I'm a salesman who spends a lot of time on the road. One night I was traveling through Oklahoma when I needed to stop for the night. I checked into a cheap motel and decided to visit a country bar across the road. I took off my coat and tie and just walked across the highway wearing a short-sleeve button down, my gray polyester slacks, dark socks, and dress shoes. When I was on the road, I was used to going to dives and getting a beer or two. I was also on the prowl for cock once in awhile. At home, I had a steady partner, but the road can be lonely. We had a deal and so I occasionally looked for a blowjob or a quick screw. My name is Harry and I'm 52. I am about 5'9, 165 pounds with salt and pepper hair and clean-shaven. I'm an average guy in the equipment area, about 6 and a half inches uncut with a fairly good-sized set of nuts.
I entered the bar and saw a few men hanging around shooting pool and two cowboys at the bar. I eased onto a stool near the two old cowboys and ordered a draft. I minded my own business, but quietly eyed the men around the bar. My gaydar didn't pick up any vibes so I contented myself with drinking a few beers and listening to the usual redneck chatter around the bar. I slowly began to notice the two older cowboys to my right. Every so often, I would catch one of them eyeing me over. First, I figured they were just eyeing a stranger, but soon something started to make me wonder if they were checking me out. I went to the mensroom to take a leak. I figured if one was interested in me he would follow me in. I stood at the trough urinal and let loose a beer. I waited a bit longer than I needed, quietly hoping one would come in. I worked my tight foreskin back and forth a few times to milk out the last bit of piss, but tucked it back into my briefs when no one came in.
I eased back to the bar and oddly, the two cowboys introduced themselves. Darryl was about 55 or so with a black cowboy hat, grayish hair around his ears, a nice thin moustache, with a slightly worn face. Piercing gray eyes darted over a nice grin. He was wearing cowboy boots, faded jeans, a county style button down shirt with the top two buttons open. Through the open shirt, I saw a nice carpet of black and gray hairs sticking out. He was a bit shorter than me at 5'7 with a thin build, but fairly strong arms. Milburn was a mite bit older at around 61 or 62. He was a taller man, maybe 6'2 or 6'3 about 195 pounds. He wore a faded gray cowboy hat with a nice short sleeve shirt and worn, but crisp blue jeans. His face had some wind lines and his eyes were a deep brown. His silver hair that just showed under the hat brim had my cock starting to stir. I had always been attracted to older men. Something about their maturity just fires up my cock. Older men know how to use a cock and how to treat one right. These younger fellas are somewhat obnoxious and they cum in 2 minutes and that's it. An older man knows how to hold his cum and how to make you pop like a cork when they want you to. If these two cowboys wanted me, they had me as soon as they asked.
We chatted for a while and I bought them some beers. I tried to scope out their crotches, but the bar prevented it. Finally, I had to piss again and said so. Darryl said he needed to piss too and off we went. My heart began to beat quicker as I knew I would get a good look at this man's cock. I told my dick to stay down and behave. As we went up to the urinal, I fished my cock out over the elastic waistband of my Fruit of the Looms. I started to piss and eased a glance over at Darryl. His cock was poking out over his fingers and I grinned as I saw him ease back his foreskin. I love an uncut cock; the way a cock ought to be. My daddy wouldn't let the docs cut mine and he damn near had to punch the doc out to stop him. Daddy always told me men have no right to mess with the way God made a man. I couldn't agree more. An intact cock is fun to play with and great as hell to suck and take deep inside. I love to suck uncut cocks and play with all that extra skin.
As my thoughts wandered, I forgot to stop looking at Darryl's cherry red knob sticking out from his partially retracted foreskin. He asked if I liked what I saw. I damn near pissed all over the wall trying to act like I hadn't been looking. He just laughed loudly and said quietly that Milburn and him had been eyeing me all night for some fun if I was interested. I gulped and nodded quickly as I noticed my cock beginning to grow in my hand. I shook it off and snapped my briefs back up over it. Darryl finished up and we headed back to the bar. Darryl nodded at Milburn who promptly suggested it was time to head home. As we left the bar, they joined me in crossing the road to the motel room. Once inside, I nervously waited for them to make the first move. I had never been with two men before and didn't want to appear to eager. Milburn, being the eldest, quietly took charge.
