Date: Wed, 11 Jan 2017 18:25:52 -0700 From: Caribbean Cruiser Subject: Chasing Waves - Story Submission Chasing Waves with My 13yo Nephew Chapter 1 Prologue: My name is James and I have been fortunate in life to afford the ability to retire at 41 from being a Stock trader and owner / partner of a financial office in the Palm Springs, FL Area. I took my earnings and called it quits once I could afford a new catamaran and saved enough money to last me through my gray years if I am careful and slightly frugal living off interest monthly and only taking a small withdrawal each month. I saw the economy crash of 2008 coming and bailed just in time selling my portion of the office to my business partner. From 2008 to 2014 I did private customer day trading and thanks to Google, Apple and Amazon was able to cash out from my own initial investments that I made years ago and use the money to invest in new stocks that are now doing well. To prevent draining all my cash from my bank account and having to cash in stocks I sold my house and car to afford the boat of my dreams, a new Leopard 51 Power Cat that I signed on the dotted line for in 2014 leaving me with a small monthly payment and one sexy boat. I packed what I had left onto the cat and head east to Puerto Rico where I have called home since the Fall of 2014. It's close to home and has all the conveniences of the USA with just a hop skip and jump to St. Thomas or St. John in the US Virgin Islands. At 43 I am a single, openly gay and look like I am in my late 20's or early 30's so I have been told. I weigh 180lbs, blonde hair, blue eyes and stand 5' 11". I have a normal 6" cock and keep my body in tip top shape by running 5 -- 8 miles a day. The Caribbean so far has been lots of sex but no relationships. Family and friends fly in and out of Puerto Rico often to vacation and go explore the Caribbean staying with me on the boat. I have never had time for a relationship, but always made room in my bed for a hot bar boy every now and then. Work and school consumed the last 20 years of my life and my social life sucked until 2014 when I called it quits. At 43 life is good and my health is great. Enough about me. ------------------------- I hadn't seen my Nephew Chase in over a year and half since he and his mom flew from FL to come visit and spend some time with me on the boat. Chase had just turned 11 in 2014 and was your normal high strung pre-teen always goofing off and his mom was constantly going nuts telling him to mind her. He enjoyed the paddle boards, beaches and even being the skipper. He was your typical blonde hair boy with the Justin Bieber haircut flung over to the side and his pre-teen body showed no real development. My sister Liz got a divorce last summer and has sole custody of Chase. Now that he is 13 he has started to be a little rebellious towards my sister since his dad moved to Costa Rica and there is no other man in the house. Liz called me last June and asked if I would take Chase for a month over the summer so she could unwind and get her life on track. All I could think of is I would be a daily babysitter after the experience I witnessed over a year ago, but I reluctantly agreed and had her do the simple paperwork for me to be his legal guardian while in PR. Chase was on a plane a week later and I met him at the airport. Chase was no longer the little guy I remember. Puberty was in full swing and he had grown about a 1.5ft and now stood really tall for his age at 5'8", his legs and arms now had some muscle definition and he had lost most of his baby fat in his face. His blonde hair was still pulled over to the side and his bright white teeth glimmered against his tanned face. His blue eyes glistened and he was well dressed in white shorts with a coral peach colored polo, such a yachtie if I have ever seen one. "Hi Chase." I exclaimed reaching my open arms to him. Chase walked up and gave me a big hug. "Thanks for letting me come, Uncle James I really liked it here last time and couldn't wait to come back." Chase muffled out through the hoarse puberty broken voice. He slid on his sunglasses and we headed back to the marina. The summer has been great with a constant topical breeze and very little rain so I thought in a few days we would head east to get to some open water and end up in St. Thomas or even Sint Maarten. Chase new exactly where his berth was and made himself at home. I set the basic rules of no leaving the Marina without me, no bringing anyone on board without my permission, cleaning up after yourself, shower daily and not to be late for dinner at 6pm each day while at the Marina. He agreed and he was free to do whatever he wanted. I figured he would be on his phone or I-pad the entire summer, but I was wrong. He suited up into his bathing trunk and walked up into the saloon where I was making lunch with no shirt on and just his white board shorts. His pecs had some definition and his abdomen was tight with the slightest definition of a 6 pack. "Looks like you are