Date: Sat, 25 Mar 2023 15:26:39 +0000 (UTC) From: Oastrel Subject: Island Hopping (Revised) Island Hopping by Oastrel "See? I told you it wasn't cold!" Kyle grinned his snaggle-toothed grin at the rest of us as we treaded water. "OK, fine," said Caleb. "You win; it's not cold." "I told you, this late in the summer it's nice and warm," Kyle said, still grinning. "Yeah, it actually feels kind of...good." "Ladies and gentlemen," said Evan, "it appears Caleb's dick will not, in fact, be falling off." Caleb flicked water at Evan. Evan flicked water at Kyle. "Hey!" yelped Kyle. "What did I do?" "Nothing," said Evan. "You were closer. Anyway, what now?" "I dunno," Kyle replied. "Just swim around. Have fun." Normally, we wouldn't be wondering what to do. We'd just be splashing around thoughtlessly, playing whatever random game one of us came up with on the spot. Our families had vacationed at Arrow Lake every summer of our lives, and we'd all been swimming here more times than we could count. This, however, was the first time we were doing it naked. About half an hour earlier, Kyle had convinced us all to go skinny-dipping. Not without some pleading and cajoling, of course. "Come on! Nobody else is coming to the lake today! They're all at the stupid cookout. They'll be stuffing their faces with hot dogs for the next six hours." "But won't the water be cold?" Caleb asked. "Nope!" Kyle said, clearly proud of having thought this through. "It's never cold this late in the summer." "Besides," Evan put in, "you go swimming all the time when the lake is cold." "Yeah," said Caleb, "but not naked." "What, are you afraid your dick's gonna fall off when it hits the water?" Evan shot back. "I...I guess...fine, I'll try it." "Come on!" Kyle said impatiently. "We can leave our clothes at my place." We got undressed in the garage of Kyle's house, which was right near the edge of the lake. First we took off our shirts, then we dropped our shorts. After standing around nervously in our underwear for a moment, we all turned our backs to each other and shed our briefs. We turned back around at the same time and realized we had all instinctively cupped our hands over our crotches. We looked at each other, four naked boys tightly clutching their groins, and started laughing. "What if someone sees us?" Caleb asked suddenly. We all looked at him. "No one's gonna be around," Kyle said. "I told you, everybody's at the barbecue, and it's like a ten-minute walk from there before you can even see the lake." "I just have a weird feeling," said Caleb, glancing out the garage window at the houses that dotted the lake's wooded shore. "Oh my godddd," groaned Kyle. "Will you tell him, Evan?" Evan smirked. "Caleb's just used to everyone watching him all the time because he's a pretty boy." Caleb's eyes widened. "I--what--pretty--oh, what the fuck--" He swung his arm at Evan, who jumped backward while snickering uncontrollably. Kyle joined in with his high-pitched cackle, and I couldn't help but smiling. Finally, Caleb stopped flailing at Evan and we all calmed down, still naked and covering ourselves. "Why are you calling me a pretty boy?" Caleb demanded. "Oh, come on, Caleb. Like, everyone says it," Evan gestured impatiently. "Says what?" Evan furrowed his brow incredulously. "All the girls have crushes on you. That's why they follow us around and, like, stare at us and whisper." "You...you've got to be kidding," Caleb said. "They do not." "Oh my god, like, how do you not see or hear things? It's the most obvious thing. All the grown-ups love it. My mom's like, 'Oh, your pretty little friend Caleb...'." "Dude, what the fuck? First, do not tell me that. Ever. Second...what the fuck? Why would they think I'm..." "It's like, I don't know, your eyes. And your hair, when you do that stupid little flippy thing?" Caleb instinctively jerked his head, flicking his bangs out of his eyes. "I don't do a flippy thing." "Wow, you literally just did it." said Evan, enjoying it a little too much. "It's that and, like...your mouth." "My mouth?!" "Yeah, like...you have...I don't know, a...it's kind of..." "Dude, just fucking say it." "...a girl mouth." Caleb gaped silently for a moment. Then he muttered, "I do not have a girl mouth." A few seconds ticked by. We all stood there without any idea of what to say, gripping our crotches for dear life. Then, cheeks flushed, Caleb added, "Well, maybe they're not looking at my 'girl mouth', Evan. Maybe they're looking at your abs." Evan started. "At my abs?" "That's right." Caleb reached out and poked Evan