8 comments/ 20454 views/ 21 favorites Billionaire's Retreat By: pizza455 Author's Note- This is my first story. Any feedback would be greatly appreciated! ***** At age 43, at the height of his business career, billionaire Robert Helm sent out an open casting call for volunteers. Told nothing more than the fact that they would move to live out on his private island in the Caribbean, thousands applied. Applicants faced a lengthy process involving questionnaires, medical examinations, background checks, and interviews. We don't know how many were accepted, but we estimate about 150 were chosen. Once he made his selections, Robert and his wife Miranda vanished with his wife and the accepted onto his island. A year later, I was sent on assignment to interview Robert and live on his island. Given the mystery and high media profile of his retreat, the world was fascinated to find out what had happened. In June, I found myself on a boat bound for Robert's island. I had no idea what to expect. The crew of my ship didn't either. They had been told only to drop me off at the one dock on the island, than to depart. I figured that the worst case scenario would be spending a month or two on a billionaire's playground. So needless to say, I was excited. When we docked, a beautiful blonde met me at the pier wearing a red bikini under a translucent white dress. "Hi, Alex?" She shook my hand. "My name is Molly, I'm Robert's personal assistant. I was told to acquaint you to how we operate on the island before your meeting with Mr. Helm later this evening. Please follow me." We made some small talk as we made our way to a building at the end of the dock. I don't remember much of it- I was distracted by the beautiful white sand beaches, coconut trees, and the swaying ass of the woman leading me. I try to be professional on assignment, but there's only so much I can do when a skimpy red bikini bottom barely covers an athletic, tanned woman's rear. She led me inside, to what looked like an average hotel lobby. She turned to face me. "As part of the negotiations with your magazine, you've agreed to live by our rules and procedures, right?" I nodded. She continued, "As a part of that, I'm first going to need to confiscate all of your electronic devices. They'll be returned to you once you leave." I handed her my cell phone, before hesitating with my laptop. "I'll need something to take notes and write on if I'm going to profile what Robert's doing here." She took the laptop out of my hands anyway. "We've put a computer limited to word processing in your room. We've also put several pads of paper in your room for note taking." She hesitated a moment. "We're also going to need you to undress." "...What?" "Mr. Helm can explain, but I'm afraid it's island policy that all males are forbidden from wearing clothing." I stared at her, looking for signs of a joke. The boat to take me home had already left, and I wasn't in a position career-wise to refuse an assignment. What the hell. I had already done some weird stuff in my career, might as well add this to the list right? Still, there was something disconcerting about stripping in front of a beautiful stranger like Molly. I disrobed and handed her my clothes. "Great." She glanced down at my naked body, taking the time to thoroughly inspect my crotch. She clapped her hands excitedly. " Ooh! You're not circumcised? We don't have many of those around the island!" "Um... really?" It's hard to make small talk when your cock is on display for the world to see. "Do all guys really walk around here naked all the time?" She smiled. "Oh yes, it's very fun. I love watching penises flop and jiggle around, and the variety is pretty fun." She gave my crotch a sly glance. "And they're fun when they're hard too." Just hearing her talk about her love of penises was enough to get me semi-hard. I covered my crotch with my hands, mortified. She swatted my hands away. "Oh don't be shy. Didn't I just say they're fun to look at? Besides, you're done with clothes for a while. Better get used to it!" She motioned for me to follow her, "Come with me, I'll take you to meet Robert." I glanced down at my still-hard penis. "Um, Molly, do you mind giving me a momen-" "Alex!" In walked Robert Helm himself, also completely naked. This was a man I was used to seeing wearing the finest suits on the cover of Forbes. It was extremely disconcerting to see him standing before me, stark naked. Molly reacted to none of this, as if seeing her billionaire boss naked was the most normal thing in the world. Robert shook my hand and grinned at me. "I see Molly's gotten you into the spirit of the island." I managed a weak chuckle, hoping my erection would subside quickly. Molly's persistent stare wasn't helping, however. Robert motioned to me. "Come with me, Alex. I'll take you to meet my partner Miranda. She's waiting for us in my office." He led me down a hallway into his office, where an older woman of about forty was sitting on a couch. She was wearing a two-piece charcoal dress that showed a firm midriff despite her age. She smiled and rose gracefully as we entered. "You must be Alex." She reached forward to give me a handshake. While maintaining eye contact and a smile, she reached in and instead gave my hard-on a gentle squeeze and a few strokes. "It's great to meet you", she continued while stroking