Nine Days In Cancun

*A story inspired by u/smithers_luke*

Cancun, Mexico. 6.04 million tourist a year travel internationally for a glimpse of the clear water surrounding the city that glows bright when the sun sets.

“I’ve never left the country, and this could be a great opportunity before I transfer for my residency come September” expressed Ande. “You can invite Steven and Michael, and I can ask Lauren and Michelle if they’d come too”.

Ben couldn’t resist turning down the chance to travel with friends, but most importantly spend some time with Ande. Spring break in Cancun can only mean skimpy bikinis, day drinking, and hooking up with strangers for the fun of it. If there ever was a chance, Ben knew this was the one he didn’t want to pass up.

“I’ll talk to Michael after basketball practice, and I’m sure Steven will say yes. He doesn’t like being excluded from plans” Ben told Ande.

Ande’s face lit up with excitement. “Great! I’m telling you Ben, we all need some down time. And who knows, you might find a local who’ll maybe show you around town, y’know”?

It didn’t take Michael much convincing to spend spring break in Cancun. “Fuck yea bro, you said Ande is going to ask Lauren to come? I always wanted to see her perky tits in a small bikini” said Michael. “And I know you’re thirsty for Ande. I’ve seen the way you look at her during cheerleading practice” he told Ben. Ben couldn’t deny it. Ben has been lusting for Ande for as long as he can remember, but Cancun was his opportunity to take his shot. He’d confirm the plans for the trip after dinner that night.

“Hey Ande, I hope I didn’t call you at a bad time. I spoke with Michael, and he said he’s on board with going to Cancun. Can you just make sure Lauren is coming too?”

“I spoke with the girls, and they’re all excited to go. I didn’t know you had a think for Lauren!” Ande joking said.

“No no no” Ben stuttered. “Michael was bugging about making sure Lauren is actually coming”.

“Well yea, both Lauren and Michelle are coming. I’m actually with them shopping for cute bikinis for us to wear”.

Ben could just picture Ande and her perfect breast contained in a small bikini, hoping it’s thin enough for her nipples to poke through while she’s swimming in the water. “Okay cool, then I think we’re all set to go then. I honestly can’t wait”. Ben hung up the phone, blood pumping his hard cock thinking about Cancun.

For the next few days, Ben couldn’t shake off the anxiety that weighed him down. The plane landed in Mexico, and everyone was instructed to exit the plane in an orderly fashion.

“I can’t believe we’re finally here. I need a drink after that eight hour flight” demanded Michael. Just as the group stepped outside the airport, Steven quickly hailed a cab. The Grande Fiesta was only twenty minutes away, where they booked two connecting rooms. “Just so everyone feels comfortable, we should have girls in one room, and the guys in the other room” said Michelle”.

Once everyone arrived to the rooms, Lauren suggested leaving the separating door open, making it easier for everything to casually relax and hang out. “I think me and the girls want to head to the pool and grab a drink there, you guys are more than welcome to tag along” said Ande to the group.

“If Lauren is going, I’m definitely coming” whispered Michael.

Ben swung his luggage onto the bed, deciding to unpack first before going downstairs for a drink. From the corner of his eye, he saw into the other room Ande’s back towards him. Fully naked, dimples pierced above her ample ass, Ande was bent over to slide on her bottom bikini piece. Her pink shaved pussy, visible between her thigh gap made it impossible for Ben to not get an erection. Ande quickly realized the connecting door was left open, and glanced over her shoulder to see if anyone was looking. She catches Ben making eye contact. Ben’s face burned with embarrassment, and before looking away, he noticed Ande giggle right before walking out the room.

Ben had to make his way to the pool. There’s no way he can pass up admiring Ande’s perfect petite body.

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The rest of the day was spent getting settled into the hotel. Michelle and Steve set off to the shopping center, looking for gifts to bring back home. Michael spent most of his time at the bar, flirting with the young Dominican bartender. Lauren and Ande decided to soak up the sun, perfecting their tans for the trip. Ben fantasied about Ande and her round firm ass all day.

