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It was time once again to set my life on a new course. My partner of fifteen years had died. I'd owned the sailboat for 8 years. I'd loved the cottage home we'd renovated and gardens I'd developed but waking each day felt like the past. I needed to start a new future. My French fuck buddy had been after me for years to sail across the Atlantic. He was more than keen to join me for this adventure. Furthermore a younger straight friend was in the process of leaving his marriage and hoping to step into a new opportunity. We spent the next year getting our affairs in order. Finalizing the amicable divorce, selling my house, getting the boat ocean worthy, and studying everything we needed to know about sailing and navigation for a trans-Atlantic crossing. As we began our epic journey sailing Lake Ontario to the St. Lawrence Seaway on a beautiful spring morning I marveled a my sailing mates. Claude, my French fuck buddy was in his mid-fifties, a little paunchy, but quite fit, a rapid smile, gentle spirit, lovely nudist tan and very, very promiscuous. He'd taught me a great deal about cruising and helped me more fully embrace my cum dump tendencies. Joe, my straight friend, was a tall, big framed gentle giant of a man. I had never seen him flustered and he looked so comfortable and at home lazing at the tiller in his kaki shorts and loose button down shirt. The first week of our trip was great weather but a bit awkward as we adjusted to such different and unique people living together in such a confined space. The only sex that week was the night we were docked in Montreal. Claude and I had an all out fuck fest at a local bathhouse. It was such a relief for me to return to the boat with 7 loads in my ass and several swallowed in my guts. Claude had also sucked off a number of guys and fucked even more. He had saved his load to add to the soup mix of cum deep inside me just before we left to head back to get some sleep on the boat. The next morning Claude accompanied me to the marina washroom and fucked one last load into me before what we both expected to be a long dry spell at sea. We established our shifts to man the tiller 24 hours a day and when Joe was taking the overnight shift Claude and I would spoon naked in the v-birth. We were both horny as hell and would often awake with a hardon poking at our ass, but I held off all his sexual advances concerned about what Joe might think. He was bound in such a close space to hear us. One night with Joe at the tiller we were sailing through our first storm.The sound of the wind through the reafed mainsail and the crashing of waves as we sliced through them was quite intense in the v-birth. Before we fell asleep Claude's mouth sucked in my flaccid cock. I checked to be sure the hatch was closed and settled back with my hands behind my head. The warmth of his mouth after eight days of longing felt fantastic as my member swelled and hardened. Claude maneuvered himself around to present his solid 8 inch erection to my mouth and the rocking boat only added to our 69 face fuck. I loved the feeling of his cock plunging past my tonsils only to be pulled back before I choked. Clearly he did as well 'cause it wasn't long until his multi day load was blasting directly into my guts. I love to swallow and gulped for all I was worth. The shifting boat pulled his cock head out to my mouth and I delighted as more ropes sluced across my tongue. I had always loved the taste of his cum and this was no exception. The boat shifted again and he was still blasting deeper than my tonsils directly into my gut. He clearly had built up a huge load and I greedily didn't want to waste a drop. When he was fully spent he asked if I had cum yet. He'd been so taken up with the magnitude of his own orgasm that he'd abandoned my cock with his mouth. When I told him I hadn't he rolled me on my back, pushed my legs over my shoulders, and started to finger fuck my ass while stroking my ridged cock into my own face. By the time he was punch fucking my ass with three fingers I could feel my over full balls churning. I knocked his hand off my cock and took over to masterbate myself. Soon I could feel the cum blasting through my cock, out my cock head and spraying all over my face. I opened my mouth to shoot as much inside as the rocking boat would allow. When I was finished Claude helped me lie flat and enthusiastically helped me wipe the cum from my face and feed it into my hungry mouth. Fully spent we each had the best night sleep so far on our journey. I awoke the next morning to notice the storm had abated and that my morning wood was deep in Claude's throat. He expertly sucked me until I came in his mouth. He moved up to my head and snowballed my load back to me. He's never swallowed preferring to spit it out. With nowhere to spit and knowing full well my compulsion to never waste a drop he planted my load where I could savor it before I swallowed every salty sweet drop of precious nectar. To be continued
