Just after my twenty-first birthday, I started tending bar a couple nights a week, more for something to do than for the money. In my mind, it was better to be hanging out at the bar making money than hanging out at the bar spending money. I worked Mondays and Tuesdays which were usually pretty slow nights, so I had time to hang out with friends when they came in and still keep up with customers. I also got to know a lot of new people, it was also a good way to meet and flirt with girls.
Randy, an older guy in his mid-fifties, was one of my regulars, he came in almost every Monday and Tuesday night and sat at the same spot at the end of the bar, drinking Wild Turkey on the rocks. I liked Randy almost from the time we met and, despite the difference in our ages, we spent a lot of time talking while I worked and he drank.
Randy was a good-looking guy with dark greying hair, a thick bushy mostly grey mustache, and thoughtful dark eyes. He was a big stocky man, well over six feet, with a slight belly, and enormous hands, toughened by years of working on ranches. It wasn’t unusual to see women flirting, and going home, with him. From what one of the waitresses told me, Randy also had a nice cock and knew how to use it. Apparently, he’d made her see God. Hearing her comments, suddenly changed the way I saw Randy. I’d known for a long time that I was bisexual and had enjoyed the experiences I’d had with a high school friend, but I’d never thought of other men as attractive or saw a man and thought I want him, but now, whenever I talked with Randy, I found myself becoming aroused and wanting him.
Obviously, I knew Randy was straight and nothing would ever happen between us, but that didn’t stop me from thinking about it, stealing glances at the bulge in his tight Wrangler jeans, and feeling myself get semi-hard as I tended bar. I even found myself fantasizing about him as I masturbated. I’d been versatile with my friend, but when it came to Randy, my fantasies were all about having this bigger stronger older man taking control and using me.
It had been three years since I’d been with a man and my yearnings to do it again were already high, these desires for Randy merely sent them into overdrive. I really didn’t know where to go or how to pick up men and I was terrified of what could happen if I approached the wrong man. Home computers weren’t even common at the time so online hookups didn’t even exist yet. I knew of a gay bar in town, but didn’t dare risk being spotted going there. All I could do is go home after a night of chatting with Randy, and stealing glances at his crotch, and stroking myself as I dreamed of him holding my hips and slamming his thick cock into me.
I was working Monday night after the Fourth of July weekend, it was very slow and the waitress went home at around seven and the few other customers were gone by eight, leaving me alone with Randy. We talked and joked for about an hour, I poured him another Wild Turkey and sat next to him at the bar. We continued chatting and as he laughed at one of my jokes, his big hand landed on my thigh. I froze at the unexpected intimate contact, knowing it was just a friendly touch but, wishing it was more. I knew it had just been friendly contact, but my dick didn’t and it instantly began to swell. We continued talking and a few minutes later, Randy’s hand returned to my thigh, this time however, it remained and started lightly rubbing up and down, getting dangerously close to my semi-hard dick.
I knew Randy was straight, but the way he was touching me now, certainly was not. For a minute I wondered if I had somehow drifted off into one of my fantasies and Randy wasn’t actually running his hand up and down my thigh. It seemed like it took forever, but I finally responded to his welcome contact by placing my hand on his thigh and doing the same. My eyes met Randy’s and he leaned in to kiss me as he pulled my hand onto the growing bulge in his jeans.
I kissed him back and stroked him through his tight jeans, feeling a little faint at my fantasy coming true. Randy’s hand left my thigh long enough to undo his belt buckle and open his jeans. My hand was inside fishing his rapidly swelling member out almost before he could get the zipper down. It had been a long time since I’d touched a cock other than my own and I’d almost forgotten how hot and smooth it felt. I hadn’t seen Randy’s cock yet, but I could feel it was thick and now hard as a rock.
Randy stood, leaning down to continue kissing as he undid my jeans and reached in to caress my hard cock and balls. I slid off my barstool and dropped to my knees, unable to wait any longer to taste the hard cock I’d been fantasizing about. Seeing Randy’s cock for the first time, I realized he was uncut, about seven inches long, and thick as a beer can. I licked my lips while stroking the skin back and forth over his wide leaking tip and leaning in to lick his big, low-hanging balls.
“Mmmm that’s good, lick those balls,” Randy moaned, shimmying his jeans lower and widening his stance to give me better access.
Hearing him moan like that caused an erotic shiver to run through me and I opened my mouth wide to suck one of his big nuts as I licked at it. The thought that I was at work and a customer could walk in at any time never entered my mind, the only thing concerning me, was the big hairy balls and hard cock before me. Randy’s thick fingers ran gently through my hair as I mouthed and licked at his scrotum.
