Meeting My Stepdad's Brother

I woke up late morning the next day to the sound of Tommy typing away at his laptop.

"Good morning. Why are you so busy?" I asked.

"Morning. Stupid work! My office called me about ten minutes ago. Some issue with the program I just created for the project one of our clients is working on, so I've had to interrupt my vacation for this," he huffed, obviously frustrated.

"That sucks. Well, I'm gonna make us some breakfast/lunch. Once your work is done, we can go tour the town. Geoff should have left us his truck again today."

"Sure," Tommy chimed. "After all, we didn't get a chance to do that yesterday."

"Only because you wanted to stay and fuck again," I reminded. "We ended up having to air out in here a second time!"

"Hehe, yeah, sorry about that," Tommy snickered. "I hope breakfast is good."

I fixed us a fruit salad; egg whites omelet with onion, bell pepper and spinach; whole wheat toast spread with butter and drizzled with honey, and hot black coffee. Delicious! I brought it down to my basement bedroom. Tommy was still tapping away, sighing occasionally.

"Something wrong?" I asked, as I handed him his plate and set his coffee down nearby.

"Our client is an idiot. . .well, his workers are anyways. There's nothing wrong with the program. They just are too dumb to use it efficiently. Considering the project is in its final stages, I'm gonna have to do an impromptu training session online for these bozos! I don't think I'll be able to come with you to tour the town. Sorry, CJ."

"Don't worry about it. Work is work. Besides, we have the rest of the week or weekend," I assured him, although I could not hide my disappointment. I really had wanted to show him around. Our town wasn't huge but I was still proud of it. It was full of that small town charm and had a unique history.

I finished my shower and checked on Tommy again. He too had showered and was dressed as he began his online training session. I could see the many faces of the client's employees on his screen. I signaled that I was heading out and he gave me a thumbs before returning his focus to the screen.

I arrived in the town center and parked the truck along the wide avenue that was Main Street. I got out and looked around. The place was just as nice as I recalled. Southern antebellum carpentry surrounded a few major stone works of a much older, colonial era, Spanish-style. The hacienda-style Mayoral manor contrasted the antebellum-style mansion-turned-courthouse across the street. Trees lined every walkway, and the ancient Georgian-style fountain dominated the town square.

Not sure where to start my re-exploration of town, I decided to head into the bar, grab a drink and get a few ideas. Jim's Olde Bar was just as familiar as the rest of town. It had a dark interior and the sweet stink of cigar smoke. I recalled the first drink me and Freddy had was at Jim's. Of course, we had been a bit young at just eighteen but old Jim sure didn't mind.

"Why if it isn't CJ Caldwell! Boy, where you been?" Jim greeted.

"Hey, Jim! How's it going?"

Jim was an older white man, in his late fifties with a thick beard and long hair tied back in a ponytail; all of it more salt than pepper. He was tall; six-foot-four, and while he'd gained some paunch, he maintained vestiges of the athletic physique he'd had in the various photos of his college football years hung around the walls of the establishment. This Jim, however, wasn't old Jim. He was Jim Jr., the late great old Jim's son. He was a good man though, like his father, and had continued his dad's tradition of sneaking eighteen year-old boys their first beer or shot of whiskey. It helped that unlike his fully hetero dad, Jim Jr. was bisexual, and more than once I'd snuck upstairs and had a good time exchanging blowjobs and riding his fat dick.

"So, how long you back in town for?" Jim asked.

"Two months vacation. Already been a week so I got a lot more time to go," I replied, then took a sip of beer.

"Nice. Bet that big city life has you exhausted, huh?"

"You have no idea. It has its upside too though. Lots of opportunities; exotic entertainments and foods, and of course lots of exotic men," I smirked.

"Mmm, I can imagine. Had me a jaunt down to Texas a few years ago; pounded some hot Mexican tail. Never fucked a Latino guy before but it was pretty sweet. I plan to go again sometime later this year."

"Nice. You should come to NYC sometime, stay at my place for a week; try out some Dominican, Puerto Rican and Jamaican ass. Real nice! And of course, you'll have mine to fuck whenever you want."

"I might just take you up on that, CJ, but for now," he smirked, kneading his crotch, "how about I take you upstairs, for old times sake."

Despite his age, Jim Jr. was still a handsome man. My dick was already hard as I flipped the sign on the door to 'closed for lunch' and turned the lock. I met Jim at the bottom of the stairs and he ushered me in front of him. His hand groped my ass while I climbed the stairs. the upstairs portion was a simple small apartment loft with a tiny bathroom, kitchenette and the bedroom/living space with a lone queen-sized bed; all of the rooms separated by mobile room dividers, save for the bathroom which had its own compartment with a frosted glass door.

"I missed this ass," Jim whispered as he held me from behind and grinded his cock against my ass. I pushed back on it, savoring its warm and hardness on my butt. I reached back and groped the thick outline and Jim moaned.

"Damn, Jim! Lemme taste that!" I hissed, turning and dropping to my knees. I opened his jeans and his hard cock popped free: a thick nine inches that curved upward; a small torpedo head with a shaft that thickened significantly toward the base. "Fuck!"

I sank my lips down around the pink top and Jim moaned. I ran my tongue around the head and tasted his thick slimy precum. It was delicious. I got his cock wet, using lots of spit that dripped from my lips. I slurped and sucked, and took more of his cock into my mouth until I let it push into my throat.

"Argh fuck!" he barked.

