As the sun began to set outside the three of us dozed in Amanda and Michelle's cabana, sweaty and nude after fucking each other senseless following a day at Orient Beach. I couldn't believe my luck - my first day on vacation and I'd already ended up in an absolute dream scenario. As I came to, I sat up and lazily traced a circle around Michelle's tiny right nipple. She let out a giggle and turned towards me, pressing her large, tanlined breasts into my chest.
"So," Michelle started, "we should probably make plans for dinner. Would you care to join us tonight, Matt? I feel like it's only friendly to invite you after we all got to know each other so well today." she said with a smirk.
"Of course - I'd love to. Any place you girls have in mind? I'll let you lead the way."
Amanda sprung up excitedly, her breasts jiggling, recommending her favorite local restaurant in Orient Village, and suggested that I had better head back to my hotel to get ready, as it was already nearing 7pm. I begrudgingly sat up in bed and crawled over the two utterly relaxed women to grab my shorts from my beach bag. Pulling the board shorts back on after spending the day naked was definitely a bummer, but I made plans to meet the girls at Orient Village at 9 for dinner, and began the walk back to my hotel.
Strolling back down the now-deserted beach, I felt completely at ease. What a day! The water gently lapped against the shoreline as I made my way back to the Esmeralda, and few sun-worshippers were left on Orient aside from some clothed tourists walking the length of the beach.
Upon reaching my hotel, I swiped into my room and started up a hot shower to rinse off the salt and sweat, still nurturing a semi-hard cock and fighting the urge to masturbate as I soaped myself up, replaying the hot scenes of the day in my mind. Wrapping myself in a towel, I stepped out onto my balcony to dry off in the open air, gazing out at the water.
I pulled on a pair of designer jeans and a linen shirt, stepped into a pair of flip flops, and walked over to the now-bustling Orient Village area to meet Michelle and Amanda. Amanda had reserved a table at Le Piment, and the girls were waiting outside at the entrance to the restaurant when I arrived. Amanda, the blonde, was dressed in tiny white shorts and a flowing flowered top without a bra, her long hair still salty and wild from the day. An elaborate necklace draped around her neck drew attention directly to her breasts, which were unmistakably perky this evening. Michelle wore a blue and white beach cover up and had pulled her hair up into a messy bun.
"Matt! There you are - I hardly recognized you - you know - with clothes on!" Michelle joked when she saw me.
"Well, after all, you already saw me in my best outfit at the beach, I guess anything else would naturally be a disappointment!" I replied as we were quickly escorted to our table by the maitre'd.
As we sat, drank wine, and were in the midst of our meal, we became aware that the group of four next to our table had been listening to our conversation rather acutely. Granted we had been vividly recounting the fun we'd had earlier, and discussing plans to take the Tiko Tiko nude cruise to Tintamarre later in the week rather loudly, but it was clear the people next to us we eavesdropping most of the night. As I picked up the check for our table at the end of our meal, the waiter brought over a bottle of some of the restaurant's specialty rum. I was pouring shots for Amanda and Michelle when suddenly one of the neighboring group - a late-20's, all-American looking blonde woman - leaned over to us to enter the conversation.
"Excuse me for interrupting, but we've sort of been listening in to you guys tonight and we're FASCINATED! Did you guys say you spent the day at the NUDIST beach? I heard about it earlier and I'm intrigued!" Her other female friend giggled nervously, while their male companions seemed nonplussed by the exchange.
"Why yes, we LOVE the nude side!" Amanda answered her excitedly, "We're staying there, actually. It was Matt here's first time on a nude beach as well today, as a matter of fact!"
"Wow! That seems brave! So...is it definitely something to check out while we're here?" the girl grinned widely; I could tell just talking about going nude was beginning to turn her on.
"Oh absolutely - you HAVE to check it out. Come by the Perch Bar during happy hour tomorrow! We'll be there." Michelle laughed as she took a shot of her rum.
"Well...maybe, I think I'd have to work up the courage." the girl responded, though I noticed she stole a glance or two at me while speaking to Amanda and Michelle. "Are you guys like, nudists?"
"I mean, you could say that." Amanda laughed. "He's on his way there too!" she said, motioning to me with a grin.
"As a fellow newbie, I'll even buy you your first drink if you end up coming by." I said, inviting myself along (though assuming Amanda and Michelle wouldn't mind at all - I got the sense they very much enjoyed the attention I provided them!)
The girl returned to her group's conversation as they chattered excitedly, I assume about whether or not they'd have the guts to make it over to Club Orient the next day. Amanda, Michelle and I got up to head back, though having had so much to drink over the day we decided it best to call it an early night and head back to our separate hotels.
Day 2
The next morning I awoke in my room at the Esmeralda and quickly checked myself to determine whether or not I had dreamed the entire previous day. The sun streamed through the windows in my room, and I got out of bed and slid the door open to my balcony, taking in the humid Caribbean air and the sight of the aquamarine Orient Bay. Nursing a bit of a hangover, I grabbed a rum out of the minibar and took a shot to ease the dull throbbing - leave the judgement at home, I was on vacation!
