Cocky In Cabo

This is an experiment. I wrote a story based on my partner's fantasy instead of my own. All characters are 20 or older. Hope you like it, all feedback is appreciated.

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Sarah and Amber giggled as they returned to their hotel rooms at the resort. It was late. They had closed down the clubs and danced their hearts out. Now, heels hung from their fingers, and their laughter echoed loudly in the elevator.

It seemed like the entire resort was asleep. There were hardly any lights on in the windows as they walked through the maze of resort buildings, beautiful white adobe structures that each housed about 100 rooms. The buildings were bunched so that every three buildings were centered around infinity pools, hot tubs, swim-up bars, and the like.

Amber shushed Sarah as the elevator dinged and the door opened to the hallway of their floor, making them both burst out laughing again. They weren't even drunk, buzzed maybe, but more off the fact that they were old friends and hadn't had this kind of fun for a long time than from the margaritas they had enjoyed hours earlier.

Minutes later, they were on Sarah's dark balcony with cold water bottles. They were not quite ready to let the night end, and their laughter ebbed as they stared out at the stars and the ocean.

As they leaned on the railing, a loud clanking came from below. Looking down, they saw that two young men had entered the gated pool area. They watched silently as the young men dropped towels on loungers and headed for the hot tub. Their voices became distinct as they got into the steaming water.

"No, Ethan, one time, I swear to god, I got this girl off like 16 times in one night. Just from fucking! She just kept cumming, it was crazy!"

"That's awesome." The one they presumed was called Ethan said in a tone of awe.

"It really was, dude."

"I think my record is only, like, five in one night," said Ethan.

Sarah and Amber stared at each other, eyes wide, mouths open. "Oh. My. God." Amber whispered. Sarah put her fingers to her lips, looking down significantly.

"Ethan, listen, man, you have to give the ladies what they want. And what they want is... My dick!"

"Carter, you ARE a dick." Said Ethan, laughing.

Amber pulled Sarah back through the curtain into the hotel room and shut the glass door.

"Sarah. We have to go down there." Amber said, excited.

"Amber. No way, those guys are like twenty, twenty-one at best, and we are... not. Remember when we were twenty? Thirty-year-olds seemed ANCIENT. Do I need to remind you that we are turning forty this year?"

"No, Sarah, listen, this would be so good for us, so good for you! They're hot! They look like college athletes. Come on, let's go have some fun!"

"They were bragging about how many times they got women off, Amber. From fucking. Alone. What do you want to bet that those girls were faking it for the life of them? Those guys wouldn't know what to do with us. They have probably had a lot of very mediocre sex that they think was amazing, and that hasn't ever satisfied a single woman." Sarah said.

Amber's eyes lit up and Sarah groaned.

"Yes, we are turning forty this year. And when we were dumb twenty-somethings we married dumb twenty-somethings who didn't know how to make us cum. But here we are now, older and wiser, and much better in bed. We are in Cabo, celebrating your divorce, three years after mine, and we deserve to have some fun!"

Sarah could see that Amber was getting herself hyped up. They had both been wing-women for each other since their freshman year of college; it was no surprise that she wanted to help Sarah get laid. When she got that look in her eyes, though, it was unlikely anything was going to get in the way of whatever scheme she was cooking up.

"We have the chance to do some real good in this world, Sarah. Come on, we could go teach those idiots a thing or two and make the world a better place for all the women in their future! No, for all woman kind!" Amber delivered this like she was giving a speech to become the president or something.

"I don't think they are going to want us! We. Are. Old!" Sarah protested.

Amber laughed. "Babe, no, we are fucking hot. Look" steering Sarah by her shoulders to a large mirror on the wall Amber pushed her tits together and made a kissy face. Sarah laughed.

"No, listen" Amber said more seriously "your asshole ex made you think you weren't hot. But don't let his cheating bullshit fool you, you are hot shit. No, really, look at us."

Sarah looked in the mirror and, after a moment, said, "OK, maybe you have a point."

They both had killer bodies in opposite ways. Sarah's long dark hair, perky tits, and tall lean athletic build had always made a striking contrast with Amber's dirty blond curls, pouty lips, and shorter curvy-as-hell hour-glass figure. "But only if they are old enough! I'm not messing with teenagers."

Amber squealed, clapping her hands. "Ok, put on your sluttiest bathing suit, the one we bought last week, and let's go have some fun."

