Josh leaned against the wall of the train’s cramped bathroom, trying not to vomit. His reflection in the cracked mirror offered little comfort: tousled sandy blond hair, penetrating blue eyes, and a strong jawline flecked with stubble that somehow still managed to look good. Even in his hungover state, his broad shoulders, tapered waist, and long legs were still enviable, a prominent package easily visible, all wrapped in faded jeans.
The night before was an absolute blur—complete with more kegs than could be counted, sexy girls, and a whole lot of poor decisions. It was excess. It was wild. It was what frat legends are made of. Josh, the pride of the college’s track team, had flaunted his big-man-on-campus status, his killer smile, and his prominent member. His final dollar had gone toward a condom he wasn’t even able to use. He’d passed out.
Now, as the morning sun crept through the train windows, Josh felt like shit and had no ticket and no cash. Normally, he’d bank on the old conductor, Maurice, always giving him a pass with a wink. But Maurice was nowhere to be seen, and in his place was Captain Ronald Jeffries—a six-foot-three slab of military precision in a tight navy uniform, muscles making his shirt and pants look like they were a size too small, with an almost obscene bulge indicating that size was not one of his insecurities. Jeffries was in his early forties, Black, with cropped salt-and-pepper hair, a square jaw, and dark, serious eyes that looked like they took no bullshit.
Josh had caught a glimpse of the conductor inspecting tickets two cars back and knew he was in trouble. He’d already moved twice, switching seats, and finally barricading himself in the bathroom as a last-ditch effort. Josh thought he knew how to charm his way out of anything—but somehow it was clear that this time would be different.
A loud, firm Bang! Bang! Bang! on the door made him jump.
Captain Jeffries shouted, “This is the conductor. Open the goddamn door.”
“Uh… one second, sir,” Josh answered timidly. “I’m, uh—sick. Stomach flu. Real bad.”
“Drop your dick, kid, and open this fucking door. Now!” said Jeffries.
Slowly, Josh unbolted the door and looked out. Standing there, filling the frame like a wall, was Captain Ronald Jeffries, arms folded, steel in his eyes. Josh couldn’t help but instinctively glance at the conductor’s incredible bulge—he was only human.
“You got a ticket?” Jeffries asked, his tone light – almost.
Josh’s throat went dry. He said nothing.
Jeffries’ tilted his head, mock sympathy in his eyes. “Ohhh. . .I see. You don’t.” Then his voice snapped like a whip, “You’ve been sneaking from car to car, haven’t you, son?”
Josh gave a thin, nervous laugh. “Okay, look, I know this looks bad. I usually ride with Maurice—he knows me, he always lets me—”
“Maurice retired,” Jeffries cut in, smiling like he’d won a bet. “Now you’ve got me. And I don’t hand out free rides to freeloading, rich, white boys.”
Josh’s face drained. “I just… ran out of money, sir.”
“You thought you could break the rules and not get caught, didn’t you?” Jeffries’ said slyly.
Josh opened his mouth but nothing came out. Without warning, Jeffries seized Josh by the arm and hoisted him – effortlessly – up and over his shoulder, fireman-style, striding down the narrow aisle to his office, two cars away. He smiled to himself as he could feel Josh’s growing erection on his shoulder.
At the office door, Jeffries dropped Josh into a chair. “Sit, you little shit.” he ordered. Jeffries went behind his desk, his eyes locked on Josh. He didn’t speak—just stared, that same hard look Josh had seen since their first encounter, now sharpened by a thin, curling smile.
“Sir, I’m really sorry,” Josh blurted. “Just let me off at the next stop—I won’t cause you any more trouble.”
“Won’t cause me trouble. . .” Jeffries smile widened. “Boy, you’ve been nothing but trouble since you stepped on my train.”
The conductor’s glare never wavered. Josh’s gaze sank to the floor. “What… what are you going to do with me?”