me. "Uncircumcised, how fun. I'm Miranda." I looked at Robert, dumfounded and horrified. While scrambling to come up with some excuse for what just happened, he laughed at my obvious consternation. "As you can see, we've changed some of the social customs as a part of what we're doing here. Have a seat, we can talk all about it." He gestured to a chair across from the couch where he sat next to Miranda. Taking the initiative and excited finally for the answers, I leaned forward. "So, what's going on here? What's...?" I shrugged, lost for words. Again, it's hard to be articulate with a full-blown erection in front of two strangers. Robert gave an understanding smile. "For centuries now, us technologists have been trying to make the average person's life better through new gadgets and toys. For most of my career this consumed me. And I was good at it too, it's how I made my fortune. Over the last couple of years however, a nagging thought grew in my head. I think the world's problems don't stem from immature technology, but rather from our social norms and customs. I own an island- a perfect place to experiment with culture. I have the financial means to do whatever I like. Why not try to solve these problems?" "So everything here is part of a social experiment?" Robert nodded. "And it's been going pretty well so far. Nearly all the people here are pretty content with their lives. Though they now have the option, none have chosen to leave here and go back to their previous lives." Things, to a certain degree at least, were starting to make sense. "So why do men have to be naked?" Robert gave a wry smile. "I thought you would ask about that. One of our goals here is to build social unity. When men and women typically get together to discuss an issue, men often dominate the conversation because of their egos. Demanding men to be naked while allowing women to wear whatever they want changes the dynamic by forcing humility on the men. It ensures the best idea is heard." "Plus," Miranda added with a playful smile, "it's very fun. Cocks everywhere!" She leaned over and began fondling Robert, handling his balls before slowly stroking his shaft. "It's great to get a show every time you walk outside." "People here are also very open about love and physical intimacy." Robert said, noting my stare. "Forcing people to hide their affection is to hide something that we all should celebrate, not shame. It's healthier for everyone." "Mmmhmm", Miranda said in agreement, licking her lips. She leaned over and took the head of Robert's cock in her mouth, slowly sucking on it while stroking his shaft. "We also don't have a concept of marriage here," Robert continued. "People are free to take as many lovers as they like and leave them whenever they like." Miranda began to suck with more passion, taking the entire length of his shaft into her mouth. I stared at her performance. "How do you deal with issues of jealously?" Robert's words became more disjointed as Miranda began to stroke his cock faster. "Well... you have to take things on a... ahhh... case by case... ahh... basis. Some people want many lovers... some people only want one. Oh fuck." Miranda left the couch and knelt in front of Robert with her back to me. Pumping him faster and faster, Robert climaxed, send white ropes of cum shooting into his partner's waiting mouth. She gave a happy moan as he came, as if urging him to shoot as much as he could. He finished, then relaxed and gave a laugh. "Thanks for that, dear. What a pro, not even a drop spilled!" Miranda smiled back, showing Robert and I her mouthful. She winked at me then swallowed, and then gave Robert a kiss. He looked back at me. "It's getting late, and I'm sure you're tired from your travel. Follow me, I'll take you back to Molly." He took Miranda by the hand, and led her and I back down the hallway to the reception area, his cock now wilting and now glistening with Miranda's saliva. As we walked, I heard some faint moaning that grew louder and louder as we approached the reception area. "What's that noise...?" The question died in my throat as I looked in. Facing us, Molly was bent over the reception desk. Though she was still clothed as I saw her before, a naked man was pumping into her from behind. She was moaning in ecstasy, her eyes unfocused and glazed over. "Oooh, how delightful!" Miranda said. While enjoying the performance, she unconsciously reached down and began playing with Robert's cock again. Robert gave a bemused smile. "Well, I was going to have Molly here show you to your room", he said to me, "but I guess she's somewhat occupied at the moment." The man began pounding faster. Her moans grew louder and took a higher and higher pitch. The sounds of flesh slapping together grew louder, and her tits, still held behind the red bikini, began to bounce more and more. "Molly?" Robert called over the noise. "I'm going to take Alex here to the kitchen. Can you please join us when you're finished?" Molly managed a nod. Miranda let go of Robert's cock and playfully squeezed his ass. "You go, dear. I want to stay and watch the show." Robert grinned. He turned and led me down another hallway into the kitchen. "Can I get you a drink?" From the reception area, I could hear Molly's moans getting louder and louder. "Um, sure, I'll take a water." Robert walked to the cabinet, grabbed