“Damn that’s a hot mouth, now let’s see how it feels on my cock,” Randy groaned, pulling back and placing the wet tip of his hard cock on my lips.
I happily licked the tangy cream from the tip before parting my lips and sliding them over the wide flared head and down the thick shaft until it hit the back of my mouth. The taste and feel of a hard cock filling my mouth after such a long time had my own cock drooling precum as I bobbed on Randy’s thick meat. I wanted all of his hard cock deep in my throat. I’d loved deep-throating my friend and his cock was longer, but it had been a long time and Randy was so much thicker, I wasn’t sure that I could. I began sliding my lips up and down his shaft, taking a little more with each stroke.
Randy began moaning as his thick tip began pushing into my throat, making my desire to swallow him even greater. He was so thick, my throat had to stretch every time he slipped in. I increased the speed of my bobbing on his shaft until his entire cock was buried in my throat. Randy gasped as my lips reached the base of his thick cock. I pulled back to the tip of his shaft, took a breath and plunged back down until my nose was buried in his wiry pubic hair. I fondled his heavy balls and held him in my throat as long as I could before pulling off and doing it all again. I began alternating sucking and licking the flared head and swallowing the whole shaft until Randy grabbed my head and pulled back to shoot thick ropes of hot cum over my face as he moaned loudly. Blast after blast landed on my cheeks, nose, and open mouth.
“God damn!” he gasped, pushing the slimy tip of his cock back in my mouth.
I happily slurped the cum off Randy’s withering cock, finally savoring the taste of another man’s cum after going several years without. Randy gazed down upon my cum covered face as I let his now-clean cock slip from between my lips. He wiped his thumb through the slime running down my cheek and pushed it into my mouth.
“You sure know how to suck dick,” he grinned as I sucked his thumb clean.
Wiping more cum from my face, Randy helped me to my feet before pushing it into my mouth, then kissing me so we could pass his cum with our tongues. Randy’s tangy cream coated our tongues as they twisted together bringing me to new heights of passion. Randy’s large hands encompassed the rounded cheeks of my ass, pulling me against him and pressing my hard leaking dick against his spent member. His strong hands squeezed my ass and I felt a thick finger slip into my crack. I moaned into his mouth as it found my puckered entrance.
Randy spun me around and started kissing and nibbling my neck as he held my cock with one hand while gathering more cum from my face with the other. He stroked me slowly and pushed two fingers into my mouth. I sucked and slurped the cum from his fingers greedily and was left wanting when he pulled them from my lips. Soon enough, I felt his thick fingers, wet with my drool, slip between my cheeks and begin teasing my hole. I moaned and pushed my ass out, wanting them inside me. Randy’s rough hand slid slowly over my cock from base to tip as his fingers returned to my mouth to gather more lubricant for my hungry hole. Again, I sucked and licked at his two thick digits while moaning to show my appreciation for what he was doing to me. This time, I wasn’t disappointed when Randy’s fingers left my mouth, I knew where they were going and wanted nothing more at that moment. This time his fingers circled and teased my wet opening before one thick strong digit pushed its way inside. I pushed back, moaning and wanting it deeper.
“Mmmm that’s a nice tight hole you’ve got,” Randy growled, scraping his teeth along my neck.
I rocked my hips back and forth between the large hand gripping my dick and the thick finger stretching my ass, practically trembling with the pleasure I was receiving. I could feel the orgasm building in my loins and concentrated on holding it off as long as possible. I didn’t want this feeling to end, I wanted to find out what else Randy could do to me.
Another thick finger pushed in alongside the first, causing me to groan as I stretched around it. Both fingers pushed in deep and began twisting and wiggling inside me, sending jolts of erotic pleasure through me, causing my body to shudder in bliss. Randy’s fingers began moving faster with his hand on my cock keeping pace. I became a moaning shuddering puppet, controlled entirely by his masterful hands.
“That’s it baby, cum for me. Show me how much you like getting your ass stretched,” his voice rumbled in my ear.
I didn’t know what his fingers were doing inside me, but every time they hit a certain spot deep in my ass, my body convulsed and intense pleasure surged within my body. I reached back to grab his powerful thighs as my legs trembled beneath me, and noises I’d never made before flowed from my gaping mouth.
“Ohhh ohhhh ohhhh uhhh,” I gasped as cum flew from my throbbing cock and my body spasmed uncontrollably with the most powerful orgasm I’d ever experienced.
Randy’s fingers continued working my hole and he maintained his grip on my cock as my orgasm continued in waves, a constant stream of cum dripping from my cock until I could no longer support myself and fell back against his broad chest. His powerful arm held me against him as his lips nuzzled my neck and the hand that had been stroking my cock rose to my lips covered in cum.