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This story is about an 18 year old falling in love with a mysterious teen. It’s mainly fantasy/adventure with elements of sex but sex is not entirely the main point. Chapter 1 —- encounters It was a gloomy Thursday afternoon in our town of Greensburg, Virginia; the rain has just stopped and the roads outside were wet and trees and their leaves were holding on to the remaining water that has ceased to fall a few minutes ago. I was just seated in a booth at my father’s small diner a few miles out of town while I enjoyed reading a book while drinking my milkshake. It’s already September and school should have started a few weeks ago but one thing to know about me about other things is that I’m homeschooled so my dad has pretty much taken over my education and with me being an above average student (not that I’m a genius or anything, more or less just someone who doesn’t fail and gets good grades more often than your average joe) I spend most of my mornings covering lesson plans and worksheets with my dad while I spend most of the afternoon hanging out in my dad’s diner called Fred’s which was named after my dad’s father Frederick Meyer hehe. Sometimes I help out the wait staff too if necessary. Well, as I was enjoying my milkshake two guys caught my attention as they entered the diner, they took their time to wipe off the excess water from their shoes in the entry matt and they took the booth right across me giving me a full view of them both. What drew my attention to the two guys was how good looking they both were, one was a dark haired guy with a neat and clean hair cut, piercing green eyes who was about my age and was a little bit taller than more or less he should be either 5’10 or 5’11 and underneath his leather jacket should be a trim and fit torso though I haven’t had the chance to actually see what’s underneath those layers of clothes he has on. His face is just magnificent and utterly masculine - chiseled jaw with the right combination of lips, nose, cheekbones that’s utterly to die for; smooth face with no trace of any facial hair. The man seated in front of him seems to be his dad or uncle they look quite alike, this guy is one hell of a looker just like the teenager, the Middle aged guy has dark brown hair with dark eyes, should be around 6’0 or 6’1 by the looks of it, his facial features look like they’ve been stolen from a feature magazine, his shoulder is broader than the teenager but he seems to be more muscle than fat, he’s pretty toned by the looks of it; masculine Germanic features like his son and a trace of five or click shadow. Both these guys are “the bomb” and I thought “gosh, they’re so hot I’d do either or even both of them right here! Underneath their tables if they just give me the chance! I’ll give them my cherry too! If they want too!” And as I thought of that the weirdest thing happened, both guys actually looked into my direction scanned me head to toe and dad even gave a slight smirk and both of them went back to talking to each other, it was so creepy! It was as if they read my mind or something! Anyway, a few moments later I went back to reading my book while stealing glances on the two hot shots seated across me. Damn they’re fine. The two guys seem to be in deep conversation but despite how much I’m able to see their lips move, I can’t hear a damn thing, it’s as if they’re whispering. The way they act are so mysterious but nothing out of the ordinary. The Diner has been mainly been a hang out place of local patrons and residents and this is the first time I’ve seen these guys, hopefully they aren’t just tourists or travelers passing by because I’d really love to see them again, especially the hot and mysterious teen. After a few more minutes of ogling the hunks seated across me, I had to bid farewell to the diner, I had soccer practice in a few minutes. I cleaned my booth and said goodbye to the shift manager, Sally, “I’ll be back tomorrow sally!, thanks a bunch” I shouted as I left the door and jogged my way to the local park for soccer practice. Despite being homeschooled, I had some semblance of a social life too, I was a forward for one of the town’s community soccer clubs and we practiced several times a week here at a small field in the middle of the park. I was in the team together with my best friend and neighbor, Leo, he stood 5’11, a few months younger than me, (I turned 18 a week ago), and is quite a stunner too, he had brown hair and brown eyes and a slim toned body, not buff but just the right amount of muscle across his arms, legs, pecs, and abs from what I’ve seen in the changing rooms at the pool and here at the park. He had a teenage masculine face and is very friendly, he goes to the local high school but he went out of his way to make friends with me when he moved into our neighborhood 6 years ago, he’s a great guy and a great friend, he’s actually the first person I came out to 3 years ago and he allayed all my fears and took it like a champ, he has been very supportive of me and treated me no different despite knowing that I’m gay. I arrived at the field a few minutes early and leo was already there, “Hey bro, been here long?” I asked. “Nah, not really maybe just arrived here 5 minutes before you, so how’s it going?, the usual I presumed?” He replied. “Yeah, just read some book at the Diner and here I am now hehe, though I got to tell you, I saw some hot eye candy at the Diner and damn bro, they were hot as fuck!” I enthusiastically replied. “Slow down tiger, “they?” “Eye candy?”” Leo lifted his eyebrows as if to ask for more details.So I told him of the two hot dad-son duo I saw at the diner. Leo laughed a little and said “Gosh, Chris you are so fucking gay!” I softly punched his elbow and laughed with him “Sure, am! Haha” then we talked for a few more minutes and the practice session started as we were divided into two smaller groups. For the next 45 minutes we played a shorter version of the game and we were sweating and panting like hell. After the practice game we all started changing our shirts at the field and it being in a public park no showers were available to all of us would have to take our respective showers at home. As the guys lifted there shirts I can’t help myself and take in the sight of hot and sweaty 16-18 year olds in front of me. Leo nudged me as he saw me space out “You do know that we’re both the hottest and sexiest in the club right?” He said. “Oh really? What makes you say that Leo?”