*************

Carter and Ethan were chilling in the hot tub (five feet apart cuz they aren't gay) bullshitting when they heard the clank of the pool gate. They turned to see who had joined them and when they did Carter hit the water to splash lightly onto Ethan, whispering through his teeth "holy shit."

Two women were walking into the pool area, staring directly at them, in skimpy little suits. It was hard to tell how old they were, but they were women, not girls. They were older than the girls they hooked up with at school but younger than their moms. A mystery. They were mesmerizing as they walked over; neither of the young men could drag their eyes away from the gentle sway and jiggle of their breasts as they walked.

"Hi boys," said the blond one with an insane hourglass figure, wiggling her fingers at them in a little wave. "Ok if we join you?" Carter and Ethan cleared their throats before Carter rushed to say, "Please, come on in! The water is fine!" gesturing at the water with bravado.

The taller, dark-haired woman with the lean but muscular build of a yoga instructor laughed lightly as she put her towel on a lounger and removed her slide sandals. Turning away from the men, she laid out her towel on the lounger as if she was going sunbathing, bending over and giving them an incredible view of her ass, barely covered at all by her thong style bathing suit.

"I'm Amber, and this is Sarah." Said the blond, walking past her friend to the next lounger, tapping Sarah's ass lightly. Ethan and Carter were transfixed on the bounce of her ass under that slap until Amber turned and bent to put her towel down as well. Two incredible asses. Waving in their faces. Carter hit Ethan with a light punch on the arm.

"Hem, nice to meet you," said Ethan. "I'm Ethan, and this is Carter." Amber and Sarah turned around to see who was talking. "Got it!" said Amber. "So you, tall, dark, and handsome, are Ethan. And you, with those big muscles, you are Carter. Did you get that, Sarah?"

"Yeah, nice to meet you," Sarah said as both women sat on the side of the in-ground jacuzzi and slipped their feet into the water. "Where are you all from?"

"We play Basketball at UNC, he's a local there, but I'm originally from Ohio." Ethan said.

"Wow!" said Amber, running her fingers lightly on her collar bones. "College ball! What do you think about that, Sarah?"

"That's impressive! What are you, juniors? Seniors?" Sarah asked

"Sophomores, actually. We play on the JV team, but we'll be on Varsity next year." Ethan said before he noticed Carter shooting him a dirty look and giving him a "cut it out" signal with his hand in front of his neck.

Seeing Ethan's confused expression, the women turned to look at Carter, who quickly smiled and put his hand behind his neck, saying, "We are on the starting JV lineup, though, so we play all the time."

"So how old does that make you?" Sarah asked, Amber rolling her eyes slightly.

"We're both twenty," Carter said, then, making his voice deeper, he said, "but my mother always taught me to never ask a woman her age, so tell us where you're from?"

Carter and Ethan didn't miss the quick glance exchanged between Sarah and Amber but had no clue what it might mean. They couldn't stop staring at the women. Amber had leaned back on her hands, and her chest was straining against her tiny top as she arched her back. Sarah was playing with her long dark hair, her knees had separated and Ethan and Carter could see that her bathing suit was pulled tight against, and a little into, her pussy lips.

"Do you all want to talk, or is there something more fun we could maybe do?" Sarah asked.

Ethan struggled not to grab his dick at what he was looking at and the tone of that question, but he felt it growing and knew if he stood up he would have a raging hard-on. Carter *was* grabbing his hard dick through his shorts in the water, trying to make his hands on his thighs look casual.

"Should we play a game?" Amber asked. "We could play truth or dare?"

"Oooooh, I like truth or dare!" Sarah said.

Ethan and Carter looked at each other, eyebrows raised, then said in slightly discordant unison, "hell yeah!" and "fuck yeah!" respectively.

Amber laughed, "OK, ummmm, Sarah, truth or dare?"

"Dare," said Sarah.

Amber bit her lip, she was turned the fuck on, "I dare you to... dip into the cold pool!" Sarah stood, wrapping her hair up into a twist and clipping it up as she went to the ladder closest to the hot tub. She grinned as she climbed in, the cold water to her neck. Then began to climb out slowly. Her nipples had become rock hard and were visible through her suit top. Water beaded on her skin as she got out completely and came back to sit on the edge of the hot tub. She felt the eyes on her and felt a thrill.

"My turn, hmmm, Carter, truth or dare?" Sarah said to the men who were staring at her chest like deer in headlights. "Dare," said Carter with no hesitation. "Give me your shorts. You can stay in the water, but let me keep them for a couple rounds."

