Jeremy couldn't stop himself from staring at the man at the bar. He was on his third beer, trying to raise the courage to approach that fine specimen of blue-collar manhood he had been lusting after for the past hour and a half. It was a Tuesday night, and the small, dingy bar was dead, but Jeremy couldn't have wished for a better fit to his fantasies-a strapping, salt-of-the-earth buck to take his anal virginity. He'd driven 75 miles from the university, where he was in the anthropology graduate program, and he was determined to make it worthwhile, to at last satisfy the longing that had been with him since the first onset of puberty, a longing that was now making his body tremble with years of suppressed need-the longing to give himself to another man. At 26, he still didn't have much sexual experience; he'd fooled around, but hadn't given himself over yet to what he felt was his deepest, darkest desire. Jeremy's longing to have another man fuck his ass scared him, made him feel ashamed and dirty, but he couldn't deny the fact that his underwear was soaked with precum after abstractly fantasizing about what he'd like this man to do with him. He had to check to make sure it hadn't seeped through his jeans to leave a visible wet spot.
Ralph had noticed the kid looking at him, trying to be sly, but as obvious as could be. He smiled to himself. Cast out the lure and reel 'em in, he thought, and Ralph's lure was particularly irresistible to a guy like Jeremy. Ralph knew that a lot of gay guys fetishized working class men, and he cultivated the look-Ralph worked in IT, but if some guy attracted to him wanted to think he was a construction worker or a trucker, who was he to burst their balloon? In his early 50s, Ralph kept his graying, thinning dark blond hair buzzed, his beard trimmed close. He went to the gym as regularly as he could to build his muscles, enhancing the presumption that his physique was the outcome of some kind of manual labor. Although he was kind of self-conscious about the little bit of a belly he just couldn't seem to lose, the snug-fitting faded denim work shirt Ralph was wearing tonight showed off his powerful upper body to full advantage-as well he knew.
Finishing his beer, Jeremy was buzzed, but still in control of himself. He was aware that his hands were shaking, and his nervousness made his stomach feel like a washing machine in spin cycle. "But it's do or die, old boy, don't be a coward," he said to himself, looking to the man at the bar, hoping that the liquid courage and his horniness would carry him past his nerves. He pushed his chair away from the table and, making sure his erection had subsided enough, stood up.
Ralph knew the kid was working up the guts to approach him. His alter ego, and the almost comic effect it had on other guys, tickled Ralph. The real source of his confidence wasn't something manufactured, though, but something he'd been lucky enough to be born with. In fact, as he'd caught this kid looking at him and taking a nervous swig from his bottle of beer, Ralph felt his confidence growing, inching along his thigh and starting to throb as he thought about what he'd like to do to little Mr. Foureyes over there. The young man was just the kind that really turned Ralph's crank-the shy, hesitant, bookish types that didn't know how sexy they were. And this example was mighty fine-tall and lean, with dark, close-cropped curly hair, awkward but handsome behind his glasses. "Just fucking adorable," Ralph thought, "and adorably fuckable." He adjusted his cap and waited patiently for the kid to get over his bashfulness, already, and make his move.
***
Jeremy's glasses were on the bedside table, next to the rubbers and lube. He had followed Ralph home in his car, and after a couple more beers and awkward small talk, he managed to tell Ralph, with much hesitation and stammering and blushing, that he wanted to try bottoming, but he'd never done it before and was nervous. Ralph finished the beer he'd been working on and felt his cock stir inside his pants. The kid's shyness and embarrassment were getting him excited.
"Tell you what," Ralph said, leaning back against the arm of the sofa on which he and Jeremy were sitting so he could look the boy in the face and gauge his reaction. "You aren't the first guy I've broken in. If you wanna do this, I can take it slow and easy. We can take all night to get you ready, if it's what you need. But understand me on one thing." The tone of Ralph's voice made Jeremy look up from his nervously fidgeting hands. "Once you get me going, you're gonna follow through. You're not gonna tease me up until the point of no return and expect me to back off and be content with a case of blue balls. OK?" "Yeah, OK," Jeremy agreed, with more certitude than he really felt.