He caressed my scalp as I swirled my head on his thick cock. My jaw ached the more I buried my nose in his musty bushy pubes, wedging my mouth around the wide throbbing base of his shaft. I loved it though. I loved the smell of his pubes and balls. I loved the tickle of his rough hairs against my nostrils and lips. I loved how his cock stretched my gullet. My nearly ten inches of dark-brown dick stood rock-hard once I'd fished it from my jeans; dribbling precum onto the floor as I continued slobbering on his rod.

"Ooooh yeah, CJ! Get that dick fucking wet! You know I'm going in your sweet ass next!"

I sucked him for a few more minutes, until his hairy pink balls were soaked and dripping my spit. Jim pulled me to my feet and kissed me. Then, he shoved me forward onto the bed, on all fours. He yanked my jeans down and off, along with my sneakers. It was easy since I wore no socks nor underwear. He chuckled as he caressed and spread my brown ass-cheeks. I moaned, relishing his big rough hands on my skin. He parted my cheeks then sank his hairy face and wet tongue up my ass.

"Ohhhhhhh fuck yeah, Jim!" I hissed. "Oh fuck!"

"Mmmm hmm!" he moaned, snaking his tongue deeper up my chute.

No doubt it was easy. Tommy had kept me well-stretched. Still, Jim loved eating ass, and soon I could feel how wet and sticky my ass was with his spit. He stood and kissed the small bullet-shaped head of his cock to my loose pouted hole and pushed in. I moaned, arching my back as his dick thickened and stretched my hole as he pushed in to the root. I grunted once he bottomed out; his girth spreading my chute in all directions to its limit.

"Fuck yeah! Just as hot and nice as I remember," Jim mumbled. He had paused, allowing me to savor his cock in me again. His cock jerked and he started to fuck, with slow sawing in and out.

"Ah yeah, Jim! Ah fuck! That's so good!" I purred, rocking back in time with his inward stroke.

God, it did feel good! That familiar upward curved dong rubbing along my insides, filling my chute and coercing my hole into submission. I rocked back on his cock faster and Jim held still, allowing me to fuck myself on his fat cock. I slapped my ass against his crotch. His balls smacked my taint and I forced his cock into my second hole.

"Oh shit!" he barked, shuddering as I paused and my asshole flexed like crazy. I couldn't control it either, and my entire body shivered. "Damn!"

Jim grabbed my waist and resumed the fuck. He stabbed balls-deep with every controlled stroke. I grunted with the impacts. He was so damned deep in me. He had me opened so wide. My cock was so hard it hurt. I felt like I was eighteen again, being taken by him for the first time. Waves of pleasure washed over me and I could not help but moan out loud.

"Fuck me, Jim! Harder! Pound me! I wanna feel you hammer my insides. I want your cum!" I begged. Jim chuckled and obliged. "Oh shit!"

Jim pounded me alright. That old man slammed his cock up my guts hard and fast. I gripped the sheet, eventually flopping face-down and ass-up. Jim too advantage. He kicked off his jeans and clambered over me. His balls slapped my taint as he slammed straight down in my guts from his squatted position above me. I bit into the sheets and howled my joy. I could visualize how Jim's massively thick white inches stretched my dark-brown chute; his pink hairy balls smacking my own; his hairy asshole pulsing as he grunted and whispered that he was close.

"Yeah, Jim! Give it to me," I whimpered; the bed rocking as he pounded me to orgasm.

"Oh fuck! Oh fuck, here it comes. . .Shhhhhhhit! Uuuuuurgh! Uuurgh fuck shit fuck!"

I groaned as Jim's cock pulsed and his warm cum flooded my guts. I bit into the sheets, huffing as Jim slumped forward on top of me, panting heavily. He churned his cock round inside me and I knew he wanted a second round in my ass. Jim was older than me; older than even Geoff, but he fucked like a randy twenty-five year-old. He pulled out of me, yanked my legs from under me and hauled my lower half off the edge of the bed. Bent over the bed like that, I cooed as his thick dick slithered back up inside me. He grabbed me by the waist and started hammering my guts all over again.

"Yes, Jim! Yes! Yes! Yeeesssss! Oh God yes! Fuck me!" I wailed.

Pleasure filled every cell of my body and I babbled incoherently as Jim hammered my cock-and-cum-hungry ass to oblivion. I loved every inch and every moment of it! My eyes rolled up in my head. Jim's skin smacked mine. His cock drove deeper and my asshole ached and quivered from the force and friction. I bit into the mattress beneath the sheet as my asshole seared with heat and Jim went into overdrive. His fingers dug into my waist. His cock hit even harder into my depths and sweat beaded my brow as I endured the brutal ass-pounding until Jim finally came.

"UUUUURRRRRGGGHH! UUURRGGGHHHRRRHHHH! UUURRRMMMM! MMMM HMM!"

"Shit! Shit! Shit" I gasped.

His cock swelled so huge inside me; it pulsed so hard, and I felt him flood my guts. My cock jerked and I exploded cum all over the sheets. It happened so suddenly, and my entire body quivered like jelly as my knees gave way but Jim held me up. Jim stayed inside me for a while then slowly pulled out. He smacked my ass and I whimpered. I felt his warm cum dribble from my loose pouted hole; trickle down my balls and splatter onto the floor between my legs.

"When you've recovered, come back down and I'll fix you a stiff drink," he said, pulling up his pants and making his way back downstairs.

"Yes, Sir," I breathed, slumped half over the bed, half on the floor; basking in the afterglow of having been brutally fucked to orgasm.