He asked me if I would be kind enough to help them out of their clothes. I smiled and quickly commenced to stripping them one at a time. I set Darryl's clothes neatly on the dresser until he was down to his Hanes white briefs. Nothing sexier than a man in his tight, white underpants. I ran my hands through his thick chest hair as we kissed deeply on the lips. His tongue and mine intertwined as I ran my hands up his back and down to his cotton-covered butt cheeks. They were firm and I had to tear myself away. I knelt down and run my fingers under his waistband. His cock made a nice protrusion over a nice outline of this substantial scrotum. I couldn't wait any longer and eased the elastic waistband down slowly. His penis sprung out in a steadily growing erection. His foreskin covered his helmet, but his cock grew straight towards me. His balls flopped down and hung somewhat loosely in his hairy nut sac. His balls looked a bit bigger and heavier than mine. I could only guess as to how much cum those balls had in them, but I wanted it in me one way or the other. I pumped his cock gently with my right hand while palming his plump balls. I eased back his foreskin until his cherry red knob popped out into the warm hotel room. A drop of clear precum seeped out of the slit and drooled to the floor. Darryl groaned as I gently masturbated him to a full 7-inch hard-on. His cock pulsed in my hand and I think he was a bit upset when I let go to strip his older cowboy friend of his clothes.
Stripping Milburn was even more fun. I did the same strip routine until the older gent was down to his BVDs. I twirled my fingers through the line of hair on his belly down to the black-lined waistband. I swallowed a bit hard as I saw the prominent shape of a rather large penis hiding behind the bright white cotton. I gave in and yanked down the old cowboys briefs. Milburn's cock sprung straight into my face and the tip poked me in the nose; leaving a small drop of his precum on my face. Milburn was one hung cowboy. I had dreamed of an older man with a cock like this for years. I used both hands to grab hold and marveled at his length. He was a good 8 or 8 and a half inches long. My own cock was painfully trying to get hard in my tight jockeys. I could feel my precum oozing into my Fruit of the Looms and spreading across my gray slacks. I felt Darryl start to unbutton my shirt as I worshiped Milburn's big penis. I had to uncap his purple knob from the last bit of his thick, loose foreskin. It bunched up behind the knob as I ran my fingers down the thick vein underneath. His penis stood slightly above parallel and was a beautiful flesh color. A thick vein ran across the top and I groaned at his heavy ball sac. His scrotum was a fair bit bigger than Darryl's or mine. Darryl was a lucky man indeed if he got a chance at the quart of cum that surely was inside the old cowboys nuts.
I sucked the purple plum into my mouth and gave head for all I was worth. Milburn was very sensitive to my tongue working under and around his foreskin, corona, and vein. He moaned in ecstasy as I swallowed a good five inches of his cock into my throat. He pushed my head back and Darryl eased me onto the bed. The two older cowboys stripped me like a pack animal. Soon, I was on my back as the older men stared at my body clad only in my Fruit of the Looms. My cock was pushing straight up and had begun to lift my waistband away from my hairy belly. I had already leaked enough precum to wet the better part of the front panel of my briefs. Milburn reached in from the foot of the bed and carefully lifted the waistband up over my cock so as not to bend it. My cock stood proudly erect with my foreskin partially retracted. I have a lot of foreskin; so even erect some of it hangs over the tip. Only when I'm fucking does it unrolls all the way back.
Then, both cowboys eased onto me. Darryl sank his stiff pecker into my mouth with his balls resting on my chin and throat. I felt Milburn swallow my cock like it was water. I strained at the wet warmth of his cowboy mouth. He slowly worked my cock over from stem to stern with his tongue and began to take my balls into his mouth until they were soaked in saliva. I licked Darryl's cock voraciously and lapped up his precum. He fed me his hard-on over and over until I had to beg for some air. Milburn asked if I liked to get fucked and I hurriedly nodded. I rolled of the bed just long enough to retrieve some condoms and some lube from my travel bag. The old cowboys whooped it up a bit at that and I laid back on the bed. As Darryl unrolled a white condom down his 7 inches, Milburn began working lube and his long index finger up my rear end. I pulled up my legs to my chest and soon two fingers were loosening up my sphincter.
I held my breath in anticipation as Darryl climbed between my legs and lined up his condom covered cock knob with my opening. Milburn straddled my head and held my legs back. I used my tongue to lick his ample balls and the occasional strand of precum that oozed from his semi-hard penis. I felt Darryl's round knob press against my opening. I jerked a bit as the old cowboy punched it right past my sphincter. I let out a deep breath as Milburn quietly talked to me and told me to relax. I quit tensing up and soon Darryl began to burrow more cock inside me. I concentrated on sucking Milburn until his cock was hard enough that it wouldn't bend down anymore. I moaned loudly when Darryl finished putting all seven inches of his penis inside my tunnel. I could feel a nice set of hairy balls on my ass cheeks.
