caribbean-cruising

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Subject: Caribbean Cruising A few years ago, before a tiny little virus made vacations all but impossible, I was doing a cruise in the Caribbean with my best friend. It had been a rough year for both of us, and we just wanted to enjoy the sun and the sea for a week. After spending the day in the port city of San Juan, Puerto Rico, we were now back on the ship. And while my buddy was relaxing in our cabin before it was time to go to dinner, I was on deck as the ship left the harbor and headed back out to sea. I was standing at the bow, watching the waves, when I noticed that I had company. It was a teenage boy with dark curly hair that I had noticed around the ship before with other kids or family members. This time he was alone. I pretended not to notice him but I was actually checking him out the entire time. Thanks to my sunglasses, it wasn’t too obvious. Not that he would have noticed it anyway since he was busy taking selfies. Or at least trying too, because there was quite a bit of wind which kept lifting up his t-shirt, messing up his shots. He kept grumbling under his breath and eventually I couldn’t help but laugh. “Do you need some help with that?” I asked. “Huh?” He seemed to notice me for the first time. “Oh, uh, sure, why not.” He changed the camera settings on his phone and handed it to me before leaning back against the railing. “Okay, smile,” I said and started to snap some pictures. Even with both of his hands free now, the wind was still blowing under his t-shirt, causing it to billow up. He kept trying to hold it down, which made him look a bit awkward, so I said, “Just take it off!” He looked at me with raised eyebrows. I added, “Imagine you’re at the pool. You would be shirtless there too, wouldn’t you?” He thought about it for a moment, then shrugged and pulled off his t-shirt, tossing it on one of the wooden benches. I had to force myself not to stare too much at his smooth chest and flat stomach. He was nicely tanned, and I could just see the hint of a tan line and the creamy white skin that was mostly hidden by his thin shorts. “Much better!” I managed to say without drooling. He grinned and I continued our little impromptu photo shoot. Eventually we sat down on the bench. Much to my surprise and delight, he didn’t put his shirt back on right away. “There,” I said, handing him back his phone, “now you have plenty of great pics to send to your girlfriend. He laughed and replied, “I don’t have a girlfriend. These are just for me, I like taking pictures of myself. By the way, I’m Jasper.” I introduced myself too and we shook hands. For a while we just sat there as the sun slowly went down. Jasper looked through the pictures on his phone. “Thanks, these turned out great!” he said. “Much better than when I’m trying to do it myself.” “Yeah,” I agreed, “you never get it quite right when you do it all by yourself.” “Tell me about it. Even when you do it in front of the bathroom mirror, it always looks weird, especially with the phone in the picture too.” “Bathroom selfies, eh?” I said. “You take those just for yourself too?” Jasper blushed when he realized what I meant, but then he started to grin sheepishly. “I just like taking all kinds of pictures of myself, I guess,” he admitted. “Well, if you ever need help taking more pictures, let me know. Any kind of pictures.” He looked at me, probably trying to figure out if I was serious. I looked back, letting my eyes wander slowly down his bare chest to his crotch. “Looks like part of you likes the idea,” I said, nodding to the obvious tent in his shorts. Thankfully my own jeans shorts didn’t give my excitement away. He blushed a deeper red, but the grin on his face got a bit wider. We were still alone at the very front of the ship, and you couldn’t really see the bench we were sitting on through any of the windows either. I stood up, pulled out my own phone and knelt in front of Jasper, taking a few more pictures. He spread his legs, which made the bulge even more obvious. Through the legs of his shorts, I could see his gray boxers. Then Jasper really surprised me. He reached up through the pants leg and pulled his hard uncut dick out of his boxers. I could barely believe it and just continued to take pictures. “Can you pull the foreskin back?” I asked quietly. “Please?” He did, exposing the bright purple head that looked to be a bit wet already. “I’m sharing my cabin with my cousin,” Jasper said suddenly, “but he’s in the theater right now, watching a movie. He won’t be back for at