Little Beach of Horrors

This story takes place on a business trip I took to a conference in Maui, of all places. This so-called ‘work vacation’ was notable for a couple of reasons. First off, I had just broken up with my girlfriend of over two years right before the trip. We had originally planned for my ex, Lisa, to come with me on the trip, and it wasn’t until the night before the flight that I finally accepted she wasn’t going to be joining me in Hawaii and canceled her ticket.

We had gotten into a pretty depressing fight two weeks earlier, and we hadn’t spoken since. To be honest, the last six months of our relationship hadn’t been great, as it seemed like the two of us were constantly getting on each other’s nerves. But despite the writing on the wall, I personally hadn’t reached the point where I wanted it to be completely over. I think part of me was really looking forward to the two of us getting to go to Maui, specifically because I was hoping it might provide the spark to fix things between us. I think Lisa might’ve taken an opposite approach, where she realized if things ended before this trip and I wound up going alone, that would be the definitive clean break we needed to finally end it.

Either way, here I was sitting on a 7-hour flight to paradise, all by myself. Not only was Lisa not with me, but I was the only representative from my company going to this conference, so I wasn’t going to know anyone else there. I was definitely aware of the one upside to having broken up, which was that I was actually free to meet someone for the first time in years. I knew a destination like Maui probably wasn’t going to be crawling with single women, but if I did meet someone willing to hookup on this trip, I certainly wouldn’t be opposed.

Lisa and I had a lot in common, and we had plenty of laughs and good times, but sexually we were never a great match. There was perhaps a little bit of a mismatch libido-wise, but the bigger issue was she was always extremely conservative in the types of sexual activities she was willing to try. We obviously had sex, and we would also have a fair amount of oral sex, but that was about it as far as extracurricular sexual activities.

I’ve always had a great sexual curiosity, and to be honest it’s not just Lisa where I’ve felt mismatched. I’ve dated a handful of women through my twenties and now early thirties (I’m 31) and I’ve yet to date anyone who was at all kinky. And while I know sexually curious women must actually exist out there in the world, for whatever reason, whether it’s due to the type of women I attract, or just sheer bad luck, I’ve yet to find one myself. So I’ve never been able to explore this hidden, kinky side of me that has always been waiting to come out.

I don’t even know what aspect of so-called kinky sex I’d want to try first, if I ever did find a willing partner. It’s not like I have a specific fantasy that Lisa and my previous ex-girlfriends weren’t willing to try, it’s more like I want to try being kinky for the sake of being kinky. I definitely fantasize about group situations and exhibitionist situations, and I would love to experiment with ass play as well. I’d also be curious to try taking naked pictures of each other or even videos of us having sex. But more than any single sexual act, it’s mostly that I would love to have someone push my sexual boundaries for once. I would love to have my girlfriend suggest something that makes me nervous, or something I even contemplate saying ‘No’ to. Instead, every relationship I’ve ever been in has always required me to be the one to suggest anything out of the ordinary, and even when I did, I would almost always get denied.

So here I am, sitting on this long plane ride, just reminiscing about all my past sexual relationships and how cumulatively disappointing they’ve been, and I come to the conclusion that if nothing else, the next girl I date is going to be kinky. I decide that I’m not going to settle into any new long-term relationship, until I at least give someone like that a try. Now, this person may be totally incompatible in everyone other way, and I’m willing to accept that, but I need to see what dating someone who’s sexually adventurous is actually like. And who knows, It’s totally possible that once I try a relationship like this, I’ll realize it’s too much and I don’t enjoy being out of my comfort zone, but I need to figure that out for myself.

So I’m halfway through the flight now, and I’ve come to this grand conclusion that I need to date a kinky girl. Obviously, that’s easier said than done, but I figure I won’t start worrying about that until I get home. For now, I decide I should probably start looking into what I actually want to do in Maui for these next six days. Despite the conference events I had to attend, I should have a fair amount of free time, and that’s especially true tomorrow when the first meet-and-greet for the conference isn’t until dinner time. So I basically have the whole day to myself, and now that Lisa wasn’t coming, I was free to do anything I wanted.

I’ve never been to Maui before, but I see that the hotel where I’m staying, which is also where the conference is taking place, is in Wailea, on the southwestern coast. I started looking into things to do around there, and it’s pretty clear this is more of a family friendly part of Maui. There appear to be a lot of golf courses, but very few fun bars or nightclubs. So it didn’t seem like I was going to be able to find some crazy beach parties nearby. I wasn’t completely deterred though, as the hotel we were staying at seemed quite big, and of course it had a number of bars. I figured with the conference going on, there would probably be a fair number of people socializing around the hotel each night, and who knows, maybe I’d find someone else looking for a vacation hookup.

That didn’t really solve the question of what I was going to do tomorrow during the day, though. I figured my fallback plan could always be just to hang out by the hotel pools, but I also started looking into the best beaches nearby. In looking through the different public beaches, I came across something quite interesting. Apparently, there’s a famous beach just a few minutes from our hotel, called Big Beach. And right next to that beach, is another one called appropriately enough, Little Beach. But the part that caught my attention is supposedly this Little Beach is a nude beach.

I’ve definitely never been to a nude beach before, and I honestly don’t think I could even tell you where a single one was. It’s one of those things I’ve heard or read about a number of times, without ever actually knowing one to exist. And if you want to talk about something that never in a million years my ex, Lisa, would have done, it’s go to a nude beach. So I’m thinking, this is a perfect idea for tomorrow and I should definitely do this. I’m completely on my own, I’ve always wondered what one would be like, it’s a little bit kinky, or at least adventurous, so why the fuck not? It’ll be the perfect first test to push my boundaries a little and start this new stage of my life I’m about to embark on. Now, I’m fully aware that nude beaches aren’t inherently sexual, and that there’s a huge difference between nudists and swingers, but to be honest, I don’t have the slightest idea what real nudism is actually like. So I figure I’ll just go in curious and open-minded, and for someone who’s never been naked in public before, it should be pretty thrilling no matter what.