in the solar plexus. "Your little eight-pack there. What, do you do, like, a million sit-ups a day?" "It's..." Evan frowned. "It's genetics. You've been looking at my abs?" "No, dipshit! My point is, if anyone's trying to be the pretty boy, it's you!" Kyle had been watching the interchange wide-eyed, as if in the audience of a prolonged and savage tennis match. "Do me next, guys! What do I have?" "Oh my god, um, a mental disability?" Caleb snapped. "Also, you're weird-looking. You have curly hair and a big nose," Evan piled on. "You look like a circus clown." Kyle frowned and looked at the floor. "OK, fine," Evan rolled his eyes. "You have..." Kyle looked at him. "...you have a big..." "...a big what?" "A big dick, OK? You have a big dick." "I do?" Kyle smiled. "Wait, how do you know?" "Because you have to, like, stuff it into your bathing suit. It looks like a fist in there," said Evan. "Plus, I saw it swinging like a fucking elephant's trunk before you turned around. I don't know how you're covering it up now." Kyle giggled, looking relieved that he'd gotten a compliment after all. Then he suddenly flicked his eyes toward me. "Nate's got a bubble butt!" I froze. I didn't like people looking at me. Hanging out in a group was fine, as long as I wasn't the center of attention. Now, my three friends were all fixated on my body. "What's--" my throat was dry. "What's a bubble--" "Wow, Nate, you do." Caleb was staring at the wall behind me. I quickly glanced back and noticed, too late, a floor-length mirror reflecting my entire body to the other three. "Yeah, that is one perky ass," Evan remarked casually, as though commenting on the weather. "It's like two little cantaloupes." I swallowed, and then spoke more clearly. "Guys, can we stop talking about it?" "Sure, Nate," Kyle said. "We won't talk about your big bubble butt anymore." "I, for one, will never again utter the phrase 'bubble butt'," said Evan. "Wow, Evan, you won't even say 'bubble butt'?" Kyle asked in mock surprise. "Nope! Not gonna say 'bubble butt'," Evan replied. "Wait, what are you not gonna say? I can't remember." "You mean, 'bubble butt'?" "Right, 'bubble butt', how could I forget?" "Yes, Nate would kindly prefer that we not say 'bubble butt'." "Bubble butt?" "Bubble butt." "Guys, shut up!" Caleb snapped. Kyle and Evan looked at him, a little shocked. "Stop teasing him, he doesn't like it!" "We were just kidding," muttered Evan. "It's OK," Caleb said to me gently. "Don't let them make you feel weird. It's..." His eyes darted back to the mirror and he hesitated for a second. "I mean, it's a nice...you have...it looks good. Fine." I licked my lips. "Thanks. You wanna kiss it with your girl mouth?" Caleb's eyes got huge. "Nate, what the fuck is wrong with--" But the rest of his sentence was drowned out by Evan and Kyle's howls of laughter. Caleb punched me in the nipple. I looked at him, trying to figure out how pissed he really was. After a moment, he started chuckling, and I grinned in relief. "Are we gonna go in the water?" Kyle asked. And that's how we found ourselves wading into the lake, relieved to discover that it wasn't cold after all. We swam out into the open water, enjoying the complete freedom of our nudity. It was a hot day, with a few clouds offering some occasional shady relief from the sun. "Seriously, guys, what are we doing out here?" asked Caleb. "Are we just swimming around, or..." "I dunno," said Kyle. "We could have a race. Or a breath-holding contest. Or--" "Boring," Evan said curtly. "Those are things we can do any time. Like, with our bathing suits on." "Fine." Kyle rolled his eyes. "What do you wanna do?" Evan thought for a minute and then smiled. "I know what we're doing. I know exactly what we're doing." We all looked at him. "We're swimming out to the islands." Arrow Lake was huge, big enough for fishing and sailing. Docks stretched out into the water all up and down the shore, and some of the richer families even had boat houses. There were islands here and there, some pretty big, others tiny spits of land. On a number of the larger islands, there were houses, though we'd never seen anybody in them. The closest island was little more than a grassy rock. We were all strong swimmers, and it didn't take us long to reach it. We climbed out of the water, crawled onto the grass, and lay on our stomachs to rest. Little waves sloshed up onto the rocks. We lost track of time as clouds crawled across the open sky. The wind breathed over our naked backs, and we gazed over at the larger islands farther on. Evan