Here’s the entirety of Twink on Top: Seven Minutes in Prison Cell Heaven, a new Brutewood Medium Security story and part of the best-selling Twink on Top series!
Eddie strode into prison as confident as he could muster — he didn’t want to look like he was really a sniveling weakling precisely because he was about to act like one — but his ego quickly deflated. He was searched, poked and prodded by Officer Barnett. He felt like a prisoner, which was sexy but also humiliating. It both helped and exacerbated the problem that Officer Barnett was a sexy redneck guard himself; being poked by him would have no doubt satisfied many gay twinks fantasies.
But Eddie wasn’t here for Officer Barnett, who wasn’t really his type anyway. Eddie loved black thugs, the bigger and thuggier the better, ideally with an alpha attitude, a penchant for verbal sex, denigrating dirty talk and a willingness to let gay men service them. That was why he had arranged this opportunity of a lifetime. He didn’t even think there was any chance Barnett would agree to it, but he did, and Eddie could even afford the rather massive sum Barnett had charged him.
Most of that money would be going to the inmate that Eddie chose. He walked through Brutewood Prison increasingly nervous as they came to Cell Block Omega, which Barnett had said was not in use normally. Barnett had found the eight prisoners who met Eddie’s criteria and were willing to let Eddie’s tiny twink body service them, like the prison bitch Eddie wished he could be. Eddie had been daydreaming about setting this sort of encounter up since he was a teenager, and he never thought he’d go through with it until a few months ago, when he realized he needed to just bite the bullet and try. The worst that could happen (aside from being beaten to death by a homophobic prisoner and/or guard) was being refused.
He didn’t have a whole lot of time — Barnett only promised him ‘seven minutes in heaven’. But Eddie thought that would be enough time. Barnett assured him that these men would be horny and ready to take charge, so the brief duration wouldn’t be a detriment to some quality alpha service.
That was what Eddie wanted. He wanted to be held down and fucked hard, slapped, treated like a submissive prison bitch, because that’s what he was at heart. The sight of empty cells and the hollering of men in a far off block made him hard even before he had seen a single inmate.
The first one was tall and lean, with dreadlocks and hawkish features. He spoke with a faint island accent, but Eddie suspected that was an affectation. He flopped his dick between his fingers and showed off his perfect six-pack. “Yo, mon, you want me-uh treat you poorly? I will rape you senseless, whiteman. You will be crying when I am done wit’ you. I will fuck the batty-boy outta you, and then I gonna fuck it right back in.”
That wasn’t quite for him. Eddie preferred men with a little meat on their bones — as much as he wished he could get on his knees and suck the dreadlocked man off through the cell bars, Eddie thought there was someone better in one of the other cells.
Then he passed a burly black man with a beard, and a sour look on his face. He nodded at Eddie, ran his tongue under his upper lip and said, “Damn, whiteboi, you look good enough to eat.”
But Eddie moved on. He wasn’t quite right. The next one was bald-headed, with a Latin look to his skin and face. “You wanna be my puta?” he asked as Eddie walked past.
The fourth person was heavily tattooed, which Eddie didn’t find especially sexy. He didn’t say anything, he just nodded at Eddie and bucked forward as though he was going to attack Eddie through the cell bars. Eddie instinctively shrank back and blushed when the tattooed thug cackled at him.
As soon as Eddie came to the fifth cell, he knew he had found his man. “So, you the faggot who wanna be my bitch, huh?” Eddie blushed. He quickly hurried to the end of the corridor to see the others — that just seemed polite, after all — but he knew what he wanted. The fifth man was tall, broad-shouldered and built like a linebacker, dripping with muscle and meat. He didn’t have a six-pack, just a tiny belly, barely enough to grab on to, but that was the perfect size for Eddie. There was a crucifix tattooed over his sternum, and a gun on each bicep.
“Yo,” he said with a big wide, shit-eating grin when Eddie chose him. “I’m Dump Truck.” He undressed Eddie with his eyes, and his dick visibly shifted in his orange prison pants.
