My boss JT pulled up toward the end of the day to find me shirtless, sweaty and tired. He’s left me at a job doing some work by myself in the middle of nowhere while he took care of some stuff. He was also shirtless as he greeted me. “How was it?” He asked. “Good, boss,” I said wiping sweat from my forehead. “Finished everything up.” He opened his door and swung his feet out the door exposing his bare legs. He leaned back as I noticed he was only wearing a blue speedo-looking thing. I was speechless as I looked him over. “You did a good job, Ross,” he said as he held his chin like he was thinking. “I think it’s time you got a raise,” he said. I smiled and asked, “really?” JT nodded and said, “yeah, man. You’re the best worker I’ve got. And you’re not bad to look at,” he added as he reached down and cupped his cock and balls through the speedo. I watched in amazement because nothing like this has ever happened to me. “Thanks,” I said unsure of how to respond. JT got out of the truck and stood in front of me as I caught a quick glimpse of his growing bulge up close. He turned and headed to the back of the SUV and opened the door on the very back as I realized he was actually wearing a thong. His big ass looked good and I felt my cock stir even more in my jock strap and jeans. JT waved me to the back with him, so I walked to him and stood waiting for his question or instructions. He didn’t say anything and instead looked me over and the reached out and played with my sweaty nipple and hairy chest. I was frozen as my boss felt me up. his hand moved down my abs and down the front of my jeans as his hand cupped my cock over my jock. It made my growing boner hard as a rock. JT looked me in the eyes as he unbuttoned my jeans and pulled them down my legs to rest on top of my boots. He smiled as he slowly stood and looked over the front of my exposed body. My cock tented the front pouch of my old, flimsy jock as he stood eye to eye with me and then leaned in for a sloppy kiss. His tongue moved around my mouth as mine joined his in pure ecstasy. JT pulled away from our kiss as his hands moved to my waist and held me close. “You want to fuck my hole?” He whispered. I nodded yes before he began kissing me again. I moved my hands down and held his bare ass cheeks as we made out. His low moans were turning me on even more. He smelled amazing as we both dripped sweat in the heat. I broke away from the kiss and smiled at JT before walking behind him and pushing him toward the back of the SUV. He leaned against the back and bent down knowing I was about to lick his sweaty, hairy hole. He moaned again as I stuck out my tongue and licked across his hole before pushing it in. The taste was amazing as my cock began leaking pre cum against the front of my jock. I let the material of the thong go back over his hole before pulling it off completely. He held the truck as he stepped out of them and arched his back bending down even further. “Eat my ass, Ross,” he said quietly as I began to work my tongue back in his manly hole. I needed to get my cock in his ass and shoot my load but I was lost in a haze of how awesome his ass tasted. I finally stood and pulled my jock pouch to the side before jamming my cock up his chute without conversation. My throbbing cock was fucking his hole hard as he moaned louder and louder. I held his waist tight as I drilled his pussy. “Fuck yeah, man,” I said as a truck pulled down the gravel road. We both turned quickly to see a man in a truck pull up next to us. We couldn’t move and stood frozen with my dick deep in his ass. The handsome man opened the door, got out and walked to us. “You guys are fucking on the job,” he stated with a blank face. “Mr. Heard, I‘m so sorry, we …” JT tried to explain but the man stopped him. “Let me fuck him,” he said to me as he began unbuckling his jeans and pulled out his massive hard cock. I pulled my cock out of JT’s ass as the man pushed past me and slammed His dick deep in my boss. “Sit in my truck until I’m done with him,” the man instructed as he pointed to his truck. I
pulled up my jock strap and jeans and watched from the man’s truck as he drilled my boss hard for 20 minutes. When he was done, he pulled up his jeans and walked to me. “I want you both off my property,” he said as he got in his truck and then drove away. I walked to JT and handed him his thong off the ground. We both got dressed and in his truck without a word. He drove me to my house to drop me off, but I invited him in for a beer and fucked my cum into his ass on top of what the other man had deposited