suddenly said, "Caleb, I dare you to swim to Old Willy's house." "What?" Caleb wrinkled his brow. "Yeah. Swim over there and peek in his window." "No way. What if he's on the island?" "Have you ever seen anyone there?" "Yeah, watch. This'll be the one time he is," said Caleb. "I'm not getting murdered by some psycho hermit." "Dude, he has a nice fucking house. On an island." "OK, rich psycho hermit." "He's probably some high-level government spook who flies out here once a year to, like, bang a supermodel." Evan rolled his eyes and smirked at his own suggestion. "Come on, do it! I bet he's got crazy rich guy shit stashed in there." "Whatever, I'm not going." "You're just a pussy." Kyle giggled. "Yeah, pussy!" "Jesus, shut up, Kyle," Caleb muttered. "I don't see you going." "I'm not the one who got dared." "Yeah, no, you're still a pussy. With a stupid face. Circus freak pussy." "I'll go." I had spoken without even realizing it. The other three stared at me. I think they were so used to my silence that my voice honestly startled them. "You?" Evan asked, a little too incredulously. "Yeah." I stood up. Caleb scrambled to his feet. "Nate, are you sure? We were just kidding around." "Yeah, I'm fine." I scratched my stomach. "I'll be quick." Evan and Kyle watched us intently. "Seriously?" Caleb asked. "Seriously, I'm gonna go." I waded into the water. Caleb, still determined, trotted after me and laid a hand on my shoulder. "Stop. I mean it. Those guys were just being assholes. You don't have to do this." "Why not?" I asked quietly. "Why don't you want me to go?" "I mean...I don't want anything to, you know..." "What?" "...happen to you." I looked at him. "What if I want something to happen to me?" "What are you talking about?" "Caleb, why do you always treat me like..." I trailed off. "Like what?" "I'm not some little kid. You don't have to protect me." "I know. It's just..." "What?" "Nothing. Go." I plunged into the water and started swimming toward the bigger island. It was a long way off, and it took me a while, but I liked being in the water by myself. Once I was close to the island, I had to circle around to the far side, where the sand was. The lights were off in Old Willy's house, and the beach appeared deserted. When I got there, I lay in the shallows for a moment to rest. The wind had died down, and I enjoyed the warm sun hitting me all over. There were a few tiny islands close by, but the one where I had left my friends was barely visible in the distance. I stood up and let the water drip off my body. I started walking toward the house, when all of a sudden a voice rang out. "Hey, what are you doing here?" I stopped in my tracks and glanced up in shock. Old Willy was sitting on his porch, about twenty feet away from me. Some large, leafy plants had hidden him from my view as I approached the island, but the beach in front of his house was in perfect view of the porch. I had no idea what to say, so I just stood there and looked at him. He had dark, wavy hair and a salt-and-pepper beard and moustache. He wasn't all that old, I realized. Older than my father, but much younger than my grandfather. I decided he was probably only a little older than my oldest uncle. "Well? Answer me. Why are you here?" Now he stood up and started walking down the porch steps toward me, and as he stepped out of the shade I realized with a jolt that he was as naked as I was. A dusting of dark hair covered his pecs and ran down his stomach in a thin trail towards a wiry, black pubic bush. His penis dangled down, soft and thick, swaying as he strode purposefully toward me. By the time he got to me, I realized I was still staring at his crotch, and jerked my gaze upward. "I..." "This is private property. You aren't supposed to be here." "I'm--I'm sorry, Sir." "And why are you naked?" "Why are you naked?" I shot back, and then hurriedly added, "...Sir?" He frowned. "I live here. Specifically so that I don't have to see any other human beings if I choose not to. I'll walk naked all over this damn island if I choose to. What's your excuse?" "I'm...skinny-dipping, Sir." I carefully avoided mentioning my friends. "Skinny-dipping on my island." "Yes, Sir." "Why?" "It was a dare, Sir." "Why do you keep calling me 'Sir'?" "My parents taught me to do that. They said it was respectful." "OK, well, I appreciate that, but just call me--" "Old Willy?" The words tumbled from my lips before I could stop them. I winced. "Old..." he furrowed his brow and his moustache twitched. "Is that what they call me?" "I...yes, Sir." "Jesus