growing up there stud?" Chase looked at me and blushed pulling his hands to the top of his head while looking at me. Not a hair could be found under his armpits, but the movement allowed his body to stretch and a small but noticeable bulge against his thin fabric board shorts caught my eye. "Yeah, turned 13 a few months ago and been playing soccer so it keeps me in shape" Chase said. Chase twisted his torso a few times his hands still on his head asking "Do you mind if I go up the dock and walk around a bit and see if there are any other kids my age in port?" I continued making a drink keeping an eye on my nephews bulge out of the corner of my eye and said, "Nope, just be back by 6 for dinner." Chase he was off the boat and down the dock with his tank top draped over his shoulder. I have never been so close to a 13yo to know what they looked like when they were at the peak acceleration of puberty other than in high school when I was a teen myself and after seeing Chases hot smooth body it got me aroused in ways I had never felt, but knew there was to be no sexy moves on my nephew, just eye candy for a 43 year old gay perv at this point. I was an early bloomer and could dribble clear cum at 10, shoot a good clear puddle by 11 and full on rocket over my head by 12. I never acted feminine, but some guys just know when your gay, I lost my virginity to a 15yo neighbor boy who suspected and invited me over to his house when I was 13. He sucked me off and let me fuck him. From that day forward we had sex weekly right up to the day he went to college. The last two years of High School was lonely and I learned about stock trading from my uncle and became a tech nerd. Glad I did or I wouldn't be where I am today. A few days passed and Chase got into his routine of sleeping in until 9am and even finding some teens his age who were cruisers passing through the area and came over to watch movies on the big screen projector I had installed. The life of a cruiser can be hard on kids as port to port you may meet kids your age just for a day or two and off they go to the next island as they make their way around the Caribbean. I have met a few other gay cruisers and keep in-touch as they travel the world, however most are closeted since some Caribbean countries frown on it and can lead to beatings. I figured Chase and I would depart tomorrow to the open ocean and head east. I told him I would be back in a few hours so I could go get some provisions of food and essentials. The kid could eat and I am glad we have been eating at the marina restaurant or I would need to hire an onboard cook. Where it all goes I am not sure. I left Chase and he was watching a movie on the big screen. I returned around 10pm and Chase was already snoring in his bed so I put the food and goods away and headed back up to the marina bar where Ian was waiting on customers in the main dining room. Ian is 19 and is one of the few boys I fuck regularly from PR and is very cute. We have sex over 10 times a month and loves to get off work and come take a shower on the boat and let me fuck him before he heads home where he lives with his mother. I figured since I would be out of port for a few weeks I could use a good fuck as I would have Chase around and not be able to invite anyone back to the boat until we got back to PR. Ian and I made eye contact while I sat at the bar and motioned my finger towards the dock and he motioned back he got off at 11. I had a few drinks and headed back to the boat to shower and kick up the a/c to prevent a massive pool of sweat from gliding our bodies together since it is so humid here. Ian opened the door to the saloon as I sat on the couch. He made his way to my hull of the boat and I heard the shower running for about 3 minutes. In the mean time I lowered the table and flopped the cushions onto the table making a massive bed. I lowered the shades and made sure Chase was in his room. Ian appeared back upstairs and crawled his naked body onto the massive bed / seating area I just created with a few blankets and pillows. His 6.5" cock was already hard and he took my 6" prick right in his mouth. As Ian came up to kiss me I whispered we had to be quiet as my 13yo nephew was on board and I didn't want to wake him. He winked at me and went right back to work on my prick. Some will ask why I didn't go into my bedroom, well even with an $800K catamaran the bed design and head room for sex still sucks and the mattresses are not the best for pounding away so I prefer lowering the table in the saloon and making a giant bed bigger than a king to pound away. Ian slowly made his way up placing his hot hole on my cock and lowering himself. His hands rested on my pecs and I began to slowly thrust my cock deep in his hole. Ian loves to be fucked and his own body began to slam down hard meeting my thrusts. "Oh fuck me James, fuck me!" Ian moaned out. After 5 minutes I flipped Ian over missionary style and started to fuck him with passion. He grabbed his cock and pounded his fist