Grammy's Vacation

I want to thank reader LC in Michigan for sharing the experiences and fantasies that inspired this story.



Part 5

The next few days passed in a lazy haze for Lena. She was surprised how quickly she adopted island time, just letting things happen when and however they worked out with no rush or bother. The open sexual play continued, of course, but without the initial frenzy. Cocks or pussies were always readily available and Lena easily fulfilled her initial goal of fucking everyone on the island at least once. Happily that turned into a competition with Katie which her granddaughter won by fucking Chad while sucking Chet before Lena had a chance to play with their eleven year old daughter, Chas.



Lena was enjoying a before dinner cocktail with Rudy and Cloris, discussing the possibility of trading Katie and James for Elise and Milo for the night, when Suzanne approached them looking unhappy. When they inquired if anything was wrong, she informed them she and Celine and Henri were leaving in the morning. Hearing that, Lena stopped and thought about her own schedule and realized she and Katie and James were leaving the day after that and they had only one more full day at the resort themselves. Suddenly there was a new urgency to experience anything the resort offered she had not yet done or wanted to repeat.

After dessert was served, Lena and the others wandered back toward the casitas. They already decided a full blown orgy would be the best way to end this spectacular vacation, with the pool an ideal setting. Rene loved the idea and told them he would arrange for cold drinks and all of his family to participate.

“Do we have any lube left, Daddy?” Katie asked as they walked into their casita, knowing full well her father had used a goodly amount while being repeatedly fucked throughout the previous week.

“I think so,” James replied, rummaging around in his bag before producing an almost empty bottle. “How much do you think you need?”

“Enough to take the biggest cocks here in my pussy and ass at the same time,” Katie grinned wickedly, taking the bottle from her father's hand.

Lena smiled at her granddaughter, telling her to lay down on the bed and raise her legs as high as possible. Then she spread the lube all around Katie's pussy and asshole before inserting the tip of the bottle into her anus to squirt some directly into her bowels. Lena slowly rammed three fingers into Katie's ass, swirling them around to stretch the young girl's tight sphincter.

“All set,” Lena announced once she was satisfied before getting on her own hands and knees, squirted some of the lube into her own asshole and grinned at her son and granddaughter.

“Just in case.”



All of Rene's family, except Claudia who was caring for the infant Nikki, were at the pool by the time Lena and James and Katie got there. Within minutes, all the other guests arrived as well and even more quickly the groping began.

Katie immediately wrapped her arms around Rudy to fondle his seven inch uncut cock. They moved to a lounge chair with Rudy burying his face between Katie's thighs while she motioned Henri over to take his cock in her mouth. James surprised Lena by wandering off to a corner with Rene and almost immediately falling to his knees to take the older man's short thick cock into his mouth.

Lena was determined to concentrate on the teen and preteen kids. Most of them were playing in the pool so she sat at the edge with her feet in the water. Thirteen year old Gregor was the first to notice her, swimming over to stand waist deep in the water in front of her openly staring at her gaping pussy with his four and a half inch cock standing straight out from his body. Lena grinned at him and began fingering herself.

When Gregor grinned back at her and stepped closer, Lena pulled the fleshy hood back so her engorged clit popped out. The thirteen year old boy licked his lips, his eyes locked on her throbbing nub.

“Want a taste, Gregor?” Lena cooed spreading her pussy lips even further to give him a good look at the moist pink inner folds. “You can touch me, lick me, even fuck me if you want but you need to do something for me first.”

“Sure...anything you want,” the young boy gasped starting to stroke his rigid cock.

“Go over there and get Chas,” Lena told him while slowly sliding a finger into her pussy and slowly dragging it out glistening with her juices, “tell her I want her to come over her and sit on my face while you play with my pussy.”

Gregor just grinned even wider, turned and quickly swam over to where his eleven year old sister was splashing in the water with a couple of the other kids. He spun her around, talking to her excitedly while pointing back toward Lena. A moment later, both kids swam over to her.

“Gregor says you want me to sit on your face so he can lick you,” Chas smiled her wet brown hair plastered against her head and shoulders.