Christ, I'm not that old. And my name isn't Willy. It's Willick. Russell Willick." He stuck out his hand. I took it, and he pumped my arm up and down genially a few times. The lines under his eyes crinkled as he smiled. "You can call me Russ. What's your name, son?" "Nathaniel. Nate." "OK, Nate, why are you really out here? You don't swim all the way here from shore just to skinny-dip." "I guess...well, I heard..." "What did you hear?" "I heard you have...crazy rich guy shit." I had no idea why I said that. "I have what?" "And you're a high-level government spook." I couldn't believe my own ears as Evan's words came pouring out of me. "And you fly out here once a year to bang supermodels." Why could I not shut up? Russ threw back his head and guffawed. "Wow. OK. Well, that was...a lot. Sorry to disappoint you, but the truth isn't nearly that interesting. I make a lot of money, but my job's pretty boring. I work hard, and when I have time off I like to be alone. I come out here to get away from everything and everyone. And supermodels...aren't really my type." "Oh. I guess that does sound boring." The warm water of the lake lapped at our ankles "Well, Nate, it was nice meeting you, but I think you'd better go." "Why?" "You seem like a smart kid. I'm sure I don't need to explain to you how this looks...if your folks came out and found you here..." "They're at a barbecue all afternoon. They're not coming out here." "OK, if anybody came out here. The two of us...like this..." I looked up at him. "You mean they'd think you're a perv." "Well, that's a blunt way of putting it, but yes." "Are you?" "Am I--excuse me! You're a cheeky little kid, aren't you?" "Sorry." I bit my lip. "I was just kidding." "Ah, it's fine. Look at me--do I look like a perv to you?" I looked Russ's body up and down. He was nicely muscled, with big arms and legs and a broad torso. "I meant 'look at me' figuratively," he said. "Anyway, if I were turned on, you'd know." "Really?" "Trust me." "How?" "Well, for starters, this guy--" he gripped his penis, which was up around the height of my belly button, and waggled it at me "--would be a lot bigger." "You're not hard right now?" I blurted. His eyes widened. Impulsively, I reached out and poked the shaft. Only lightly, and just with my pinky. But I poked it. "Hey, cut it out!" he barked and cuffed me lightly on the ear. I stared at him and he must have realized he'd hurt me. "I'm sorry, kid. But you shouldn't go touching strangers like that. Even if we are both naked." I didn't say anything for a moment. Then I kicked water at him. It got him in the face, and he stood blinking for a second, a little surprised. Then he smiled and kicked water back at me. I waded a few steps out into the lake, reached down, and splashed a handful of water at him. As I was straightening up, however, he strode toward me and pushed me hard in the chest. I sat down hard, and Russ tackled me backwards into the water. We were both laughing pretty hard by this point, and the splashing had turned into wrestling. The feeling of being grappled like this was foreign to me. I never really wrestled--not with my father, my uncles, my cousins, or even my friends. Russ's arms felt weirdly powerful as they bent and twisted me like putty. Finally, he pinned me on my back, holding both my arms up over my head. I struggled, but he had a huge weight advantage on me, and I couldn't really move at all. My laughter died away as I bucked my hips and kicked my legs underneath him. Eventually, I gave up and lay still, panting. Russ wasn't laughing anymore either. Instead, he was staring down into my eyes. His mouth hung slightly open and a strange, haunted look had stolen across his face. The water rushed past my head, and suddenly I became very aware that we were the only two people around. I could shout and scream and no one would hear me. I felt something come to rest on my thigh and looked down. Russ's penis was fully hard, long and thick and throbbing and pointing up towards me. I realized that I had gotten hard as well, and he could see it. "R-Russ?" I stammered. He blinked. "Yeah?" "Can I...can I get up now?" "What?" "You're holding me down. I want to get up." "Oh!" He let got of me and jerked back into a crouch. I scrambled up into a sitting position and we stared at each other for a little while. "I'm sorry, Nate," he said, breaking the silence. "I got kind of carried away there. I didn't mean to scare you." "I wasn't scared." "Oh, good. I mean, yeah, of course not. And sorry about my--you know--" He flicked his