me a glass, and began filling it up. Molly's moans grew louder and louder until they peaked in a final yell. Robert handed me the glass and winked. "I'm sure you'll enjoy your stay here. It's not yet paradise, but we're working on it." Molly walked into the kitchen, breathing hard and slightly disheveled. "Molly, could you lead Alex here to his room?" He glanced down. "And would you mind cleaning up a bit, dear? You're dripping." I followed his gaze. Cum was sliding down her thighs onto the floor. She managed another tired nod, then turned and led me out of the kitchen into the hallway. She didn't try to make any conversation as we walked. I wouldn't have been able to anyway. I could see the white stains on her bikini bottom. As her hips shook with each step, cum would slide out from the red triangle covering her ass and drip down to the floor. She led me to my room, then turned and left quickly leaving me a white spot in the carpet by my door to remember her by. I'm sure she was off to find some cleaning supplies. It was incredibly tough to not masturbate that night, but given the events of the day I was fairly sure I could have some fun of my own soon. I fell asleep, excited about what tomorrow would bring. Billionaire's Retreat Pt. 02 AUTHORS NOTE: Part 2. Like before, I welcome any feedback you might have. Enjoy! ***** BANG BANG BANG I woke up the next morning to loud knocking on my door. "Alex, dear? Time to start the day!" It sounded like Miranda. I threw on an undershirt and a pair of shorts, tucking my raging morning wood into my shorts' elastic waistband. "Coming!" It felt like I hadn't slept a wink. I blearily opened the door, where Miranda stood in the hallway. She laughed at my pajamas. "Oh no you don't!" She bent over and yanked my boxers to the floor. My erection sprang free, slapping her in the face and poking her in the eye. "Oww!!" she moaned while rubbing her eye, half in pain, half in laughter. "Oh my gosh, I'm so sorry!" "Not to worry, it happens." she said laughing "It's good to see you're excited for the day." She reached over and gave my testicles a reassuring pat and squeeze. I jumped a little. The customs of the island would definitely take some getting used to. She waved a hand at my undershirt. "You must have forgotten where you were, huh? Come on, take it off so we can get on with the day. Robert's busy for the day, so I've been tasked with playing hostess." I stripped off my undershirt, and threw them and my shorts back into my room. "What's the plan for the day?" "We figured you could use some rest and relaxation from your trip in yesterday. Today will be all about fun!" She led me down the hallway, and out a back door to a patio-like area where a rugged-looking golf cart awaited us. It was a beautiful day, bright and sunny with a light breeze. I glanced down at my terrible tan line. Parts of me were exposed that had literally never seen the sun. Still, it felt remarkably great to be naked outside. It might sound weird, but believe me when I say a light breeze feels great on your dick. Miranda took the drivers seat, as I sat in the passenger's. She backed out of the patio and on to a gravel road. "Where are we heading?" "Out to Streaker's Cove. There's a beautiful white sand beach there, we figured it'd be a great way to start off your time here." "Yeah, that sounds great." As we drove, we began to pass people walking along the road on the grass. Mostly men, who were of course naked, but also some women too. Beautiful women, of all races. Most were younger, but we passed a few that were closer to Robert and Miranda's age. They wore shorts, t-shirts, and swimsuits. It'd look like any other beach in America, if it weren't for the cocks hanging out everywhere. For their part, the people seemed completely accustomed to it. No screams of horror, no yelling, just people going about their daily lives. I leaned over to Miranda. "Do you ever get tired of so many naked guys walking around?" "Well... some days I enjoy it more than others. But it's something you learn to tune out whenever you want to. I bet you could use some genital equality, huh?" She looked pointedly at my cock, which at since wilted from it's morning wood glory. "Don't worry, you'll get your fill. Most people swim nude at Streaker's Cove." She pulled into a small parking area near some coconut trees. The beach lay right on the other side of the trees, with the ocean just beyond that. We were too far away to make out details, but I could see some naked figures sun tanning, swimming, and walking along the shore. Miranda handed me a towel. "Come on, let's go find a spot." She led me out on to the beach before settling down in a spot about halfway to the water. The beach was beautiful- the sand was white, the weather was perfect, and the water was clear enough to see the straight through to the sand below. More than anything though, the people caught my attention. The beach wasn't crowded at all, but nearly all the people there were stark naked. Tits bouncing, dicks flopping, asses wiggling, and vaginas... just there. A few women wore thong-style bikini bottoms, but most were bare. After seeing nothing but cocks for most of the day, I enjoyed it either way. One woman in particular caught my eye. She was flying a kite while talking with a man laying on a towel beside her, suntanning. As