This handsome guy next to me in line at the bar struck up a conversation about how long it was taking to get a drink. I agreed and before I knew it we were taking a shot together. He told me his name is Reese and he is in the military at the local base and was there with a couple of buddies. I told him I was visiting town with a few friends and randomly found this bar to go to. “I’m Travis,” I said as we shook hands. We introduced all of our friends to each other and were soon talking and drinking together as a group. As the hours of drinking continued, my two friends decided to head back to our hotel a block away. “You’re leaving me?” Reese asked with a pouty lip and puppy eyes. “Well, my friends are headed back,” I said returning the sad look. “Stay here with me,” he said as he put his hand on my shoulder. “I’ll walk you back after.” I agreed and told my buddies I was going to stick around. Reese and I took another shot before his friends said they were going to a house party a few blocks away. “Want to go with me?” Reese asked as he put both hands around my waist. I turned to one of his friends who looked at me with a smirk. “Better do what he says,” his buddy said. I agreed and ended up a random house with Reese leading me through the house by the arm. We went out the back door and stood off to the side of the dark backyard as Reese and his buddies took off their shirts in the humid night. Reese playfully held his shirt up to my nose sending a shiver down my spine as I smelled his amazing scent. Out of nowhere, a tequila bottle was handed to Reese who took a swig and held it in front of me. “I’m good man,” I said to Reese as we held eye contact. He didn’t look away as he handed it to his friend. Reese took a step toward me and began to lift up my shirt. I let him lift it over my head as he and his friends looked at my abs and chest. “Damn, Trav,” Reese said. “You’re a hot motherfucker.” I smiled and told Reese thanks as he continued to look me over. “Dude, I gotta piss,” he said close to my ear. “Come with me.” I nodded yes and followed my new friend around the house and away from everyone else. It was really dark where he stopped to piss as I heard his zipper come down. I stood next to him and did the same as we both started pissing our brains out. Reese finished and gave his cock a good shake before turning to me. I looked down to see his big, growing cock hanging out of his unzipped shorts. I gave my cock a shake and turned toward Reese with my cock out. “You have a nice cock, too,” Reese said as he started to stroke his. “You too, stud,” I said with a new confidence from alcohol. “I’m so fucking horny, bro,” Reese said as he now stroked his fully erect cut cock. “Me too, bud,” I said as I followed his lead. Reese leaned forward and held my head as he began making out with me on the side of the house. He pulled me closer as our sweaty chests and cocks touched. We began stroking each other as we made out for anyone who came looking for us to see. “I need that cock, dude,” Reese loudly whispered as he reached back and touched his hole. “Will you fuck me, bro?” He almost whimpered. “I don’t have any lube,” I said sadly. Reese spit into his hand and ran it over his hole. I spit in my hand and began coating my cock. “Give me that cock, man,” he said partly as an order and partly as a question. Reese took a step to the side of the house and leaned against it and bent down sticking his big bubble butt out at me. “Eat my sweaty ass for a second, man,” he said. I eagerly got down and stuck my tongue in Reese’s hot ass. It tasted amazing as I slurped and tongue fucked his tight pink military hole. He squirmed a little and quietly moaned as I ate him out. After a few minutes he mutttered about my cock, so I got on my feet and slipped my cock into his wet pussy and pushed all the way in. Reese was quiet as his ass swallowed my long shaft and my balls rested against his leg. “Fuck me, stud,” he cried out. I began pounding his beefy ass harder and faster as sweat dripped from us both. Reese smelled amazing as I held him tight
from behind as I fucked him. I kissed his thick neck and we kissed a few times here and there. “Your cock feels fucking amazing, babe,” he whispered loudly as I felt my nuts tighten as they readied to empty into his soldier ass. “Give me that dick, boy,” he whimpered as I blasted the biggest nut of my life in this military jock’s tight ass. My cum dripped from his ass and down both of our legs as I continued to fuck him while he furiously jacked his meaty dick. “Fuck yeah, bro. Fuck me. Fuck me,” Reese begged before he fired shot after shot against the brick house and the bushes around us. I held him tight as my cock was still hard in his hot ass. He turned and gave me a kiss before breaking it to say we should get back to the party. “Yeah, man,” I said as I pulled my cock slowly out of his ass and back in my pants. Reese pulled his underwear and shorts up over my massive mess in his hole, butt and all over his legs. “You got me good,” Reese smiled. “That big cock shoots as much cum as it looks like it would. Felt great, man.” We wiped cum on the house and checked each other before returning to the party. An hour later Reese walked me back to my hotel. We made out in the empty parking lot before we exchanged numbers. My friends and I were leaving the next morning, but Reese told me maybe he’s come visit and get more of my cock. Later, babe,” he smiled as he blew me an air kiss and walked into the night. I quickly passed out when I got to my room but woke up that morning to a text from him. “Can’t wait to see you again, Trav. This was special”
