Boys in the Burgh

By JG

Published on Feb 14, 2023

Gay

BITB1O3

The following story is pure fiction. Any similarities to people in real life are purely coincidental. It also contains graphic descriptions of sex between younger and older men. If this offends you, please look elsewhere.

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I'm turning 50 this year, but I am in a wild, thriving relationship with two guys still in their 20s. We live together and satisfy one another's every need, including the hottest sex of my life. I thought maybe sharing my story might be a lot of fun for us, and also provide a little jack off material for you guys.

It all started about a year ago when I had a job interview in Pittsburgh. Not my favorite place on the planet at the time, but I was tired of where I was living, the hiring company had a great rep and the pay was good, so I jumped at the chance to at least go and check it all out. Little did I know I'd meet the two sweetest little boys a hairy daddy like me could ever want!

The prospective employer really scored points from me when they booked me to fly first class from St. Louis, my home town. Then they had arranged for a Lyft to pick me up at the airport, pre-paid. Seeing a cute little Asian dude holding a sign with my name on it as I descended the escalator into the baggage claim area made me feel important!

As I briefly tried to picture my driver naked and bent over with my Lucky 7 up his tight little man cunt, he loaded my bag into the trunk and whisked me away in his cobalt blue Camry to a luxurious downtown hotel. The place was really swanky. I never did get the whole story, but apparently it was some kind of historic landmark back in the day, and now was fully restored and the pride of Steel Town.

The room was gorgeous with high ceilings, beautiful old-fashioned trim work and amazing newer furnishings that were made to blend in with the period décor. The bed was massive and piled with fluffy pillows and a satin bedspread. I am not the romantic type, usually, but the setting kind of made me wish I had someone to cuddle with.

All told, I would be in Pittsburg for four days. They flew me in the afternoon before a day at the office to meet everyone, followed by another day of some tests and intensive interviews, the third day I was to meet with HR and the President of the company, and the fourth day, I would fly back home to Missouri. They couldn't get me on anything but a mid-evening flight, so the company sprang for yet another night at the hotel, although I wouldn't be sleeping there. So nice! All that unstructured time would give me more time to score some hot man love!

I stripped off all of my clothes, scratched my balls and tugged on my foreskin. Stepping over to the full-length mirror opposite the bed, I decided the background was crying out for another naked selfie to add to my collection.

I am pretty pleased with how I look. For a guy pushing the big 5-0 I am not half bad. I still have a full head of hair, but it's a little "blonder" than it used to be. I have a nice full beard, a hairy chest and a thick "happy trail" leading to my full, dark bush. When soft, my cock hangs about four inches, and it's pretty thick compared to most of the guys I see naked on-line or at the gym. I have two good sized, fairly low hanging balls.

Most of the time, I have my pick of the guys on line looking to hook up. I am pretty choosy, though. Since finally coming out and divorcing my wife three years ago, I have gravitated to mostly younger, "twink" type guys. A lot of them call me "Daddy," which has become a huge turn on. That's kind of ironic, considering I really am a Dad and because at first, I really didn't like my sex partners calling me that! I guess it kind of grew on me and now I even use it in my profile and seek out boys who want to play "dad and son" role play.

Just thinking about that Asian Lyft driver was getting me a little hard. I jacked myself a little and worked up a full-on boner for my selfie. My 7" cock pokes straight out from my body when erect and makes a damn good first impression, if I do say so myself. I edited the best of the pics and added them to my stash, then started looking around for someone to fuck.

A lot of the larger, older guys hit me up first. I was kind but let them know my preferences were right there in my profile. It is true, most guys hit you up or tap you before they even read what you're after! How annoying!

About 10 minutes later, "BottomBoy" sent me a message...

"Hey sexy Daddy! Are you looking for some fun tonight?" he texged.

His profile pic wasn't half bad, showing a smooth torso. He wasn't a skinny kid by any means, but he was not fat either. As we chatted and exchanged pics, "Hayden" passed every one of my little tests. He had a sweet ass, didn't mind swallowing cum and liked to get pounded hard. His face pic checked out, too. He was a cutie for sure with big blue eyes and thick, dark brown hair swept back off his forehead. He had big, pink kissable lips. Most of all, he had the hot, "boy next door" look I had come to crave.

We made plans for a little later that evening. I went out and grabbed a burger from one of those ubiquitous, forgettable sports bars that seem to be everywhere I travel these days and managed to freshen up a little before the boy was to show up at 8. At about 8:05, Hayden was knocking on my door.

Once in the room, I sized him up. He was just as advertised, about five ten, and one eighty. He was a little pudgy, but somehow it worked for him. I slid him toward me and held him in my arms as we said hello and managed a kiss.