“Oh, I’ve got options,” Jeffries said, leaning forward as though sharing a secret. “I could share you with the police in Warrensville. . .let them use your little white ass for the weekend.” He watched the blood drain from Josh’s face, then added, “Or. . .” He let the word hang, twisting the silence into a rope.
“Please,” Josh blurted. “Don’t turn me over to the police. My dad will – “
“Kill you?” Jeffries finished for him. “Might save me the trouble.”
Josh’s voice is barely a whisper, “Maurice was my friend. Yeah, he was… cool.”
“Well, now you have me—and I’m not cool.”
“I didn’t mean any harm. Can’t we work something out?” Josh’s voice trembled.
Jeffries just stared, the corners of his mouth twitching upward.
“Turn around in a circle, kid.” Jeffries said. Josh tentatively did what the conductor said.
“Well, you do have a fine, little ass for a white boy,” he said as his smile great bigger. Josh just looked at him with a terrified look on his face.
“You ever been fucked?” he asked.
“No, sir. I’m not gay. I’m not,” Josh assured him.
“Well, that’s good. You’ll be tighter. Boy pussy virgins are a specialty of mine.”
Josh blanched and said nothing.
Then, slowly, he leaned back in his chair. “I’ve got a question for you—and I want you to think very carefully before you answer.”
Josh didn’t move.
“What happens to little boys when they’re bad?” Jeffries asked, smiling wide.
“I’m… not sure what you mean.”
“Oh, I think you do.” Jeffries’ voice softened, almost playful. “When I was your age, my daddy made sure I learned my lessons. He’d send me out to find the biggest switch I could carry… then stripe my backside until it was hot and red.”
“My parents never spanked me…” Josh murmured.
Jeffries’ eyes gleamed. “Well, maybe that explains why you’ve been such a bad, bad boy today.” He let the words sink in, then added softly, “Maybe a little discipline back then would’ve made you a better boy now.”
Josh’s breath hitched. “Please, sir—don’t hurt me.”
Jeffries rose, his movements slow and deliberate, as if giving Josh time to imagine what was coming. “Hurt you? No, son. I’m going to help you.” His eyes glinted as he crossed the room. “Help you remember your place.”
From the wall, he took down a heavy wooden paddle, balancing it lazily in his hand. “See, you’ve got two choices – face your parents and the boys in Warrensville. . .or face me.” Josh, paralyzed, just nodded his head.
The smile that spread across the conductor’s face was pure satisfaction. “Either way. . .you’ll never forget this ride.”
He came around the desk, grabbed Josh’s arm, and yanked him up. Josh’s knees wobbled, but Jeffries didn’t give him time to think. With practiced ease, he sat and pulled Josh over his knee, the paddle’s smooth surface resting lightly against Josh’s side – just long enough for him to feel its weight before the first blow.
The paddle came down the first time and there was a big Smack. Josh jerked and tried to get up from Jeffries’ lap but the conductor held him too tightly for him to get away.
The second smack was even louder. Josh cried out louder this time. Jeffries pushed Josh’s ass down on his lap and laughs. “Do you like this boy?”
Josh screamed, “No!” but Jeffries just kept laughing. “Well, your dick sure says you do.”
The third hit came and then the fourth quickly after. Josh bellowed each time. Jeffries stopped and rubbed Josh’s butt through his jeans, soothing the sting, pushing him back and forth across his lap.
Josh tried so hard not to moan but he couldn’t hold it in. Another slap. Another scream. Another moan. Jeffries raised the paddle and started to swing it down but stopped suddenly.
Josh, preparing for the blow, arched his ass and rubbed it against Jeffries’ lap. The conductor starts pushing Josh’s backside, pushing the boy’s cock against his lap back and forth. “Go ahead, little bitch. You know you want to.”
Josh can’t help it and starts rubbing the front of his pants against Jeffries’ thigh. He starts slowly but he gets faster and faster, until he cries out, as he explodes, red-face and clearly embarrassed. He lies there panting.