Carter pushed his shorts off quickly and, not thinking, stood, then stooped to keep himself covered by the water after his erection nearly popped into the air, and moved to hand the dripping shorts to Sarah. Carter ducked a little farther into the water on the way back, wondering what the women could see from their positions, especially with the light on in the damn tub.

Amber and Sarah saw a lot. They stared at what looked like a very thick, slightly short, cock in the water. Amber wondered if the water distorted it or if it was really that thick around.

After he had returned to his seat, Carter said, "OK. Amber, truth or dare?" "Dare," said Amber.

"I dare you to......" too many ideas were running through his muddled brain. "Um, Ask Sarah to give you a massage."

Amber caught herself from rolling her eyes, but just barely. From the cocky guy, this is the best he could come up with? She turned and asked Sarah, "will you please give me a massage?" Sarah hopped out of the tub and knelt behind Amber, rubbing her shoulders. Amber decided to make a show of it and moaned and bit her lip theatrically, saying, "that feels sooooo good."

Sarah tapped her shoulder and they both moved to sit on the shallow step of the tub. "Ethan, truth or dare?" Ethan contemplated saying "truth." What was this woman going to tell him to do? He didn't want anyone to see his hard-on, he knew that he and the women had all caught a watery glimpse of Carters. But he wanted to play, and Carter hadn't hesitated for a moment, so he said, "Dare."

"I dare you to kiss Sarah, anywhere you want." Ethan turned bright red and stared at Sarah. He nodded his head and walked over to her on stooped legs to hide his erection. He was too damn tall for this hot tub. He leaned over and with more bravery than he had ever had in his life, sucked on her hard nipple through her bathing suit. Sarah hummed and pushed her tits forward and Ethan felt his cock twitch.

Ethan didn't stop, he kept on sucking. He couldn't stop. "Here" said Amber, moving to do something behind Sarah. Sarah said, "Amber! Jesus!" and Ethan felt her top start to slide off of her. He pulled back and it fell completely into the water. Ethan stared at Sarah's perky little tits, his hands on her waist, completely dumbfounded. Then went in to suck on the other nipple, now revealed to him. Sarah hummed again and Amber laughed.

Carter was staring open mouthed at his friend, sucking on Sarah's hard nipples, cock fisted in his hand.

Ethan's erection was straining hard against his shorts. Trying to keep it from hitting Sarah's legs is what finally got him to back up and go to his seat, panting.

"Hey!" Amber cried, pulling her arms to her chest. Sarah had her tiny top in her hands. "Fair is fair!" said Sarah, throwing her top into the tub. Amber sighed and said, "you're right," dropping her arms behind her and arching her back slightly, enjoying the boys staring at her open-mouthed. Their eyes were glazed and Amber was 90% sure that Carter had his cock in his hand.

"Your turn, Ethan" Said Carter, as he grabbed the tops and gleefully put them on the side of the tub.

"Right!" Ethan shook himself slightly and forced himself to look up at the faces of these women. "Amber, truth or dare?"

"Dare." Amber said, staring into his eyes with her tits out. "I dare you to... to... let me motorboat your tits."

"This is starting to get good, huh? Choosing one for yourself. Good job, Ethan. I thought you were going to be shy all night!" Amber said as she made her way over to him. She knelt on the bench of the jacuzzi right next to him, her tits thrust forward.

Ethan reached up with shaking hands and pushed her tits up and together, squeezing them gently. He moved his face towards her tits and was about to make the "brrrr" noise of a motor boat with his lips against the top of her cleavage, when Amber said "no, hon, not like that. Watch."

She guided his hands, pulling her tits apart. "Now put your face in there." Ethan leaned forward and Amber helped him push her tits up and around his face. She felt so fucking soft. "Now, hun, go ahead, make the noise with your lips, and turn your head side to side," Amber said. Ethan made a motorboat noise and moved his head quickly back and forth feeling her glorious tits ripple and bounce around his face.

"Good job!" Amber said. Ethan's face went a little hot again as she pulled back and went to sit on the shallow step. Carter was staring, rapt.

"It's my turn," said Amber, "and I want to give a dare to you both." she pointed between Carter, who had been surprisingly quiet, and Ethan, whose face was still red. "Will you take it?"

The guys looked at each other. Carter nodded at Ethan, eyes wide. "We'll do it" said Carter.

"I dare you to sit on the edge of the tub. For the next three rounds."

Ethan and Carter looked at each other again. Carter nodded again, making his eyebrows move suggestively towards the women.

Amber and Sarah giggled, watching their silent conversation.