I watched, she knelt down with a laugh and gently tied the string of her kite around her companion's penis. Each gust of wind gave him a jerk until he was standing completely erect, much to their amusement. I didn't need a kite string to get hard. After all that had happened in my trip and the lack of relief I had gotten so far, I was rock hard. I didn't really know what to do with it. Miranda had already seen me erect, but I was guessing it wasn't as appropriate in a public setting. I sat down on my towel and pulled my knees up , hiding my erection between my legs. "You better get some sun screen on if you don't want to get burned." I looked up at her. She had casually removed her bikini top to reveal her gorgeous breasts underneath. Tan globes of gravity-defying flesh with delicate pink nipples. Her shorts were off too, showing off her high-waisted red thong underneath. "Here." She held out a bottle of sunscreen for me. As I turned and reached for it, my cock sprang out from my legs. She withdrew her hand, bemused. "Alex, you've been hard the entire day. I swear if you don't take care of that soon, you'll burst!" "Well.. I mean, thanks for your concern but I'll be okay." She rolled her eyes. "If you don't want to do it yourself, why not find a friend out here to help you?" "Um, I really don't think..." "A bit shy, are we? Don't worry about it. You can just go ask people. It's not insulting around here to ask people for sex. Why should it be? As long as you respect their answer, you're basically complimenting them." I still hesitated. "Fine, wait here." Before I could protest, Miranda turned and walked off down the beach. It wasn't long before she returned with two young blondes, one with a pony tail and the other in braids. I'd guess they were both in their early twenties. They both stood naked beside me with their pretty pink pussy lips right at eye level. Pony tail had a blonde landing strip running down to her lips, while braids was completely shaved. Neither of them had large tits, but I found their petite-ness to be alluring just the same. "Alex, this is Julie and Caitlin. They said they'd be happy to help you with your... sunscreen." She said with a smile and a not-so-subtle head nod towards my groin. The two girls giggled. "Wow you were right. He does need some help!" They both knelt down beside me and gave me a few quick strokes in greeting. "It's great to meet you Alex," said the pony tailed blonde. "I'm Julie and this is my friend Caitlin." She gave a mock sigh. "How have you not learned to put on sunscreen by now? Are you from the North Pole?" Her friend snorted as she stroked me in greeting too. "I think I know why" Caitlin said, showing Julie the pre cum I had left dripping off her hand, "His sunscreen is still inside of him!" "Well, we'll have to fix that won't we." Julie took a large glob of sunscreen in either hand, then sat behind me with a leg on either side. She began to massage my shoulders and neck. She stretched her arms around me to massage my chest, and I felt her nipples pressing into my back. Caitlin meanwhile also took some sunscreen and knelt beside my feet. slowly rubbing my calves and thighs, working her way up. "See, it's not so tough" Julie whispered in my eye. She gave my butt a squeeze, making me jump. "You just gotta make sure you... rub it in." She reached around with her right hand and began to stroke my cock, up and down. Caitlin laughed. "Everywhere..." she added. She began to massage my upper thighs with one hand, and playing with my testicles in the other. "You see Alex" said Miranda. "You're in good hands." She sat back down on her towel as if to suntan. Her eyes never left my crotch. Both Julie and Caitlin began to stroke my cock, four hands pumping up and down with the sunscreen acting as a fantastic lube. A middle-aged couple walking along the shore stopped their walk to watch from afar. I had an audience now, but at that point I was beyond caring. "Oh fuck. I'm going to cum!" Julie jumped up. "Wait for me!" She ran around and laid down by Caitlin. They both began pumping a little faster, point my cock at their faces. Out of the corner of my eye, I could have sworn I saw Miranda's hand moving beneath her thong. Her other was definitely tweaking her own nipples. "That's it girls, keep going" she said. With a gasp I came, shooting ropes of cum over Julie and Caitlin's faces. They laughed in delight and leaned closer in, letting rope after rope cover them. Miranda was right, I had been fit to burst. With all the excitement of my trip so far, I needed some relief. The couple that had stopped to watch turned to continue their walk. The woman winked at me as she left. When I finally stopped, Julie and Caitlin both sat back, licking their fingers. They glanced at each other. "You look like a snowman." "You look like a... slime monster." They both laughed. Julie turned to me. "Well Alex. You now know how to apply your own sunscreen." I nodded weakly. She turned back to Caitlin. "Well, do you wanna go get some ice cream to go with this whipped cream?" Caitlin laughed and nodded. They stood to leave. "Bye, Alex, it was nice meeting you." They turned and walked back the way they had came, faces still covered in cum. I could still hear them laughing as they passed other beach goers, many of whom turned to stare at the petite blondes covered