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"Flying to an island to meet his roommates’ moms, Aiden expects some quiet time at the beach, but they have something else in mind."

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Competition Entry: Island Getaway

She leads them past a cluster of large canvas tents into a rainforest with cabins and wooden barrel-style tubs of cool water. The salt breeze off the ocean mixes with a mineral scent from a spring nearby. In one tub, three old men bask, smoking a blown-glass bong. 

They follow Enoha into a cottage, the eaves hung with lichen, moss growing between the shingles. A naked woman sits cross-legged on a wooden pedestal, eating grapes from a lacquered wooden bowl. Aiden’s eyes goggle in surprise. The woman is olive-skinned, with wiry black hair bundled in hemp cords, her face pretty and open, her nipples big, the areolas soft brown and goose-bumpy. Her pussy has two little interior pieces of flesh hanging out.

Miles says, “This is my mom, Elizabeth. Mom, could you—”

And the woman says, “Aiden Johnson!” with a glowing smile.

Aiden, who has averted his eyes to the rafters, looks down in surprise. “Uh, yes ma’am. It’s nice to… meet you.”

“Mom, do you think you might—” 

“My word,” Elizabeth says, “I haven’t seen you since you were this high.” She holds out a hand feet above the ground. “Your Mother was a dear friend of mine, and boy—I tell you—she was a—well.” 

Getting to her feet, she turns to look at her son, “How was the trip?” 

Miles says, “It was great. But Mom, could you—” 

She reaches for him and wraps him in a warm embrace. Then she turns to Aiden and pulls him close. He feels her nipples press against his chest, her breasts parting slightly as she squeezes him. His hands are stiff at his sides, and he twists his hips in an attempt to conceal his growing erection. 

“I’m so glad you could join us for the weekend,” she says, absentmindedly reaching down to run her fingers along the front of his shorts and locate his swollen member. “I was so sorry to hear about you and Hailey. Relationships are so hard at your age. Not an ideal way to finish off freshman year.” Without breaking eye contact, she gives his throbbing tip a little squeeze and then turns back to her son. 

Aiden’s jaw drops.

“Now darling, you were going to ask me something?” 

“Yeah, should you put on some pants?”

“Oh, honey, I’m sure that’s not necessary. It’s quite warm here, and anyways, Aiden has been so focused on the architecture he has yet to get a good look at my pussy.” She turns back toward the wooden pedestal and bends over for the bowl of grapes, exposing her firm ass and fleshy lips to the two boys. 

“Do you like what you see?” 

Aiden nods, mouth still open in astonishment. “Yes ma'am,” he blushes, “you have a lovely p…uh…vagina.”

“Thank you. You’re welcome to touch it if you like. I’m sure Hailey was tight as a clam and juicy like watermelon. This will be something different for you.” She lifts his hand and gently sucks on two fingers before lowering it between her legs. His palm rests against a triangle of short, wiry pubic hair, and he tentatively rubs her dangling labia with his fingertips. She spreads her legs slightly, and he slips two fingers easily inside. 

“Mmmm,” she purrs, “You have such smooth hands, Aiden.” She glances toward the door and exclaims, “Oh, honey, there you are! Just in time to welcome the boys.” 

Startled, Aiden pulls his hand away and turns. Framed in the doorway is a woman with strawberry blonde hair, pale skin, and wide hips. Her breasts hang down large and heavy with soft pink nipples reaching most of the way to her belly button. The gentle curve of her soft stomach melds into her fleshy clefted mound. 

Miles, now seated on a wicker chair, beams—his previous discomfort evaporated. “Mom!” She crosses the room to her son and holds his head to her breasts. “It’s so good to have you back, Miles. I trust your trip went well?”

Elizabeth responds, “They’re both rather tense after their flight and the stress of finals.” 

“It wasn’t too bad, Mom,” Miles responds, “but I’ve been studying so hard I haven’t jerked off in weeks.” 