least another hour.” We looked konya escort at each other for a second and I just replied, “Lead the way!” Jasper jumped up, quickly put his dick away and grabbed his shirt. Then he walked briskly to the nearest door. I followed close behind, down a couple of flights of stairs and along a narrow hallway until we reached his cabin door. Jasper swiped his card to open the door and, after one last look around, led me inside. The cabin was a bit messy, as one would expect from a couple of teenage boys, but it wasn’t too bad. Now that we were alone and in private Jasper seemed to be a bit unsure about what to do next. “It’s your show,” I told him, “I’m just here to take the pictures.” He smiled at me and kicked off his shoes. Then he moved to stand in front of the porthole, with his back to me, and pulled down his shorts and underwear in one quick move, leaving him completely naked. “Nice ass!” I said, taking more pictures. “Thanks,” he replied, “But I’m sure you’ll like this even better!” Jasper slowly turned around, finally giving me a good look at his dick. It looked even harder than before and was pointing almost straight up. “Wow!” was all I could say. For the next few minutes Jasper continued to pose all over the cabin, on the small couch, and of course on the bed, while I was taking dozens and dozens of pictures. “I’ll give you my private email address,” he said, looking back over his shoulder as he was down on his hands and knees on the bed, “I want copies of all those pictures.” “You got it,” I replied. Then I decided to try and push my luck a bit and added, “Are you interested in taking a few more, with other body parts in those shots?” “Like what?” he asked. “Like, my hand on your dick? My dick in your mouth? My finger in your butt?” He was quiet for a second before replying, “Yes, all of the above!” Jasper rolled onto his back and looked up at me expectantly, stroking his dick a little. I sat next to him on the edge of the bed and put a hand on his leg, slowly moving it up his thigh. He put his own hands behind his head and gave me a small nod, which was all the permission I needed to move my hand further up, first onto his hairless balls and finally to his rock hard dick. It was the perfect size for his age, fitting nicely into my hand, pulsing slightly in my firm grip. Jasper moaned when I slowly jacked him off while taking more pictures with my free hand. The look of excitement on his face was priceless, and I made sure to get both his dick and his face in the shot. When I felt that he was getting close to cuming, I stopped. Jasper pouted a little, but then he sat up pushed me onto my back. His hands were shaking a little when he undid my shorts and pulled them down to my knees. He hesitated for just a second before pulling my boxer briefs down as well, freeing my aching dick. I had the camera ready again as he was bending down, tongue sticking out. I almost came right away when Jasper’s tongue touched the tips of my dick, and when he wrapped his lips around it I had a hard time to stop the camera from shaking too much. Normally I would have loved to draw this encounter out for a long time, but I was well aware that his cabin mate could be back soon. Or worse, one of his parents might stop by. So I reluctantly put my hand on Jasper’s chin and gently pushed his head up. “Time for the grand finale!” I said, reaching under his butt and rubbing a finger through his crack. Jasper grinned broadly and lifted up his legs, giving me easy access to his pink hole. I didn’t have any lube, but I didn’t plan to actually fuck him right now anyway, as tempting as it was. Instead I licked my finger, coating it with plenty of saliva, and pushed against his hole. There was a little resistance at first, but as soon as the tip of the finger went in I could easily push it in all the way. Jasper gasped when I hit his prostate for the first time, and I could see a small spurt of precum ooze out of his dick. Not wasting any more time, I quickly took a few more pictures of his ass with my finger inside, then I bent down and took him into my mouth, sucking hard. It took less than a minute before he arched his back and several spurts of sweet cum filled my mouth. I made sure to savor every last drop, though eventually I released his still hard dick from my mouth and slowly pulled my finger out of him too. While Jasper was still basking in the afterglow of his orgasm, a goofy grin on his face, I knelt next to him and started to wank my own dick furiously konyaaltı escort until I exploded, shooting cum all over his body and even on his