in my cum. "Feel better now?" Miranda asked. I laughed and nodded. "Much." She smiled. "I'm glad. You know, I think there's going to be a luau here later tonight. I'll make sure you're there." The rest of the afternoon passed in a relative blur. Miranda took me on a quick tour of some nearby parts of the island, including some fields where locals were harvesting corn. The island was working towards self-sufficiency, Miranda explained to me. They didn't presume to have al the answers to how to live life, they were working towards discovering them. And Robert's fortune helped fund their journey. As often as not I saw women as the supervisors of the fields. I imagined that they could be a lot more assertive in a workplace, when all their male counterparts were as exposed an vulnerable as they could be. When the night fell, Miranda drove back to Streaker's Cove. Tiki torches had been lit in the sand, and a reggae band was playing. Near the band I spotted a bar, where drinks were being handed out left and right. Directly across from the bar stood a weird box-like structure with four doors. It was almost like four department store dressing rooms side by side. I could see pairs of feet underneath the doors, but I had no idea what it was for. Men and women were dancing in front of the band. Most of the women wore light dresses and bikini tops, while the men were of course, naked. Do you enjoy drunk dancing? Let me tell you, it's even better when the men can't wear clothes. Erections can't be hidden, so it becomes almost a point of pride for women to get their dancing partners hard. People were grinding and fondling each other left and right I found myself later drunk and dancing with a beautiful Hispanic woman. While she was grinding on me, she reached back and began to stroke my cock to the beat of the song as she shook her hips. As the song reached its climax, she turned and pulled her bikini top to the side, letting her tits fall out and sway from side to side. I could see her nipples hardening in the crisp air. As the song ended, she pulled me close and gave me a deep, passionate kiss. Giving my cock a farewell stroke, she turned and walked off through the other partiers. I made my way to the bar for a brief respite. Miranda was also at the bar. "Enjoying yourself?" "Absolutely. Do you guys do this every night?" "Not every night, just most of them." She said with a grin. "Have you tried the glory boxes yet?" "The what?" She motioned to the four dressing rooms I had seen earlier. "The glory boxes. They're a thing we occasionally do that fosters camaraderie throughout the island. I won't spoil the surprise for you. Just wait until one is empty, and then head in. Knock on the wall once you've closed the door. Oh also remember: everyone here is on the pill." I was a little skeptical and I didn't really understand what she meant, but she hadn't steered me wrong so far. I took my leave, and went out to the dressing room on the far right. I wasn't wrong in my previous assessment, it basically was a dressing room. Except for the big hole in the wall at about waist height across from the door. I knocked on the wall. To my surprise, a pair of naked legs walked through the whole, followed soon by a very naked set of hips and pussy. Whoever it was stopped once their hips were through the hole, apparently lying back on a bench of some sort. Though I was slow to accept it, it was readily apparent that these boxes were for anonymous sex, which I guess made sense in a way. Anyone on this island could have been your lover at some point, so you'd probably be more likely to treat them that way. It builds social bonds. I knelt at her knees and began to play with her pussy in my hands, exploring the lips and hood at the top. I leaned in and began to suck on her clit as I pressed two fingers inside her warmth. I could feel her start to squirm, and I heard some low moaning from the other side of the wall. I pressed my lips to her clit and sucked harder, as I began to fuck her with my fingers. "Oh yes, oh yes!" I heard from the other side. Her legs spasmed as she climaxed. I could feel her muscles tighten on my fingers and her hips thrust upwards. I kept my fingers and mouth working until she finished, waiting for my turn. At that point, I was hard as a rock. I stood and thrust inside of her, hearing her gasp and moan again. I fucked her slowly at first, building up the pace and rhythm. Grabbing her hips in my hands, I thrust deeper and faster, as we both built up to a climax. "Ah!" With a gasp I thrust as deep as I could and climaxed, shooting my cum inside of her. I heard her yell in pleasure at the same time. Breathing heavily, I stepped back. My cum gently dripped out of her lips and onto the sand. The legs had had enough too, as they withdrew from the hole. I needed a drink and some fresh air, so I left and returned to the bar, where Miranda was again sitting with a drink. She winked at me as I sat down. "I'm pretty tired, I might need to get some sleep." I told her. She agreed, and led me back off the beach to the golf cart and my room. I couldn't help but notice she was walking a little bowlegged as we made our way back to the cart. I guess there was a side for the male partiers in the glory boxes, and a side for the women partiers. She dropped me back off at my room, and I fell into a deep sleep.