As a couple of days had passed, Ben’s urges grew stronger. Still, he was filled with uncertainty on how to make the first move. While Ben craved Ande and her touch, he also didn’t want to put a stain on their friendship that goes back years. That was until Thursday afternoon.

“This rain isn’t going to stop, and if we’re going to be stuck inside, we might as well have some fun” explained Michael. “I brought a deck of cards and we have some alcohol in the fridge, so why not play some strip poker?”. Ande was quick to explain that she had never played poker, so her getting naked would be too easy. Ben’s ears perked up when he heard this. Mockingly, Michael pressured Ande to give it a shot. “Fine, but if I’m not feeling comfortable, I want to stop playing”. Everyone sat around the table, beers and bottles of Russian vodka placed around the cards, the game was going to begin. It seemed poker was just an excuse for Michael to get rid of his clothes, sitting at the table with nothing but shorts on. The girls in their two piece skimpy bikinis they wore when they had planned to head down to the beach.

The first round was coming to an end, and a drunk Michael got up and took his shorts off without even losing. Exposing his flaccid but hung cock, the girls giggled and whispered remarks to one another about Michael’s girth. “You girls act like you’ve never seen a cock before” Michael stated in a cocky matter. It didn’t take much for the night to derail from a poker game onto a more sexual environment. In the midst of the event, Ande and Lauren began to caress one another, leading to heavy kissing. Ben couldn’t take his eyes off Ande, and her hardening nipples that were trying to rip out of her bikini. Lauren noticed this too, and began to fondle Ande’s breast. Michael didn’t care about who was around, and with no shame began to stroke his now hard cock. This seemed to turn the girls on more once they noticed, and moans filled the room. Steven and Michelle felt uncomfortable with how far the situation had gotten, and decided to call it a night. “I’ll let you guys have your fun, I’m heading to bed” Steven said quickly. Michelle followed him out the room.

Ande giggled. “This is fun, but we should probably call it a night too. I’m trying to be ready early morning tomorrow”. Eventually the lights went out, and everyone headed to bed.

Breakfast was being served in the lobby, and everyone woke up early to head downstairs and plan their day out except Ben. Still hung over and waking up much later than everyone, he laid in bed thinking about last night. The thought of Ande and Lauren excited him, and his cock felt a rush of blood waking it up. Without even touching himself, precum leaked out his cock so he began to stroke it. Ben was so lost in the moment fantasizing about last night that he didn’t notice Ande walking in the room. She stood by the door, watching as Ben gripped his hard cock and proceeded to jerk it. This excited her. So much she slid her hand down her shorts and rubbed her now moist clit. Slowly, she approached Ben, trying not to startle him, but he noticed. Embarrassed and not knowing what to say, he expressed how sorry he was.

“Ande! I thought you headed out for breakfast. I didn’t hear you walk in, I’m so sorry!” he uttered. Ande was quiet, and then quickly broke out smile. “We should maybe hang out after dinner tonight”. She gave him a smirk, followed by a wink before leaving the room. Confused, Ben wasn’t able to say a word before Ande walked out. He wasn’t sure if she was sending him signals or if she was trying to make the situation less awkward than what it was. With sweat running down his face from his anxiety, Ben jumped out of bed and headed into the shower to get ready for the day. Most importantly, what waited for him after dinner.

Steven and Michelle decided they wanted to finish their shopping before their trip ended, so dinner wasn’t a priority for them. Ande had a feeling Michael was interested in Lauren, so she asked Ben for both of them to meet her and Lauren for dinner that night. Michael and Ben waited for the two girls in the lobby before entering the dining hall. Michael knew he was going to fuck Lauren tonight. Ben wasn’t sure how to transition his relationship with Ande. Then, both women enter the lobby, both wearing skin grabbing booty shorts along with only a tank top. Nothing underneath the tank top, as both girls nipples pierced through their shirts. A few minutes go by, and they’re all seated.

