy finally let me up from the chair and mounted me on the bed while Alice and Gwen finger fucked each other to a squirting orgasm on my face. After that, the sucked me hard again and I fucked Karen in the pussy while her mother, Susan and Anja fucked me with a strap-on."

Jake continued as Jackie's breathing became a little more ragged.

"What about you and Dori?"

"We had the gang bang of a lifetime, capped off by Jasper fucking and cumming inside us both."

"How many?

Jake asked, his dick starting to stiffen in his sister's warm hand.

"Everybody but you...so far,"

Jackie moaned and pulled him on top of her.

"Well, we can't have that, now can we?"

Jake grinned and found the wet welcoming hole into his sister's cunt with the now throbbing head of his dick.

**********

"Rise and shine, sleepy heads, we need to get going soon if you don't want to miss your plane,"

Leah said with a wicked grin standing next to the bed as she gently shook Jackie's shoulder.