One of the strange things about getting into my early 50s, is how it has affected my lifelong preference only for older men (daddies, uncles, coaches, teachers, friends’ dads, etc.). Now I’m sometimes the object of attention from some younger guys who have a similar fixation. And sometimes I’m attracted to these younger men, too. So, now, instead of being 18 with a thing for let’s say 30-55 year old guys, I’m 53 and my range goes from 25 to 70.
Perhaps not surprisingly, from a young age I had a major crush on some of my uncles-in-law, who were all sexy, straight, masculine older fit men. And now that my partner and I are in our 50s, we both have a strong attraction to a few of his very sexy, straight, masculine, fit young nephews-in-law, as well as one of my cousins who is more like a nephew in terms of age difference. While still having a thing for a couple of my uncles.
In this series I want to share some of my experiences with both uncles-in-law and nephews-in-law, cousins, and my brother. Just like any of my stories that are based on real people and experiences, I’ve changed names, locations and identifying details to protect the not-so-innocent.
From a young age when I started to realize I was attracted to older boys and men, I had a strong fixation on the three handsome men who had married my mother’s sisters. They were very different from each other, but all good-natured, manly, funny, athletic and sexy guys, who all got along great. And they were really nice to me and my siblings and cousins and treated us well.
The oldest is Uncle Frank. Solidly built with the slightly stocky muscular body of a former athlete. About 6’3” tall, with dark brown hair, full lips and sparkling blue-grey eyes, he had been a minor league baseball player. Then he became a successful building contractor. He was friendly enough, but having been raised in a pretty repressed religious background, he was the least physical of my three uncles, didn’t horseplay with us kids in the pool at family reunions for example, and seemed like I really only saw him joke around in a raunchy way with my other uncles a couple times. But I still had a crush on him.
The next one is Uncle Paul. He was about 5’11”, dark curly hair, beard, brown eyes, with a naturally muscular build gained by being a carpenter for many years. He bore a decent resemblance to the actor Tom Selleck in the 1980s He liked to play football and basketball, drove a cool little British sportscar, and was definitely always trying to be a comedian and a favorite uncle. He would also act more relaxed and buddy-ish with my male cousins and brother and me, sometimes told dirty jokes. And he seemed to feel like it was part of his responsibility to make sure we learned stuff about “the birds and the bees” from a knowledgeable adult and not misinformation from others. I lusted after his very full dark body hair whenever I saw him shirtless or when we were swimming together at Uncle Frank’s big pool at family reunions.
The youngest one, my favorite then and now is Uncle Seth. He was born in England, had ginger hair and freckles all over his pale skin, beautiful green eyes, and was about 6’ tall, with a great muscular chest, broad shoulders, six-pack abs, a muscular ass and great legs from being a runner. He played rugby with a semi-pro team that mostly consisted of super-hot dark-haired, darker-skinned French, Italian, Spanish, and West African guys, so it was really fun to watch his matches. He was the most financially successful of my uncles, owned his own business and was very generous with me and his other nieces and nephews, the kind of uncle who always hands you $20 or $40 every time he sees you, just for spending money. And since he was several years younger than the others and the most fit, he seemed to really like being shirtless, wearing running shorts or rugby shorts, or wearing small and revealing swim trunks. He was the fun uncle that would be in the pool with all of us kids at family gatherings, playing volleyball or throwing us around to make a huge splash. I absolutely loved it when he’d grab me with in his strong arms and pull me close with his big biceps and bulging forearms, pull me up out of the water, and playfully shotput me as far as possible back into the pool.
As for me, I was a slim but well built, relatively tall swimmer with curly brown hair, reasonably cute with bright green eyes and a nice smile. And well-developed thighs, calves and glutes from all that swimming. I was figuring out that I was different from a lot of the other boys by realizing that I was a lot more interested in guys, both in real life and in magazines that my older brother and friends would pass around. But I didn’t have any real experience yet.
So, in my teens, we moved a few states away from Uncle Seth and my aunt. Fortunately, they came to visit a few times a year and would stay in our guest room usually for a few weeks at a time. Our big house was always pretty busy and everyone would be doing their own things, so it was not that unusual for me and my brother to be home alone with Uncle Seth, or for me to be the only one home while everyone went off and did their own thing during the day. I remember drooling over my uncle so many times when he’d be in our living room, dressed in 1980s short running shorts and a tight t-shirt, stretching on the floor before going out for a run… Or sweaty and somehow even sexier than ever doing stretches after coming back from a hot summer run. I probably wasn’t quite subtle enough about keeping my eyes on him, because sometimes he would catch my eye and I’d just see this bit of a smirky smile and a sparkle in his eye, or he’d even give me a wink like, “It’s OK, young man, I don’t mind.” He was such a handsome ginger jock I think he was pretty used to being looked at admiringly by men, women, and boys and girls.