“Aw my poor boy,” she coos as she sits down in his lap, facing him. She undoes his shorts and pulls his erect shaft from his boxers. He begins to suckle at her tits while she strokes him. 

Aiden’s jaw is on the floor, and Elizabeth chuckles as she kneels in front of him. “Patricia’s always been the nurturing mom, whereas I’m more the disciplinarian.” Winking, she grabs his ass and gives it a little spank. Then she pulls out his thick erection and expertly slurps it down her throat. Aiden’s head swims. 

“So, Aiden, I hear you and Hailey broke up,” says Patricia with a consoling smile, still nonchalantly stroking her son. “I hope a few days on the island will help take your mind off it.” Miles moans, and she looks down to spit on his shaft, lubricating her strokes. “That’s my boy.”

Aiden tries to match her conversational tone, but his voice trembles as Elizabeth circles his fleshy tip with her tongue. “Th…thank you ma’am. Sh-should I call you 'ma’am?'” 

Just then, Miles groans and shoots hot ropes of cum across the stomach and breasts of his voluptuous mother. 

“Oh yay! What a big load that was, son! And so quick. Nothing like a mother’s touch.” She gives him an affectionate kiss on the forehead and then samples his semen with her finger. “It’s very salty, darling. We’ll get you some pineapple to snack on—you never get enough nutrition at that cafeteria.” Then looking back over, she says, “Oh, and please, Aiden, just call me Mom! We consider you part of the family.” 

Before Aiden can respond, he feels himself about to climax. “I—I’m gonna cum!” he announces and unleashes his load down Elizabeth’s throat. She gently grasps his balls as he empties them in four large spurts, and she expertly swallows his sticky-sweet milk. 

“Well done, Aiden,” Elizabeth says with a smile. “Young male virility can be just thrilling.” 

She stands and pads over to her wife. In their kiss, the two boys’ seed mingles across their tongues. She reaches down to give Miles’ spent erection a loving squeeze, then pulls back his foreskin for a brief inspection. Satisfied, she says, “It’s nice of you to make time for your moms like this,” and kisses him on the forehead. 

Patricia uses a towel to wipe the rest of Miles’s semen from her substantial chest and then approaches Aiden, enveloping his thin frame in a hug. “It’s so nice to finally see you in person.” She takes his hands, still stiff at his sides, and places them on her thick round ass. “You know, I’m famous for this around here. Jim’s son says I’m a PAWG, which I looked up online and am very flattered by.” His cock twitches against her stomach as he gropes at her soft round flesh.

Returning to her perch on the pedestal, Elizabeth says, “We were hoping you would join us for refreshments this afternoon, but until then, you should explore the island. Be sure to stop by Cabin 11—I heard Tony’s niece is visiting.” Patricia smiles and nods knowingly at this. “And of course the beach!” 

Tucking his softening cock back into his shorts, Miles says “that sounds great. We’ll see you then!” In a daze, Aiden reluctantly follows him back out into the sunshine. Before he can ask ‘What the hell just happened?’ they step through a hedge and onto the beach. 

————

High overhead, the sun beats down on golden sand and blue-green waves. A young woman is leaning over two old men, playfulling stroking their cocks and flirting. Two middle-aged men lie side-by-side in a 69 position, energetically sucking each other off while women sit rubbing their backs and softly encouraging them. 

A young girl with silky dark skin and hair down to her plump cheeks is running playfully from a woman in her sixties whose fake tits bounce gleefully in the salt spray. Everywhere they look, it’s pussies, cocks, and tits on parade. 

Miles grabs Aiden’s arm, “Come on!” and they run into the gentle surf. The cool water envelops them, taking the edge off the hot day. Aiden closes his eyes and floats in the water, his mind still racing. Swimming around helps him clear his head and acclimate to his surroundings. After swimming around for a bit, the boys spot two beach loungers free next to a group of women sitting in a circle on towels and masturbating together with little vibrators. 

“You good to chill here for a bit?” asks Miles. 