Those full, pouty lips felt so good against my bearded face. I caressed his round ass through his tight jeans and pictured how it looked in the naked photo the boy had sent me. Then, we kissed more passionately. Hayden practically swooned in my arms.

"Oh, fuck yes, Daddy! I want you!"

My cock swelled in my pants as I felt the boy's hard dick pressing up against me as we kissed and made out standing there by the luxurious bed. I caught a glimpse of us in the mirror. I could have easily been Hayden's dad, holding him in my arms like a lover. The scene we were creating was just like one of those "Family Dick" videos, and it was making me so fucking hot. Then I decided to have a little fun.

I peeled away from Hayden and sat on the edge of the bed with him still about two feet away from me.

"Strip for Daddy," I ordered.

Obediently, the twenty-three-year-old began slowly peeling off his clothes. He unbuttoned his shirt and revealed that nice, smooth, hairless chest and two cute little boy nipples I instantly wanted to kiss and lick. Then, tracing his fingers down the center of his stomach toward his crotch, the sexy boy slowly undid his belt as he locked eyes with me and bit his bottom lip alluringly.

I was practically panting as I watched him undo his jeans and slide them down his white, smooth legs. His cock tented his Sponge Bob underwear.

"Fuck," I said. "There is nothing sexier than a horny little boy who wants Daddy." I told him.

Hayden just smiled, kicked his jeans away and then put his thumbs in the waistband of his undies as he slowly turned around. His voluptuous, round ass made it look like Sponge Bob was painted on. He wiggled his hips a little, kind of twerked his ass at me and giggled. I looked down and noticed that I was leaking pre-cum through my own underwear and the nylon gym shorts I had slipped on when I got back to the room. I smiled watching the boy put on this little show and then squeezed my cock hard at the base.

"You're so fucking hot," I told him.

Hayden slid his briefs down over his two, full, round ass cheeks. The boy's butt was perfect in every way, and even had a slight pinkish hue to it in the dim lamp light of the hotel room. He apparently licked the fingers on his right hand, then bent all the way over and with his lift, spread his cheeks to reveal the most amazing boy pucker I have ever seen. It was a dark pink-brown and instead of being round like a lot I had seen, was slightly elongated, looking almost like my ex-wife's cunt. But it was way better, and I was sure, much tighter. Something about the shape of his boy hole just about drove me wild. I instantly pictured my big Daddy cock sliding in and out of it, dripping with cum.

"You like it, Daddy?" Hayden cooed.

"Hell yes, son."

I walked over, caressed the two perfect mounds of flesh in my hands as Hayden grasped his ankles submissively. They were almost hot to the touch. I licked my index finger and stroked his crack up and down. The boy sighed with desire, then he slowly stood up, turned and faced me. I held him and kissed him even more passionately than before. Then I tore off my t-shirt and slipped my shorts off, freeing my rock-hard cock.

"Oh fuck! It's even bigger in real life!" Hayden said as he saw the weapon between my legs. He grabbed my manhood mid shaft and kissed me like a whore. Then he giggled as he slid to his knees, stuck his tongue out and licked the tip like a giant ice cream cone.

I ran my fingers through his thick, brown hair and held him by the crown of his head, watching him lick my cock. His tongue work grew wild as Hayden worked down the shaft to my thick bush, where he buried his nose and inhaled like he was taking a hit off of a bong. Then he reached up and held my big balls in his hand. He bent his head sideways and began licking and slurping on them.

The boy's tongue felt so good. It was sexy as hell watching him practically worship my rod, obviously enjoying my natural, musky scent. I felt like I was in control of him, but I also felt like I was watching his pent-up passion for Daddy cock explode right before my eyes.

Then Hayden licked and sucked up the long shaft from my bush back up to the head of my dripping, hot, swollen cock. As a clear drop of pre-cum oozed out of my piss slit, he used his pointed, red little tongue to lap it up like a cute little kitten. Then he looked up at me, my meat resting at the corner of his open mouth and smiled before opening wide and plunging my hardness past his lips. His tongue on the underside of the head was practically spasmodic, like it was being jolted with electricity. I shuddered at the delightful sensation he was creating, grabbed the back of the boy's head and shoved more of the shaft into his mouth.

Hayden didn't miss a beat. Instead, he grabbed my tool with both hands and forced more of my swollen pecker into his maw. I felt the tip breaching his throat as the slutty boy dug his fingers into my ass crack and pulled me toward him. I watched carefully for signs of gagging and there just were none. I eased out and back in and Hayden just looked up at me like, "Go ahead, Daddy, face fuck me!"