Darryl began to slowly pump that nice round shaft of his in and out. The bed began to creak and the headboard began to thump quietly. I didn't give a damn if the President was next door hearing it. I was getting fucked by a handsome cowboy and I loved it. After about five minutes, Darryl began to get some leverage and fuck me harder. My sphincter had relaxed and my hot tunnel eagerly welcomed the cock penetrating deep each thrust. Sweat was forming on Darryl's face and chest as my body was coated with a fine sheen of sweat. Milburn moved beside me and grabbed his hard piece of old cowboy cock. He began to rub my mouth and I opened gladly. I sucked hard on his cock as my ass was getting pounded. My own penis was flopping against my belly; hard as granite. I had small streams of precum crisscrossing my hairy belly from all the pressure on my prostrate. Boy, nothing like that feeling huh? I wasn't worried about cumming because I never came while getting fucked.
Darryl had been shoving that hot column of flesh for a solid 15 minutes when Milburn told him to hurry up and shoot, so he could take a ride on me. I was thrilled and terrified at the prospect of Milburn's bull cock plowing into me, but damn I wanted it bad too. Darryl really started working his cock in and out fast as he could. The whole bed shook as he drove into my tender, hot back door. I knew he was getting close to cumming because involuntary grunts began to emerge from his throat. Suddenly, he sat back on his haunches and all seven inches of cock popped from my ass. I yelped at the sudden loss of his perfectly shaped cock. Milburn eased my legs alongside Darryl as Darryl frantically pulled the condom from his penis. Darryl reared up on his knees and stroked his fat cock rapidly. In just a few seconds, he gasped that he was cumming. I looked down to see the first strand of thick white sperm jet from his slit onto my belly. Another strand of cum splattered out as the old cowboy really pumped his cock hard. Three more spurts of cum, each thick and creamy landed on my belly or groin. The last one drooled out onto the shaft of my still hard cock. The older cowboy kept stroking his foreskin up over the knob to get the last drops of cum out. His breath came in ragged gasps and pants. Soon, his cock began to shrink and hide under his foreskin. He laid down heavily on his side next to me.
Milburn patted Darryl on the head and complimented him on a solid screw and a nice good cum. I couldn't agree more! I then watched as Milburn worked to get a rubber down over his cock. His purplish knob had a lot of girth and he had to snap the rubber over it and then I gulped as the condom spread wide over his thick member. The rubber stopped near the base of his ample shaft and I cautiously pulled my knees to my chest. I didn't care anymore. I needed his big, old cowboy cock up my back door right now. He grinned and politely laid on top of me. He carefully put his thick mushroom against my pucker and looked down at me. He told me to hang on and then just pummeled his big pecker deep into my ass. I clutched at his shoulders as his shaft filled my ass and stretched my sphincter. I bit hard on my lip and stifled a pleasurable scream into his chest. He just quietly held himself deep inside as tremors went through my body. I was one with his big cock and I wanted all the cum he could give me. Then next 10 minutes of my life were unsurpassable. His big shaft of flesh drilled into me like he was trying for oil.
I began to accommodate his girth and loved the sound of his fat balls slapping my upturned ass. His scrotum tapping my cheeks kept time with his deep, steady thrusts. Milburn knew how to use his big penis to give me the ride of my life. He seemed completely at ease for 10 minutes until he began to really batter my back door. He wanted to cum and I was the one who was going to give it to him. I moaned, groaned and enjoyed every minute of his pounding. I didn't want him to stop. Soon, I felt a familiar sensation in my balls, which were getting stimulated and pounded by his ever-thrusting belly. I told Milburn I thought I was going to cum. He smiled politely through lustful eyes and sweat dripping off his brow. The old cowboy just leaned back a bit and the big mushroom of his cock began to pop my prostrate with every stroke. I didn't even have to stroke my penis as I felt a big orgasm sear through my shaft. Milburn quit thrusting and looked down at my groin. My first shot of cum pumped onto my chest and the next 5 joined the gooey white mess on my belly and groin from Darryl's substantial sperm load from earlier. Milburn looked quite pleased as he noticed the look of euphoria on my face.
I felt like I had cum all the sperm from both of my testicles. My chest heaved and the stars began to clear from my eyes. I realized Milburn's 8 inches of cowboy cock were still buried in my clenching rear end. He nodded and resumed the steady stroke of his mature cock. He screwed me and my back door for another 20 minutes solid. I couldn't wait to see this old cowboy unload his sperm into or onto me. Darryl got up and moved behind Milburn and I saw Milburn raised up a bit but keep on stroking. Darryl had inserted a finger in Milburn's back door and was massaging his ass. Within a minute, Milburn was pounding me so hard the bed shook violently and the headboard sounded like a drum. Darryl retreated and Milburn yanked his big cock out of my tunnel causing me to groan with a sense of loss. The condom came rolling off and the old cowboy short stroked that big stud penis of his until his cock erupted like a geyser.
Rope after white rope of cum pumped out of his fat mushroom. I counted 8 strands of cum hitting my chest and belly before he started to tail off. I was covered in lines of cum as I watched Milburn squeeze every ounce of cum from his withering meat. Best night of my life.