“Taste yourself,” he whispered holding his hand to my lips.
Dreamily I licked my own cum from his hand until there was none left. It wasn’t until my breathing slowed and I’d thoroughly licked all of my cum from Randy’s hand that I realized, I was standing naked, in the arms of another man, in the middle of the bar where anyone could walk in on us and may have already done so as I was being jerked off while getting my ass fingered. I jumped and looked around frantically, grabbing for the boxers and jeans puddled around my ankles.
Randy laughed and squeezed my bare ass, “Just remembered where we are huh?”
“Holy shit! What if somebody came in? We’d be in deep shit,” I swore, jerking my pants up.
“Relax, nobody’s come in in hours,” Randy smiled, stuffing his cock back in his boxers. “And that was fun. I want more of that tight ass. Come over to my place Wednesday and we’ll do this right.” He wrapped me in his strong arms and kissed me.
I felt warm and protected in his embrace and never wanted it to end.
“I don’t want to wait that long,” I answered, reaching down to rub him through his jeans.
“Horny little bitch,” he chuckled, squeezing my ass. “You’ll just have to wait, imagine how bad you’ll be wanting it by then. I promise you’ll get all you can handle on Wednesday, so save your energy.” He kissed me again before downing the last of his Wild Turkey and walking out.
I stared after him with my dick already semi hard and thought, there’s no way I can wait til Wednesday. I busied myself wiping down the bar and closing out my till feeling both drained and excited. I’d never experienced such passionate and exciting sex with anyone, man or woman. Something about Randy and the way he’d taken control of my body had brought out previously unknown desires in me and I needed more of that from him.
I slept well that night and woke feeling rejuvenated and amorous. I began stroking my morning wood then decided to hold off and let my desires build until my appointment with Randy the following day. The entire day, people asked why I was in such a good mood and I just smiled in reply, while trying to suppress the inevitable swelling the real answer caused in my jeans. Randy came in and took his usual place at the bar, revealing no sign that anything had changed between us, until he discreetly slipped me a note on his way out.
The note had his address and time he wanted me there. Reading the note made my knees weak and my dick swell. I wasn’t sure I could continue to resist fulfilling my needs until then.
My workday on Wednesday was pure torture, I’d been successful in postponing my sexual release the night before, but it was impossible to focus on anything except what lay in store for me that night and I walked around with a half-hard dick all day. The clock seemed to stop completely as I waited for the day to come to an end. When quitting time finally arrived, I practically sprinted home to get ready.
Somehow, I managed to keep my hands off myself as I showered and dressed, by the time I knocked at Randy’s front door, I was basically a walking erection prepared for an epic release. He answered the door wearing his usual boots, tight Wrangler jeans, and western-style white shirt, looking every bit the strong masculine man he was. He greeted me with a broad smile and welcomed me into his home with a wave of his arm. As the door closed behind me, Randy’s large hand squeezed my ass and he lead me into the living room.
“Have a seat, What’re ya drinkin?” he asked, filling his glass with Wild Turkey.
“Turkey’s fine,” I answered, looking around the tidy room at its comfortable dated furnishings. From the bronze statues of bull and bronc riders to the National Finals Rodeo Posters on the walls, there was no doubt this was the home of a cowboy. In one corner, sat a tooled leather saddle Randy had won for steer wrestling.
“You never mentioned you were a champion steer wrestler,” I said admiring the saddle.
“That was a long time ago, back when I was young and dumb,” Randy chuckled, handing me a Wild Turkey on the rocks. “Come sit down.” He guided me to sit beside him on the sofa.
This felt weird to me. The times I’d been with Phil, we’d just met and got right to having sex, we’d never sat, had drinks and chatted beforehand. I’d expected things would go pretty much the same with Randy, but this felt more like a proper date. Randy sipped his drink and put his arm around me, which felt nice and I moved closer to him, liking the feel of his warm solid body against me. I took a drink and let my hand fall on his thigh. It was nice sitting with him like that as we chatted about his rodeo days, ranching, and our sexual histories. I confessed to having fantasies about him after being told of his sexual prowess. He divulged that he caught me checking out his package and to purposely creating opportunities for me to get a better look.
As we talked, I stroked my hand over his thigh and occasionally his concealed cock. While I enjoyed sitting and chatting with Randy, being so close to him was driving me mad with need and the crotch of my jeans was soaking wet from my cock drooling constantly. Finally, I couldn’t wait any longer and moved my hand to the bulge in his jeans as I turned and started kissing him. He wrapped me in his arms and me made out like horny teenagers, feasting on each other's mouths as we groped one another’s warm body.