My flight finally lands and I’m able to get my rental car without any trouble. It’s about a 40 minute drive from the airport to the hotel and when I finally get in, I’m pretty exhausted and have zero interest in venturing out, so I order a little room service for dinner and get ready for bed. It’s only around 8:30pm Hawaii time, but it’s well past midnight in Colorado, where I’m coming from. So given the time difference, I have no qualms about crawling into bed, and a few minutes later I’m fast asleep.

I wake up super early, and I spend my time waiting for the sun to rise researching both Little Beach and nude beaches in general. Everything I read makes it seem like if I wanted to, I’d be able to keep my bathing suit on without seeming out of place. In fact, one review of Little Beach mentioned that only about half the people there were naked. But on the other hand, the whole point of my going to do something like this was to push my boundaries, so I was going to do my best to try to actually go nude at some point. Either way, I was excited about the opportunity to see some of the other people naked, and hopefully this included at least a few women in my age range.

Eventually, the sun comes up, I grab some breakfast, and I’m ready to head out on my adventure. I get to my rental car and plug the directions to Big Beach in, and it’s only a six-minute drive. It’s a few minutes past 8am when I arrive, and when I get there, I see a huge parking lot with only a dozen or so cars in it. I take a parking spot in some shade, grab my backpack and towel that I brought, and start walking towards the beach.

The beach and ocean are right next to the parking lot, and it’s immediately apparent how Big Beach got its name. It’s an absolutely enormous beach, both in length and depth. It’s beautiful. Despite how large it is, I can maybe see five or six people tops on the entire beach, so it’s practically deserted. I assume that was a sign of how early in the morning it was, and not an indication of how it would be later on. From my research, I knew that Little Beach, the nude one, was accessible from the north end of Big Beach, which is on the right side when facing the ocean. When I look in that direction, I can see the beach ends a few hundred yards away and there appear to be some rocks there. I figure that must be it, so I start walking in that direction.

As I’m walking north, I see a couple out in front of me that appear to be taking the same trek that I am, as they are carrying their stuff and heading straight for the rocks. They’re pretty far ahead of me, and sure enough, when they get to the end of Big Beach, I see them start climbing what must be a path up and over the rocks. They appeared to be significantly older than I am and didn’t seem to struggle with the climb, so I can only assume the path must not be too difficult.

Sure enough, once I get to the end of Big Beach, there’s an obvious route over the barrier to what must be Little Beach on the other side. It’s maybe 20 feet high, and while I did reach down a few times to steady myself while going up, it was far from strenuous. You couldn’t tell that from my heart though, as there was no doubt it was racing. But it wasn’t the exercise that was causing my elevated pulse, it was the excitement of seeing my first ever nude beach being seconds away that got me going.

I get to the top, stand up, and I immediately have a clear view of Little Beach. First off, it’s a beautiful little cove, with gorgeous sand, and nice waves crashing about. And yep, there are clearly a number of naked people both swimming in the ocean and hanging out on the beach. I was surprised by how many more people were here than compared to Big Beach, as despite being so early there were probably two dozen people already at this nudist spot. I take a minute to just kind of gaze out and take stock of everything, and while I do see a few people wearing bathing suits, it looks to be about 75% nude at this point.

I start the climb down from on top of the rocks, and as I do I pass by some beach goers. A nude older couple, probably in their 70s, walk past me in the opposite direction, and even say hello. I greet them as well, and can’t help sneaking a peak and this completely naked older woman. She looks as you’d expect a grandmother would look with plenty of weight and some sag to her body, and while it’s not exactly a huge turn on to see someone like that, I was still curious and entertained nonetheless from the novelty of this whole experience.

I look for a good place to setup my stuff, and I find a nice shady spot not too close to anyone else. I drop my backpack, spread out my towel, and have a seat. There’s a treeline at the back of the beach, and it’s creating a fair amount of shade this early in the morning, so I’m happy to grab a spot that’s not in direct sunlight. I decide to start the day with my bathing suit on, so I don’t immediately get naked, but I do take off my shirt. It’s an absolutely flawless day, with bright blue skies and hardly a cloud to find, so I’m excited about what’s to come.

I scan the beach to see if there are any attractive naked people, and to be honest there really weren’t. There was one couple halfway down the beach I could see that looked perfectly normal, and they were probably around my age, but both the guy and the girl were wearing bathing suits. The girl had on a white bikini and there’s no doubt I would’ve loved to see what she looked like without it, but who knows if I was going to get that chance.

Now there WERE plenty of naked people scattered about, but pretty much without exception they all looked to be at least 60 years old. There was also roughly a 2-to-1 ratio in terms of guys to girls, as the groups of people were split pretty evenly between couples and single males. I certainly wasn’t helping those numbers either, but at least it meant I wouldn’t draw any attention being here by myself. There was one way in which I seemed to stand out though, and that’s because I was probably the only solo guy I saw that was wearing a bathing suit. All the other single guys were definitely naked. But I didn’t mind, and besides, I was still intending to give this nudist thing a try at some point this morning, I just wasn’t in a rush.

While the clientele at Little Beach wasn’t very erotic, one thing that gave me a little hope was the constant stream of people who kept appearing over the rocks. It was clear this was a popular destination, and I figured the chances were at some point, a young attractive female would appear and take full advantage of this being a nude beach. And throughout the first hour, I can honestly say things improved. Every time a younger couple would come into view, it was kind of an exciting waiting game to watch them find a spot, put down their stuff, and see whether or not they’d get naked. Having sunglasses on, I could be pretty shameless in staring at them as they arrived, and it certainly was thrilling once I saw they actually were taking off their bathing suits, or in some cases just taking off their clothes without any sign of a bathing suit whatsoever.

It was about 10am, and I saw some more people coming up and over the rocks. While they were at the top, they seemed to stand and wait there for a minute or two, which was much longer than most had been doing. I noticed it was a group of three, two women and one man, so they definitely piqued my interest. Eventually, they started making their way down to the beach, and as they got closer I noticed a couple of things. First off, while two of them seemed older, like in their 40s or 50s, the third person in their group was considerably younger, like in her 20s, or perhaps even late teens. I also immediately noticed a strong resemblance between the two women, despite their clear difference in age. They had similar hair in style and color, looked to be about the same height and weight, and had a very remarkable resemblance in the face. So you add it all up, and it sure seemed like this group of three was a set of parents and their daughter. And not only that, but both the mother and daughter were quite attractive too. How fucking interesting is that!