eyes down at himself. "It's fine, really. I just need a minute to rest." "Take your time, kid." I rolled onto my stomach, relaxing in the gentle motion of the water. Russ sat behind me, and for a long time we said nothing. "I didn't mind, you know," I said finally, still looking away from him out at the lake. "Mind what?" "When you got...hard." "Thanks. I thought I had really freaked you out." "Well, it seemed like maybe you were mad at me or something." "Mad? No, I promise I wasn't mad." "Good. I liked looking at it, you know." "Really?" "Yeah, you have, like, the biggest penis I've ever seen." Russ chuckled. "Thanks. For what it's worth, you've got a beautiful ass." I whipped my head over my shoulder and stared at him. He winked at me. "Why does everybody keep saying that?" I asked. "It's true. Your cheeks are just perfect round globes. It's like something a Greek sculptor dreamed up." I turned forward again so he couldn't see me smiling. "Thanks." "Can I have a closer look?" I hesitated. "Go ahead, I guess." He pulled me backward by the hips, so that I rose up on my hands and knees. I felt his warm fingers gently pull my buttocks apart, and the cool air rushed across my hole. "Wow. Beautiful," he breathed. He touched it with the tip of his finger, which felt like scratching an itch I had always had but never recognized until now. He began to probe softly inward, giving my hole a firm but gentle massage. Was it the light breeze or his touch that made me shiver? The water rolled in, pooling around my arms and legs. "Are you liking this?" Russ asked me, genuine concern in his voice. "We don't have to--I can stop." "No! No, keep going." Still on all fours, I pushed my ass backwards, closing the distance between us. After a moment, I felt the probing continue, but it felt different now. Softer and spongier. I looked behind me. Russ had scooted his body right up close to my ass. I knew what he was doing. "Is that your--" I gulped. He said nothing, waiting for me to continue. Daring me to ask. "Is that your--your penis?" "Yes it is," he said. "It feels..." I trailed off. He had stopped pushing it forward and was now swirling it around and around. I felt a slick sensation, heard the sounds of his massage grow wetter and wetter. Russ chuckled. "I always leak a lot when I'm turned on like this." "You like this? Massaging me?" He laughed a little louder. "Yeah, Nate. I...I really like it." "Me too." "I could keep on loosening you up, if that's OK." "Why...why do you want to loosen me up?" "A good massage is all about relaxing your tight muscles. The looser you get, the better it feels." "How loose am I gonna get?" "Wanna find out?" I nodded, and he went back to pushing forward. "That feels..." I must have sounded like an idiot, but I genuinely couldn't finish the sentence. "That feels..." Russ placed a hand on my back and began lightly dragging a finger up and down my spine. Softly, no more than a tickle, so that his fingertip sent little shivers and shockwaves all over my back. I felt the sensations run all the way up into my neck and settle at the base of my skull. I felt them drip down to my pelvis and tingle across my ass cheeks. I could never remember having felt more relaxed. I sighed, and my whole body loosened. At that moment, Russ increased his forward pressure--slightly, almost imperceptibly, but it was enough. His penis pushed forward and the head popped through my ass ring. We both froze. Finally, I asked, "Wh--what are you doing?" "This is better than a massage. It's a connection." I looked back at him. He was still sitting flat on the sand, his legs sticking out ahead of him and flanking my body. "It's me inside you. And that's just about the most special feeling there is." The breeze had picked up a little. "Nate?" "Yes?" "Do you want me to keep going?" I swallowed. "Yes, Sir." The gentle pressure returned and I could feel his shaft sliding inside me. He pulled back and pushed forward. Again. And again. Reaching a little bit deeper each time. I twisted my head back to watch. He was swinging his hips back and forth as he pushed into me, supporting himself on his muscular arms. "That's probably enough," said Russ. "You've got about half of me in you. Any deeper and--" "No." I couldn't believe myself. "What?" "No, keep going. I need the rest." He raised his eyebrows. "Sir," I added. He breathed out. "OK, here goes. But don't say I didn't warn you." He brought his legs back underneath him, staying inside me as he rose to a kneeling position. He gripped me around the waist and began to