“Let’s move this to the bedroom,” Randy said, breaking contact with my lips and pulling me up off the sofa.
He pointed the way and followed me down the hall to his bedroom. As we entered, his big hands slipped under the back of my shirt, around and up over my chest, pulling me back into his solid body. His fingers pinched at my nipples as his hot mouth found my neck, lightly biting and kissing my warm flesh. I ground back against him as I undid my belt and jeans. One large hand slid down my abdomen to push my jeans and boxers to the floor while the other pulled my shirt over my head. Once again, I was totally under Randy’s control, tingling with excitement, and waiting for him do whatever he wanted with my overheated naked body. A hand on my back pushed me to bend over the bed as another slipped between my legs to grip my slick overexcited cock.
“Spread that cute little ass for me, I want to see your tight little hole,”
Immediately, I reached back with both hands and pulled my ass cheeks wide apart for my commanding lover.
“Mmmm ain’t that pretty?” he said, circling his thumb around my twitching hole.
I couldn’t help arching my back and whimpering as he teased me open. When his thumb left, I expected it to return with some lubrication and enter me, instead, I suddenly felt Randy’s hot breath and then his tongue on my rosebud. I gasped at the feel of his wet tongue on my puckered hole. I’d never heard of nor imagined anyone doing such a thing but, I was rapidly becoming a fan of rimming. Randy’s tongue darted over around, up and down, driving me wild, all the while his strong hand stroked the length of my hard dripping cock. He was rapidly turning me into a moaning trembling drooling mess. Then, I felt his tongue pressing at the center of my wet eager hole and wiggling its way into me.
“Ohhhh God yesss,” I gasped as he began fucking me with his hot tongue.
Randy’s hand on my cock managed to keep me right on the verge of orgasm without tipping me over the edge. He was creating sensations in me that I never knew possible. With his slick tongue on my hole and his strong hand on my cock he was turning me into a quivering lump of desire. I pulled my cheeks as wide as I could and pushed back on his relentless tongue, greedy for more of what he was doing to me. His mouth left my ass and travelled up my spine, leaving love bites all the way to my neck.
“Is your tight little hole ready for some real stretching?” he growled, nibbling my ear and slipping a finger deep into my wet hole.
“Yes, please, I need it,” I panted.
“Get up on the bed,” he directed.
I crawled up on the bed, looking back over my shoulder to see Randy standing naked and stroking his thick hard cock. The sight was stunning, the thick nest of graying hair thinned and darkened as it lead down to his slightly rounded belly and his big balls swung freely between thick powerful thighs as his hand stroked the foreskin back and forth over the wide leaking tip of his thick hard cock. He was a mouth-watering bear of a man.
Randy easily flipped me onto my back and crawled over me, stroking my cock and biting my nipples as he moved up until he was straddling my chest and touching his cock to my lips. I slid my hands up and over his chest as I licked the precum from the tip before parting my lips and pulling him into my mouth. Being pinned under him with his thick cock filling my mouth, was thrilling. It felt like that was where I was meant to be. Pleasing him and pleasuring his hard cock.
Randy leaned forward, pushing his cock further into my mouth and throat. I gagged a little at first but, was able to get my reflexes under control and allow him to slip into my throat. He held my head and slowly pumped his hard shaft in and out of my throat. I was powerless to move as he fucked my mouth and enjoying every second of it. I gripped his ass and urged him to go deeper, wanting his entire length down my throat. Tears poured from my eyes as his heavy balls slapped my drool-covered chin. Randy moaned and grunted as his thick meat surged in and out of my stretched throat until he suddenly withdrew and sat back on my chest.
“Mmmm that mouth is good but, you’re not drinking my cum tonight,” he growled, breathing heavily and squeezing his thick member. “Now, turn over.”
Randy moved back so I could roll onto my stomach and present my hungry ass. Cold lube trickled between my spread cheeks and a thick finger began working it into my willing hole. I moaned, lifting my ass as Randy’s slick fingers plunged in and out, preparing my hole for his thick tool. I squeezed my eyes shut and prepared for the initial discomfort of penetration as his flared tip touched my eager opening. Considering the thickness of Randy’s cock and the vast length of time since I had been penetrated, I expected the discomfort to be significant but, Randy took his time easing into me. There was only slight discomfort as I stretched to accommodate his wide flared tip and then his hard shaft was sliding smoothly into me. I moaned quietly at the sensation of being filled again as Randy’s hips pressed against me.
“Oh yeah, that’s a hot tight hole you’ve got,” Randy grunted as he ground his hips against me.