Speaking of jocks, I figured out that Uncle Seth usually wore a jockstrap under those short shorts, when I saw the waist band sticking up a couple times. So I got it into my naughty mind that I wanted to see if I could find it in his luggage next time I was in the house alone. I can remember very clearly the nervous anticipation and thrill of sneaking into the guest room, carefully opening up his suitcase, and looking through the clothes trying to find his jock, all the while listening carefully for any other sounds in the house. When I’d find it, I’d get instantly hard picking it up and imagining its pouch being wrapped around my uncle’s prominent cock and balls. I’d sniff it, quickly determining if it was clean or had already been recently worn… I especially liked it if I could tell it was used, it felt even more raunchy to be holding it, sniffing it, and I’d even lick the meshy fabric, imagining it as a way to be physically close to my sexy uncle. Obviously it never occurred to me that he could maybe tell if it had been moved, manhandled, and maybe even could stay a little bit wet from being chewed on. I would just play with it, fantasize about Uncle Seth, and then reluctantly put it back vaguely where I found it and put the luggage in its right place, before anyone would have a chance to return to our house.
This happened several times during their regular visits, and I didn’t get busted. So, I kept doing it. And then one day I got a little bit too daring, I guess, with my timing. I didn’t really hear everyone coordinating when they were going to be back at our house that day. But while I was alone, I once again crept into my aunt and uncle’s room, and went looking for the jockstrap. I was, as usual, completely hard while handling Uncle Seth’s jock, stroking myself through my shorts. And I was so fixated on what I was doing that I didn’t hear anything unusual on the second floor of our house where I was.
Next thing I know, there’s a loud, deep and manly voice booming from the doorway of the guestroom, saying, “What the hell do you think you’re doing with my jockstrap?!” I whipped around nervously and horrified that I had been caught. Oh my God. What do I do? Uncle Seth was standing there with his buff arms crossed, legs standing wide in an angry pose, and he repeated, “Jay, what the fuck! I thought I had found my jockstrap being moved around in my suitcase a few times, and once I even thought it was weirdly still damp with sweat way after a run. I should have known it was you, my pervy young nephew, knowing how you like to watch me and look at me.”
I was so embarrassed and nervous, and I tried to apologize profusely, but my usually sweet and happy uncle was looking genuinely angry at my violation. He came into the room right up to me and said, “You’re going to have to learn not to invade other people’s privacy and go through their things.” I apologized again and said, “I don’t know what I was thinking,” and he cut me off. He said, “Yes you do, you were obviously thinking about my sweaty balls and cock in that jockstrap, the way I just saw you fondling it and chewing on the pouch!!” And while saying that, he kind of roughly grabbed under my armpits and stood me up so that the top of my head came up to his pecs.
Uncle Seth said, “Well, I know what I have to do to teach you a lesson. Strip off those shorts now. If you haven’t already tried on my jock already, I am going to see how it looks on you.” I was totally embarrassed at the idea of stripping down to nothing in front of my uncle, but I could tell from his tone of voice that I had no chance of resisting. He was impatient and he roughly put both big hands on either side of my waistband, and started to tug my shorts down. I untied them reluctantly, and hesitantly took them off. I could feel my cock springing back to life while I now stood in front of him in my underwear, and he snapped the waistband of my briefs. He said, “These too.” I took them off and tried to cover myself a bit as he handed me his jockstrap. He smirked and said, “Try these on,” which was a little bit of a ridiculous idea since his waist was a lot bigger than mine.
I grabbed the jock and stepped through the straps, and quickly brought it up to cover my naked and growing cock. I had to hold the waistband in place to keep it from falling off my slim swimmer’s hips. Uncle Seth laughed lightly to himself and said “Come over here” as he sat down on the bed.
He made it clear with a gesture that I was supposed to lie across his lap in a position to be spanked. My own father had only spanked me once in my life, and I was certainly too old for this. But I knew I had screwed up and didn’t want him to get angrier; this was an uncle that I really adored and looked up to. I said again, “I’m so sorry Uncle Seth, I didn’t mean to make you upset, I shouldn’t have touched your stuff.” And he said, “You’re right, you shouldn’t have,” and then abruptly I felt the sting of his open palm slapping against my ass with a smack. It stung. It was a shock. And then he spanked me again, with his big right hand covering my entire right buttcheek. My dick responded with a mind of its own, and I could feel myself getting harder while his spankings were pushing me harder against his muscular reddish-blond-haired thighs. I knew he could feel it. Each smack got a little bit less rough and his hand lingered a little bit longer on my reddened asscheeks. I couldn’t help the fact that in between saying, “I’m sorry, Uncle!” again a few times, I involuntarily started to make little moans of pleasure.