“That's right,” Lena replied sliding her finger back inside her pussy for both kids to plainly see, “so I can lick your sweet smooth pussy and tight little asshole. Have you cum yet today?”

“Twice, if you count when I fingered myself while Rene watched this morning,” Chas answered, her eyes locked on Lena's finger, “the other time with Suzanne after lunch.”

“You can cum as many times as you can manage on my face,” Lena moaned, pulling the pussy juice covered finger from her cunt and taking it into her mouth, “I'll even slide my tongue as deep as I can into your pussy and ass.”

“Can I lick you too?” Chas asked her hand now down between her own legs.

“Of course, after your brother fucks me and cums in my cunt,” Lena responded, “and I'll even lick you again after he or anyone else cums in you.”

With that, Chas grinned brightly and climbed out of the water. Lena slid down a little until her ass was on the very edge of the pool, pulling her feet up to give the teenage boy unobstructed access to her throbbing pussy.

Chas straddled Lena's head and slowly lowered herself down until Lena took hold of the little girl's waist, stopping her just as the tip of Lena's tongue split Chas's smooth bare pussy lips. The eleven year old gasped and leaned forward putting her hands on Lena's pancaked tits. Lena used her fingers to spread the little girl's pussy open and licked the pink inner folds before seeking the small tight entry to the deepest recesses of her cunt.

Meanwhile, Gregor dove between Lena's thighs to hungrily lick her dripping pussy. He sucked her engorged clit into his mouth and roughly slipped two fingers into her cunt canal. Lena closed her knees around his head, her first orgasm quickly building when Gregor found her spongy sensitive g-spot.

Chas thrashed against Lena's face when she felt the tip of Lena's tongue probe the entry to her tight cunt canal. She squeezed and pulled on Lena's erect nipples as the tingle she knew would soon engulf her whole body began to grow between her legs. Suddenly her entire body tensed, her back arched and she let out a loud groan as Lena sucked her clit into her mouth and repeatedly flicked her tongue across the tip.

Lena groaned into the eleven year old girl's thrashing hairless pussy, her own orgasm coursing through her body. She pulled Chas down, trying to push her tongue as deep inside the little girl's cunt as she could manage. After a moment, Chas stopped flailing and slumped down on Lena's chest. A few seconds later, Lena's own orgasm faded away as she clamped her knees tightly around the thirteen year old boy's head.

For a few moments, they all lay there panting raggedly. Lena sat up, holding Chas in one arm and reached down to push Gregor away from her pussy.

“Let's go somewhere more comfortable,” she said with a bright smile, “I'm not done with either of you yet.”

Gregor climbed out of the pool, drops of water dripping from his rock hard four and a half inch cock and taut ball sac. Lena reached over and gently wrapped his throbbing dick in her hand to pull him close before leaning over to kiss the tip. A droplet of the teenager's precum smeared across her lips, causing the young boy to shudder and smile at the same time.

Lena looked around, spotting an empty lounger on the other side of the pool, She took Gregor and Chas's hands in hers and led them toward it but stopped just before getting there.

On the lounger next to the one to which she was heading, Katie was riding on Rudy's cock while Henri mounted her from behind, his slim six inch cock buried to his balls in Katie's asshole. The guys had established a rhythm where one was pushing into Katie while the other pulled back. Lena fondly remembered how good it felt for two cocks to rub together inside her although it had been some time.

Katie looked up and grinned at her grandmother for a moment before closing her eyes and letting herself again get lost in the incredible combination of sensations surging through her young body. Lena stepped closer, leaning forward to ram her tongue into Katie's mouth, feeling the twelve year old girl begin to tense.

“That is so hot, sweetie,” Lena moaned into Katie's mouth before standing back up, “now wait for it...wait to cum as long as you can until they are shooting their jism deep inside you.”

Lena stepped back, a trickle of her own pussy juices dribbling down the inside of her thighs as she continued watching her granddaughter get double penetrated. Gregor began fondling her left tit as Chas wrapped her arm around Lena's waist, the three of them unable to tear their eyes off Katie and the two cocks ramming in and out of her pussy and asshole.