I certainly couldn’t imagine going to a nude beach with my parents, but maybe this was an actual nudist family? They continued walking down, and the next thing I noticed is the man was wearing cargo shorts, and not a bathing suit. In my very limited experience at this beach, I had found that a man not wearing a bathing suit to be the surest sign a couple was going to get naked, because otherwise he would already be in his swimwear. So seeing this one detail definitely excited me, as I first entertained the thought that this mother and daughter duo might both be getting nude. Now I’ve never been one obsessed with incest porn or taboo thoughts, but seeing an attractive mother and daughter both completely naked together? As a heterosexual male, how could I not be enthralled with that?

At this point, I realize I probably have been staring at them a little too obviously, so I turn around and start looking out towards the ocean, just pretending to mind my own business. I figure once they get themselves situated, if need be I could do a walk by to get a better glimpse of the three of them. While there were a fair number of naked people at the beach now, for the most part my views of them were only from afar. I definitely got some good glimpses of their bare asses when they were facing away, or their boobs when they were walking or sitting, but it’s not like I was getting any up close pussy views or anything. In fact, the best view of a vagina I had gotten thus far was probably the 70 year-old who passed by me while I was walking in. And in addition to being extremely old, that pussy was pretty well obscured by the woman’s plentiful pubic hair too. But I remained optimistic, as the day was still young.

So I continued to sit on my towel and peer out towards the horizon, when all of the sudden I was interrupted by a very pleasant voice with an obvious southern accent.

“Excuse me, Dear, are you saving this spot for anyone in particular?” I hear the woman say, and I turn around to see it’s the older woman in the group of three I had just been following. And she’s motioning to a spot right next to my towel, just a couple feet away.

“Oh not at all, feel free.” I respond and gesture to the same spot with my hand. Well how about that, I think, I’m not going to have to go find them at all, they found me!

I kind of instinctively scoot over on my towel a foot or two away from them, just to kind of give them their space. And while Little Beach was continuing to fill up all morning, it felt a little surprising that they would set up so close to me, as there were still a fair number of much bigger open spaces. But honestly, I wasn’t complaining at all. These three represented the most potentially intriguing nude people I’d seen so far, so having them close by was nothing but a bonus in my mind.

The three of them dropped their things and started getting setup. The wife was closest to me, with her husband on the other side. Their daughter, who now that I had a better look at her, seemed to be college aged, set her things up a good fifteen feet in front of her parents. She placed her towel right where the shade stopped and the sunshine began, so I’m guessing she was just hoping to work on her tan.

After the mom finished getting out her towel and setting up her chair, I could see out of the corner of my eye that she was unbuttoning her shorts. I didn’t want to look over, but this was the moment of truth. I kept looking straight ahead but was trying to get a glimpse with my peripheral vision of what she was doing. After a minute or so, I could hear her putting some things away in her backpack, so I figured it was safe to glance over in her direction. I casually turn my head and I see that yep, she’s completely naked and bending over to zip up her bag. And while she’s standing there giving me a direct view of her legs and naked butt, I see her husband is standing right behind her, also naked, and embarrassingly was looking right at me as I had turned towards them. I panic a little and snap my head back to look straight ahead, but I’m worried I did that way too fast and unnaturally and he’s going to know that I was clearly checking out his wife.

Once again, I’m pretending to be paying attention to the ocean, when I’m actually trying to process what I just saw. The mom had a surprisingly sexy lower body, at least from what I saw in that short glimpse. Her legs were really toned, while her ass had a great round shape to it without any sign of sagging. Maybe her being bent over just happened to be a flattering pose for her, but I was clearly impressed with what I had seen. And while I was recapping my initial thoughts on her figure, I’m soon interrupted by this nice woman saying to me. “It is SUCH a beautiful morning, isn’t it?” And so I turn and look at her, and she’s now sitting in her chair looking nicely relaxed. And then she follows up with, “We just got in last night so this is our first day here.”

“Oh mine too.” I respond, and it dawns on me that we’re starting an actual conversation, which is quite weird since she’s totally nude.

I decide to introduce myself, and the woman does the same, and I find out her name is Lily. She then introduces her husband, whose name is Gary, and so I stand up and shake his hand. It’s pretty weird shaking a naked guy’s hand as I couldn’t help but notice out of the corner of my eye how his penis flopped around while we shook. On top of that, Gary had these very course hands with a completely over-the-top grip where he squeezed the hell out of my hand. It always annoys me when guys do that as if they’re trying to prove a point of how manly they are or something. And while his hands seemed to be kind of short, he had these thick fingers with huge knuckles that looked like he had been doing manual labor his entire life. Gary was pretty hairy overall, and had a rather sizable potbelly. His cock was clearly limp, and despite how freely it was swinging around, it was kind of hard to see behind the large amount of pubic hair he was rocking. Overall, I would have to say he didn’t seem like the most attractive man, especially when compared to his wife, who seemed to be well above average in appearance.

Now that I had a full view of Lily sitting in her chair, I could say for sure that she was legitimately beautiful. She looked surprisingly fit for someone of her age, and while her sitting position in the beach chair was leading to a few stomach rolls, overall her arms and legs looked very toned. And holy shit did she have some nice looking breasts. They were definitely at least C cups and possibly D’s. But they looked round and full with only a hint of sag, and they came with some seriously large and protruding dark red nipples. They were unlike any nipples I had even seen on someone I dated, and I couldn’t help but wonder what it would feel like to suck on them. Lily had a pretty face with medium length, straight light brown hair, that looked nicely styled. She also was constantly smiling, so overall she was just a lovely person who seemed to pull off this impossible combination of being both hot, yet motherly.

After we made our introductions, I took a seat back down on my towel and Gary sat down in his chair. With Lily in between Gary and me, I really could only talk to her, and I figured I would try to keep the conversation going by asking where they were from, but then Lily spoke first.

