Cuckold on Vacation

Meghan was quite excited. She had been wedding planning for quite some time now along with working full time, and it was finally time for her to take a breather and enjoy the summer weather before it faded away. 

She was currently on vacation with AJ, her fiancé of one year. It was her idea for the trip itself, wanting the both of them to relax and rekindle their relationship after so many months of heavy planning for their big wedding, and knew it would be amazing for both of them.

They had checked into the resort the night before, one that was only a few hours drive from where they lived, but still remote enough that it felt like a top destination. She had packed all of her favorite pieces of lingerie and bikinis, wanting to show off her body to her future husband, not that he hadn’t already seen it all before. 

Though she wanted to relax for most of the trip, they had plenty of activities booked in between periods of lounging on the beach or in one of the few pools, and their first afternoon at the resort was quite the busy one, though Meghan loved the snorkeling aspect. 

They spent the afternoon taking a nap together, and walked hand in hand to the swimming pool after dinner, both craving some time to lounge and relax underneath the now setting sunrise. 

Meghan wore her second set of bikini for the trip, a brown polka dotted set that was held up by strings by her hips and around her neck. She was 5 '4 with brown shoulder-length wavy hair and sported a small but firm butt, though was quite fond of her breasts, which were big compared to the rest of her smaller frame. She teased her fiancé by asking him to help her with the straps on her bikini, though they still hadn’t had sex on their vacation yet. She was completely fine with this, they still had plenty of time.

She jumped into the pool as soon as they arrived, enjoying the warm water as she slowly floated around with her eyes closed. She beckoned AJ to join her right away, but he shook his head and lounged on one of the chairs instead, telling her to enjoy the pool herself. AJ wore simple black trunks, which was most likely the only ones he brought this trip, and had brown eyes and short brown hair, which was currently tousled from the nap they had. He was slightly taller than her, though when she wore her high heels she definitely towered over him. 

Thankfully, the pool was pretty empty this time of night. She had specifically picked a resort that didn’t allow any children, which was probably the best decision she’d ever made. 

She was in the middle of climbing out of the pool when she noticed someone approaching, a tall fit man sporting a wide grin on his face. He was very attractive, to the point where he could’ve easily been a model if he wanted to, though he seemed to know it. He walked like he owned the place, and barely looked at his surroundings before plopping down on another lounger, a few down from AJ. 

Realizing she had stopped climbing on the ladder to stare at him, Meghan embarrassingly finished her climb, and headed to the hot tub. This time, AJ did want to join her, and followed closely after her into the medium-sized tub, which could probably fit around eight to ten people tightly. 

She noticed on her way that they were the only ones left in the pool along with the new guy, though it was a little particular that he was here all alone. No matter, it wasn’t her place to judge a guy for vacationing on his own. 

AJ sat next to her, and she leaned her head on his shoulder, closing her eyes again to enjoy the warmth of the water and the bubbles floating around her. “Ahhh… this is already so relaxing,” she said, a soft moan coming out of her. 

She could feel AJ nodding next to her. “Great idea, honey. We should come back here every year.” 

“Agreed, it can be an anniversary thing of sorts. A needed getaway.” 

They were enjoying each other’s company silently when she heard a soft splashing. She opened her eyes to see the tall man had entered the tub as well. It wasn’t too unusual, she knew most adults just came to the pool to enjoy the hot tub. She closed her eyes again, wanting to enjoy AJ’s company, and not typically one for small talk.

“Hey,” AJ said.

“Hey,” the man said in return. “I’m Leighton.”

“AJ, this is my fiancée, Meghan.” 

“I could spot her from a mile away. She’s quite a catch, this one.” Meghan couldn’t help but open her eyes at this. She wasn’t so used to outright flattery like this, though sometimes did get a few suitors at the club, though she rarely went anymore. His voice was velvety smooth and deep, which made it sound all the more sensual. Now that she was looking at him closely, he had a nice face as well, with a hard jaw and stubble dotted on his face. His green eyes were staring directly at her, like he knew she would open her eyes at his statement. 

“Of course I agree, she’s beautiful,” AJ said in response, innocently smiling.

“Thank you,” Meghan finally said, blushing slightly. He wouldn’t stop staring directly at her, and it was making her feel hot inside, like she couldn’t keep still. 

“First time here?” Leighton asked, continuing to make conversation.

“Yes, though we were just agreeing we’d probably come back next year. This place is stunning,” AJ explained. “How about you?”

“I come here quite frequently,” Leighton said, and smiled again, this time a little lopsided. Meghan felt like a giggly girl with a crush. She wanted to reach out and touch his stubble to see how sharp it was. “Though I don’t think I’ve ever seen someone as beautiful as your fiancée here.” 

Her eyes widened, how long was he going to blatantly flirt for? She peaked at AJ, who seemed pretty calm still. “You’re quite the catch yourself,” she felt the words slip out before she could stop herself. She probably shouldn’t have said that… though AJ still didn’t seem to mind.