face. “Wow!” Jasper panted. “Yeah, wow is right,” I agreed, scooping a bit of cum off his nose and holding it to his mouth. “Thank you,” I said as he licked my finger clean. “Now I hate to cum and run, but I better go now. Don’t forget to get cleaned up before your cousin gets back.” I couldn’t resist taking a few more pics of his cum covered body before pulling up my pants. After giving his dick one last squeeze I left the cabin. And not a minute too soon because I ran into another teenage boy who I had seen with Jasper before and who I assumed was his cousin when I waited for the elevator. I made my way to the lobby bar outside the main dining room where my buddy was already waiting for me. “What are you smiling about?” he asked. “Did you chat up any hot guys?” “Sort of,” I replied, taking out my phone, looking through the pictures. I showed him one of a shirtless Jasper at the bow. “Cute!” he said. “Though if you would actually hit on him you might spend the rest of the cruise in the brig.” “Nah, we’re sailing under the Panamanian flag, and their age of consent is 14. So he’s actually legal here.” “Well, in that case I wouldn’t kick him out of my bed,” he laughed. “Funny that you mention it,” I said and showed him a picture of a naked Jasper on his bed. “Oh no you didn’t!” I swiped a few more times, showing him a picture of the boy sucking my dick. He grabbed the phone out of my hand and started to look at all the pics I had taken. “You lucky dog! You should have texted me, I would have loved to join you.” “If I get another chance, I will!” I promised. “Now lets go get something to eat, I’m starving.” The next day was a sea day. After enjoying a nice long brunch we spent most of the early afternoon in the small library where we played some cards and backgammon. When the door opened behind me I didn’t even look up until my buddy mentioned for me to turn around. Jasper was standing there, smiling shyly. “Hey,” I said, “wanna join us for some games?” “Just some regular card games,” my buddy added, “not whatever games you two were playing yesterday.” Jasper blushed furiously, looking around to see if we were alone. I laughed and said, “Yeah, he knows. Don’t worry, he’s cool. He’s just a bit jealous that he wasn’t there.” “Just like Stevie, my cousin,” Jasper said. “I was still right there on the bed when he came back, and he didn’t believe for a minute that all that cum was my own. So I had to tell him too.” Jasper sat down between us at the table. He was wearing the same thin shorts again, and I wasn’t too surprised to see a small tent there already. Since the table was hiding it from anyone who might enter the library, I reached down and gave him a squeeze. When he spread his legs to give me better access, I pulled the front of the shorts down a bit, freeing his growing boner. “Well well,” my buddy said, rubbing a finger over the half exposed head of Jasper’s dick, “looks like you’d rather play those kinds of games after all.” “Can we?” Jasper asked, looking at both of us expectantly. Before I could answer, the library door opened again and another teenage boy walked in. It was the boy I had seen at the elevator the previous evening. It had to be cousin Stevie; I could clearly see some family resemblance now. “There you are, I’ve been looking for you all over the ship.” Stevie said. “What are you … hey, wait, I know you. Oh my gosh, that’s him, isn’t it?” Stevie slowly walked up to the table. Suddenly his eyes grew big when he saw us fondling his cousin. He whispered, “Are you going to have sex again right here?” “Actually I was just about to suggest that we retreat to our cabin,” I said. “You’re welcome to join us, if you’re up for it.” “Oh, he’s always up for it,” Jasper laughed. “I bet he’s already hard, aren’t you?” Stevie grinned and, after a quick look around, pulled down the front of his shorts, revealing his boner. “Teenagers!” my buddy laughed. “Always horny. Let’s get out of here before anyone makes a mess.” “Agreed,” I said. “So would you guys like to join us for some fun?” “Under one condition,” Jasper replied, “I want more than just a finger in my butt this time!” “You’re going to let him fuck you?” Stevie gasped. “I so want to see that. I’m in too!” The boys put their dicks back in their shorts and we left the library, heading to our cabin. Once there I decided to get konyaaltı eve gelen escort the party started right away and pulled Jasper’s t-shirt off. He grinned and jumped on the bed, lifting his hips as an invitation to strip off the rest of his clothes as well. I was only too happy to oblige. Out