“Oh and of course, this is our daughter, Rose.” Lily said as she motioned to the third member of their party, who was still setting her stuff up in front of us. As attractive as a naked Lily was, the thought of her daughter getting naked was even hotter. Even though Rose still had her clothes on, I could tell she had the same sort of curvy build as her mom. She looked relatively thin as well, and given her age, I’m sure her body was going to be extremely sexy as soon as I got to see it. But then a thought crossed my mind, maybe it’s just the parents who are nudists and Rose has no intention of getting naked here? I realized it was kind of silly to assume she would definitely be getting naked too, so I accepted the fact that I was just going to have to wait and see.

“So what brings you to Maui? You here by yourself?” Lily then asks me.

“I’m here for work actually. Just for the week though.” I answer.

“Oh wow. Free trip to Maui? That’s amazing.” Lily then says.

“Yeah, I guess.” I answer and it’s clear there’s some disappointment in my tone, and Lily picks up on it.

“I’m assuming you weren’t excited about coming here alone?”

“Yeah.” I answer. And then I don’t know exactly why, but something about the short time I had spent with her made me feel like it was totally reasonable to open up to this woman. Maybe it was because she seemed so kind, or honestly it might have been the fact she was completely naked, and that just naturally broke down some barriers, but either way, I felt it was totally reasonable to fill her in on my current state.

“I actually just broke up with my girlfriend right before this trip. She was even supposed to come, but obviously didn’t.”

“Oh, Dear.” Lily says totally sympathetically. “I’m so sorry to hear that!”

“Thanks, I appreciate that.” I respond.

“Honey, how old are you?” Lily then asks. I respond that I’m 31, and then she follows up with, “Oh Dear, you’re just a baby. You have plenty of time to find that person, don’t you worry one bit.”

I was obviously curious about all three of their ages, so now that she had asked me, it provided the perfect opportunity for me to follow up with the same question to them.

“How old are you guys?” I ask.

“Well I’m 48.” She answers. “And Gary is 55.” Then she pauses for a second and says while looking forward at her daughter, “And Rose is 19.”

I swear to god, at the exact same moment she tells me Rose’s age, I see her daughter, who’s facing away from us, pull her shorts down to reveal nothing behind them except her bare ass. The combination of seeing this girl’s beautiful naked butt, finding out her age, and now knowing that she too was about to get completely naked was an unbelievably sexy moment. So much so that I lost my train of thought in the conversation, and instead just kind of sat there silently staring at Rose.

I eventually do recover my senses, and so I purposefully look away from Rose, and ask Lily, “So where are you guys from?” I find out that they’re from Texas and I let them know I’m from Colorado. Lily and I continue with a little small talk and I’m trying to act as normal as possible, but it’s tough as Rose is finishing getting undressed off in front of us. The one thing I have going for me is I am wearing sunglasses, so I figure I have a little bit of freedom to look around without it being too obvious. So as I continue chatting with her mom, I’m able to see Rose take off her shirt, her bra, and once she’s finally naked, she has a seat back on the towel she setup. Next, it appears she starts putting on some sunscreen while she’s sitting down. Through all of this, I wasn’t able to get a great look at her yet, but I didn’t mind at all. I figured we had a full day ahead of us, she was already totally nude, and it was only a matter of time.

While I’m talking with Lily, at one point she kind of glances down and looks right at my bathing suit and says, “So is this your first time at a nude beach?”

I chuckle and say, “Yeah.” And again, it’s something about Lily but I have no problem sharing. “I wanted to try something kind of daring on this trip, so I guess that’s why I’m here. I wanna TRY going nude too, I just haven’t pulled the trigger yet.”

“Oh Honey, once you do it, it is sooooo easy.” She says reassuringly. “You’ll wonder why you ever needed a suit in the first place! And plus, swimming naked is so much nicer. You’ll love it.”

“Ah. Thanks, that definitely helps.” I say in response.

And then, completely matter-of-factly, Lily goes, “Are you worried about getting an erection?” But she kind of whispers the word ‘erection’.

“Oh, ha.” I say and nervously laugh. “I actually wasn’t, but I assume those are frowned upon at places like this?”

“Oh it’s not too big of a deal.” Lily says. “It’s kinda like…” And then she pauses. “You know how pointing is considered rude? Well it’s the same thing, just don’t be out there pointing at people.” And as she says that she gives me this wry smile and a classic motherly wink.

I laugh and say, “Thanks for the tip.” And then follow that up with, “No pun intended.”

Lily laughs at that, but then continues, “But seriously, if you do find yourself in that situation, the easy solution is to just have a seat. Sit down wherever you are, take a second to enjoy the beautiful view of the ocean, and soon enough I’m sure the issue will die down and you’ll be fine.”

I can’t get over the fact that this nice woman is now giving me advice on how to hide a boner, but I certainly appreciate her kindness. It’s just too funny though. And just as we’re wrapping up this conversation, something rather amazing happens. I see their daughter, Rose, get up from where she was sitting and start walking towards us.

I’m overwhelmed with all the amazing things about this sight. The first thing I notice is her pussy is completely shaved. I hadn’t gotten a great view of her mom’s vagina yet, but I had seen enough to know it had a pretty standard amount of pubic hair, so I’m at least a little surprised to see Rose is totally bald. That’s hot as hell too. The next thing I notice is her tits are gorgeous. They’re every bit as big as her mom’s, but even bouncier and perkier. She has these soft pink nipples that give her body this innocent look, and it’s amazing. I can also see that she’s quite thin, but actually not as toned as Lily. Her arms and legs look quite a bit softer, as they don’t have the muscle tone that her mom does. I can only assume her young age allows her to stay so naturally thin, while I’m guessing her mom has to work a lot harder by exercising to achieve a similar effect. Overall though, Rose has an unbelievably young, curvy, and sexy body. On top of that, she’s got a very pretty face too. As I had mentioned, she has a strong resemblance to her mom and for whatever reason, the two seem to have identical hairstyles. The color, length, and shape are exactly the same. It’s crazy.

As she approaches us, and I finish gawking at her 19 year-old body, I see she is holding a bottle of sunscreen. And then she says to her father, “Daddy, can you do my back?” As she says this, she holds out the sunscreen and he stands up to grab it. The fact that she used the word ‘Daddy’ definitely catches my attention, as I’m well aware of the sexual connotation with it, but it’s safe to assume it’s just the innocent way she refers to her dad.