So that is exactly what I did. I started humping the boy's face pushing my pulsing cock in and out of his tight throat. After just a few strokes, streams of his saliva and my pre-cum poured from the corners of the little slut's mouth, but Hayden was taking this fucking like a champ. Several times I tried to pull away so he could get a breath and a little break from the brutal pounding, but he used his hands and fingertips in my ass crack to let me know he wanted more and more.

My big balls were slapping him on the chin as he looked up at me, tears welling up in his eyes. I like it rough, at times, but am not sadistic, so again, I wanted to stop, but Hayden would have none of it. Apparently, the tears flowing down his cheeks to join the streams of drool and pre-cum on his neck were either tears of joy or related to his defeated gag reflex.

I pumped and pumped his sweet throat, not at all sure I wanted to shoot my load because I definitely wanted some of that boy's pussy. I edged closer and closer to an orgasm. Something about his perfect submission and the way he was looking up at me was driving me wild. Despite wanting to pull out so I could fuck his ass, I don't think I could have stopped if I had wanted to.

Just then it hit me. The most powerful all-body sexual sensation I had probably ever felt. My legs quaked, my hands holding Hayden's boyish head shook like I was having a seizure. I eased the head out of his throat and watched as he held his mouth wide open and stared up at me. White, thick cum poured from the tip of my cock like it never had before. I was literally pissing a river of hot, sticky cum. The boy's pink tongue curved like a little bowl and he closed the back of his throat attempting to catch it all. Most of it went into his mouth, but it felt like I was cumming forever and as it flowed, it started leaking out of the corners of the boy slut's mouth. The shaking continued and my cock also pulsed more and more. I slipped out of his mouth for a split second and some of my juice shot across the bridge of Hadyen's cute little nose.

I started to come down from an incredible high and as my eyes finally focused on my submitted boy lover, I noticed he still had his mouth open and his blue eyes were looking up at me. His cheeks were bulging, and his mouth was full of thick, white cream. Little traces of it were seeping at the corners. I usually shoot a pretty big load, but this was a record, even for me. Between what was in his wide-open mouth and what shot across his face and the glob I saw on the carpet, I am guessing I had blasted almost a full cup of sperm!

Hayden just knelt there with this mouth full of jizz. I didn't know what to say or do or what he wanted. There would definitely not be any more for, at least for a while. I squeegeed the last drop or two from my shrinking cock, added to the huge glob in his mouth. Still, he looked up at me expectantly.

"Swallow Daddy's cum, son," I told him gently, rubbing the back of his cute little head. My boy lover obediently did just that. He had been waiting for his order to ingest my essence just like a whore should.

My balls were drained, I felt weak, lightheaded and warm all over. But still, I wanted more of that boy. I pulled him up to me for a long, passionate kiss. There is nothing quite as sexy to me as tasting your own cum on the breath of your lover. I caressed his hot, moist ass. And although I had just shot the load of my life, I felt a surge of lust run down my spine and into my half hard cock.

I grabbed Hayden's thick little tool by the shaft and squeezed as I kissed him. Then I laid him on the bed and got down to blow him. Any boy that would make me cum like that deserved a blowjob from Daddy. I nursed and sucked his five incher and massaged his balls, which were shaved clean and about half the size of my own. Hayden panted and moaned with pleasure. I thought sure I was making him cum, but after a few minutes of sucking him, it became obvious he wanted more.

"Eat my pussy, Daddy! Please?" he said, withdrawing his cock from my bearded lips and pulling his knees to his chest.

His adorable boy pucker was now inches from my willing tongue. I attacked it with gusto, licking and stabbing at it at the same time. Hayden squealed and directed my anal probing by holding my head in place.

As I violated him with my face, making sure to rub my whiskers all up and down his ass crack, I slowly jacked his rock-hard tool with my hand. The boy entered an ecstatic trance of pleasure, panting, sighing and moaning as he muttered "oh fuck, oh fuck, oh fuck, oh fuck..."

My own cock was amazingly hard enough to fuck. I had never wanted to be inside of someone so badly. But I was concerned that not enough time had passed between the amazing blowjob and freakish cum load. What if I started fucking him and lost my hard on half way through? I wanted to make sure I could finish if I started.

So, I directed my little slut to form a 69 with me. He nursed my cock, which he obviously loved doing, and I hate his sweet hole. Having done this dozens of times with other boys, I knew I could last a good long time doing this and it would make me harder and harder. I also knew it was the way to make most bottom boys practically beg to be fucked.

Hayden was no exception. About five minutes into it, he was rocking his hips back and forth, grinding his sweet ass hole on my nose and face. I tasted his own ass juices flowing now, a sure sign this boy was ready for a good fucking.

Sure enough, he dove off of me, turned around and looked me in the face.