Ralph had taken Jeremy to his bed, where they had made out, clumsily at first, but with intensifying heat as their attraction to one another ratcheted up their horniness. Ralph directed Jeremy's trembling hands to unbutton his work shirt and shrugged it off. He'd pulled Jeremy's sweater and undershirt off, and now the younger man lay bare-chested on Ralph's bed, propped up on his elbows to watch as the older man stripped down to his undershorts. Ralph straddled Jeremy and lowered his weight down onto the boy, pressing his growing hard-on into the kid's thigh. He watched as Jeremy's eyes widened. It was time to let the kid see what he had in store.
Ralph raised himself back up on his knees, looming up over Jeremy, stroking his cock through the fabric of his boxer shorts. Slowly, teasingly, he began pulling down his boxers, revealing inch by inch his big surprise. Jeremy stared in awe and apprehension. Even semi-hard, Ralph's uncut cock had to be eight inches and almost as thick around as Jeremy's wrist. A bead of precum caught the bedside light and glistened at the edge of his foreskin.
Hands on his hips, Ralph thrust his pelvis forward towards Jeremy and grinned. "How you like my fat boy, skinny boy?" Ralph's half-erect dick waggled from side to side. He gripped it and smirked, feeling himself getting harder as much from this cute kid's hungry gape as from the glide of his hand up and down his shaft. He got off on that look on men's faces when they saw his cock, that mixture of admiration, envy, lust, wonder, and intimidation. Ralph was proud of his big uncut cock; proud of the power it held over other men. Looking at Jeremy, he yanked his cock downwards, stroking himself slowly and deliberately, as if he was demonstrating to the younger man the proper handling of his hefty tool. With one hand Ralph cupped his balls and pulled his scrotum taught; with the other he gripped near the head, so he could work his foreskin, tugging to cover the head, then pulling it back to reveal the flared, deep maroon, gleaming knob. A silver thread of precum drooled from it onto Jeremy's thigh.
"You wanna touch it?" Ralph asked, already knowing the answer from Jeremy's open-mouthed stare. Jeremy sat up and reached out, carefully taking Ralph's cock in his hand, feeling its heat and weight as it jumped and hardened further. Ralph groaned; the boy's soft, tentative touch sent a shock of aching pleasure up the length of his shaft and into his balls and belly. He reached down, gently squeezing Jeremy's shoulder. "That's a boy." He put his hand over Jeremy's, guiding him to stroke the full length, lingering at the head to catch some of the precum flow, to make it nice and slick.
Jeremy felt himself trembling, hoping that it didn't show. What was he doing here? He remembered the older man's warning that if Jeremy let him get too far, he wouldn't stop. He could tell that Ralph was stronger, and could force himself onto him if he wanted. "Am I making a big mistake?" Jeremy wondered to himself, but his own hard-on, so intense that it felt like it could burst through his jeans, told him he wasn't going anywhere. And in spite of all of Ralph's tough talk, Jeremy felt surprisingly safe; he knew this was the man he wanted to fuck him for the first time.
Still holding Jeremy by the shoulder, Ralph took his cock into his own hand, looking down appreciatively at his meat as he hefted it in his hand. "You like this boy? You want it?" Jeremy did want it, he ached for it, but he was afraid. "I-it's too big," Jeremy stammered. "I don't think I'll be able to take it." Still straddling Jeremy, Ralph lowered his body against the younger man's until Jeremy was once again flat on his back. Ralph laid his palm gently against Jeremy's cheek, but firmly pinned his wrist to the mattress with his other hand. The two men looked at each other.
This boy was a bottom through and through, Ralph could tell, and could also tell he was long overdue to give up his ass and give in to his need. Ralph wanted this boy-he wanted to fuck him six ways till Sunday, fuck him so hard his bones would rattle. But he also wanted to break through his fear. Having taken the anal virginity of quite a few men, Ralph had learned a thing or two about how to go about it. He knew Jeremy was the kind who needed to know who was boss if he was going to get over his apprehension.