pull. He pulled me closer and closer, his thick pole burrowing deeper and deeper into my ass. I sank into the sand as he sank himself inside me. This was different from before. Tighter. Hotter. I bit my lip. I clenched my toes. I squeezed fistfuls of sand, which slid out from between my fingers until my nails bit into my palms. I wanted him to stop, but I needed him to keep going. Finally, Russ spoke again. "There, you happy?" "Why are you stopping?" "That's almost the whole thing. I'm not giving you the last inch, though; otherwise you'll--hey!" He was cut off as I abruptly thrust my ass backward onto his body, forcefully taking the last inch he had tried to keep back from me. "Jesus, Nate! Are you OK?" He was buried deep inside me now, his pubic hair tickling my butt cheeks. I smiled back at him. "You were right. This is amazing." He let out his breath slowly. "All right. Here we go." Russ began to buck his hips back and forth, pounding me slowly and methodically like a stubborn nail. In. Out. In. Out. Our breathing began to sync up with the rhythm of his thrusts. I could feel myself relaxing for him, and his movements became smoother. Sweeter. A deep breath escaped my lips. I raised my head to look out at the water and suddenly I froze. There, on one of the tiny nearby islands, were Evan, Caleb, and Kyle. Watching us. Watching me. How long had they been there? It didn't matter. They were there now. Perched on one of the tiny, rocky islands about a hundred feet away--front-row seats. Still naked. Eyes bulging. Kyle was absent-mindedly gripping his crotch, though I wasn't sure he was aware of it. Evan had one hand over his mouth. Caleb's hand was on his heart. I couldn't believe it. What were they going to say? Would they tell anyone? Would they tell everyone? Would they ever want to have anything to do with me again? My brain was being bathed in a ridiculous combination of the sudden shock of seeing my friends and the continuing pleasure of Russ's invasion of my tight hole. With nothing else to do, I raised one hand slightly out of the water and gave a tiny wave. Nothing happened. Then, a few seconds later, Caleb returned my wave and gave a small smile along with it. That small gesture brought me a little bit of relief, and I returned my focus to Russ. If he had noticed our audience, he gave no indication. He was now sliding his long tool in and out of me like a knife through warm butter. Hitting a spot inside me that made me twitch and gasp. Over and over and over again. My own penis was rock-hard, and I could feel it slapping against my belly. Suddenly, his thrusts grew faster, his breathing louder. I looked back at him. "Are you going to--" He panted and nodded. "Inside me?" He didn't say anything. Just kept pushing and pumping and prodding deep within me. I felt an incredible wave of pleasure wash over my body and into my groin. I quickly dropped my head down to look between my legs. I watched myself, upside down, squirting over and over into the surf rushing around below my belly. At the same time, Russ began snorting and snarling and squeezing my buttocks. He ground his hips into me, held still, and bellowed like a wounded animal. I felt a hot jet of warmth erupt inside my body. And then again. Again. Again. He roared with each shot he fired inside me, his voice rolling thunderously out over the lake. I lost count as his noises quieted to grunts and then rasping breaths. And then it was over. Russ began to pull back, and it seemed to take forever as he withdrew his long shaft from my hole. Finally, it emerged with an audible plop and fell limply between his legs, the way a sausage link dangles in a butcher shop window. I rolled over into a sitting position and looked up at him. "Are you OK?" he asked softly. I nodded. "Do you think you'd--would you--well...do you want to come see me again?" I leapt up out of the water and gripped him in a bear hug. He seemed startled for a moment, but then he hugged me back, wrapping me in his long arms and holding me close for a long time. As I waded out into the water, I glanced over and noticed that my friends were nowhere in sight. Were they waiting for me on the island where Evan had first made his dare? Had they gone back to shore without me? What would they say when they saw me? What would I say to them? I had no idea. But I had the whole swim back, naked, silent, alone, to think it through. I turned and waved goodbye to Russ, who had gone back to his porch. He smiled and waved. I took a deep breath and dove in the darkening afternoon water.