“Damn, Joshie. Seems like our little boy made a mess. Get your ass up. Looks like this wasn’t punishment at all.”
Josh slowly stands and has a huge wet spot on the front of his pants, which he tries to hide.
“Now get out of those pants and let me see your little white ass,” Jeffries hissed.
Josh’s throat went dry, and a knot tightened in his stomach. “Please sir, I’m begging you.” he pleaded.
“The boys in Warrenville are waiting,” he said. “It’s up to you.”
Josh froze, clutching the waistband of his jeans as if they were the last barrier between him and humiliation.
Jeffries eyes were on him, waiting, expectant, like a jury certain of the verdict. “Your goddamn jeans are so tight …it’s like you’re begging to get fucked.”
Josh knew there was no way to escape except to peel away the one thing that could retain one small shred of dignity. Josh tentatively unbuttons the snap of his jeans and starts peeling the skin-tight demin to his knees.
“All the way, pussy boy,”
He sat down to untie his gym shoes and pulls his jeans the rest of the way off.
“Well, now what do we have here?” Jeffries laughed. “Do you have wood again?”
Josh cupped both hands to try to cover up his crotch. He couldn’t help it. His cock was so hard it hurt. It tented his underwear severely.
Jeffries chuckled low in his throat, leaning in until his breath warmed Josh’s ear. “Virgin, my ass. The way you’re acting, you’re every inch a little whore.”
A shiver ripped through Josh, part panic, part something he didn’t want to name. His pulse thundered in his ears, each beat making him painfully aware of how close Jeffries was, how the man’s voice seemed to sink beneath his skin.
“You’ve got a pretty big cock for a white boy,” Jeffries comments. “That rod is pretty stiff for someone who tells me they’re not a homo.”
Jeffries motioned to Josh to get the rest of his clothes off. He pulls down his underwear and steps out of them. He tries to cover his crotch with his hands, pressing down on his erection to hide it.
“Move your fucking hands. Throw that underwear over here.”
Jeffries caught them with one hand, pulling them up to his nose.
“Damn boy, you’ve made a terrible mess. Wet, wet pussy, is it?”
Josh slowly lets his hands slide to his sides. Josh looked at the floor, but then he slowly lifted his chin until his eyes met the hard, unyielding lines of Jeffries’s body. He let his gaze travel upward: over the broad plane of the man’s chest beneath the crisp uniform shirt, across the sharp cut of his shoulders, along the strong column of his neck. When his gaze finally locked with Jeffries’s, the air between them felt charged.
“Looks as if little Joshie likes what he sees. Is that true, Joshie?”
Josh says nothing
“You like that big black dick, don’t you, pulsing in my pants?”
Josh just stares at Jeffries dick.
“You like cock, don’t you, boy?
Josh’s jaw clenched hard enough to ache, but the fight was already draining out of him.
“You can touch it if you want. Don’t be scared. I bet you never seen a dick this big.”
Josh’s breathing shifted, slowing just enough to betray him. The subtle surrender was met with a slow, satisfied curl of Jeffries’ smile, like he’d been waiting for this exact moment.
“You can take it out if you want to…go ahead…you want to, don’t you?”
The burn of embarrassment lingered, but his resistance had dissolved. His shoulders slackened, and before he could stop himself, Josh unzips the conductor and reaches deep down into his pants and pulls out his cock. He stares at it. Touches it, amazed at its size and girth.
“It’s so big and hard, sir.” Josh pulls it down and it pops back up and slaps Jeffries shirt.
Josh keeps playing with the head of Jeffries’ cock as it gets bigger and harder. His fingers slide into the precum leaking out the slit at the top of the head and lifts his finger to his mouth.
“Tastes sweet, don’t it, Joshie? It’s all for you.”
Josh continues sucking his finger, licking it to get every drop of cum.
“You wanna suck it, princess?”
The nearness to Jeffries brought a dizzy rush of heat, leaving him trapped in the worst truth of all: he wanted this, and Jeffries knew it.
