Author notes: This story features extreme anal activities and a wide age gap. Everyone in the story is twenty one years old or older.
It was ten a.m. when the doorbell rang. I knew it was Brendon when I ran to open the door. He had to walk back to his Uber to get his three suitcases, but I already had seen enough. It surprised me completely. How did boys grow up so fast? Who was in front of me was very different from the teen boy I had last seen a couple years ago. Brendon had turned out to be a beautiful twenty one tears old young man.
He was wearing a black cropped top exposing his belly. I knew he had shaved his happy trail because a year ago I saw some hair in there. There were signs of some abs but nothing too defined. I could also see the shape of some pecs under the cropped top because it was a bit tight.
Speaking of tight... His shorts were certainly not loose. They were made of jeans hitting right above the knee to reveal some of his thick thighs. His legs were covered by feathery black hairs. Those looked heavenly while his bulge could only be called one of the most delicious things I had ever seen. If that wasn’t enough, he turned around and I knew I was in danger.
As a full top type of guy, I always appreciated my bottom’s penises. I didn’t care too much if they were big or small; I always played with them, sucked them and had a lot of fun with it all. This was the extra point of having a bottom boy right?
However, the butts always made me go crazy. Let me tell you about Brendon’s. Two round globes so perky that they’d seem to make a fool of gravity. They were big enough to attract my eyes straight to them. My hands were big, I knew it because I’m a 6’2 feet type of guy, but just looking at those buns I knew that if I was to grab them it was going to be a handful.
He got his suitcases paying the Uber guy and turned back to me. What beautiful white skin he had. He was way too sexy: natural plump lips, nice light brown eyes, cute nose, handsome eyebrows and the softest little signs of facial hair. His black hair was shaved on the sides and a bit longer on top. It was combed to the right side with some nice shine. He smiled, just that made my heart melt. I wanted to run away to the furthest hills because it all meant trouble, a lot of trouble.
“Let me help with the suitcases!” I ran towards him. Each step of mine was painful. I knew it would be too hard to resist him. I had my ethics and morals though.
They seemed to be efficient at blocking most of the wrong thoughts about Brendon. Nonetheless, my body was acting by itself on a physical level. I knew I was attracted to him physically, not to spill the fact that being a fan of his caring attitude towards me all these years didn’t make it any easier. He was my nephew that I had watched growing up, I couldn’t possibly let myself be carried away.
I grabbed two of his suitcases leaving him with one. We went inside leaving the luggage by the side of my couch.
“It’s been so long uncle!” He hugged me but the small adorable fella must’ve been around 5’7” or 5’7” having to lean in in an effort to wrap his arms around my neck.
I took him off of the floor with my arms going around his bare waist. The soft skin with just a little of his boyish feathery hairs touching my arms was delightful. This little contact made me want to take him to the bed, but I had to resist it. It was my nephew for heaven’s sake!
“Well, you grew a lot! Now you’re a young man... Time goes by so fast!” I was in the middle of a breakdown lingering onto his embrace for far too long. It was just when he kissed my cheek and blood began rushing down south that I let it go.
“It’s upstairs right?” He grabbed one suitcase going to the stairs. I kind of was in doubt about everything. Why was he dressed like this? It was so unusual for him.
Also, why did he just jump into the stairs knowing I was going to follow from behind with my face stuck onto his booty? Was it all planned? For just a second I thought he was teasing me, but the good side of me went with the idea of a young gay boy just now experiencing his gay life. He was twenty one, his mom had sent him my way since he needed guidance from an older gay man. He was to spend the whole summer with me.
“Yeah, it is... Let me help you.” I grabbed those two damned suit cases bringing them along. Each step of his made his butt mounds move. Those round asscheeks just had some slight motions to them. It was enough for me to know they were rather firm, but with the slightest jiggle. Up close they were looking a bit rounder, bigger, hungrier… My eyes followed them all the time.
“Is the pool good to go? I’d love to swim a bit!” He opened that one big smile again. I had no choice but to be honest.
“It is, I filled it this morning thinking you could want that. I’m gonna cook something for lunch while you set yourself up and maybe you can swim before we eat.” I smiled, my face reddened before I just turned back to go down to the kitchen. The boy was amazing but in the end he was my nephew. He had been twenty one for like what? Four months?
“I missed you big unc, these two years you worked abroad made me feel a bit lonely…” Brendon hugged me before I let him set himself in a guest room.
Our family was well off, we’re owners of this hotel chain expanding abroad. A business founded by my great grandfather, an Eastern European immigrant. They had no problem with me or Brendon being gay, a tight knit family stayed tight.