Her dad takes the sunscreen, and while he does this, I see Rose kind of plop down on her knees in the sand right in front of him. Gary sits down right behind her and squirts out a ton of sunscreen onto his thick and squarish hands. He rubs them together briefly and then proceeds to start lotioning her back. He does a very thorough job and then even gets a second helping of sunscreen to finish up. At this point, he takes his hands and starts covering her sides, right below her armpits. As he does this, Rose actually lifts both her arms into the air to give him better access. Her dad then moves even farther forward and I can clearly see he’s lotioning the side of her tits. He never moves his hands fully in front and cups them or anything, but there’s no doubt he’s rubbing the sunscreen thoroughly into her sideboob. Rose doesn’t react one bit, so I can only assume this is normal for them? But for me, it strikes me as really fucking weird that he would be responsible for sunscreening this part of her body. Yet again, I pass it off as probably innocent, but there is definitely the slightest thought of, “Is there some creepy incestuous situation going on here?” I definitely wouldn’t jump to that conclusion, but it was impossible not to have that enter my mind.

At any rate, Rose is satisfied that she’s now well protected from the sun, so she stands, turns, and thanks her dad. At that point, her mom decides to formally introduce the two of us, and as she does I give Rose a slight wave but don’t stand up. Rose looks at me very briefly, gives me the bare minimum “Hi”, and then turns back towards her parents. Then she says, “I’m gonna go down to the water and work on a sand castle.”

“Ok, Sweetie.” Her mom replies, and Rose immediately turns and walks away.

I’m left with a pretty weird impression of Rose. Building a sand castle isn’t really the first activity that comes to mind, when I think of a college student at the beach, so she’s definitely coming across as extremely innocent. It’s quite the juxtaposition too, to have initially seen this naked, voluptuous, sexy girl walking towards me, to then have her ask her “Daddy” for help with sunscreen, and then head off to build a sand castle, it was quite the unexpected combination.

Lily then turned to me and said, “Being an only child, she’s always been so good at keeping herself entertained.” Referring to Rose.

“Yeah, it’s great. She seems like she’s having a good time here.” I say.

“Do you come from a big family?” Lily then asks me.

“Yeah, kind of.” I replied. “I’m the middle of five kids. Four sisters.”

Right after I said that, I hear Gary chime in, which was noteworthy because this entire time I’ve pretty much been chatting exclusively with Lily. “You have FOUR sisters and no brothers?” He says.

“Ha yeah.” I confirm. And then I joke, “There were a lot of Barbie Dolls around our house growing up.”

“I’m sure your sisters kept your dad on his toes.” Gary then says.

After that comment, Lily and I went back to chatting some more and Gary kept mostly quiet again. I found out that they were staying at the same hotel that I was, but it sounds like in a much nicer room. Lily mentioned they were in a suite and how amazing the view of the sunset was the night before. My room faced inland, so while I was able to see up the mountain, I certainly didn’t get the ocean vistas that they did.

After a fair amount of pleasant chatting with Lily, and with Rose still on her own by the water, I turned to the mom and said, “I think I’m ready to try this.” And with that I stood up, and Lily seemed to know exactly what I was referring to.

“Oh Honey, you’re gonna love it. Just go for it and you’ll be free.” She said with encouragement.

I knew I currently had no issues with a hard-on, and chatting with Lily had made me feel really comfortable with the whole idea. It was definitely weird having this sexy motherly type guiding me in my first nudist experience, but it was a good weird. So I kind of took one look around and could see that clearly no one cared but me, and so I slid my bathing suit down and off all in one motion. I kicked it to the side and then sat back down, totally naked and feeling triumphant.

“There you go!” Lily said.

“It’s about fucking time.” Gary said, in what I think what was an attempt at a joke, so I gave him a chuckle in response.

So I’m sitting there with my legs in kind of a butterfly position where I’m not trying to hide my penis. My heart is pounding a little, but it actually is a very freeing feeling. Obviously, no one else at the beach is taking notice or even gives the slightest shit, but it’s a big moment for me.

After a minute of just sitting there, I see Lily turn to me, then she pretty blatantly looks down at my cock for just a second, then looks back at me and says, “So how’s it feel?”

“It actually feels really good!” I say in response. I don’t think this is going to be the beginning of some nudist lifestyle for me, but I’m certainly enjoying the thrill of it in the moment. And I also love the fact that I just saw Lily check me out. Earlier this morning, I actually spent some time trying to manscape in that area. I shaved up and down my shaft and all over my sack to get all of that nice and smooth, and while I didn’t have any scissors with me to trim my pubes, I felt like overall my penis was looking about as presentable as it’s going to get. And I couldn’t help but wonder if Lily was at all attracted to me? I mean, I believe I’m a decent looking guy for my age, and it seems like compared to Gary I might be a step up in attractiveness? But who knows, chances are that while I seemed to be sexualizing every tiny intersection between me and this family, they probably have such a huge differentiation between nudity and sex, that none of this registered for them at all.

Now that I was naked, and as the morning progressed I could see the line of sunshine encroaching on our spots, I figured it was probably time for me to sunscreen. So I grabbed the spray can of sunscreen I had brought, and I started my first ever truly full-body sunscreen application. It was definitely weird spraying it right on my penis, but obviously I wasn’t going to take any chances getting sunburned there.

As I was finishing up, I hear Gary say to me, “You know that stuff is fucking terrible for the environment.”

I honestly didn’t know what I was doing was somehow controversial, so I respond, “Oh, the aerosol? Is it bad?”

Gary abruptly corrects me, “No.” And then he clarifies, “The chemicals in the spray. They’re terrible for the marine life.”

“Oh, I had no idea. I can switch to the cream for sure.” I say trying to appease him.