up and down and fast as he could. Ian's moans got louder and louder and I was so zoned out at the task at hand I completely forgot about Chase on the boat. With a very audible scream, Ian announced he was cumming, "Ahhhh I'm cumming, cumming," Rope after rope of hot teen cream shot up his chest and face. His ass contracted around my cock and I knew the end was near. "Make me cum, make me cum", I yelled out as my balls tightened telling me it was time to pull out. Ian sat up and when I leaned back to line my cock with his mouth out of the corner of my eye I saw Chases head peeking up the hull stairs. I didn't engage or look any further but it turned me on even more knowing I was putting on a show for Chase. I jacked my cock furiously and Ian opened his mouth and the first, second and third shots covered his face with hot dripping cum. I grunted and more cum continued to cover his tongue and chin. Ian moaned in pleasure as his face and chest were now dripping cum all over the covers and pooling around his cock hairs. "Wow, you shot so much you horny stud". Ian said in his sexy Spanish accent as he milked my cock clean of any remaining cum. My breathing was rapid and I just had one fucking awesome orgasm. I slightly twisted my head to see if Chase was still there but he was gone. I wasn't sure what to expect or if I would be getting a call from my sister in a few minutes. Ian showered again as I washed up and left the boat within 15 minutes. I was a little nervous as to what Chase saw and crept down the stairs to his side of the hull and looked in on him. He had the covers pulled up to his ears, which I don't blame him as the a/c really works well on this boat. I waited a few seconds to see if there was any movement but there was none. I called it a night, locked the saloon door and headed off to bed giving my prostate and cock a rest. The next morning I was up at 7am to prep the boat for departure. I had quite a few chores to do so I crept down to wake Chase. He was snoring and I couldn't help but want to scare the hell out of him by pulling the covers off of him. I reached up and with one good yank the entire bed spread coiled at the base of his bed on the floor and what came next I wasn't expecting or prepared for. Chase, groggy and still 98% asleep was naked and had morning wood. All 5" of hairless, wrinkle free, cock stood at rock hard attention. My eyes and mouth were stunned. His balls were sagging and both of his nuts were only the size of one of mine but they had no hair and his sack was smooth as the day he was born. Chase was laying on his back and didn't realize he had a hard on until he raised his head to look at me better and saw his erection. His hands quickly tried to cover his cock but his grip was smaller than the length of his cock. "Nice wood Chase". I laughed out as Chase blushed and looked for something to cover himself. "Nice size for a boy your age, I'll let you get dressed and we have chores to do, I need your help". I said as I picked up the blanket and threw it back on him not wanting to act like I cared what I saw. My mind immediately went perverted and images of the beauty I just witnessed raced through my head thinking of the young virgin cock I just laid eyes on. My cock started to harden, but I knew Chase would be up in a few minutes so I had to press down hard on my shorts to stop the swelling and set off to do chores. Chase made his way up the stairs after about 10 min, his hair was perfect and he looked like he was ready for the beach rather than a few hours of work. I immediately thought now that Chase was up he would start recalling what he saw last night and it turned my stomach slightly. What if he told his mom or didn't approve of what he saw. He knows I am gay but I did take the risk of having sex in the living room of the boat (Saloon) thinking he wouldn't hear us and now he might think differently of me and give me attitude. Chase started on the list of chores and within 2 hours we had the deck lines in and placed a waypoint for St. Thomas. It's about 44 nautical miles to St. Thomas from Fajardo, PR so to keep fuel consumption and ride quality good I set the speed to 11 knots and sat back at the upper helm and let the breeze blow through my hair. Chase was laying on the sun pad right in front of me and I could make out the bulge I had seen earlier in the morning resting at ease behind the thin nylon of his shorts. He laid there for about 20 minutes and after a few splashes of salt mist from the bow he came up and retreated to the helm bench seat next to me. "What do ya think?" I asked Chase. "Awesome, I don't ever want to leave" Chase said. Chase sat watching other boats in the distance and I couldn't help check his tanned perfect skin out along his physique bringing back flashes of his cock. He was one good looking boy and now knowing what was resting behind his orange nylon shorts fabric it actually turned me on more than I could ever have thought. He was definitely bigger than I was at 13 both in height