. “Well aside from the fact that we both get the loudest cheers whenever we score a goal or the fact the only the two of us have Facebook fan pages, well let’s just say I have a strong feeling about it hehe” He laughed a bit at that. Well to be honest I do think I’m quite a looker but I’m not that much really, maybe just a little bit above average?, when I look at myself at the mirror I see a light blonde haired, light blue eyed, 5’8 teen with just the right amount of muscle definition whose smooth all over, I’m pretty much very smooth I have pubes (which I trim!) and armpit hair but other than that I’m very smooth all over, not even a single strand on my chest, navel, and ass. “You’re letting your so called “fame” get into your head leo, our Facebook pages barely have 300 likes, 350 tops” I smirked at him. “But for a small town like ours dude! We’re basically celebrities! Right!?” He enthusiastically replied as we started walking the 15 minute trek to our neighborhood. “Whatever you say Leo, I’ve got a feeling you’re gonna be some Class A A-hole of a celebrity if you ever become one!” I laughed and he just slapped my arm as we continued to joke around as we walked through the suburban streets of our town. “I’ll see you tomorrow then?” I told him as we neared our front lawn, Leo’s house was just 3 houses down from ours and my house was the first one amongst ours along the way from the walk from the park. We lived in a middle class borderline upper middle class neighborhood filled mostly of colonial or Georgian, some modern style houses most have3-5 bedrooms, decent size front lawns and even larger backyards, some houses have pools like ours. In general we live in very quiet and some might say well to do neighborhood but people here aren’t snobby or anything, just hard working people that somehow got lucky enough in life to actually climb a little bit out of the middle income trap some even were born to blue collar families, so no snobbery here, people in our neighborhood knew hard work doesn’t always pay and isn’t always enough so all are pretty much aware of how lucky they are. Most families in our area know each other but seldom get together due to business or work related stuff. Anyway, I’m pretty much happy with our neighborhood. I live in a 2-Storey Georgian style house with grey roof tiles and light yellow brick walls. Ever since my mom died 8 years ago, I’ve always thought that our 5 bedroom home was too big for just me and dad but then again, we love it here, nice neighborhood and too many good memories to let go as well. As I entered the house, I called out to my dad “dad!?, I’m home!” “In here son” I heard dad call out from one of the bedrooms in the first floor that has been converted into his office. “Dad is everything alright?” I asked as I saw that he was more stressed than usual. “Yeah, nothing I can’t handle just some work stuff, but it’s gonna be okay” Dad replied as he continued to stare at his laptop and type stuff while I noticed there are more stacks of paper and even some books on his desk. “Okay... if you say so. Do you want coffee? And a sandwich perhaps?” I said. “Yeah that would be great buddy. Thanks, I’m just a little bit swamped right now but I’ll be out in the kitchen in a few” he said. “Okay, ill have your coffee and sandwich ready. Then I’ll start preparing dinner after I take my shower, how’s pasta for tonight?” I said as I looked back at him as I was just about to leave his office. “Pasta sounds great buddy” He said. Dad has always been a gentle and endearing type of guy. He’s 45 and looks very good for his age, well for any age for that matter, I don’t know how he squeezes time at the gym with his schedule but he manages to go at least three times a week and it pretty much shows. My dad, William Rogers is a definite DILF, standing at 6’1 with broad shoulders, the permanent five o clock shadow on his chiseled face, light brown eyes, and light brown hair, he has muscular and toned arms and legs and a defined torso, not the body builder type but the type that’s defined and well muscles and trimmed, no abs on him but his stomach is tight and his chest is dusted with an ample amount of chest hair from what I’ve seen. My dad has his hands on a lot of things but he’s very much available whenever i need his help. He works on my homeschooling every weekday morning, he teaches I think public policy or something like that at a local university at the next town over several days a week, and the one I think he’s pre occupied with right now is his work as a consultant for public security of the State of Virginia, as far as I know he helps the state government and agencies craft policies and measures related to security and crime prevention; he worked as a security analyst for several years prior to being hired by the State as a consultant 14 years ago. So yeah he’s quite the busy man, and aside from all that, he still finds the time to drop by the Diner at least once a week to see how the business is going and also to hang out with the staff. As I said he’s a good guy. I prepared dad’s coffee and sandwich. And I called “Dad!, your coffee and sandwich is ready!”