After another few moments, Katie let out a long mournful howl, unable to hold back the growing tide of her climax. Her thighs visibly tightened and, for a short time before her orgasm erupted, she seemed to stopped breathing all together.

Clearly her pussy and bowels tightened on both of the guys' cocks. Rudy released his cum inside her first, letting out a shrill shriek as he filled the preteen's cunt with his warm sticky sperm. Henri followed almost immediately, his spunk erupting deep in Katie's bowels. Both guys flailed uncontrollably for a few moments until the last drops of their cum dribbled into her.

One orgasm after another flooded through Katie's body, one crashing on the other before the last was even completed. Katie flailed and wailed, losing all control as wave after wave of the most massive orgasms of her young life flooded every cell of her body. When she finally slumped down completely spent, she lay on Rudy's chest with the occasional orgasmic aftershock causing her body to spasm.

By the time Katie was done, about half the crowd stood around watching. They clapped and cheered when she finally raised her head to look around still in a post orgasmic haze. When Katie's eyes met Lena's, she just smiled weakly before lowering her head to Rudy's chest.

Lena's own pussy was on fire. She dragged Chas and Gregor to the lounger, pulling the cushion off of it and throwing it on the pool deck. She fell to her knees, pulling the two kids along with her.

“You do fuck your little sister, don't you Gregor?” she grumbled at the thirteen year old boy while stroking his rigid little cock.

“Yes...oh yes,” Gregor answered, a few drops of his precum smearing across Lena's fingers, “although not since the day before yesterday.”

“Then this is a good time for another,” Lena said sharply, “and I want to lick her pussy and your balls while you cum inside her...her pussy or her asshole, your choice.”

Lena fell on to her back and pulled Chas on top of her, flipping the eleven year old girl around until Chas's pussy was right above her mouth and her pussy was directly in front of Chas's face. She grabbed both of Chas's ass cheeks in her hands, spreading Chas' tight globes and pulled the little girl's pussy to her face.

“Now, Gregor, put your cock in your sister's cunt,” Lena instructed him before taking Chas's tiny clit into her mouth, “fuck her and fill her with your cum until it leaks out on to my face.”

Gregor didn't hesitate for even a few seconds. He crawled up between his sister's splayed legs and plunged his hard cock into her as far as he could go. Chas arched her back for a few seconds as her brother's throbbing cock slipped into her. As he began to slowly pump his cock in and out of her, Chas lowered her head, spread Lena's pussy lips with her fingers and hungrily took Lena's throbbing clit into her mouth.

Lena flicked the tip of her tongue through Chas' tight smooth pussy lips, stopping to flick the little girl's clit a few times before Gregor rammed his cock into Chas' pussy. Lena felt the first twinges of another growing orgasm as she watched his small thin dick slide into his eleven year old sister the first time, flicking her tongue up to taste the little girl's pussy juices on her brother's dick as he pulled out. She sucked his balls and licked his cock as much as she licked Chas's pussy slit and clit.

Gregor was close to cumming even before he rammed his cock into Chas's pussy. That, combined with his sister's tightness and Lena's tongue licking him on every thrust, brought him to the brink of an orgasm quickly. The thirteen year old boy held back as long as he could manage but soon he arched his back, ramming his cock into Chas harder and faster as he grunted his cum into her cunt. He flailed and thrust into her until his small cock deflated and slipped out of her on a rivulet of his watery cum.

Lena felt Gregor's cock pumping his cum into Chas as she sucked his balls. When his cock slipped out of the eleven year old girl's cunt, Lena took it into her mouth, savoring the mixture of his sperm and Chas's pussy juices. As soon as Gregor rolled off his little sister, Lena pulled the eleven year old's smooth pussy down to her mouth, sucking and licking the thirteen year old boy's cum from Chas' cunt.

Without warning Lena felt a different cock stretch the entry to her pussy and filling her completely. With Chas still straddling her face, Lena couldn't see who it was. Not that it mattered, since she was more than willing to fuck every guy at the resort again.