When getting to the kitchen I had already cleaned my mind for the most of it. Some thoughts about his butt and bulge plagued me while I cooked some pasta. Having some good carbonara skills, I could make it from scratch. I made some dough to have fresh noodles. When I had finally finished cutting them he came down.
That little devil was wearing his crop top with some black speedos. His cock barely fit it, not to speak about the fact the lower part of his buttcheeks were bare skin, a generous exhibition. They were showing off alongside some the sides of his ass. He went off to the pool without coming to the kitchen.
I was at the same point again. Is he teasing me or just a normal thing to happen with gay boys his age? I wanted to punish him so badly for that. Brendon was just a beautiful young man making me insanely horny!
He chose a sun lounger in the shadow of some tree avoiding the sun. The worst part of it was when he got the sunscreen bottle at a nearby table and just lied on his stomach. That was enough, if he was teasing me with that huge butt, he deserved it back.
I headed out noticing just now that I had picked a weird outfit for this situation. I was wearing some basketball shorts and a sleeveless tank top that was also showing a good amount of cleavage so he might have had some ideas in his mind.
I went down to his sun lounger and stood up near him. At first, I was speechless. The ass had some black thin soft hairs even more feathery than on his legs. The white skin looked perfectly smooth without a single bump or any imperfections. It was as if he was crafted to have the perfect soft skin with the sexiest thinnest peach fuzz. I was dazed by watching the most beautiful butt I had seen in years. It was harsh not to pop a boner, so I sat down by his side.
“Lunch is almost ready if you wanna go for it. I saw that you didn’t apply any sunscreen though. Want me to do that?” This one cliche classic move would help me out. Being a young boy that he was maybe wouldn’t notice how cheesy this situation could get.
“Oh yeah, just a second.” He slightly leaned up taking off that cropped top. It was amazing to have a sneak peek in what seemed to be two soon to be huge pecs. They weren’t too big now but the boy had what it takes to grow nice pecs.
“I’ve selected some old movies from divas like Bette Davis and Crawford and some newer ones like Lady Gaga. I don’t know what kids are up to nowadays but if you want anything else we can do that too.” I picked up the bottle and squeezed some in my hands. His shoulders were my first pick, I noticed how sexy they were.
My hands went down to his back massaging him with cream on them. I was soft and slow, noticing he was shivering from that. One final frontier had to be taken down. At first my hands just brushed the covered part of his rear mounds. He didn’t do anything so I slowly touched the lower uncovered part of them.
There was another shivering moment for him while my cock was raising to the occasion. My hands applied sunscreen on his ass feeling his smoothness with the soft thin hairs on it. I wanted more. There were no ethics or morals here, every rule had been broken with no chance of turning back. My fingers slipped under his speedo massaging those firm cheeks. I was shaking from how nervous I really was. It made me feel like a complete virgin boy again when I spread his butt groping and molesting those beautiful cheeks.
It had to be stopped though. He was of legal age, but this felt criminally wrong. I slipped my hands out of his speedo. At this point my cock was rock hard dripping precum just to produce some wet spots all over my crotch. I loved every single second of that. I could worship that butt for hours to no end and there was no care in my heart if this was incest or not! However, I didn’t bring myself to do it.
“I’m done. Unless you want to turn around and need more help...” My deep masculine voice was shaky, cracking mid way through the sentence.
“I can’t right now... I have a problem!” His voice was already soft but went to a softer tone also cracking up a little bit.
“Don’t be a fool, you can be open with big uncle Carter.” He began shaking quite a bit before having his torso going up. His hands went in between his legs and I already knew it, the boy had popped a boner just like me.
“Look, this is normal. We’re gay. I’m handsome, you’re a beautiful boy. Boners may happen when we get this close. Look at mine...” He stared at my crotch to see my full thick nine inches throbbing for him under my shorts.
Brendon finally sat down, spreading his legs. The boy was big! It had to be at least seven to eight inches. His white cut thick shaft slipped out of the speedo. That pink tip was delightful along a thick vein in the middle of it. A slight amount of precum dripped down to his fat balls still covered by his sexy swimsuit. His black pubes were trimmed down in a triangular shape. The rest of his crotch shaved to a smooth point.
“I’m so sorry uncle...” He had teary shy eyes.
“Baby, there’s absolutely no reason to be sorry about anything. You’re a beautiful boy...” I grabbed the throbbing meat and massaged it. I was groping the beautiful cock of my handsome nephew! My free hand unzipped my shorts letting my own monster out, now I was showing off my cock to him!