“I thought you might, Joshie.”
The subtle surrender was met with a slow, satisfied curl of Jeffries’ smile, like he’d been waiting for this exact moment. Josh goes slowly down on his knees, still holding the enormous rod.
Put it in your mouth, Joshie…boys like you always love my big black dick.”
He tentatively licks the head of Jeffries’ pole, tasting the precum, coming out of the tip and eating it. He licks down the base and then moves his tongue back to the head and starts slowly sucking.
“Fuck, Joshie, now that’s what I’m talking about. You’re a perfect little cock sucker, aren’t you?
Josh slurped and sucked and licked that huge cock. Jeffries grabs the back of Josh’s head and shoves his knob down the boy’s throat, fucking his face.
“You better get this long, fat dick as slick as you can, Joshie. The wetter the better when this big old thing breaks through that tight hole of yours.”
Josh gags with spit dripping out of both sides of his mouth as he tries to get more and more of the head inside. Jeffries pulls his balls out of his zipper and let’s them lay there, hanging out of his pants.
“Well, now, buttercup, these balls ain’t gonna suck themselves.”
Josh smells and tongues the huge orbs that were hanging below that colossal meat and sucked one into his mouth. Sucking. Licking. Tasting. One, then the other.
“That’s right, Joshie, suck those balls. Daddy loves it when his boy sucks on his balls.”
Josh increases his pressure and slurps louder, one after the other. Jeffries suddenly picked Josh up, lifted him over his head - pulling Josh’s ass directly down on top of his face. The conductor held Josh tightly and licked the taint under the boy’s balls and then slurped up to Josh’s asshole. The boy cried out in ecstasy. It was funky. It was hairy. To Jeffries, it smelled like heaven. He stuck his tongue into the boy’s big pucker.
“OH, GOD! OH, GOD!” screamed Josh.
Jeffries starts licking on the boy’s cunt more aggressively, sucking on the sphincter and trying to get his tongue up inside the boy’s ass.
“Ohhhhhhhhh, Sir, keep licking! Ohhhhhh, please don’t stop! “
As suddenly as he lifted Josh up for his rimming, he lowers the boy’s body, bringing him down and places him in his lap. Jeffries gives Josh one big slap on his upraised ass. Josh cries out. But then Jeffries starts rubbing Josh’s red ass. Soothing him. Spitting in the crevice. Touching Josh’s hole and rubbing all around it.
“I bet your little butt is starting to itch too, isn’t it? Jeffries whispers, the words brushing warm against Josh’s lips. “Be a good boy and don’t fight it.”
Shame burned through him, but his body betrays him as before – Josh gets out of Jeffries lap and stands before him, dancing on two feet like a little boy whose butthole itches.
“Climb up on that desk, princess and show J where it itches.”
A slow shiver works its way down Josh’s spine. He slowly moves to the desk, pulls his legs into the air and opens his hole for Jeffries.
With a slow satisfied smile, the conductor teases, “Look at your pretty pussy…open that hole for ole J…show me where you ARE going to take every inch of this cock,” shaking the huge pole at Josh. Josh’s pulse thundered so loud it drowned out the clatter of the train. He knew what Jeffries wanted - felt it in the way the man’s gaze held him. He nodded his head. He wanted it. too. He couldn’t help it.
“Lick your dirty little fingers, princess,” commands Jeffries, “And open up that cunt for me.”
Staring at Jeffries with an intensity he’d never shown, he puts two fingers in his mouth. He sucked them hard, spit-slick and glistening, eyes locked on Jeffries. He then shoves both into his asshole and starts fucking himself. Josh loses himself in it now, not caring how he looks or sounds—crying out like an animal in ecstasy.
“Tell me what you want, Joshie. Tell Ole J what you want.” hissed Jeffries.
“Please.” whispered Josh. slowly fucking himself on his fingers.