After a few moments, the guy moaned lowly as Lena felt his warm cum shoot into her. He pulled out and was immediately replaced by another cock, not as thick but a little longer. At that point, Lena didn't even care to know who it was and simply wanted every man there to fuck and cum in her in turn.

They did.

The second guy was furiously pumping his cock in and out of her cunt when Chas shrieked another orgasm and rolled off Lena, her pussy too sensitive to touch. Lena kept her eyes closed, reveling in the sensations of the hard unseen cock that quickly erupted inside her.

The third guy grabbed her waist, flipped her over on her stomach and pulled her up to her knees with her face still buried in the cushion. She braced herself for the sharp pain that almost instantly turned to pleasure when his cock plunged into her asshole...stretching her...filling her...triggering the most intense orgasm of the night so far.

When the tip of a half hard dick brushed over her lips, Lena opened her mouth, sucking it in until her nose was buried in thick pubic hair. The guy fucking her ass growled as his cum filled her bowels while the other in her mouth grabbed the back of her head, face fucking her hard and fast. She choked and gagged as his cum spurted down her throat, loving every second even as for a moment she wasn't able to breath. Yet another cock rammed into her cunt.

Lena lost count or, more correctly didn't bother to keep count, of the cocks and fingers penetrating her pussy and ass and mouth. She let the orgasms wash over her in waves, one after another, building then crashing as if here entire body was a beach in a storm.

Finally, she felt two small hands grasp her waist before a thin small cock pressed into her asshole. She smiled, opened her eyes and looked back over her shoulder to see Gregor earnestly ramming his four and a half inch dick into her. She reached down to rub her engorged clit, causing her pussy and asshole to both clench, tightening on the thirteen year old boy's throbbing cock.

“Oh yeah, Gregor, fuck me...fill me with your spunk...cum in me...cum in me,” she moaned lowly as yet another climax surged through her when Gregor let out a loud grunt, his watery cum exploding into her bowels.

Lena collapsed on to the cushion with Gregor still on her back. A steady stream of cum and her pussy juice oozed from her ass and pussy forming a sticky pool beneath her. She rolled on to her back and pulled Gregor up for a tongue lashing kiss.

When she looked around at all the others sucking and fucking in twos and threes and fours, she saw Katie with her face buried in Suzanne's pussy with Celine licking her pussy and George fucking Celine. Gregor stirred on her hip, his hardening cock pressing against her.

“How fast can you get hard again, Gregor, hard enough to fill my ass again?” she asked the thirteen year old as she reached down to fondle his sticky stiffening dick.

“How fast can you drink a cold beer?” the young boy chuckled, splitting her pussy lips with his fingers to scoop up some of the cum still leaking from her then licking his fingers clean.



Katie and Lena were greeted with scattered applause and lewd catcalls when they entered the dining pavilion for breakfast the next morning. Lena's pussy, ass and jaw all ached and she cherished every throb. She was sure Katie felt the same way.

“That was quite the display you both put on last night,” Cloris grinned after giving both of them a gentle kiss. “I may have to try both the double penetration, as well as a gang bang, again sometime myself.”

“I'm pretty sure there are plenty of willing partners around here,” Lena laughed, looking around at the unusually muted group eating breakfast, “but you might have to get Claudia to make the coffee a little stronger first.”

“I don't mind being watched while I fuck,” Cloris continued, sipping her coffee while absentmindedly fondling her right nipple, “but I've never taken on that many guys in a row like you did Lena or have such an audience while being double penetrated like Katie. It was very hot.”

“Thanks,” Katie mumbled with her mouth full of fruit, “but I am really sore this morning.”

“Not sore enough to not fuck and suck on your last day here I hope,” Cloris grinned, leaning over to tenderly pinch Katie's left nipple. “I know Rudy and the twins want at least one more go with you before you leave as much as I do.”

“I'm not that sore,” Katie laughed, leaning back and spreading her thighs to show Cloris her puffy pussy.

“How about you?” Cloris asked, turning to Lena.