“Sounds good to me,” responds Aiden, who sits back and feasts his eyes on the lascivious goings on. He is surprised to see Miles doze off and settles in to enjoy the sights and sounds while his friend rests. When Miles awakens, they make their way back to the entrance to grab their bags and take them to their cabin. Then they set off to explore more of the island. 

“So…” Aiden hesitates, “Your moms are really cool.” 

“Thanks, man, yeah, they’re the best. I kind of thought they would ease you into this whole thing.” He gestures around them. “But I guess they decided to just rip off the band-aid. I hope that was ok?” 

“I mean, yeah… It was fucking incredible. Is it ok for me to say that?” 

“Of course, bro. They’re my moms!” 

Aiden isn’t sure how that counts as an explanation, but he’ll take it. He can’t stop thinking about Elizabeth’s fleshy cunt. He’s never been intimate with an older woman, and he found her power intoxicating—not to mention her deepthroat skills. She might be the most beautiful woman he’s ever met. 

————

They come upon another cabin with a barrel-style tub outside. Lying on the edge of the pool with her legs spread wide is an unbelievably gorgeous girl about their age, moaning clamorously. Her blue bikini top is untied, revealing firm breasts that come to a point in puffy pink nipples. A man in his fifties is in the water, feasting hungrily on her smooth cunt. 

Miles points at the front door, which has two brass number plates attached: 11. He starts toward them, but Aiden grabs his arm. “Wait! Won’t they be mad if we disturb them?” Miles smiles widely. “No way. That’s why they’re here.” 

As they approach, the man spots them and waves. Aiden hops up on the deck and introduces himself. “Tony is it? Hi there, I’m Miles.”  

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“Ah, Elizabeth and Patricia’s son. Pleased to meet you. This is my niece.” 

She smiles up at both of them. “Would you like to fuck me? My uncle and I were just talking about how fun it would be if I could have three cocks at once.”

“That sounds great!”

Tony is slim, with tanned leathery skin and a long thin cock. He lies back in a lounger, and his niece squats over him, facing the boys, and buries his lengthy shaft inside her. Then she gestures for them to come closer. As she bounces up and down she reaches for Miles’ cock. Reluctantly, Aiden drops his shorts and shuffles closer. She strokes both boys while she pleasures her uncle with her young slit.

“So where do you guys go to school?” she asks, looking up at Aiden. 

Miles says, “We’re at a liberal arts school back east. How about you?” 

“I’m taking a gap year before college,” she says, casually rubbing their twin erections. “Mostly travelling around, but the first thing I wanted to do after I turned eighteen was to come visit Uncle Tony on the island. I’m Avery, by the way.” She smiles and squeezes around her uncle’s shaft, causing him to groan. 

“Ok, uncle, I’m ready.” She holds herself up so Tony can pull out. His purple helmet is soaked with her creamy juices and he uses them to lubricate her tight pink asshole before slowly pushing inside. Her labia drip and pulse with pleasure as he buries his member deeper into her back passage. She leans back and gestures for Miles who eagerly slips into her waiting pussy. He can feel Tony’s strong cock pushing opposite his own, his smooth balls resting on Tony’s hairy sack, and he begins to thrust gently. Aiden places his hand on either side of her ravishing face and starts to slide his thick manhood in and out of her silky mouth. She giggles with delight, sweat dripping between her breasts and down along her firm stomach. Their bodies hum, rhythmically penetrating the lithe young body of this goddess.

The door to the cabin opens and an older woman walks out. She has ebony skin shining with cocoa butter, small boobs slightly drooping, and a thick black bush. The young girl pulls back from Aiden’s cock to say “Hey auntie! How about this? Are you impressed?” 

She puts her hands on her hips, smiling in admiration. “My darling girl, look at you go! Bringing so much joy into the world with your slippery little holes. These boys look like they’re about to burst.” 

Turning back to the boys, Avery announces, “I want all three of you to cum in my pussy—to see how much spunk it can hold.”

“Should Miles and I try it at the same time?” asks Tony, winking at his wife.