“Whatever.” Gary responds. And holy shit does this guy seem like an asshole. At the very least, he’s quite an intimidating figure. He has this deep, raspy voice that comes across as very blue collar. And while he’s not tall, he’s quite stocky and seems like the kind of guy that would have no problem getting physical if need be. I honestly don’t know if the way he’s been acting is just how he is, or if maybe I did something to piss him off. Did he see me checking out his wife or daughter and know what I was thinking? I don’t think I’ve been that obvious with my gawking, but god knows I was thinking plenty of perverted things that I’m sure he wouldn’t approve of. Either way, I figured this would be a good time to leave him be, and try taking a stroll down to the water in all my naked glory.

So I let Lily know I was going to go take a dip in the ocean, and I start walking down towards the water. I can see Rose is basically straight ahead, and still diligently working on the same sand castle that has been keeping her busy for the past half hour. As I get closer, I see she’s sitting right on the lip of the line between the dry sand and where the waves have been coming up. So her spot has quite a bit of a slope there, and she’s kneeling on the dry sand facing the water, and reaching down and forward to pull the sand up. As a result, she is bent over and oh my god her asshole is completely exposed. The closer I get, the more it comes into focus. The sun is shining as bright as can be, without a cloud in the sky, and when I get there I can’t help but stare at her perfectly spread cheeks and precious butthole glistening in the sunlight. She has grains of sand all over her bottom, but there’s not a hair in sight. It must’ve been something about the way she was reaching or moving, but her asshole had just the slightest gape to it. As I stared at it, I could see it wasn’t quite closed all the way and there was the tiniest little opening into the darkness inside. All I could think about was how much I wanted to plunge a finger into that hole and explore the inside of her body.

I knew it would look suspicious if I stood in that spot staring at her for long, so after just a few amazing seconds of admiring the view, I walked down and around to approach her from her front.

“How’s the sand castle coming?” I ask.

“Oh hey.” She says, maybe just a tad friendlier than how she was in our first introduction. She sits up, and her boobs look fucking incredible. I see now that it’s not just her ass, but pretty much her entire body is covered in sand. It’s unbelievably surreal, seeing this 19 year-old girl just casually playing at the beach, buck-ass naked and I’m here trying to have a conversation with her, and oh by the way I’m naked too. I have no idea what to say, and she doesn’t really offer up any conversation, so I kind of panic and bail.

“I’m going to go for a quick swim, but it’s looking good.” I say, and then I clarify, “Your castle’s looking good.” To be honest, I wasn’t very impressed with her sandcastle, especially considering she’s an adult. But anyway, I start walking away into the water and think, what the fuck am I doing? This is so unbelievably bizarre. At least the weirdness of it all seemed to help ward off any potential boners, as despite how sexy she was and all the mental snapshots I was clicking in my mind, I never felt like I was in danger of popping out a full-blown hard-on.

So I wade into the ocean and get to where it’s about chest high. There are some decent waves, and it does feel pretty cool skinny dipping, but I’m still mostly just watching Rose to see what she’s up to. Despite her cold and weirdly innocent behavior, I was pretty mesmerized by just her body alone. My ex-girlfriend, Lisa, had a decent body, but she wasn’t curvy at all. So it’s been quite awhile since I’ve hooked up with someone who had big boobs and a round ass like Rose, and the thought of that was extremely appealing, especially in my sex deprived and horny mindset.

After probably five or ten minutes just hanging out naked in the ocean, I see Rose get up and start walking back to where all of our stuff was. I figure I’ll head back too, but I don’t want to make it too obvious that I’m following her, so I purposefully wait another five minutes or so. Finally, I get out of the water and walk back up to my things. When I get there, Lily asks me how the swim was and I tell her it was great. I dry myself off and have a seat on my towel, which is now entirely in direct sunlight. But that’s fine with me, as I’m ready for a warmup after taking my swim. So I just kind of lie back and try sunbathing naked for the first time. It’s warm and really quite pleasant.

A few more minutes pass, and Lily and Gary actually get up, and Lily mentions they’re going for a walk. I tell them to have fun, and soon enough it’s just me and Rose there. And the interesting thing is, when Lily got up to go for their walk, Rose came over and sat down in her chair, which is notable because it’s the closest one to me. When I see this, I kind of sit up as if I might try to have a conversation with her. I have no idea what to actually say, but then by some miracle she actually takes the lead.

“So how’s it feel being a nudist?” She says to me.

“Ha.” I answer. “Kinda weird, kinda good.” And as I say this, I can’t help but look at her and just examine every inch of her naked body sitting in that chair. She still has sand all over her, but seeing her sit there in the sunlight was just a sight of beauty. It gives me the absolute perfect view of her tits, which are just hanging there, resting on her stomach.

We actually continue with a little small talk, and then I ask her, “So, are you in school? Like, do you go to college?”

“No.” She answers. “I already finished school.”

“Ah. Ok.” I respond.

And then she follows up, apparently with a need to clarify, “I already got perfect scores on all my tests, so there was no need for me to do anymore school.”

And all I can think of is, what a fucking bizarre thing to claim. And so I ask, even though I’m pretty sure I already know the answer, “Were you homeschooled, like did your parents teach you? Or did you go to a school with other students?”

“My father taught me. Well… sometimes it was my mother, but mostly it was my father.” She answered.

I’m left thinking, this kind of makes sense. This girl’s homeschooling probably explains why she’s so extremely innocent. I can’t imagine how clueless I would be if I never went to high school or college. I mean, how would I have even made any friends? Forget the fact that they’re nudists, I think the isolated schooling alone would lead to a pretty weird upbringing. As I’m contemplating this, I hear a little alarm start going off, and I see Rose react and silence it on her watch.

I check my own phone, and I see that it’s exactly noon. Rose then reaches over to a backpack that’s near her parents’ stuff and digs around for a minute, and then she pulls out a compact of pills. Having dated a number of people who were on birth control, I recognized that round pill dispenser immediately. To be honest though, I was a little surprised to see Rose was on the pill. But then again, I keep thinking back to the fact that her pussy was immaculately shaved too, so maybe despite her innocent personality, she’s actually sexually active?

Rose doesn’t seem embarrassed in the least that she’s taking her birth control in front of me. She sits back down in her chair, finds today’s pill, pops it out and swallows it dry. After she does this, she looks over at me and says, “I have this problem with my bone marrow. These pills keep me from dying.” And then she kind of nervously laughs.