“Now this is a man’s butt,” Mr Williams said as he pulled down his flimsy pair of athletic shorts and pawed at his hairy butt cheek. I was over at my parent’s neighbor’s house to help move some furniture around in the living room. Mr Williams was a former football player, so he and I bonded over the years discussing the game. Now 18 and in my senior year of high school, he’d asked if I wanted to make a little money helping him with some projects. It was the first day of working with him, so I was shocked when he answered the door shirtless and in short shorts with clearly no underwear. Mr Williams’ wife had left him years ago, so with no kids and living in that big house by himself, he needed some help. “Hey, Mr Williams,” I greeted him as I mentally photographed his hairy body and beautiful nipples. “Hey, stud,” he smiled. “Come on in and get those clothes off so we can get some work done. “I didn’t bring any shorts or anything,” I said as I looked down at my jeans, boots and puffy jacket. It was freezing outside but I immediately felt the heat in Mr Williams’ house. “Nah, man,” he said. “Just get down to your boxers and we’ll get to work. I keep my house warm, so you’re going to sweat.” I did as I was told and got down to just my jeans. I was undoing the button when I warned, “I’m wearing a jock, so you‘re going to see a whole lot of ass.” That’s when Mr Williams chuckled and pulled down his shorts and told me, “now this is a man’s butt.” My mouth watered and my cock twitched with the site of his sexy round globes. He gave it a light little swat before looking up at me and locking eyes. “You never seen a hairy ass like this?” He asked as I caught myself locked on his beautiful butt. I quickly looked up and answered, “just my dad’s and my coach’s butts.” Mr Williams smiled and asked, “how do they compare to mine?” It was an awkward question but I knew he had been an athlete and was very competitive. “I’d say you and my coach have the best butts,” I laughed. “My dad has a big one but without any hair like me.” I turned to show Me Williams my smooth jock ass. “That’s pretty damn smooth,” he said as he ran his hand across both cheeks. “Your dad is just as smooth, you say?” He asked. “Yes, sir,” I replied. “He says all the guys at the gym are always touching it and making fun of him being a hairless kid.” Mr Williams cupped my right butt cheek and ran a finger lightly over my crack sending a shiver through my body. “Even your hole is hairless?” He asked. I started to feel self conscious now and just replied yes as he drilled his finger in deeper and grazed my hole. “Don’t worry, we’re both athletes here,” he continued, “I’m just curious to see what that looks like.” He knelt down on one knee and pulled my ass cheeks apart as I quickly grabbed a shelf with plants nearby. Mr Williams was so close to my cherry that I could feel his breath across my hole which caused my cock to grow. “Look at that,” he seemed To say to himself as his tongue invaded my hole and started licking it and getting it wet. I began moaning as my parent’s neighbor was eating my ass — something that had only ever been touched by my own finger while masterbating. “Fuck,” I moaned quietly as this former jock pleasured my virgin hole with his mouth and the stubble on his face. He pulled back after a few minutes and asked, “are you hard, son?” I told him I was and he quickly found my cock and wrapped his big hand around it and began stroking while he went back to slobbering on my rosebud. He jerked me off as his tongue actually went inside my hole and made me yell, “fuck!” Mr Williams chuckled into my ass as he kept pleasuring me and eventually asked if I wanted his dick. “Inside me?” I asked looking back at his hot face covered in his spit from devouring my hole. “Yep, it feels even better, bud,” he smiled. “Um, OK,” I said a little unsure. ”I don’t have a condom,” I added. “That’s OK baby,” he said as he stood and bent over my back and whispered in my ear, “I’m on prep and get tested regularly.” I had no idea what prep was but decided I trusted Mr Williams
and wanted his cock deep in my ass. “OK, just go slow,” I said cautiously. “You’re the boss, stud,” he said as a bottle of lube appeared out of nowhere while he stuck some on his hand and began fingering my jock ass. “Oh fuck, yeah,” I whimpered as he got me ready for his dad cock. “I think you’re ready, sport,” he said as I felt his hard cock against my hole. He pushed in slowly as my ass adjusted to the pressure. It hurt like hell for a few minutes while he eased it in, but I eventually began to feel the pleasure build. “Shit that hole is tight,” Mr Williams whispered as he began picking up the pace and was now properly fucking my ass. I pushed back on his cock as he held a hand around my neck and lightly added pressure. “Yeah, man,” I moaned, “Fuck my football jock ass.” Mr Williams was sweating all over me as he kissed my neck and our bodies became one. He was fucking me so hard and fast that neither of us heard my dad. I continued to beg for Mr Williams’ cock and he kept talking dirty to me all while my dad stood in the doorway watching his son get fucked for the first time. Mr Williams warned he was going to cum in my ass and asked if he could breed me. I had no idea what that meant but groaned my approval as I began shooting my jizz all over everything. I was shooting far and wide as I had the best orgasm of my short life. Mr Williams was choking me harder before he erupted deep in my hole and I felt his dad juice coat my insides with a ton of sperm. He tilted my head and began kissing me deeply for a minute until we both came down from our high. “I’m going to take my dick out now,” Mr Williams said as he slowly took it out of my hole. When he was done, we looked at each other and smiled as I gave him a few quick kisses. He told me he was going to get us a towel and we both turned at the same time to see dad standing there