I gasped at the feel of his thick hard shaft shifting inside me and pushed back, taking him even deeper. His big rough hands roamed across my warm flesh as he began sliding his cock slowly in and out of my stretched hole.
I’d only ever experienced the fucking of an eager inexperienced boy, but now, I was being fucked by a man. A man who knew what he was doing, and the feeling was unbelievable. I found myself moaning quietly with each long slow thrust as his fingers found my nipples and began lightly pinching and tugging. With every smooth stroke, I was experiencing sensations I’d never felt before and I hoped they would go on forever.
Randy’s big hand slid down my belly to fondle my cock and balls. As he grasped my cock I realized, I was leaking precum like a fountain.
“Mmmm that big cock is really making you wet,” he grunted, picking up the pace of his thrusts into my backside. “I knew you were a real slut,” he laughed, slamming himself hard into me.
I didn’t immediately realize, the high-pitched noises I was hearing, were coming from me as Randy held my hips in his rough hands and pounded his cock into me hard and fast. I was experiencing feelings I’d never imagined possible. Giving my body to this powerful older sexy man to use as he wished was a lustfully intoxicating experience. One that I wanted to go on, and on. My whole body began to tremble and quake as a steady stream poured from my wildly swinging cock.
My trembling arms gave out and I collapsed onto the mattress below. I felt Randy’s full weight on top of me as he began kissing and nibbling at my neck as his wonderful cock continued pumping slowly into me, grinding my own cock into the soaked bedding beneath.
“Mmmm, that’s such a hot little hole you’ve got. I’m gonna fuck you all night long,” he growled into my ear and continued grinding his cock into me.
I could only moan in response and happily receive his unrelenting thrusts. I thought of the waitress and wondered if she’d had this same experience, pinned under Randy’s warm body his thick solid cock pumping into her. Suddenly, I wasn’t just thinking of her, I was picturing myself as her, moaning away as Randy’s cock plundered my wet pussy. These thoughts set off another full-body orgasm. My fists clenched the sheets and I moaned loudly as my ass gripped the cock impaling me. Randy’s weight lifted off of me and his cock withdrew, leaving me feeling empty and craving its return.
“Hot little bitch,” he said, slapping my quivering ass, then flipping me onto my back. “I knew you’d be a good little slut, but look at all this cum,” he said, running his fingers through the slick cream coating my belly.
Randy pushed his cum coated fingers into my mouth, at the same time, sliding three fingers into my used gaping ass. I spread my legs further, welcoming his thick digits as I moaned and sucked at his thick slimy digits.
“You cum hungry little slut. You like that, don’t you?” he growled, twisting his fingers within my stretched ass.
I moaned my agreement around the thick fingers filling my mouth and sucked even more eagerly.
“Your ass is hungry for cum too, isn’t it? You want me to fuck your hot little ass until I fill it with cum too, don’t you?”
I nodded, reaching for his still hard cock and stroking it.
“Say it. Tell me what you want and I’ll let you have it, slut,” Randy grinned, pumping his fingers in and out of my needy hole.
“Fuck me, please. Fuck my ass and fill me with hot cum,” I begged.
With a devilish smile, Randy lifted my legs onto his broad shoulders and lined his stiff cock up with my hungry waiting hole. Leaning over me and pushing my knees back almost until they touched my chest, he entered me roughly, slamming his full-length home in one rapid thrust. I gasped at the suddenness of his entry and clutched onto his strong arms. His thrusts came hard and fast, causing me to wail and moan as he pounded me into the mattress. He began kissing me as hips continued pumping, slamming his thick shaft into me. My fingertips dug into his biceps as my tongue met his and I moaned into his mouth as the fucking went on.
I felt the tremors of another orgasm begin to build as Randy rose up and drove himself deep into me. His head went back and he grunted loudly, as I felt his cock twitching inside me. His twitching inside me was enough to push me over the edge as well. My whole body shook with the most intense pleasure I had ever felt. As the twitchings of orgasm subsided, Randy stroked his cock slowly in and out a few times before withdrawing and falling on the bed alongside me. His still-warm cum flowed from my used hole, soaking the bed beneath me. I don’t know that I’ve ever felt so satisfied in all my life.
As I lay there beside Randy, my breathing slowly returning to normal, I wasn’t quite sure what had just happened to me, but I was sure, I wanted it to happen again. Though I’d sucked cock and been fucked before, what I had just experienced with Randy was an entirely new experience. I’d never felt the things I had felt with him. I had certainly never cum without any direct stimulation of my dick before, and the orgasms had been so much more intense than ever before. I was both satiated and wanting to do it again.