Throughout dinner, Ben felt Ande’s eyes pierce through him. The way she rested her lips on her wine glass and then proceeded to lick them from any drop lingering. Michael was too busy eye fucking Lauren to notice the sexual tension. At this point it’s obvious there was sexual tension between Ande and Ben. Every so often, Ande would bring her arms together, squeezing her round perfect breast, trying to get a reaction from Ben. Ben stared and proceeded to make eye contact with Ande. “What are you guys planning on doing after dinner?” Ande asked everyone. Lauren giggled “I think Michael and I are going to the rooftop swimming pool, I hear it’s empty around this time”. Michael nodded his head quickly with excitement, not hiding his thirst for Lauren. “I guess you and I are left with no plans after this” Ande told Ben.

Ben knew this was it. All the years he’s been waiting, and weeks he’s been mentally preparing himself for. Today was the night he’d slide his cock inside Ande’s pussy.

The group walk out the restaurant, with Michael and Lauren holding hands and giggling. They haven’t been able to keep their hands off each other since they had sat down for dinner. Off they ran in a hurry to the rooftop. “I don’t think anyone is upstairs in the rooms, and I need help packing up my things before we leave. Want to help me?” Ande asked Ben. Ben couldn’t say no and nodded. The elevator rang in the lobby, and both walk in, signaling it to take them to their room. Standing across one another in the elevator, both Ben and Ande kept their eye contact. Ande sticking a finger in her mouth, bit her lip and whispered out a moan. Blood rushed from Ben’s brain to his cock and an obvious bulge formed in his pants. Ande could help but stare, and Ben couldn’t help but notice her nipples getting harder in her tank top. The elevator doors open and Ande walks past Ben, stopping before exiting, and gently stoking Ben’s peeking cock. “We forgot to get dessert” she said.

The door to their bedroom swings open and the light above the bed flicks on. Ande playfully collapses on the bed, both hands running through her hair, still gently moaning. She sits up and looks to Ben, who’s still standing by the door, and asks him to get comfortable. “Come undress me” she demands.

If there ever was a sign, there’s no mistaking this is one. Ben climbs up on the bed, and slowly unbuttons her shorts. He can hear her breathing heavy, and noticies her running her hands along her breast. The shorts come off, and there was her pussy. She hadn’t bothered wearing underwear. Ande wasted no time, and shoved Ben’s head down between her legs. Ben knew what he had to do. Some light licking to set the mood, but he can tell Ande wasn’t here to waste time.

“Suck on my clit and stick a finger inside my pussy” Ande moaned.

Slightly lifting his head up, Ben spat on Ande’s pussy, and put two fingers inside her. She was already wet. She’s been wanting this, he can tell. Ben curved his fingers upwards inside of her, lightly touching her G-spot. Ande arched her back off the bed and let out a sharp moan.

“I can’t take this anymore. I need your cock inside of me, please” Ande begged.

Ben sat up, unbuckling his pants, but he was too slow. Ande pushed him on the bed, and took it upon herself to get him undressed. As she took off his pants and boxers, Ben’s cock became exposed. Ande gasped. “Holy shit, it’s so fucking thick” she stuttered. Immediately, Ben’s cock bounced up, hard as a rock. Ande needed two hands to get ahold of his cock. Ande looked at Ben, and without breaking eye contact spat on his cock. Her mouth opened wide as she tried to shove him down her throat. She could only get the tip and maybe a few centimeters in. “Holy shit it’s so big” she said as she came up to catch her breath. Ben wasn’t trying to hear any of it. He’s waited too long to sit there and chat. He wanted to return the favor. Grabbing a handful of hair, he shoved her head down, making her suck him off. He was in control now. “I’ve been waiting for you to wrap your lips around my cock, you can’t imagine” Ben said, hardly able to speak.

Ande pulled Ben’s hands away, grabbing him by the neck as she straddled him. Ande reached behind her to grab Ben’s slippery cock to guide it insider her tight pussy. Quickly, Ben reached for a condom he had in the nightstand, but Ande assured him it wasn’t needed. “I’ve been on birth-control for 4 years, and I want to feel your bare cock”. Without saying a word, Ben reached back to grab Ande’s ass, spreading her cheeks, and shove his cock inside her.