"Fuck me now, Daddy! Please!"

I loved how he begged. It was so cute, and it made me so hot. How could I say no?

I grabbed the lube from the night stand, made the necessary preparations and positioned us so Hayden could start out riding me. I was pretty sure he was an experienced bottom, but I wanted him to be able to decide how much cock to take and how fast until he got used to it.

The boy climbed on me like it was his 10,000th time in the saddle. He positioned my steel hard cock under his anxious hole and sank down on it slowly.

"Uhhhh.....mmmmm...." he moaned. "You're so big, Daddy! But I want every inch."

Seconds later he was fully impaled on me. He sat there motionless for a while, letting me open him up. Then he began rocking his hips giving me an incredible sensation. His ass tract felt like wet velvet as it slid up and down on my shaft. After just a few strokes, the boy found his rhythm and was squeezing and massaging my dick as he rode it. It was heaven!

He smiled at me and leaned down for a long, passionate kiss. I held his sweet, narrow waist and thrust up into him as much as I could, burying my bone proudly inside his tender hole.

"Fuck me, Daddy! I love it! Yes! Fuck yes!" the boy said so loudly I was almost worried others in the hotel might hear. I pulled him in for more kissing to shut him up.

His hot, wet mouth tasted so good. His hair, which was usually gelled into place swept back off his forehead now hung like a curtain over our faces as we kissed. I caressed his smooth, round ass. I was never prouder to be boning such a fine, young specimen of boyhood. I couldn't wait to fill his ass with my seed.

"Now I want you on top of me, Daddy," Hayden said climbing off of me after several minutes of riding my cock.

I positioned him on his back and mounted him with his knees pulled up to his arm pits. The boy folded in half like a lawn chair. With his cunt-like ass hole and his perfectly submissive demeanor, Hayden was made to be fucked and fucked hard. So that's what I did.

I plowed the poor little fella, listening to him wail and moan like a bitch dog taking the biggest stud in the neighborhood. I slid my daddy knot in and out of his sweet hole as fast and and as hard as I could. No matter how I punished him with my tool, Hayden took it and seemed to be begging for more.

Then, almost without warning, he began tugging on his rock hard, thick little cock. He had his eyes closed for much of the brutal fucking, but in this moment, he opened them as he jacked himself. He looked straight at me. I felt his whole body tense up and almost freeze, then the boy began bucking his hips as I fucked him and watched him shoot a massive load across his stomach and chest. One blast even hit his left ear lobe!

I just kept on fucking. I was nowhere near close, which is the thing with fucking after I have already cum once. I can last a long, long time. Sometimes, too long for some bottoms. I was aware that as sturdy and willing as Hayden was, he was still younger and smaller and maybe going to get tired of having me in his hole. I started to will myself to cum.

I fucked him harder and harder. The whole massive bed was shaking and making creaking noises as humped him. He was speechless and just kept moaning and whimpering. It felt good. Damn good. But my orgasm was a long way from coming.

About five minutes later, just about when I was going to pull off and finish by hand on his ass or maybe that sweet face, Hayden looked at me and smiled.

"Turn me over and breed me like I'm a dog, Daddy!"

Something about those words went right through me. I pulled out and flipped the boy on his face. He raised his ass up and buried his face in the pillow. He knew what he wanted, the little whore, and he was about to get it!

I lubed up again and penetrated him from behind. I watched my fat, swollen Daddy dick disappear inside his hole, which was now spread wide open, swollen and red from all the deep fucking we had done.

Far from being done, Hayden rocked back and forth meeting my every thrust. He squeezed my cock and milked it, sending waves of pleasure through me that started me on the inevitable path toward cumming again. At the same time, I watched him reach underneath to find his cock again. He feverishly jacked himself, which I though was a little odd since he had just cum five minutes before.

But as my train was nearing the station, the boy's train was nearing his. He rocked his hips even more and squeezed so hard it almost felt like my cock was caught in a ringer. Then I felt his ass contracting in yet another powerful orgasm rocked him. That set me off. I watched as my big dick pulsed and delivered its payload right into the boy's willing hole.

We both collapsed on the bed, me on top of him with my pecker still buried in him. We were sweaty and reeked of sex, but neither one of us cared. Finally, I pulled out of him and rolled him on his side against me. He was the little spoon to my big spoon. We laid like that for the longest time, finally drifting off to a deep sleep.

I woke up to the sound of water running in the shower a few steps from the bed. I got up and a string of cum oozed from my cock and fell on my leg. I stepped into see Hayden in my shower, more glorious than ever. His perfect, boyish form and that delicious round ass. I gave my cock a squeeze and knew that round three was probably in my future.

Next: Chapter 2


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