What the fuck is she talking about? I don’t say anything in response to question her, but that’s obviously 100% bullshit. I’m certainly no expert on bone marrow diseases, but no fucking way. Those are birth control pills. The only question in my mind is, does she know they’re birth control and she thinks she’s pulling a fast one on me, or was she told they’re some bogus bone marrow pills and she actually thinks that’s what they are? I have no idea what to think, but yet again all I know is this girl is weird as fuck.

Between the fact that she doesn’t go to school, and this whole weird exchange with her pills, I’m actually starting to think it might be time for me to go. As hot as it is to just be hanging out with this completely naked and tempting 19 year-old, not to mention her kind and sweet naked mom, I think that my interaction with the family has kind of run its course. I’ve gotten what I wanted out of it. That being a fair bit of adventure and getting to see some alluring naked bodies. Any thoughts of it somehow progressing further than that are pretty much a pipe dream, so it’s probably time I head back to the hotel and think about getting some lunch, because I was getting pretty hungry.

I decide not to leave until her parents get back, because I definitely wanted to say goodbye to Lily, just because she’s been so nice. So I kind of just hang out on my blanket and enjoy the scenery. About twenty minutes later, Lily and Gary come back from their walk.

“Hey you two! How y’all doing?” Lily greets both of us with her classic southern drawl.

“Oh we’re doing great. Just holding down the fort.” I say. And then I’m about to bring up the fact that I was going to get going, when Lily beats me to the punch.

She says to me, “Hey now, Gary and I were just talking about how you need to definitely come see the view from our balcony at some point. It’s so pretty. What’s your plan for this evening?”

“Oh that’s very nice of you…” I say, and I was about to politely tell them that I wouldn’t want to impose, when Gary interrupts.

He says with a surprisingly inviting and pleasant tone, “The sunset last night was incredible. But you really have to see it from the top floor of the hotel, where our room is.” That definitely caught me off guard as up until this point, Gary had been so cold and even harsh in all of his interactions with me. So in addition to being surprised by his comment, it also made me feel quite a bit better about possibly hanging out with them.

And before I even have time to respond to that, Lily continues on, “We’ll have a drink, we’ll toast your new found appreciation for ditching your clothes. It’ll be great!”

For whatever reason, and I’m guessing it was that someone other than Lily in this family was finally being overtly nice, but I actually contemplated taking them up on their offer.

“Well, I have this dinner thing for my conference at five tonight, but at some point after that I could probably swing by for a drink.”

“Oh fantastic.” Gary says, and I still can’t get over how much his mood has changed since they went on their walk. It’s such a drastic difference, that I actually think to myself, did Lily and Gary just run off and find a remote place to fuck? I kind of chuckle to myself thinking about that. And then I actually try sneaking a peek at Lily’s pussy to see if it shows any evidence of a quick pounding, but it looks basically the same as it has all day as far as I can tell. Gary’s cock is limp, but that’s how it was before too, so who knows, but I think good for them if they did.

So I thank them for all their kindness and generosity, and I mention that I do need to get back to the hotel. Gary gives me their floor and room number, which is really easy to remember as it’s 2100. He tells me they’ll just be hanging out there all evening, so I should swing by anytime after my dinner, but to be sure not to miss the sunset. I tell them I will, and then I proceed to put my clothes back on and gather my things. I shake Gary’s hand, give Lily a hug and say bye to Rose, who says bye back. I make my way up and over the rocks, back to Big Beach, which I see is quite crowded in its own right now. I hike back to my car, and I get in and drive back to the hotel. It’s safe to say my trip to Little Beach was a success. It turned out to be all that I had hoped for, and then some.

I get back to my room, and the first thing I do is lie down on the bed and start to recap what happened. I think to myself, am I really going to go to their room tonight? I’m having trouble thinking because by now I’m absolutely starving, and I do need to go down and grab some lunch. But first, I contemplate whether I should jerk off. With the breakup from Lisa, it’s probably been close to a month since I last had sex, and with this trip and traveling to get here, it’s probably been five or six days since I last masturbated. And for me, that is an eternity to go without cumming. This morning, being around Lily and Rose, was one long erotic tease too, so add it all up and I feel like I could go from pants down to jizz out in less than 30 seconds easy, if I wanted to. But I also know that as soon as I orgasm, my interest in visiting this weird nudist family’s hotel room tonight will immediately fade. I’ll come to my senses, and I’ll almost certainly bail and not show up. And I kind of don’t want to do that, because I’m so genuinely curious as to what their story is. So I decide that I can’t cum, because I need to stay on edge, so to speak, to keep my sexual curiosity at peak levels, but most importantly I need to go get some lunch.

So I finally get something to eat, and after that I spend some time resting in my room. Soon enough it’s time to head downstairs to the conference dinner, so after a quick shower, I put on some khaki shorts and a decent shirt and head down to the event. It’s a buffet style dinner, and while there seems to be a fair number of people in similar positions as I am, who don’t know anyone else, I don’t really make any effort to introduce myself. I’m content basically just hanging out alone. After my late lunch, I’m not even that hungry, so I barely get any food, but I do go through a few beers.

So here I am, enjoying a few drinks by myself, and I’m still racking my brain trying to decide if I should leave this party and head up to Room 2100. I think about what the possible scenarios might be for how that could unfold, if I did go up there. Scenario one, which I consider to be the most likely, is that they’re just a nice, nudist family and despite any small signs of weirdness, they’re not incetuous in the least. I’ll go up there, we’ll have a drink and enjoy the sunset, and I’ll get a little more time to hangout with a sexy and naked mother/daughter pair. And then afterwards, I’ll come down to my room and have a huge orgasm jerking off by myself. But then I realize, perhaps they won’t even be naked tonight? I mean, they came to the beach fully clothed, so they obviously hang out with clothes on too, so who’s to say that’s not their norm and this nude beach outing was kind of a special occasion for them too? Either way, scenario one would be pretty benign.