This time, Leighton smiled so hard that a dimple showed on his right cheek. He fanned himself dramatically, saying, “wow, I don’t think I’ll able to keep it in my pants much longer if you’re going to compliment me with that pretty mouth of yours.”

She could feel her pussy throb between her legs. This was all so unusual… she’d never had a guy make her feel this way before, and he wasn’t even doing anything. It was just some innate attraction that she couldn’t help. AJ seemed to finally have had enough, though, because he cleared his throat, and changed the topic.

No matter how hard AJ tried, though, Leighton kept going back to flirting with Meghan, to the point where it was quite obvious to all three of them why he was really in the hot tub. Meghan had no idea what to do. AJ was the type to not like confrontation, and would never outright tell Leighton to leave, but no man had ever been so upfront about wanting to fuck her like this before. 

After a bit more talking, Leighton didn’t seem to be able to stop himself anymore, he looked directly at AJ and said, “you wouldn’t mind if I gave her a little kiss, would you? I mean, she’s going to be married to you soon, anyways. Might as well let her have a little bit of fun on vacation.”

This was surely too much for AJ to handle. She was bright red as she looked at Leighton, then back at AJ, then back to Leighton again. There was no way he was actually going to agree to this? 

She could visibly see AJ gulp next to her as he murmured, “I guess a kiss wouldn’t hurt…”

Leighton didn’t need to hear another word. He practically pounced at her from across the hot tub and grabbed her face. He pushed his mouth against hers roughly, and slipped his tongue inside of her before she could even say anything. She gasped into his mouth. All of the teasing and flirting had made her so damned horny, and she could feel her body pulse just from the movement of his lips on hers. 

He seemed like a complete expert at this. He lifted her up and sat down, dropping her down on his lap in the process. He treated her like she weighed absolutely nothing, and the roughness of it all was like nothing she’d ever experienced. It felt so fucking good, so different from how AJ usually treated her - with gentleness and care. She began really kissing him back, her tongue playing with his in return. He had his hands on her waist and began rocking against her, using his hands to push her down against his crotch in return. She moaned into his mouth… fuck she could feel how hard he was underneath his thin bathing suit, and she was desperate to see it in front of her. 

She had completely forgotten about AJ, though he hadn’t said a single thing throughout the entire encounter, and Meghan wondered how long she would be able to push it before he moved forward to stop them. 

Leighton didn’t seem to care about AJ even a little as he parted from her lips and began licking and sucking on her earlobe before trailing down her neck. She arched her neck for him, trying to give him as much access as possible. The foreplay was everything she craved and needed, so much better than her usual missionary sex with AJ, though she was already insanely wet for Leighton. She shoved her hand into his hair, tugging on it playfully as she made low mewing noises from all his attention. 

She felt his hand behind her, and gasped as she felt him undo the string holding her bra in place. It didn’t take him long before he did the same to the strap around her neck. She had no idea how he was able to do it with just one hand… and wondered how many women he had seduced like this before. 

She finally gave AJ a glance, wondering how he would react to all of this. Why wasn’t he stopping them, yet? What she saw was her fiancé completely stone faced, like he had absolutely no idea what he was supposed to do next. His eyes were wide and his cheeks flushed, and she couldn’t tell if he was enjoying the show or not. 

Leighton demanded her attention back as he pulled the bra clean off of her and tossed it outside of the hot tub. She didn’t care if anyone walked in on them at this point. She needed him… more of him. She needed to cum so bad she’d never felt so desperate.

He whistled as he stared at her tits, “fuck they’re even more gorgeous than I imagined. This man really has the world right in his fingers, doesn’t he?” She didn’t have time to reply before he put a small nipple into his mouth. He flicked it over and over as he reached to tease her other nipple between his fingertips. She closed her eyes so she could enjoy every sensation, knowing she might never feel this good again - especially not with AJ. Leighton continued to rock into her over and over, and she felt as if she might even cum from the dry humping alone. 

She didn’t know how long she’d be able to take this. She needed him inside of her, and quick. “Leighton…” she moaned his name, unable to help herself.

He stopped sucking on her nipple and looked up, “what can I do for you, my little beauty?”

“I need to cum… so bad.” She admitted, biting her lower lip as she stared at him. Fuck, she didn’t care if AJ was listening anymore. She’d never wanted something so bad in her entire life.

“Why didn’t you say so sooner, sweetheart?” He asked with another dimple-showing smile. He grabbed her waist and pulled her up, setting her on the edge of the hottub. She was forced to look at AJ again, who was still staring at them with a transfixed look on his face. She wondered if he would leave her after this, maybe he’d never be able to see her the same way again.

Leighton stared directly into her eyes as he pulled on the last two strings on her body, with each brush of his fingers against her making her more and more needy. He pulled the small piece of fabric off of her, exposing her fully to the night air. She shivered slightly as he parted her legs, showing off her fully trimmed pussy, which she had made sure was perfect for her fiancé - she definitely hadn’t expected this to happen instead.