“Charles Everly,” Officer Barnett said. “Mister Everly here is an armed robber and an arms-trafficker-“
“I sold one gun, Barnett, don’t be fucking dramatic,” he said. He snorted and avoided looking at Eddie. “So you the one who wanna be a prison bitch, huh? Ain’t nevuh heard of no one who want that. But you kinda look like a bitch, so it ain’t hard to believe. It’s been awhile since I had a bitch who was faggy. Might be kinda nice. I enjoy holdin’ a nigga down and makin’ him cry uncle — not that I stop then, it’s just nice to hear him cry — but I might like fucking a faggot too.”
“Don’t hurt him, Mister Everly,” Barnett said. “I’ll be right out here.”
“Can we put the curtain up?” Dump Truck asked as Barnett unlocked the cell.
Officer Barnett looked to Eddie, who blushed again and nodded. “Please! Let’s do that. I wanna have the real prison bitch experience.” His heart felt like it might jump out of his chest.
“Oh, yeah, that’s what we gonna have,” Dump Truck said. He laughed, and the men in the other cells joined in. “I am gonna treat you bad, whiteboi, bad in all the right ways. Hope you wasn’t intendin’ to walk outta here.”
Destroy ‘im, Dump!
Eddie had never felt so weak and submissive. His dick was rock-hard, and it started leaking precum the moment he heard the lock slide into place. The door was shut.
“Gonna destroy you, faggot,” Dump Truck said with a sneer. He quickly hung up a sheet that blocked the cell from view. Eddie shivered as he anticipated what was going to come next. His ass already ached a little. Dump Truck towered over him by more than a foot, and he must have outweighed Eddie by a hundred and fifty pounds or more.
Make him squeal like a piggie, Dump!
“I will!” he called out. Once the sheet was hung up, however, his smile changed. He sunk down so he looked Eddie right in the eyes; it almost felt like he was going to kiss Eddie, though of course he didn’t. He whispered, “Yo, faggot. I ain’t queer, but… I got a proposition for ya. I been in this place fo’ a long time, and I done had a million prison bitches. I fucked ‘em up, and I wrecked ‘em and I moved on. I wanna do somethin’ different.”
“Oh… like what?”
“I want you to fuck me,” he said. He looked down and bit his lower lip. Then, for the benefit of everyone listening on the other side of the curtain, he called out, “You know what Brutewood lube is? It’s how we get a bitch to deep-throat. Lemme spit in yo’ throat, lube it up real good.” He spat on the ground and everyone cheered him on. Then he whispered again, “I wanna taste yo’ dick and feel you inside of me.”
“Are you serious?”
“This is a serious place, and I am a serious nigga,” he said. “Come on, honky. I know you came here to bottom, and I’ll fuck the shit outta you — literally — if that’s whatchoo want. But I wanna get fucked. It’s gotta be a girlie-looking twink like you, but I can’t let anyone in here know a gay white faggot fucked me. That’s ruin my rep. So this is my only option. I ain’t think I was ever gonna have the chance to bottom for a pretty little boy like you. Whatchoo think?”
“Are you serious? Hell yeah,” Eddie said, focusing hard to keep himself from being too loud. This was all happening so fast, it was hard to recalibrate his expectations. But he couldn’t imagine anything more enjoyable than fucking Dump Truck’s massive body.
“Alright,” he grinned. “Let’s hurry up, or we gonna run outta time. Seven minutes ain’t much.” He hesitated, then stooped over and kissed Eddie on the lips. He was halting and slow — it was obvious this was the first time he had kissed a man, and he wasn’t sure he wanted to. His tongue even pushed into Eddie’s mouth.
Though his passion was lacking at first, a few seconds in, Dump Truck let out a moan that resonated in Eddie’s mouth. His tongue suddenly moved, clobbering Eddie’s own tongue, and his thick fingers grasped Eddie’s shirt. He ripped it, buttons flying to the bunk and dingy toilet in the corner of his cell.