Uncle Seth by now had stopped strongly spanking me, and was more kind of feeling my sore ass, and I assumed, looking at how his used jockstrap framed my freshly spanked bubble butt. He asked in a more normal tone of voice, “Are you going to break into my luggage again without asking, Jay?” and I said, “No, sir.” He said, “That’s good, boy, because that’s rude. But I do have to admit, it’s also kind of flattering…”
I was surprised to hear him say this while he was now definitely just kind of stroking my sore butt, and moving his thighs in a way that seemed to intentionally rub against my straining cock. He was quiet for a second and then said, “This jock actually looks kinda cute on you. And I have an idea, since you’re obviously sorry for what you did. I want you to taste the real thing.”
I was momentarily confused but then suddenly understood what he meant, when he gently slapped my ass and said, “Get up and get on your knees in front of the bed.” He was visibly bulging in his shorts now, confirming what I had thought I felt while he was spanking me. He commanded, “Take my shorts off.” I fumbled with the button and the fly, but eagerly wanted to get my favorite uncle naked before waking up from this dream scenario. He was wearing boxer briefs, and they were definitely tenting very heavily to the front and right when he kicked his shorts off. He put my hands right onto his bulge, and he said, “Lick my package, get your spit all over the fabric.” I quickly obeyed. I was kneeling in between my super-sexy rugby stud uncle’s legs and with my tongue, feeling his long, thick and hardening cock in his underwear. I was so surprised that my punishment had turned suddenly into a great reward. He growled deeply in a satisfied way and said “That feels really good, that’s right, get me nice and hard and I’m going to let you lick and suck your uncle’s cock. As long as you promise not to tell anyone, we’d both get in a lot of trouble.” I said, “No way, Uncle Seth, I definitely want to.” He said, “Good,” and scooted up for a second to take off his spit-soaked underwear, revealing a beautiful, massive hard cock that practically hit me in the face. His pubes were ginger-blond like his body hair, and he had pretty big balls to go with what I later found out was a thick 8.5” long dick.
Assuming correctly that I had not done this before, he switched back into being the more gentle and kind uncle I was familiar with, and kind of coached me through it. He said, “Watch your teeth, don’t feel like you have to go too fast, and you’ll know if you’re doing it right by how hard I am and the noises that I make. Don’t worry, I’ll guide you, I want us both to enjoy this.”
I was already enjoying it. As I began to lick his long, veiny, muscular cock, I looked up past his beautiful abs and ginger-blond-hair-covered pecs and saw my handsome uncle smiling down at me with a great look of pleasure on his face. I explored his dick and balls with my tongue and hands, enjoying the amazing feeling of a cock that was much larger than mine. Then he guided me to the head and told me to open up and take in whatever I could. I was slightly nervous I wasn’t going to be good at it, but from the way he moaned loudly as he sank deep into my warm, wet mouth, I could tell that my long career as a cocksucker had officially begun.
He put his hand on the back of my head and said, “Wow, Jay, that feels so fucking good, I don’t believe you’ve never done this before, someone has definitely been teaching you already.”
I shook my head no and continued working his shaft and the underside of his head with lips and tongue, determined to make Uncle Seth feel amazing and forget his anger over my jockstrap violation. I was so hard I felt like I was going to cum without touching myself.
He let me do most of the moving and only occasionally shifted and raised his hips to fuck himself into my mouth more, while saying “Fuck, boy, you are definitely going to be an amazing cocksucker, I should have figured out what was going on with you a while ago. Now I know what we’re going to be doing every time we’re in the house alone!”
He encouraged me to add a hand to his spit-slicked shaft that I was sucking, and I could feel him tensing differently; I could also feel that his balls seemed to be getting tighter and higher. In his pleasure-filled state, he ended up saying something that really shocked me… he kind of mumbled under his breath, “Damn, my own cocksucking nephew… I don’t know if I should keep you to myself or surprise Paul and Frank with you next time we get together.”
I had my mouth full but that really stuck in my head and I said, “Huh?”
I think Uncle Seth was startled that he had actually said it out loud and he responded, “Oh, um, well, I shouldn’t tell you this but sometimes when we’re supposed to be out fishing or going to watch a game, we actually get together and share a girl or two. Just a fun way to get our rocks off and bond as brothers in law, and give your aunts a break from their horny husbands.” I was too young to really get this, I was really surprised, but at the same time, I had probably never heard anything quite so hot in my life, his mumbled musing about surprising my two other uncles-in-law with me as their shared cocksucker.