and cock size. At 13 I think I was 4 - 4.5" ish. We were in open blue water and the seas were choppy and reaching about 4 -- 5ft, but this is why I bought a cat, the thing just slices through these conditions and Chase and I just let the wind blow through our hair and listened to some tunes on the radio. Chase was zoned out looking forward just relaxing. After about 10 minutes Chase leaned over to me and said over the wind and music loudly asked, "Who was he?" I was caught off guard but knew exactly who he was asking about, "Who?" I said acting as if I was confused. "The guy you were fucking on the boat last night?" Chase said trying not to make eye contact. "His name is Ian, and you saw us?" I mumbled out acting as if I was adjusting the chart plotter. "He really liked you fucking him, how old is he?" Chase smiled back at me as he adjusted his crotch. "19, he works up at the restraint we eat at. Why do you ask?". I glanced back at Chase as his hand was adjusting his cock. "Well I saw you guys last night and it was so fucking hot to see someone actually having sex in person, I have only seen porn on the internet." Chase smiled back at me. What was I to do with a swearing teenage stud that caught his uncle fucking another teen? This is going to go over really well with his mom when she finds out. I didn't really know how to respond. So I played Chase. "So, did you like what you saw?" I asked quizzically. "Yeah, I guess." Chase looked down at his feet with his hand still rubbing his cock and then looked me straight in the eyes, "I think I am gay to Uncle James." "Having seen two guys fuck doesn't make you gay, Chase. You are 13 and have all the hormones in your body going crazy looking for something or someone to fuck so you can release your cum, I assume you can cum with a cock your size?" I asked getting a smile and nod out of him. "I don't care for any girls, and look at gay porn and jack off every night to it, then seeing you two fucking made me go to my bed and jack off in my underwear." Chase said with red cheeks and blushing. "So that's why you were naked, you messed your underwear up." I smiled and chuckled back at him. "You're doing your own laundry cum undies" we both laughed as Chase made it clear he was playing with himself and his hand now slid up and down the leg of his shorts a few inches. I couldn't help myself another minute so I took a deep breath and reached over sliding my hand down the waistband of his lose shorts. Chases body slid down the seat and let me take control of his rock hard cock. His lips parted as my hand wrapped around his 4" girth. I gave it a few pulls and he shut his eyes resting his hands on his chest. Chase was tall for his age and his body was just starting to gain some definition and he weighed no more than 130 lbs. Stretched out he was all legs and cock. "You can't ever talk about this or anything we do Chase, ya got it?" I sternly said. Chase nodded his head and said, "Not a word" and zipped his lips with his fingers. The boat was on autopilot and there were no other boats following us or coming close on radar so I pulled Chases shorts completely off of him and his naked tan body now radiated against the white seat cushions, his cock looked massive against his thin pelvis and I couldn't find a hair or even a glimpse of peach fuzz anywhere on his body. My cock was raging hard and I knew at the speed we were going time would tick off to fast so I reached up and throttled back to 8 knots. Chase was in ecstasy. His bare ass was planted firm on the edge of the seat and his feet were up under the helm bracing himself as the boat rocked a bit from the waves. My hand slowly jacked his him and before I could react he had his hand on the thin nylon fabric that could hardly hide my cock. His eyes watched his hand slide up and down the outline of my now leaking 6" rod. I let him do what he wanted and before I knew it he was pulling at the band of my shorts so I stood up and kicked them off. My cock comparing to his was much thicker at 5.5" girth and 6" long but veiny and much darker than his marshmallow rod. His small hand did all it could to wrap around it my girth. I leaned back with him and we both jacked each other nice and slow. "You have sex yet?" I asked Chase. "No, just jacked off." He said not taking his eyes off my cock. My mind went wild. The next 3 weeks with this kid is going to leave me worn out and my balls hurting. I knew as soon as I slid my tongue down the length of his prick he would be wanting to hump me like a dog every minute of the day. I figured fuck it and let's see where this all goes. I got down on my knees and took all 5" if his perfectly smooth prick in my mouth. Chases hips launched off the seat ramming his cock down my throat reacting to a feeling he has never felt, his hands immediately guided my head as I placed suction on the tip of his cock and rolled my tongue all around the bright pink head. His breathing increased and his moans slowly escaped his parted lips. "Fuck yeah, oh fuck