“Please what?” the conductor said firmly.
“Please fuck me,” he snarls, as he adds a finger and tries to go deeper.
“What do you want me to fuck you with?” demanded the conductor.
“Sir, I want you to fuck me with your big black dick,” Josh fucks himself faster, not worrying how much of a whore he’s becoming.
Jeffries had one last question. “And do what, baby?”
“Fill my white ass with your cum,” pants Josh.
“Listen at your nasty mouth, Joshie. Looks like my little princess sure does like to talk dirty.”
Jeffries leaned back in his chair, letting his huge balls and dick rise in the air, massive and hard as steel.
Josh gets up and slowly walks over and stands in front of Jeffries. He turns around and leans over, grabbing his ankles, shows the conductor his ass. Jeffries spits in it and rubs it all around his ass.
Jeffries takes Josh and lifts him again, turning him away from him, and moves him into position with his ass right above his big cock. He slowly lowers him onto the head of his huge cock and stops.
“Oh, sir, it so big. I don’t think I can take it.” murmurs Josh.
“Shhhh, Shhhh, baby. Do it for me, my little butt boy.”
Josh whimpered and Jeffries held him steady, very slowly lowering him onto his cock. When the colossal head finally breaks through the tight ring, Josh cries out. Jeffries holds the boy tightly then slowly gives him every little bit of that enormous stick until Josh is sitting with his ass on pubes, filled to the brim.
“Oh, sir! You feel so fucking amazing inside me!” Josh shouts as the pain becomes pleasure, moving his ass from side to side, riding the cock.
“Tell me how good that feels, being full of my cock!”
Josh lifts himself up a little bit and then pushes back down.
“Oh, yeah, baby. Fuck yourself on my cock.”
Josh lifts just a little higher and then pushes down, crying out in ecstasy.
“Suck my rod with your ass again, Joshie! Milk it! Make that big fat pole cream!
Raising up one leg, Josh opened himself up all the more and suddenly the huge stick touches his prostrate and he loses it, crashing down into the huge man’s lap.
“OHHHHHHHHHH, SIR!” Josh moaned and groaned. “YOUR COCK IS SO BIG!”
The conductor snarled, “Fuck yourself on my rod, Joshie. Show me how much you love my big black dick.”
Jeffries couldn’t stand it anymore. He stood up, keeping Josh impaled on his cock, and pushed him over the seat of the chair so he could take control. He grabs Josh’s hips from behind, throws him onto his back on his desk, pulling his asshole to the edge of the table. He pulls his enormous shaft all the way out of Josh’s ass and plows it down as deep as it would go. Again and again.
“Oh, yeah, Sir! Fuck me. ..” Josh moans. “Deeper, Sir…please don’t stop.”
Jeffries movement get faster, keeping up that true fucking, balls deep dive. He wasn’t going to be able to keep it up very much longer.
Josh cried out. “I’M CUMMING, SIR. OH! FUCK I’M CUMMING.”
Spurt after spurt of white hot cum shot all over the boy’s chest and neck – the last pop of his orgasm hit Josh squarely in the face.
Jeffries roared “I’M BREEDING THAT HOLE, YOU LITTLE FUCKER. HERE I COME!”
The conductor discharged deep in his ass. Lay there panting. His big cock starting to soften inside Josh’s ass.
“Did you like it, Joshie?”
“Oh, yes, sir. It was amazing.”
“You’re the perfect little slut. There’s a lot of cum in your boy pussy.”
Jeffries pulls his cock out suddenly. Big dollops of the conductor’s cum drip from Josh’s ravaged asshole, falling onto the floor
Jeffries put his cock back into his pants and straightens his uniform.
“Now clean up this mess, Joshie. AND get your ass out of my office.”
Josh just laid on the conductor’s desk, panting.
“And don’t let me find you on my train again without a ticket,” Jeffries said with a wicked smile.
Josh grins too. In his head, he was already planning his train trip home for Christmas break.
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