“You can touch mine if you want to...” His shaky hands started massaging my shaft. He was slowly touching each corner of it down to my slightly hairy balls.
“Gosh, you’re so handsome!” My free hand went to his face caressing it. He withdrew his own, leading some fingers to his lips. My nephew was tasting my own precum right in front of me. Now I was about to explode.
“I’m so sorry uncle. I need to tell you something there are things I need to let out and one of them is not... One of them is not how I feel, but there’s something big… Big inside me and I need to take it out.” He seemed a bit lost spouting confusing words. “You know... Since I was young... I sat on your lap and I felt you, but when I was of age I…” He was just crying now. Some tears ran down his face.
“Nothing wrong with that, you were just thinking about your sexual feelings.” I tried to calm him down. “It’s all normal!” I had to give him a hug.
“No, it isn’t! I went to my room and started, you know...” He was shaking so hard I held him into my body hugging him again. “I put a finger in my hole. And then another. I knew it was big by your bulge and it all felt so good to stretch my hole! So, I started getting bigger things inside me. I stretched out and opened up, always thinking about you, always dreaming of you entering me. I tried bigger things and when I got my first job I bought big toys and everything and I still wanted you. I put even my hand inside myself dreaming of you! The first time I fisted my butthole I was eighteen and I moaned wanting your cock! I wanted to be a good anal slut because it felt good, but I wouldn’t do it with others even when some boys tried fucking me. I always wanted you! I’m a virgin but I stretched out. I never had sex but you know, I’m too big now, my hole is so big and loose that I can prolapse it and I fucked it all so hard… And I want to make it bigger because wrecking it feels so amazing! I’m so sorry, I can’t even be tight for you!” He hugged me even harder.
Brendon just admitted he had been stretching his hole out for years. He was doing it all for me and thinking about me. I’ve never had so much precome uncontrollably dripping down my dick. My nephew, who I expected to never be able to take my cock, was admitting to be my favorite type of skilled greedy anal slut. He found out about enjoying the wrecking of his ass because he was doing it all for me, because he wanted to be my bitch! My heart was racing. This was some of the most exciting news I had ever received. Fuck morals, fuck rules… I would make love to this boy to no end!
“It’s all normal babe. I love skilled guys and I absolutely love well stretched buttholes so you don’t have to worry about that. We can take things slow.” He was still shaking quite a bit.
“It’s just that I want to take it out...” I wasn’t really getting it now. Take out what? “I choose one that’s too big and it’s kind of hurting. I need to take it out. It’s a big plug, uncle Carter!” I died inside. “I thought you’d want to fuck me if I behaved like one cool kind of guy. I’m sorry but I need it out!”
“You wanna do it here? You can go to the bathroom or do it in here if you’re feeling uncomfortable.” I closed my lips and he just pulled back. The boy turned around going on his knees in the lounger. He pushed down the speedo taking it off to reveal one of, if not the, most beautiful ass I had ever seen.
His smaller hands spread it up and I saw the thick black base. It was very thick indeed. He grunted when pushing it out. After a few tries and some effort Brendon’s thick plug slid out with some wet deep farts and creamy clean anal juices came with them. He was shy about prolapsing, there was only an inch of his light pink rectum blooming out which went back inside in a matter of seconds. The gaping? Just delightful! I watched those beautiful walls of him hang open for a few seconds before his pretty reddish butthole closed!
The torpedo plug was visibly thicker than my dick which meant it was thicker than a coke can. No surprise he was struggling with it. The great surprise was how big his hole was! I admired his bloom too, the way his prolapse came out… A twenty one years old boy prolapsing out so beautifully was heaven to me. Darn, I wanted nothing more than to further wreck that hungry bitch hole of his.
That butthole was completely smooth, not even the thin almost transparent peach fuzz that covered his ass cheeks were there. It was a little brown which I didn’t expect from a white boy, but the sphincter was way more reddish pink. His insides were the lightest pink tones with red shades.
He let out two uncontrollable farts. I saw his rectum folds moving when he gaped again from further spreading his ass cheeks. When he calmed, down a larger oval gape appeared. Those quivering guts were so stretched out that even his first internal sphincter was gaped. That was one of the biggest buttholes I’d ever seen. The fact it was on my handsome young nephew was beyond exciting.
I gave in to it. My arm went around his waist pulling him back so he could be on his fours. His butthole flexed to close the puckered entrance up, but I got my hand spreading his ass. Brendon was shaking a bit but once he focused again I saw his anal rim automatically open up. This boy could just relax and gape very wide with only my hands spreading his big buttocks. I had no other option, my tongue slid inside that loose love pit to taste the sweetest young virgin hole I ever had.