. “Be right out son!” He replied loudly from his office, “Okay, I’ll be off to shower then.” I said. I took a long warm shower to ease the tension on my muscles from soccer practice, as the water was just about to turn cold, I ended my shower and changed and started with dinner. Dinner was great as dad and I ate the pasta I prepared “Delicious as always son” my dad said with his mouth still half full. I laughed and said “I think you’ve just gotten used to my cooking dad, it’s not as if you can cook or even have a choice but eat what I feed you” Dad looked at me and slightly grinned and said “Don’t forget we do own a diner right? Son?” I slightly laughed and said “Oh yeah... almost forgot about that hehe”. “So how was your afternoon son?” Dad asked one between helpings of pasta. “Nothing much really, dropped by the diner as usual and soccer practice was tiring as usual” I replied. Dad just smiled and went back to eating. “I’ll take care of the dishes dad, go finish your work so you can have an early night as well, you work too hard you know” I said as I was just finishing my meal. “Thanks son” dad looked at me with appreciation and continued “You do know that I love you right? You’re the best son in the world!” He said with so much love and affection. “Ohh dad, I know, and I love you too!, you do so much for us already, the least I could do is stay out of trouble” I smiled. He slightly laughed at that as well. After doing t he dishes, I watched some tv, read two more chapters at the book I was finishing and then my thoughts went back to the two guys I saw at the Diner earlier, gosh I really do hope to see them again soon. After brushing my teeth and washing my face I was ready for bed and dozed off into slumber within minutes. It was the same dream again. Me inside a large library in the middle of an atrium of a large library, seated with a book in front of me, on an ornate table whose legs are decorated with word carvings of flowers, leaves, and vines; same looking book but I know the contents are different, it’s always been like this for the past few months, I looked up and enjoyed the magnificence of this building, the atrium opened into 20 or 30 more floors with each floor filled with shelves of books, the roof was glass and I can see the sunlight run through the clear glass. I looked back at the book, it was brown and covered in leather, looked a little old like the others from the rest of my dreams, same symbol on the front of the book, A single golden rose in the middle of the sun. It was 200 or so pages just like the previous ones, I opened the book and what was written on it was of the same type of writing system I do not recognize at all, but somehow every time I have one of these dreams and every time I try to read and skim through the pages, I always feel like I’ve matured and actually learned something from the book. In every dream I always finish one book, trying to make sense of it, read or more like look or stare actually and run through the pages, I think this is my 14th book, then after finishing the book a spend a few minutes going around the massive library complex... tower? Of some sort, look at the statues adorning the columns and paintings on the walls, I’ve explored until the 9th floor and gosh this building is just massive, books and books all over. Then just like how I faded into the library I started to fade out and then I wake up with sunlight greeting me at my window.
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So like many others on here I struggle with monogamous relationships. I can handle it just fine for about 6-9 months and then it's like the floodgates are opened and the urge to have sex with other men cannot be curbed longer. I have this relationship now I've been in for a bit over a year and the past 3 months have just been overfilled with sex with others. I have a really slutty Grindr profile that just encourages guys to contact me for sex and since I have "neg on prep" most guys can be convinced to go BB after I have convinced them that I don't fuck that many guys BB (yeah right... total lie lol). This summer has been some kind of a record for me as I've had some low activity at work (freelance) and my libido has been ever present. The pride week in particular was nuts. The BF was going to see his friends so I had some hours to spare. I contacted first a couple I know who were in town since we had intended to meet up for sex. We weren't sure we would have chemistry so we had drinks near my house with the option to fuck after. Suffice to say we were all horny from the first moment and went home quickly. They are both tops so we started out with some sucking each other followed by a nice spit roasting session where one came in my mouth which I fed in a cum kiss to his man that then came violently in my ass. They left and a regular fuck buddy had contacted me and asked to come over. He gets really into the slutty son / breeding dad play so I was excited. He was an hour away so I was killing time on Grindr when a faceless Grindr profile contacts me from 200m away. Turns out he's a discreet top that needed to dump a load so I told him to come immediately if he didn't mind a quick one. He came over was a nice young guy who is into trained hairy ass (like mine). Was super turned on by my cum filled hole and bred me deep after about 10 min of fucking. Thanked me and left. 10 min later my "sir" came and found my wet hole with his fingers. He prefers to be the first to mark my ass so he punished my for being a slutty boy but understood and fucked me good and sloppy for about 30 minutes before planting his load deep in my ass. I snapped some of it with my fingers as my well used hole was leaking cum and ass juices. He left and my BF came home about 45 min later. He was horny as fuck so wanted to fuck and breed my ass. I of course obliged though he was really churning the cream at that point and there were big globs of cum pooling on his dick (I noticed when I looked back). I said it was because I had used a lot of boybutter (the lube). Though it was pretty obviously cum and he was really into how sloppy my hole was. Next: my weekend getaway with a crush online... (while bf visiting his family).