So that’s what I consider to be the most likely outcome if I head up there. But there were still a number of weird signs throughout the time I hung out with them, that makes me think there might be something really twisted going on with this family. Now, I grew up with four sisters, so I’m perfectly aware of how human nature is supposed to work between family members. Despite being horny and perverted pretty much my entire life, I never once had any desire to think about my sisters in a sexual manner. And pretty much my whole life I had to listen to my friends talk about how hot they were too, so I know objectively speaking, they were attractive females. When I was younger, my friends would always talk about how hot my older two sisters were, and once I got older, my friends would talk about how hot my younger sisters were. It always annoyed me, because I was always immune to seeing them like that. So I get it.

But the thought of something going on between Rose and her dad is definitely erotic, I can’t deny that. Part of it is because I know logically it’s just so wrong and unnatural, it’s almost like the desire to watch a train wreck in real time, no matter how horrific you know it to be. Because if there was something going on between them, then it’s pretty clear Rose is the victim here. But despite being clearly wrong, or maybe even because it is, I can’t help but find it fascinating. I think the other part of it would be the mismatched attractiveness between this kind of gross older man and a young, nubile, teenager. Normally, a man like that would never in his wildest dreams get to experience such beauty firsthand, and to see him just take this pleasure from his own daughter out of pure selfishness, and basically against her will, would be both shocking and alluring. Maybe it’s because I know I, myself, could never be that selfish or evil, but a little part of me would be jealous that he is, so I would have this urge to watch and almost live vicariously through him. It makes the thought of something going on between them both sexually erotic, and stomach churning. But most of all, I can’t stop thinking about it.

And so I keep thinking that scenario two is a real possibility. I mean, between the birth control, and the way he seemed to look at her and even touch her sometimes, am I crazy to think that? Then I had a new thought about those birth control pills. Maybe her parents are just trying to protect her. Maybe she really is so innocent, that they’re just worried something might happen to her, like she might get raped by a stranger, and they have her on the pill as a precaution? I mean she is literally out in public walking around naked, so that could be a legitimate concern. And maybe she is just so completely unaware of sex, that they told her the bone marrow story just to make sure she always takes the pills. It seems plausible at least.

So I’m going back and forth in my head with all the different scenarios. I’m halfway through my third beer here at this dinner, and it’s a little after 6pm. I figure if I’m going to head up to their room, the time is now. I don’t know if it’s the couple of beers I had in me, or just my genuine curiosity mixed with horniness, but I decide that I’m going to do it. I figure that despite the small chance that this family is seriously fucked up beyond belief, even if that is the case, this get together will be taking place in a very nice hotel and my safety should never be in doubt. Now if they had invited me to some cabin in the woods? Ha, no fucking way. And besides, I really think that of all the possibilities, far and away the most likely outcome is this is just a nice, nudist family, that would probably be horrified if they knew how much I was equating their family with sex. But I figured that like I did today at the beach, I would have no problem hiding my perverted inner thoughts from them, so it shouldn’t be an issue.

So I finish my third beer, and start to head to the hotel lobby. On my way out of the restaurant, I see there’s a bar table setup for the event that has like 30 bottles of wine, just sitting there unattended. Thinking that it’s rude to show up to someone’s place without a gift, I casually grab a bottle of red on my way out as if it’s no big deal. After all, this whole event had an open bar, so taking a bottle seemed reasonable.

I get to the lobby elevators and I press the top bottom, Floor 21. While the elevator ascends, all I’m thinking is I wonder if they’ll be naked when I get there. I honestly could see it going either way, so I was curious to find out. I get to their floor, follow the signs to Room 2100, and I see it’s all the way at the end of the hallway. When I get there, I take kind of a deep breath, and then I go ahead and give the door a solid knock.

Just a few seconds pass before the door opens and there’s Lily, standing in the doorway completely naked. “I’m so glad you came!” She says with great excitement. As soon as I saw her standing there nude, I was very happy with my decision to come. There’s just something about seeing a real live naked women that will never get old to me.

I say, “Of course!” And then I offer her the bottle of wine.

“Oh aren’t you just a dear, you shouldn’t have.” She says in response to the gift.

“Don’t tell anyone, but I swiped it from the event downstairs.” I say with a laugh.

“Ha. You crack me up.” Lily says, and then she goes, “Come here.” And with that she gives me a big hug and holds me tightly for a good couple of seconds, which is pretty interesting considering she’s totally naked, anyone in the hallway could’ve seen us, and I can actually feel both her tits and her nipples press against me. After the hug is over, she invites me in.

I immediately see their room is really fancy. It’s a full blown suite and there’s even a little kitchen area right near the door. There’s a huge living room with a wall of floor to ceiling windows that face the ocean, and the view is legitimately amazing. I can see Rose is hanging out in the living room, and like her mom, she is completely naked. Lily and I walk into the kitchen and she opens up the fridge and says, “What can I get ya? Beer? Wine?”

“A beer would be great.” I answer. And then when I see she has a selection of a few different kinds in there, I add, “Any kind is fine. I’m not picky.”

“Sure thing. IPA ok?” She says as she hands me one.

“Yep!” I say as I take it.

“I’m just cleaning up a few things in here.” She then says. “Why don’t you go have a seat in the big room with Rose. Gary has a few work things he’s taking care of and then he should be out shortly.”

“Sounds good.” I say as I walk into the living room area and crack open my beer.

As I get closer, I see there’s a sizable coffee table that has a couch on one side and two large, comfy chairs on the two adjacent sides bordering the couch. Rose is lying back in one of these end chairs, and she appears totally preoccupied playing on what looks like a Nintendo Switch. She also has head phones on and she must have the volume jacked up pretty loud, because I can hear the headphones from 8 feet away or so. Despite all this, she does acknowledge me coming in and gives me a quick wave before returning her attention to her game.

Since Rose is in one of the end chairs, and I figure I should probably leave the couch for Lily and Gary when they come in, I decide to sit down in the chair opposite Rose’s chair. I sit down, take the first sip of my beer, and then place it down on the glass coffee table. At this point, I obviously can’t help but look at Rose because she’s directly across from me. While she’s leaning back in her chair, she has her feet up on the coffee table with her legs together and her knees up high. Between her knees being up like that, and her hands holding the Nintendo in front of herself, her tits are mostly obscured, so I can’t get a good look at them. I do have a great view of her legs, but that’s about it.