“Don’t close your eyes, babe,” Leighton said as he pushed his face in between her. She gasped loudly, and had to force her eyes to stay open as she watched him stick his tongue against her clit. 

AJ almost never ate her out, and she watched him as he gulped, probably knowing another man was about to make his fiancée cum harder than he ever could. 

Leighton ate her pussy like his life depended on it, his tongue making circles and motions that he was surely an expert in. She couldn’t take it anymore, she closed her eyes and began rocking into him over and over, craving the release she’d been desperate for for what felt like hours. “Please, please, please…” she begged. 

He pushed her legs apart wider and pushed two fingers inside of her soaking wet pussy, arching them in a way that hit her g-spot with every thrust. She was so damned close, and she knew he could tell. “I’m going to cum… fuck!” 

He stopped his onslaught all at once, pulling everything back from her as he looked up at her with a grin on his face, like he knew exactly what he was doing.

“Sorry baby girl, I told you to not close your eyes. You didn’t listen.”

She couldn’t believe he just did that. No one had ever taken an orgasm away from her before. She felt like a cat in heat, like she would do anything to get him to make her cum. “Please… oh god I need it so bad.”

“Why don’t you ask your fiancé, then? I’m sure he can do a better job than me,” Leighton replied as he winked at her.

She paused, looking at AJ, then back at Leighton. “C’mon… please…” She’d basically just admitted that she preferred him over her own fiancé, but she honestly didn’t care at this point.

“Well, how can I say no to someone so desperate for my cock?” Leighton stood on one of the hot tub seats, and pulled his swimming suit off, making his hard length swing up against his belly. She was practically salivating while staring at it. It was the manliest cock she’d ever seen, hard and veiny and directed right towards her. 

Before he even asked, she grabbed it with one of her small hands and pushed it into her mouth. He groaned and guided her head deeper into his shaft. She moaned, loving how dominant he was with all things. “Fuck yeah… I knew you were a good girl.” She bobbed up and down against him, using her tongue to the best of her abilities. It was difficult, though, far more difficult than sucking off AJ. He had a much smaller dick, and she was easily able to put it all inside of her mouth. This, on the other hand, was making her gag like crazy, and she had to put in all her focus to let him in as much as possible. 

He began fucking her with wild abandonment, making tears begin to form in her eyes as she gagged a couple of times. She could feel him curve into her throat, and felt quite accomplished in that alone.

He seemed to have enough, though, because he pushed her so her back was now against the pool floor. He lifted her legs so her ankles were on his shoulders, and without a single word, he plunged his cock deep inside of her. 

She moaned so loudly she felt as if the whole resort could hear her. “Oh my god Leighton… fuck….” She could barely control her motions. Her mouth was stuck in a wide ‘O’ shape as he pulled out of her and pushed his way in again.

“Only halfway more to go,” he murmured against her ear, and pushed his way back in. It was so good she could barely think of the proper words to describe it… she could barely remember her own name. All she could do was repeat his name over and over again as he fucked her, rocking against her so hard she could feel the small stones underneath her naked back. 

“How does it feel watching Meghan being fucked with my big fat cock, huh?” Leighton said, clearly talking to AJ. “You know she’s never going to go back to your size, right?”

AJ was still silent, and Leighton went back to his steady thrusting, though now moved his hand in between her legs so he was now playing with her clit. She felt the orgasm once more, and announced it loudly as she fell apart. Her pussy milked Leighton’s cock like it depended on it, and she could see stars from beneath her vision. It was by far the hardest she’d ever cum in her life.

Leighton wasn’t done with her yet, though, because he flipped her around so she was on all fours, and climbed out of the tub so AJ would be able to see them from their sides. “Watch my cock slide into your fianceé… I’m going to make her cum again… and she’ll forget you even exist.”

He did just that. He pushed into her again, even deeper than before, and felt as if she was losing her mind. Her second orgasm came quickly this time, and the third after that. She was practically begging for him to stop at this point, since she was so fucking sensitive, but Leighton seemed to have unlimited stamina.

By the third one, he seemed to be ready himself, and began fucking her even harder than normal. She could feel him expand inside of her, and she turned her head left to stare at AJ, wondering if he would be able to tell whether or not Leighton was now cumming inside of her. 

She felt Leighton explode as he groaned loudly. She could feel her insides coated with his warmth, and she finally dropped to the ground, not being able to hold herself up any longer. He continued to fuck her until he had nothing left, and pulled out of her abruptly, forcing her to fall to the ground. 

She could only lay there and watch as Leighton and AJ murmured a few words to each other. Leighton opened her up again and began cleaning his cum off of her, and AJ seemed to finally be able to move once more.

She didn’t know what was going to happen next, but knew their relationship would never be the same again.