I ain’t hear him squeal yet, his mouth full?
Sounds moist in there, I can kinda hear it. He fucking that fairy in the face, I think.
Dump, how that batty-boi takin’ it, mon?
“You can’t hear him choke, nigga? Guess his faggot mouth is just too full to choke. He ain’t breathe in a minute, son,” Dump Truck said. “Got too much dick in there, and he lovin’ it, like a fuckin’ Big Mac and shit!” His big eyes twinkled as he pecked Eddie on the lips and then worked his way down Eddie’s pale, lithe body. He shuddered a little like he was surprised at the taste, and he stopped to play with Eddie’s nipples. Then he licked Eddie’s flat belly and stopped only when he reached Eddie’s pubic hair (which he kept trimmed very short).
Dump Truck was so much bigger than Eddie that even getting on his knees wasn’t enough, he was still too tall to suck Eddie’s dick. He had to get on all fours, with his plump ass high in the air, while Eddie stood on his toes in front of Dump Truck’s face.
But when he did get his head in position, Dump Truck wasted no time in swallowing Eddie’s dick to the root. He seemed surprised that Eddie’s cock wasn’t as proportionately small as his body was. He motioned for Eddie to make some noise.
Eddie blushed but spat and sputtered, hocking up a few loogies and even sticking a finger far enough down his throat to gag once. That made the other men laugh and cheer, banging on the bars of their cell.
That sounds right, nigga!
Choke him! Show him the Brutewood way!
In no time Eddie was rock-hard, and he started getting into it. Every time the men quieted down, he made it sound like he was getting throatfucked and loving it, and they’d laugh again. Even Officer Barnett chuckled quietly.
You got this, Dump!
Dump Truck had a broad, dark brown back, pocked with a few scars and marks, plus some dark blue prison tats that Eddie couldn’t quite make out (some kind of writing, he thought, possibly Hebrew, like an Old Testament verse). He stroked Dump Truck’s muscles, trying to reach his plump ass, but he was much too short. Instead he just grasped at his back and shoulder, sighing as pleasure moved through him; they both threw their heads back and moaned. Eddie’s moan was drowned out by Dump Truck’s, and Dump Truck made his sound exaggerated and comical so it wasn’t obvious to their audience why he was moaning.
He change his mind about being a prison bitch, Dump?
“No, he ain’t! He is lovin’ every second of it! He’s fucking serious. You should commit some crimes and shit, whiteboi. You could be the queen bitch in this place, man,” Dump Truck said. His voice was joyous and light-hearted, even as his face was serious, gasping, with Eddie’s dick throbbing against his face.
As he resumed sucking, Dump Truck moved his head more and more aggressively up and down. Eddie felt like he was being attacked by Dump Truck’s massive head, which made him giggle — he covered his mouth with a hand to muffle the sound. Dump Truck took Eddie’s hands in his and wrapped it over his head.
He wanted Eddie to facefuck him like a prison alpha might do. Eddie had been on the receiving end of a jailhouse-style facefuck on several occasions, but he had never topped for that kind of scenario — he had rarely topped at all.
But he wanted to give Dump Truck what he desired. He held onto the ragged short afro on Dump Truck’s head, gripping his hair, and he slammed his dick all the way in. Dump Truck let out a chortling gurgling sound with a moistness that made everyone else burst into cheers. To Eddie, it sounded much too deep to be his own voice — he was more high-pitched and feminine than that — but luckily it seemed the other inmates didn’t realize that. They had never heard Eddie before today so they had no basis for comparison.
Rape ‘im harder!
Dump Truck pulled off and laid on his back on the bare mattress on the bunk in the cell. He snorted and sniffled, wiping fluids off his face; he smiled silently at Eddie. He let his head hang over the foot of the bed. “This is the proper position for a prison bitch, alright, faggot? Get ready to get yo’self throatfucked.”
Yeah, fuck ‘is gullet, man, show him how we do it right in here!
Fuck ‘im the Brutewood way!