Ande gasped. Her pussy was too tight, but she asked for Ben to bottom out. “Please just stick your whole dick inside, I can’t wait anymore”. Ben, making eye contact did as she asked. Even though Ande’s pussy was dripping wet at this point, she was still too tight, but she took it all in. She sat back, forcing all of Ben’s dick inside of her, taking in ever inch of him. She knew what she was doing. It’s as if she hadn’t been fucked in ages. Ben was ready to take full control and see how much Ande can really take.

Grabbing her by the waist, Ben lifted Ande off him and laid her next to him. Ben’s cock was covered in a creamy white coat of Ande’s juices. He sat on top of her and demanded Ande to lick his cock clean. Starting from his balls, Ande licked his cock and then twirled her tongue on the tip of his cock. Precum leaked out, but Ande had no issue with that. She sucked it clean and swallowed it as she stroked the shaft of his cock. “I’ve been wanting to stick my cock between your perky tits. Squeeze them so I can fuck them” Ben demanded. Ande obliged, spitting on her breast so Ben can easily fuck her breast. Ben thrusted aggressively, watching as Ande held her breast together and played with her nipples. Ben wouldn’t last long if he kept this up. Ben gripped his cock by the balls and smacked his shaft on Ande’s tits, rubbing the tip of his dick on her hard nipples. Ande couldn’t stay still, as the pleasure was too much. She couldn’t speak much, but was able to beg Ben for his cock inside her again. “I need to cum on your cock. Please fuck me”.

Ben got off her chest, and positioned himself between her legs, stroking his cock. Ande put two fingers in her mouth, drooling on them so she use them to play with her clit. The tip of Ben’s cock made its way inside Ande. She was in ecstasy. Ben’s waist inched closer, sticking the remainder of his cock inside of her. “I need you to make me cum” she moaned. Ben grabbed both of her legs spreading them open, thrusting forcefully.

“You’re in so deep, I’m about to cum”.

Ben didn’t stop and kept his rhythm steady.

“Oh fuck Ben, fuck. I’m cumming”.

Ande’s legs wrapped around Ben, squeezing hard as she quivered from her orgasm. She needed a second to get herself together. “I need you to cum all over my pussy” she told him. Ben grabbed Ande by her legs, spreading her open again, cock still inside her. Ben was so close, and it’d take him seconds to cum. He repeatedly thrusted, his cock getting wetter every time he pulled out.

“Beg for my cum” he told her.

“Cover my pussy with your thick hot cum baby, I need it” she moaned back.

Hearing her talk to him like that, Ben was ready to explode. Quickly he pulled out and without needing to stroke his dick, he shot his cum at her. Thick ropes made their way onto Ande’s flat stomach. One after another, Ben couldn’t stop cumming. Ande lifted her head up, watching as he came.

“Holy fuck baby keep cumming on me” she happily said as she rubbed what cum she had all over her stomach.

Ben grunted and moaned loudly, stroking his still hard cock as the last bit of cum dripped onto Ande’s pussy. He just needed a second. He couldn’t believe how much he came. As Ande laid there, feeling satisfied, Ben grabbed his cock again and stuck it back inside her. “I want to push my cum inside you” he said, and then shortly collapsing on top of her.

Ben had fantasied about this moment for as long as he could remember, and tonight went no different than how it played out in his head. With his head resting on Ande’s breast, she whispered “I’ve never been fucked so good”. Ben looked up, and gently kissed her lips.

“I’ve been wanting to fuck you since I saw you at cheerleading practice”.

That night was a night Ben knew he’d never forget. He thought about it as he woke up the next morning, getting ready for his flight back home. Ande had been flirty with him since their latest adventure, and they weren’t able to keep their eyes off each other as the sat across one another on the plane back home. Michael, sitting next to Ben, asked him what he thought about their stay in Cancun. He looked over to Ande, who smiled back at him, then rested his head on the seat. The plane was ascending and everyone was instructed to fasten their seatbelts.

“I’m sure I had as much fun as you did this past week” he said.

Source: reddit.com/r/eroticliterature/comments/fleyuw/nine_days_in_cancun