Paradoxically, it was the biggest hungriest dumper that I laid my hands on. He moaned loud and even louder when my hands went down pulling that large cock of his and softly jerking it off. He farted some clean anal juices on my tongue. The odorless warm air was right in my face and made me shake. I stick my tongue even deeper inside.
“I’m sorry uncle. I never had a tongue inside me. It’s weird but good...” He didn’t know much about interacting with another guy during sex after all.
“Never, never apologize for anything!” I took my face back. My lips and beard covered with his wet anal juices. “What I have in front of me is one of the hottest asses and most beautiful big boypussies. If another guy ever finds anything bad about it you can tell them to go to hell. You’re perfect Brendon!” I caressed his back. “Now hear your big unc, push out, I wanna watch you fully prolapse!”
“I…” He felt insecure, I held his hand to make him feel safe.
“Just do it… I’d love to watch you far you destroyed yourself thinking about my cock!” He pushed out. Now he did prolapse for almost two inches if my eye measurements were correct. I grabbed those light pink blooming rectum petals squeezing to massage them. He shivered and shook under my touch. It slipped back inside his wet cavernous hole after a bit.
My tongue went in again, slathering his walls with my thick saliva. I rimmed him for a while before going down to his balls. My fingers sank inside his hole reaching for his p-spot. Three of them were easy entries. Hell, my fourth one was easily sliding in with not much resistance at all. I just found some tightness when tucking in my thumb to stick my whole thick hand up his anus. My cock almost exploded, I had to force my fist in and my cute little nephew managed to have my whole huge hand up his rectum.
He was loudly moaning with a feminine pitch. Instead of running away he pushed back wiggling his ass to tell me that it was all right for my whole hand to be inside him.
“Uncle Carter that’s so big, it’s destroying my hole, wrecking me so hard!” He farted around my wrist trying to push me out. I gently massaged his walls pressing my fingertips against his prostate while my tongue slid down his seven inches to find the bulbous cock tip. My hand was sliding deeper. I didn’t want to hurt the boy, but my fingertips would reach his colon if he allowed me. It just felt too good to break his asshole, anally torturing this young faggot was heaven to me!
“Argh... Uncle, I’m sensitive I’m gonna cum!” I couldn’t even hear his whimpers when getting my head in between those thick thighs. That salty boy cock was too delicious, it inebriated my other senses.
I spread my lips sucking on the pink tip before pulling his hips slightly down. Loud gagging noises occurred when half of his cock entered my throat leading me to let some saliva run down my face. I kept sucking and massaging his rectum. My free hand brushed against his foot to notice how hard those toes were curling. My fist started banging the poor inexperienced young boy even harder and deeper.
“Uncle Carter I can't take it... I can’t take it!” His cock throbbed almost cumming when I was almost sliding my hand inside his second hole. It came out slowly when I pulled myself back to watch my wrist coming out of him. Brendon prolapsed while streaming precum. I had no choice, but to reposition to slap my cock on his folded out rosebud.
“You lost your fisting virginity, now it’s time to lose the rest to my cock…” My eyes focused on his hole which closed immediately.
“Can I sit on it?” Brendon stopped me on my tracks. I took off my clothes and traded places with him. “You’re such a sexy uncle.” Brendon’s hands explored my body. I went to the gym five to six times a week to keep myself in shape. Even though I had never developed abs, I still had pecs, good arms and nice legs. That young devil was massaging my corners, lying on my body which was laid on the sun lounger. His face was so happy that I let him molest me!
“You’re so pretty…” We kissed before he went down. His big brown eyes looked so joyful when he played with my cock. It was a playground for him in the way he was discovering how to please me with his tongue wrapping around my tip.
“Uncle, I put lube up my hole. Can I sit on it?” The mannerisms made him feel so innocent.
“I was going to grab some, but if you feel confident.” Brendon turned around showing off his big globes. I have loved men's asses since I could remember, Brendon’s was majestic. My dick became harder, it became completely stone hard for my own young nephew.
“I can do this…” Brendon grabbed my cock and pushed out. The boy casually prolapsed letting the thick lube that was deep inside him drip all over my penis. He had no qualms about showing off that beautiful pink rosebud and shaking his precious cheeks for me while holding my dick against his dancing buttcrack. Brendon was behaving like a bitch in heat which he might have been.
“Sit on it, I wanna get inside your pooper baby!” I couldn’t resist all the teasing.