Eddie squealed loudly, blushing as the other inmates cheered him on. Dump Truck was in exactly the position Eddie liked to get facefucked in; Eddie had never in his life been on this side of it. He approached Dump Truck’s broad face and pushed his dick past those thick, juicy lips. His cock slammed into Dump Truck’s throat, making him wretch and writhe atop the filthy prison mattress.
He regrettin’ signin’ up fo’ this yet?
Incredible pleasure rocketed through Eddie’s spine. He had never felt like this, not even on those few occasions when he got to top someone. He shuddered and moaned quietly, every ounce of concentration he could muster going towards not being so loud that he alerted the others to the fact that he wasn’t bottoming as they thought.
Precum flowed down Dump Truck’s throat. From the reaction on his face, it seemed he had little experience with that. Did he like the taste or hate it? Eddie couldn’t tell, and in this position, he didn’t have to care. He really felt like he was overpowering Dump Truck, whose muscular limbs contorted as he accepted the throatfucking. His muscles flexed and bucked as though he was fighting back, and his movement made the bunk beneath him move. The sound of steel scraping against the prison cell floor caused a torrent of cheers from the other cells.
He pulled off once again, grabbed Eddie’s slick dick. He lowered his head farther, so he could suck Eddie’s balls. Then he called out, “He suckin’ the sweat off my balls now, what a nasty slut he is!” He swallowed both of Eddie’s balls, easily fitting them both in his big mouth. He suckled loudly, making a sputtering sound that provoked more cheers from the other cells.
Nasty faggot! Can’t believe he signin’ up for this voluntarily!
Then Dump Truck pulled away, stood up and turned around, in a hurry like he had just remembered they were on a time limit. Spit clung to his lips in tendrils, and his ruddy face was moist with tears from lack of oxygen and sweat dappling his forehead.
“Four minutes left, guys,” Officer Barnett said. “You better hurry up.”
His ass was much wider than Eddie’s body, not because he was fat, it was just big and broad and juicy. Each cheek was nearly twice the size of Eddie’s head. He lowered his ass onto Eddie’s dick, slowly. Eddie still stood at the foot of the bed, so Dump Truck crouched on all fours on the ground and backed up (rather like his eponymous vehicle) until his ass lined up with Eddie’s crotch. His crack was choked with sweaty hair, which ordinarily Eddie would have licked clean like a good submissive twink. He felt like he was losing his entire body in the choked masculine jungle of Dump Truck’s ass.
“Fuckin’ ‘im now, Barnett, cool yo’ jets,” Dump Truck said. “Don’t worry, he gettin’ e’ry inch of me that he entitled to. Don’t you worry yo’ sweet redneck head about that, Barnett.”
“You alright in there, sir?”
“Yeah…” Eddie said, too embarrassed to think of anything else to say. He wasn’t sure how to say it that wouldn’t give away what was really happening in here. “I… uh, he’s treating me right.”
That’s right he is! Showin’ you how it’s done!
You mean he treatin’ you wrong, but he doin’ it in the right way.
Eddie gulped as Dump Truck penetrated himself with Eddie’s dick. Eddie gingerly gripped his shoulders and held on while he began humping back, gradually losing his inhibitions. A shiver of pleasure ran up his spine from the moment his dick poked through that jungle of sweaty ass-hair and into his tight hole.
When Dump Truck grunted in pain, he covered it up with a louder roar, an aggressive bitch-fucking sound that made the other inmates roar and chant alongside him. Fuck that queer! Fuck that queer! Dump Truck threw his head back and wordlessly moaned, smiling at Eddie even as he grunted out threats and insults.
“Gonna fuck you so hard you wear a diaper, faggot…”
Eddie was not an actor. He tried to pant like a submissive man might — he should have been better at it, since that was the role he normally played, but everything happening here was outside his wheelhouse. He couldn’t remember what kind of sounds he might normally make in the reverse of this situation.
Make ‘im beg for mercy, nigga!