Ethan sighed, grateful he still had his shorts at least, and nodded back.

Both men stood and sat on the edge of the tub. Ethan's dripping shorts were tented, showing the strain of a large and twitching hard-on. Carter's cock, just as short and wide as it had seemed under the water, bobbed at full attention.

Carter said, "Now it's both our turns?" Amber nodded, smiling at his cock.

Carter looked at Ethan. "What do you want to do, man?"

Ethan turned towards him then averted his eyes skyward, avoiding Carters bobbing cock. "I don't know, lose their bottoms maybe?" "Yeah!" said Carter, seemingly oblivious to his friend's aversion to looking at him naked.

"We dare you both to take off your bottoms. No! We dare you to take off each other's bottoms!" Carter said.

Amber and Sarah smiled and stood. "Me first?" asked Sarah. Amber was glad her friend was getting into this! "You got it, babe." Amber knelt next to Sarah and slowly pulled down her bikini bottom, revealing her small bush and pussy to them. Sarah stepped out of her bottoms, and Amber threw them on a lounger.

Sarah turned around, showing them her ass and said, "your turn!" She bent at the waist and pulled Amber's bottoms down, giving the men a view of her pussy lips as she did. Amber's bottoms got stuck between her thick thighs and Sarah gently patted her until she spread her legs wide, allowing Sarah to pull them down farther. Amber stepped together, letting her bottoms fall to the ground and stepped out of them.

Looking at the faces of these young men Sarah thought they might cum just from looking, their cocks were twitching and bobbing and straining. They seemed to be so fucking hard! She couldn't remember the last time her ex had been that hard.

Amber and Sarah slowly sat down into the tub, now completely naked. "Sarah, I've got an idea for the next dare. You OK if I take it?" Amber asked quietly. Sarah nodded. "Remember what you told me about the jets in that jacuzzi in Sata Fe?" Sarah's eyes went wide but she nodded again with a sheepish smile. "Great" Amber smiled.

"Sarah," Amber said, in a loud voice, "I'm going to turn on the jacuzzi jets, and I dare you to use them to get off." The guys whipped to look at each other, grinning wide. Amber stood, dripping, and walked to the jets timer on a nearby cabana. Ethan and Carter stared rapt, watching every sway and bounce of her incredible ass as she walked away, and her tits and glimpses of her pussy between her thick thighs no the way back. The jets came on as Amber returned, and quickly the jacuzzi was full of streaming water, churning and bubbling.

Sarah stood and walked through the water to a set of jets directly in between the guys, her nipples peaked. When she got there, she felt around the wall of the tub and knelt on the bench, adjusting her body until she found the perfect place, gasping and then humming. She backed up for a moment.

She looked up at the guys on either side of her and said, "Will you help me? Hold my wrists? Keep on holding tight, OK? Help me stay close to the wall."She reached up to them both and pushed her clit up against the jet as they wrapped their hands around her forearms.

Sarah hummed, she bit her lip, and she started rocking her hips. It had been a long time since she'd been this turned on. The pressure of the jet on her clit felt incredible and she was quickly moaning and panting slightly. The guys were ogling her. She was deeply enjoying herself. She knew exactly how to please herself. She had no shame. This was not at all like the girls they slept with back at school.

"Touch my tits, pinch my nipples" Sarah said breathlessly. Ethan and Carter gladly obliged. Holding her wrists tightly with one hand and reaching down with the other to play with her tits. Sarah's moans became longer. Her breath shallower. She was rocking her hips hard, reveling in the feeling of the jet on her clit.

Suddenly, her entire body tensed, and she was gasping for air, rigid. Her head was thrown back and her eyes were screwed tight. Silently, she came, her body shaking as she held herself in place against the jets using the force of the men's arms. She let out a shaking sigh and released herself from the wall, smiling contentedly.

The guys looked at each other with raised eyebrows. Did she just cum? She did, right?

Amber watched them, laughing internally at the bragging she and Sarah had overheard earlier. They had no fucking clue. Sarah eased herself back onto the bench next to Amber, grinning.

"I think we need to do something about their hard-ons," Amber whispered to Sarah. "They look painful. Look, Carter's head is purple." Sarah looked and saw, indeed the young men were shifting, obviously struggling not to touch themselves, Carter looked painfully hard and Ethan's shorts were stretched taut. "Want me to dare you to take care of it?" Sarah asked, "Or we could tag team? Trade back and forth? If they even last that long?" She said this last question with a wink. Amber nodded, smiling.