“You make it sound so dirty…” He pressed my tip on his hole making it sink in. “Ah, uncle Carter! It’s going so deep, I don’t have a lot of experience that deep!” I knew my shaft was trespassing into his colon, a nine incher like mine would always do that.
“Don’t worry. I will teach you how to take it up your second hole…” I held his hips when he swallowed my cock to the base. Brendon laid with his back against my torso.
“Can I ride it?” He kissed my lips to soon have our tongues meeting.
“Nope.” I undid the kiss to hold him by his knees. “I want to fuck you. You’re being so slutty for your big uncle…” My eyes saw his big cock pointing to the sky from how rock hard he was. I clogged up his asshole up to his colon and he stayed rock hard with his youthful cock not giving up. “Let’s skip the shame, I wanna molest your craphole and make incestuous love to you Brendon… That’s it, I have no shame about fucking up my nephew right in his wrong hole…” I held him in place once more, my biggest desire was to keep clogging his guts.
“I know it’s my pooper, but it’s my right hole… I worked there and I like it there… And I want you big uncle… I don’t care it’s wrong in my wrong hole, I always wanted you to be my man even if it’s incest… I wanna have my anal breaking journey with my uncle!” He shook in his emotions. We kissed again with me starting to thrust into him.
“I can’t hold it. I will fuck you baby, I will be violent because you’re such an anal bitch… Be my buttslut please, I wanna further corrupt your guts!” It was the truth… Brendon had convinced me to destroy, to wreck his hole, to break him.
“Please! Break it!” His shaky voice trembled when I began to roughly violate his anus.
Penetrating him in his well used silky soft chambers was delightful. The boy was emoting every sort of sensation with his erratic hands trying to find support on my body. I had seen it before, a man experiencing how it felt to be wrecked in intense sodomy from a big brutal cock.
Brendon’s pained moans didn’t stop me. I watched his penis drip precum while his silky loose anal chambers began to embrace me. His rectal contractions were making him tighten around my cock. Feeling his asshole pushing, trying to eject my cock was perfection. His colon, which was already tighter because she seemed to not have stretched it a lot, formed a wet slimy barrier for me to plunge in. Instead of becoming softer, I became rougher.
“I wanna push out! Ooohhhh!” Brendon was shaking, spilling every ounce of warm anal wetness on my big balls. “I can’t hold it uncle!” His big seven inches squirted for me. That rock hard dick of his was pissing itself while he tried with all his might and full anal contractions to expel me. I had to exert more pressure on him, to further piston fuck his love chambers.
“Want me to stop? But it feels so good to rape you in your poop hole baby boy!” I kissed his face. There was no way for me to give up. The plunging on my side kept getting stronger and vigorous; it was dreamy to use my big cock to brutalize my young twenty one years old nephew. I wanted nothing more than to destroy him completely.
“No… It… So painful… In my bowels… I wanna push out… My pee pee peed!” He was all lost in his words, so bravely taking it. “I love you big unc.” My heart warmed up and my cock exploded inside his struggling bitch hole. I stuck it up his colon to seed him the deepest I could.
“I’m breeding my nephew, I’m breeding you… You’re my bitch!” I had turned my boy, my sweet nephew that I watched grow up, into my anal faggot.
“Sorry!” He finally managed to spill my cock out, ejecting it from his hole. I moved him to sit on my lap so I could watch his young cheeks blasting out my jizz and his anal cream from his prolapsed anus.
The rectum petals just pulsed for me. I couldn’t resist, I slapped them before gathering my cum to fist him. Brendon screamed in painful anal joy, he got on his fours and I grabbed his meaty pole jerking him off while punching his hole.
My closed fist came out to go in, to abuse his pretty body and round beautiful ass. He never asked it to stop, even when he came spurting piss and cum all over my cock. I stayed punching his hole even after he came to solidify in his young brain that I was his owner, he was now my anal punching bag, my rectum whore ready for me to blast his bowels whenever I wanted.
This was the conclusion of it, I had defiled and destroyed my own nephew. I was still rock hard for that, he was still rock hard for that. For a second, regret took my heart. It was his smile that had convinced me to spend my summer with my boy. I wanted to spend my whole summer shaping this young slut to my desires, to really own my nephew as my big butt faggot even if it was criminally incestuous.
There was no need for words. He sat on my shaft pressing it against my belly. The boy eagerly prolapsed himself rubbing his rosebud against me such as the heated bitch he was.
Again, I was rock hard. He was rock hard. There was lunch though, and pasta. I could wait to fuck the hell away of that love pit of his since I had hopes of corrupting him all summer.
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