of the corner of my eye I noticed that Stevie has already stripped down to his underwear too, but right now I didn’t pay too much attention to him because I had a horny naked boy to take care of. “What do you want to do?” I whispered into Jasper’s ear, playfully nibbling on his earlobe. “Everything!” came the quick reply. I gave him a quick peck on the nose and another, longer one on his soft lips, then I kissed and licked my way slowly down his body. While I was nibbling softly on his small hard nipples I reached down and took his hard dick in my hand, finding it already slick with precum. Figuring that he wouldn’t last long anyway I quickly took him into my mouth, circling the head with my tongue, only to be rewarded with a nice load of cum soon after. Jasper looked down at me and just mouthed, “More!” I took a moment to take off my clothes as well. On the other side of the bed a now naked Stevie was receiving a thorough tongue bath of his own, eyes closed and moaning softly. Forcing myself to take my eyes off this hot sight I opened the bedside drawer, took out the small bottle of lube I had stashed there, and went back to focus my attention on Jasper again. When I started to lift up his knees he pulled his legs up to his chest right away, exposing his firm bubble butt to me. Hairless and creamy white, it looked good enough to eat, and that’s exactly what I did. First I just gently teased his tight hole with my tongue, then I applied more pressure and pushed in as far as I could. I could feel the muscle relax while the rest of his body was shivering with excitement. Eventually I stopped teasing him. I squeezed a good amount of lube right into Jasper’s butt crack and rubbed it around and inside his hole, first with one and then with two fingers, making sure to massage his prostate each time I pushed inside. Finally I lubed my own throbbing hardon up as well and got into position with the tip of my dick touching his hole. Before I could even start to penetrate him, Jasper pushed his butt against my dick, trying to impale himself. And since I had gotten him nice and ready, the head slipped in with barely any resistance. “Everything okay?” I asked, looking down at Jasper. He smiled broadly and replied, “Oh yeah, keep going!” “This is so hot!” Stevie moaned right next to me. I looked over, surprised to see him on all fours with a dick up his ass as well. My buddy just winked at me and continued to slowly fuck him. “Have you guys ever done anything like this?” I asked Stevie as I pushed all the way inside Jasper. “No, nothing like this. We jerked off together, but nothing more. Though I think when we see each other for the next family reunion, we might do a lot more.” “Definitely!” Jasper moaned underneath me. “Well, why don’t you start right now with a little blowjob,” I suggested, pointing at Jasper’s still hard dick. That was all the encouragement Stevie needed. He lowered himself on his elbows, his butt still up in the air, and took his cousin’s dick into his mouth without hesitation. I rubbed Stevie’s back with one hand and Jasper’s belly with the other, thrusting in and out of the tight butt in front of me. All four of us were moving in a nice rhythm together. It was Jasper, being double stimulated, who went over the edge first. All he could say was, “Ugh!” and his butt muscles clenched around my dick as he came in his cousin’s mouth. That was more than I could take too and I shot my load deep inside the boy. Moments later Stevie’s ass got a cream filling as well, just as he came on the sheets without even being touched. We all collapsed on the bed, sweaty and a bit sticky, curled up in one big group hug. Both boys were still hard but apparently they were satisfied for now. “I wish we had run into you guys on the first day instead of the last,” Jasper sighed. “Tomorrow morning we’ll have to get off the ship and go back home.” “I know, I wish we had more time too,” I said, hugging him close. “But I’m sure you’ll get plenty of action at home too, now that you got a taste of it.” “Oh yeah, I sure liked that taste!” Stevie said. “Hey cuz, I’m going to fuck your ass all night when we see each other at grandma’s for Thanksgiving!” “Not if I fuck you first!” Jasper replied, making everybody laugh. “Just remember guys,” I said, “whatever you do, take plenty of pictures and send them to me!” Shortly afterwards we all got cleaned up and then said good bye to the boys. The pictures they sent us since then were definitely a highlight during the long months of the lockdown.

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