that feels so good, don't stop, please, don't...". His words turned to a whisper as his eyes were closed tight and he was focused on one thing, shooting his boy juice down my throat. I rolled his small balls between my fingers and started to bob up and down his shaft. My own cock was leaking on the helm floor and I possibly might shoot off a load without even touching it. Chases thrusts were rhythmic and he was performing like an animal now, his body was doing what millions of years of instinct was etched in the brain. Thrust after thrust fucked my mouth and his breathing raised and lowered faster and faster. "Don't stop, you're going to make me cum" Chase muffled out at me over the wind and radio. I sucked harder and gripped his cock extra hard pulling up and down as I sucked. His cock was smooth as velvet and his legs begun to move wildly and his back and hips were no longer in rhythm. His hands forcefully pushed on my head as he rammed his cock down my throat. "Oh fuck, Oh fuck, I'm, I'm, I'm Cumming" Chase screamed out lifting his hips one last time off the seat to let his cock explode. I reacted quickly to his announcement and wanted to see how much he could cum so I lifted my mouth and jacked him off a few more strokes. Chase arched his back and I felt his cock swell in between my 3 fingers and thumb and as he moaned for release it happened. The first slightly milky white shot hit his neck, the second clear shot hit his abs and the third rolled down my fingers as the fourth oozed out making the head of his cock shinny and delicious for the cleaning. I lowered my mouth back on his cock and he squirmed like a snake as his cock continued to pulse in my mouth laughing as I cleaned his now sensitive cock free of his boy juice. Oh my fucking god, his cum was the sweet nectar I have missed since I was a teen myself. I cleaned his cock up and down savoring the light sweet cream of my 13yo nephew the Adonis he is. We made eye contact as he looked down his chest towards me as I cleaned his cock. His fingers made circles in the cum on his chest and he beamed with pure happiness. Chase was a gay boy, there was no remorse, no guilty feelings, just 100% pure smiles and his first sexual encounter with another human. Feeling so turned on sat up and put one knee on the seat and the other on the floor as I jacked my cock that was seconds from exploding. Chase didn't move and watch my hand rise and fall up and down my cock, he was mesmerized and knew what was about to happen. My balls were being pounded by the base of my hand and I couldn't help but look over every inch of Chase's body over including his still hard cock. The tip still leaking clear cum as it was ready for more action. I felt the tingle and lowered my body out of the wind and grunted my release. "Fuck Chase, here it comes buddy!" I shouted out as the first shot ripped up his abs along with the second, Chase flinched from the massive amount of cum that just landed on him, I repositioned and shot 3 more heavy white ropes all over the shaft of his cock and base. Cum dripped down his balls on to the seat and pooled in his belly button. "Oh fuck that's a lot of cum, oh fuck, so hot, so hot" Chase whispered out. His hand started to stroke his cock again rubbing my cum up and down his solid prick. I milked the last drops out and was a little weak in the knees as the last drips of cum fell to his belly. Chases hand jacked my fresh warm cum into a foam on his prick and within 20 seconds of me watching this horny stud he announced he was cumming again. "Oh man, here it comes again, oh fuck you're cum feels so good". Chase exclaimed as he watched his cock pulse and shoot one small clear shot of cum up to his belly button and a second pool around his fingers as he forced the last clear drops out. I was spent. Chase was covered in cum so I told him to go down and take a shower and that we would be in port in about 2 hours. Chase stood up and his now deflating cock stuck out from his boney hips and my cum ran down his chest. "Remember, not a word. Ever". I said as he walked away turning back towards me and zipping his lips again. The site of his naked cum covered body walking away was the most erotic thing I have ever seen. I dressed back into my shorts and sat there thinking to myself Chase is no longer that 11yo boy I knew 2 years ago, he just turned the corner in the stage of puberty and now would be seeking sex every minute he could. What did I just create, what did I just allow to happen? Our relationship as Uncle and Nephew just took a big left turn and I had to make sure he was mentally prepared as falling in love could be way too easy because of sex and I couldn't let depression set in when he leaves to go home. I now know why Chase was having trouble with his mom at home, as many gay teens fight feelings they just don't know how to react and it normally comes out as anger or severe depression. I couldn't let Chase feel either at this point. I had to be the man in his life. Chapter 2 coming soon.