Avery gasps with delight. “That’s a great idea!”

Aiden strokes himself and watches Tony slide his tip along Miles’s shaft, forcing it past her dripping vulva until it disappears inside her. “Oh god,” says Miles, “that feels amazing.” The two men syncopate their thrusts, and she screams with delight until they simultaneously erupt inside her. 

“Ok, Aiden, now you. I need you to fill my messy cunt the rest of the way.”

As he pushes inside her, his member is enveloped with the viscous, gooey emissions of the other two men. It feels like penetrating a reticule full of warm syrup. He reaches for her breasts, tweaking her nipples and sucking at her smooth flesh until he contributes his own seed to the erotic emulsion in her folds. She lies back breathless, skin shining. 

“Can I help clean you up, baby girl?” asks her aunt. “You have such a delicious milky cocktail leaking from that tight pussy.”  

“Of course, Auntie! Come have a taste.” 

The older woman kneels down and kisses the young girl's vulva, pushing her tongue inside the slippery pink folds and retrieving mouthfuls of gooey spunk. Her lips enclose around the girl's clit and she moans. “Oh, Auntie, that feels so good. Keep going!”

Aiden suddenly says, “Oh shoot, we’re late to see my moms. We’ve gotta go!”

Writhing from pleasure as her auntie ravishes her sensitive vulva, Avery calls out, “It’s a pleasure to meet you both. Don’t be strangers!” 

“We won’t!” says Miles as he pulls Aiden after him.  

————


The boys return to the cottage, this time to find Elizabeth and Patricia facing each other, cross-legged on the wooden pedestal, cupping each others’ breasts and humming. 

“Hey, Moms!” says Miles cheerfully. 

The women open their eyes and smile at the two boys. 

“How was your afternoon?” asks Patricia. 

“It was amazing!” responds Miles. “We just had a foursome with Tony and his niece, and all three of us came inside her pussy. It was so much cum!” 

“Aw, that’s lovely. Isn’t she just the most beautiful young woman?” says Patricia. “Now, I’m sure you’re starving. Come over here and have some food. We have something to ask both of you.” 

Aiden looks over at Elizabeth inquisitively, but she only smiles and nods toward the table where a spread of fruit and cheese is laid out. 

The boys dig in while the two women sit across from them. 

“I don’t know how much Miles has told you about our family,” begins Elizabeth, “but Patricia and I have been married for 20 years. Well, legally for just over 10, but spiritually she has been my wife since we were eighteen.” Patricia beams and reaches for her hand. 

Elizabeth continues, “I gave birth to Miles, thanks to the donated sperm of one of our dear friends.” 

“Joshua was so handsome,” interjects Patricia, “and very intelligent. These days, he and his husband live in upstate New York.”

“All this means that while Patricia is Miles’s Mom, they’re technically not related biologically,” explains Elizabeth. “Which gave us an idea….”

Patricia bursts in, “We’re both nearing forty, and we’ve decided that we want to have another baby while we still can! Well, two babies actually.” 

“If possible, we want to see if we can both get pregnant at the same time,” says Elizabeth. “We were hoping you two would consider being the sperm donors. Miles for Patricia, and Aiden for me.” 

Miles grins from ear to ear. “Really, Mom? You want my sperm to have a baby? That would be so cool! What do you say, Aiden?” 

“Do you, like, want it in a cup?” asks Aiden. 

The women chuckle. “Oh no, Aiden, I would very much prefer for you to deposit it inside me. It works much better that way,” says Elizabeth. 

“We’re both ovulating right now, so it’s perfect timing!” chimes in Patricia. 

“That is, if you haven’t already spent all of your sperm with the day’s activities,” says Elizabeth playfully. 

“Oh, I’m quite sure we can rally, right buddy?” 

“Absolutely,” responds Aiden. 

The women stand and lead the boys to two beds positioned side-by-side in the corner of the room.  

“Mom, will you suck on me to get me started?” asks Miles. 

“Of course, my darling,” says Patricia as she sits on the...

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