I ate breakfast at the hotel, striking up a conversation with a mid-40's Frenchman who happened to be wearing the same Rolex Submariner I was. He was an entertaining fellow - still drunk from the night before, in his estimation - and his wife was somewhere around here waiting for him to join her and hit the beach. He and I turned out to be in similar lines of work, and we decided if either one of us needed a drinking partner we'd seek each other out at the hotel bar.
Heading back to my room to grab my towel and bag for the beach, I realized I had to play it cool with the two cougars from yesterday. Though they were extremely quick to pounce yesterday, I thought, it'd be best to feel out the situation and play it by ear when I inevitably ran into them today. "Who am I kidding," I thought, "We'll all be drunk and fucking again before any of us knows it anyway, if yesterday was any indication."
At this point, the clothed side of the beach was more of a nuisance that had to be walked through rather than a viable option for a place to spend the day. I headed to the beach at Club Orient, passing the now-familiar famous signage, and grabbed a chair and umbrella only a few rows down from the bar area. As it was still relatively early in the day, people were still filing in, and the immediately neighboring chairs were empty at this point.
I pulled off my board shorts and sprayed on a coat of sunscreen, then sat back to read and catch some sun. Paying attention to my leisure reading was difficult, however, as people-watching became a clear distraction! Directly in front of me, walking into the surf, was the petite, short-haired French brunette from the KonTiki bar the previous day. She had shed her thong, clearly, and sported a gleaming white thong tanline which split her backside against a deep tan everywhere else. Playing in the water, she turned towards me to display a neatly trimmed but thick black bush of pubic hair - sort of a wider landing strip style, if you will - her small but perky breasts seemingly perfectly proportioned to her fit frame. The French woman then yelled over to a man - I assumed her husband - and jogged athletically back up the beach to him, laughing. I'd be lying if I said my cock didn't stir a bit watching her play in the waves!
"Excuse me, do you mind if I take this seat?" a woman's voice said just then, with a soft American southern accent.
The voice belonged to the pale woman I had initially sat down next to the day before - the one who had been with the husband who refused to take off his shorts, if I recall correctly.
"Not at all, feel free. I'm Matt, by the way. I think I sat down next to you and your husband here yesterday." I said.
"Oh yes, I recognized you. I'm Sarah, it's so nice to meet you Matt! As for my husband...well, he doesn't really enjoy the idea of getting naked out here. Burns easily, he says! I think he's just kind of a wimp to tell you the truth." she said, laughing as she laid out her towel on the chair and began stripping out of her bikini. "He wanted to do one of those jet ski sightseeing tours today, and I have no real interest in that, so I figured I'd just spend the day at the beach!"
"Nice to meet you, Sarah. That sounds exactly like what I've got planned. A few drinks and some sun - I just got here yesterday so I'm still in my "unwinding" phase." I said to her, surveying her body. Sarah was clearly not a regular nudist - her skin was fair, she seemed to be a natural redhead judging by the auburn patch of pubic hair above a soft pink slit. Her breasts were natural C's, I estimated - the nipples small and rosette-like, with a slight sag to them as a natural pair would have on a woman in her mid to late 40's.
Sarah and her husband were also staying at Club Orient, as it turned out. Sarah, a 47-year old teacher from North Carolina, had been dying to try a "nakation" for the longest time, but had never had the guts to go socially nude back in the states. Her husband, though not being thrilled with the idea himself, had agreed to try a week with her at Club O, but upon arriving found himself unable to strip down in public! I got the sense that Sarah was very much enjoying her time here so far, but that her husband had been sort of a wet blanket on the trip. She wasn't exactly what I would consider conventionally attractive - I thought to myself that I certainly shouldn't make a habit of putting moves on cougars during this trip - but there was an alluring quality to her exploring her newfound nude sensuality that kept my interest.
Sarah stretched her legs out and wriggled her pink toes at the end of the chair as we looked out at the water, taking in the early morning sun. "Say, do you want to join me for a dip Matt? I'm getting a bit sweaty over here."
"Let's do it." I said, noticing that my penis had thickened, my pink cock head slightly dripping pre-cum from the sheer arousal of being nude on this beautiful beach and talking to a stranger. I noticed as I sat up, Sarah's gaze moved toward my cock as it had yesterday when I stood up, but she quickly looked away as we stood up and made our way toward the water.
The Caribbean was warm and inviting, and I dove in almost straight away, swimming out a few yards and turning back toward Sarah. She was wading in slowly, her breasts swaying, and I splashed her playfully which elicited an honest laugh from her. "I'm just getting used to the water!" she protested playfully, and then dove in herself, swimming up to me.
We floated about four feet from one another while talking and laughing, and the sun beat down on us, making the water a haven from its harsh rays. Sarah was easy going and fun, but seemed a bit lonely and disappointed that her husband hadn't been taking as much pleasure in her foray into nudism as she was feeling.
"Where are your friends today, Matt? The women you were with yesterday? Seemed like you guys were having a good time." Sarah said. I could tell she was prying a bit, curious as to how the two sexy and stacked cougars and I knew each other.
"Oh, I'm sure they'll be out here soon enough. They're probably still nursing their hangovers from last night." I replied, moving closer to Sarah in the water.