Uncle Seth could feel me moaning on his cock even more and looked down to see my own dick just start blasting jets of cum all over the edge of the bed and hit one of his feet. He laughed and said, “oh you like that idea, huh? You wanna suck all three of your handsome uncles’ cocks at the same time, you little slut! Then we’ll definitely have to make that happen.” I could tell he was super into the idea too because he got even harder and I could feel that he was really close to coming. He said, “I’m not gonna choke you or drown you by making you swallow it this time. I’m gonna paint your handsome young face with my cum, get ready for it.” And with that, he stood up so that he was kind of towering over me, jacked his massive dick a few times right in my face, and grunted and growled several times as his hot white load sprayed in about 5 or 6 volleys all across my face. It felt so erotic and dirty and fun to be covered and marked by my wonderful uncle. I didn’t want it in my eyes or up my nostrils, but I liked it when he gently pried my lips open with a few of his big fingers and rubbed some of his hot cream against my lips and pushed a little bit inside my mouth. “Taste it, do you like it?” It tasted unusual to me, but not gross, and I licked more off of his fingers. He patted me on the head and said, “Good cocksucker! You definitely made up for those jockstrap shenanigans.” Then he handed me a small towel and helped me wipe his load off my face, I wiped mine off his foot, and he said, “We better get cleaned up before anyone else gets back home!! Remember, this didn’t happen…. At least, not until I figure out how to make it happen again with you… and I’ll work on surprising your other uncles next time we plan an outing. They’re going to be so into it.” Sounded very good to me!
During that particular vacation, we were able to fool around 2 more times when the rest of the family wasn’t around. Once more in the guestroom early one morning, when my parents had taken my aunt out to some all-day event we weren’t interested in, and my siblings were still sleeping in their first-floor bedrooms. I felt a little bit nervous that one of them would hear us upstairs and bust us, but that didn’t keep Uncle Seth from quietly knocking on my door early that morning, and eagerly hauling me out of bed in just my underwear and t-shirt, and bringing me up to his room. He told me that he wanted to give me more practice sucking his cock and teach me more what he liked… Which was really fun for me, I was definitely an eager young student and really got off on serving my sexy uncle with my lips, tongue, and hands. I couldn’t believe that I got to play with my older idol, and I was in love even more with his handsome looks and his beefy rugby player body covered in light ginger-blond hair. I was getting addicted to the feel and taste of his thick and long fuckstick.
And I guess Uncle Seth knew that I might be into more eventually, too, because even that second time, he got me bare-assed. For a while he had me lying on my stomach on the bed, with my face in his lap sucking on his cock, and he leaned forward so that he could rub my cute little muscular ass. He’d playfully slap it every once in a while, but it wasn’t like the first time’s punishing spanking. And this time, he even let his fingertips touch my sensitive little hole as he was caressing my asscrack. It sent a huge jolt of electricity through me, I was not expecting it to feel so amazing and I just wanted him to keep doing it. Uncle Seth licked his fingers and continued to caress around my hole, and the spit made it possible for him to actually get a fingertip to start violating my virgin asshole. He circled the sensitive area and sort of tapped and tickled me just a little bit inside my hole with one finger tip, and I involuntarily started grinding my hard cock against the bed and raising my hips up so that he’d have better access to fingering me. Uncle Seth was a little amazed at how into it I was and how I was starting to accept an entire finger inside me, so he said, “Hmm. Looks like you might not just be a cocksucker, my young nephew, you might be on your way to being a full-service toy for me and maybe your other uncles!” While I still had my mouth completely full of his big dick, I moaned my agreement, and my pleasure when he managed to stick a second finger inside my tiny hole. I didn’t even know this was something that guys did together, at that point, but I definitely liked the feeling.
That time we knew we had to be a little bit quick so that my brother Dan in particular wouldn’t get curious about where I was and come looking for me, so Uncle Seth kept fingering my hole while I serviced him, and he told me to get ready when he was close to cumming. He asked if I was ready to try taking it in my mouth this time, and I wasn’t sure. I didn’t want to gag on it and wasn’t sure if I liked the taste, but I also wanted to make my favorite uncle as happy as possible. So I said, “I’ll try.” That definitely turned him on to think about, because he got even harder and more insistent with his thrusts into my naturally talented young mouth. He started making these deep sexy growls and soon I found my mouth completely flooded with one shot after another of hot gooey cream. It was kind of salty and sweet, and I didn’t mind the taste, it was kind of another raunchy new experience to have my uncle filling me up with his load. Some of it started to leak out of my mouth, though, because I wasn’t swallowing fast enough, so he kind of massaged my neck and quietly said, “You just made me so happy, my sexy little nephew, eating your uncle’s sweet hot load like that. Swallow as much as you can, it’s going to help you grow up to be as big and strong as me.”