“I'm a bit sore too,” Lena replied, fondling her own right nipple as she smiled at Cloris, “but like my granddaughter, not so sore I would miss out on the play I expect today. I haven't been gang banged since before James was born and I didn't realize how much I missed it.”

Cloris smiled impishly, got up and walked over between them, placing an arm over both Lena and Katie's shoulders. Her finger quickly started to fondle both of their erect nipples.

“Since you are so sore, how about I kiss it and make it all better?” she murmured, turning to first plunge her tongue into Lena's ear before doing the same with Katie.

Katie reached up to tweak Cloris' left tit while Lena dragged a fingertip through her warm wet pussy slit. Cloris groaned lowly and began fingering Katie. After she spread her thighs, Katie pushed Cloris' head down until she was kneeling between the twelve year old girl's thighs, staring hungrily at Katie's puffy pussy lips.

“My granddaughter's pussy tastes wonderful,” Lena whispered in Cloris' ear while gently nudging her closer to Katie's waiting cunt, “there might even be a hint of all the cum that filled her last night still leaking from her. Lick her...enjoy her cumming on your face.”

Cloris leaned closer but didn't immediately dive into Katie's pussy. She licked up the inside of Katie's right thigh first, around the outside edges of her mostly bare mound and back down the inside of her left thigh. She repeated that three or four times as the twelve year old girl began to squirm and whimper in anticipation of a tongue splitting her pussy lips.

Lena reach over Cloris' shoulder to pinch both of her erect nipples, pinching and pulling them outward to the ever increasing pleasurable moans from the young German woman. Cloris then reached up, using both here hands to spread Katie's pussy wide open, the hard nub of her little clit popping out from beneath its fleshy hood. Cloris sucked Katie's clit into her mouth, holding it loosely in her teeth while frantically flicking her tongue across the tip.

Almost immediately, Katie's body stiffened and she pushed her hips against Cloris' face. A moment later she let out an ear shattering scream as her pussy juices spurted on Cloris' face as several orgasms peaked. When she finally slumped back in her chair, Cloris grinned up at Lena.

“Your turn,” she said softly.



Katie and Lena pretty much fucked and sucked their way through everyone at the resort a second time by the end of that last day. At dinner, Rene reminded them they needed to be at the boat dock early in the morning to catch the first leg of their long flight home.

James chose to spend the last night with Rudy and Rene. Cloris, her twins, Chad, Chet, Ruby, Gregor and Chas repeated the previous night's orgy with Katie and Lena at the pool, with Ruby and Gregor spending the night with Katie and Lena. They had time for one final round of orgasms after Fanny woke them up to let them know it was time to go.

Rene was waiting on the dock when they arrived with their bags. He gave each of them a warm hug and passionate kiss before turning to Katie.

“I have something for you,” Rene said, stepping up to Katie and handing her a small package wrapped in tissue paper.

“What is it?” Katie asked, looking up at him in surprise.

“Well open it and find out,” he laughed goodnaturedly.

Katie tore the tissue paper apart to reveal a thin silver chain with a small palm tree attached. She looked up at Rene, still not sure what it was.

“It's your prize...for the fuck of the week...hell, fuck of the month and year,” Rene chuckled, taking the necklace and putting it around Katie's neck. “It's something you can wear anywhere and anytime but it will always remind you of that double penetration the other night, one of the best fucks that's happened to anyone around here in a long time.”

With that, Rene bent forward and kissed Katie's forehead while at the same time fondling her pussy through her shorts, feeling the growing wetness beginning to seep through the thin fabric. Then he stepped back, hugged Lena and James again and gestured for them to get in the boat.

“Oh, my best friend Patti is going to be so, so jealous when I tell her what this necklace means and how I got it,” Katie beamed as the boat pulled away from the dock to end their first, but decidedly not last, visit to the island.

Lena glanced at her son, smiling devilishly before turning back to her excited granddaughter to tenderly stroke Katie's firm ass.

“Your father and I are both very much looking forward to telling Patti all about our vacation...with you.”

Lena's pussy twitched when Katie's grinned impishly and nodded her head in agreement.

“I know she'll really like that.”

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