It was clear that Dump Truck wasn’t kidding about having never gotten fucked — not that Eddie ever doubted him. His asshole was so tight that Eddie had to really shove to get his dick in there. There was no time for a gentle approach either; Eddie pushed it in farther and farther, and when Dump Truck didn’t stop him, he began to ram it back and forth, uncaring of his resistance or the hairs that Eddie’s dick accidentally ripped from his crack.
Teach ‘im a lesson! Fuckin’ faggot, comin’ in here, tryin’-a get fucked and shit, like prison is a goddamn orgy! Fucking honky!
Each time he did, Dump Truck winced and blanched. The whole experience was so incredible that each time Eddie thrust past Dump Truck’s resistance in his ass, a surge of awkward pleasure hit him and Eddie moaned in a pained, struggling way. It genuinely did sound like a prison bitch getting fucked, which just egged the other inmates on.
Wreck him! Ruin him! Show him how we do it, nigga! No mercy!
Eddie did indeed fuck with no mercy. Of course it was Dump Truck who responded, “He takin’ it, nigga. Ain’t like a prison bitch, he been opened up a million times before. Kinda nice fuckin’ a bitch who ain’t too squirmy. Gonna fill him up wit’ some nut.”
“Two minutes left, guys. You still alright in there?”
“Yes! Yes, officer…” Eddie said, his excitement making everyone, including Barnett, laugh. “I’m, uh… I’m just finishing up.” He threw his head back and moaned as wave after wave of unimaginable bliss washed over him, so intense it was painful as he lost himself in the massive brown ass trembling before his tiny twink frame.
Dump Truck’s ass clenched when he approached his own orgasm. He had started jacking himself off; Eddie tried to give him a reacharound, but he could barely reach all the way around, so he just fumbled with Dump Truck’s body while slamming his dick in Dump Truck’s jiggling, tight ass.
“Aw, fuck…” Dump Truck grunted. “You take dick good, faggot!”
When Eddie’s orgasm finally came, it felt like it had been a lifetime, way more than seven minutes. Eddie yelped and scratched at Dump Truck’s back — he was so big and thick-skinned he didn’t seem to notice — while incredible pleasure suffused both men’s bodies, in sync with each other like no one Eddie had ever been with before.
Cum flowed into Dump Truck’s ass, a huge load that dripped out and down those giant trunk-like thighs. It splatted on the floor, but still Eddie came. Dump Truck roared as he shot his own load into his hand and all over his chest; he managed to make the roar sound like a manly cavemanesque grunt.
Eddie’s entire body went limp. He knew they were running out of time, but he couldn’t bring himself to pull out, not yet. He kept it there, stimulating Dump Truck’s prostate while Dump Truck’s body writhed and flexed with both bliss and agony, pride and shame visible on his contorting face.
Dump Truck turned around, his massive chest gleaming, covered in his own cum. Eddie licked every inch of it, savoring the meaty feel of the man’s muscles. He deliberately made sure the cum soaked into his face, so when he moved upward and kissed Dump Truck on the lips, he tasted it. He had to climb the man’s mountainous torso to get there, gripping his throbbing muscles with Eddie’s delicate fingers.
They shared cum for another minute or so, stopping only when Officer Barnett began counting down the last thirty seconds. Eddie was bashful, and hurriedly cleaned himself up with a napkin and started putting his clothes back on. Dump Truck just stood there, covered in fluids, his cum mingling with his sweat so it wasn’t obvious what it was. His dick dangled between his legs.
“Damn, Dump Truck, put some clothes on,” Officer Barnett said when he pulled the curtain down after hitting zero.
Eddie was bright red, too scared he’d blurt out what happened to say anything at all. He quickly dressed and clasped the sweaty small of Dump Truck’s back.
“Bye, Dump Truck, that was amazing. You’re the best prison alpha-“
“Shut the fuck up, bitch, I ain’t tryin’-a please you,” Dump Truck said. “You come back here again and I’ll fist you to death, faggot.”
Eddie just nodded and followed Officer Barnett out. He pretended his ass hurt as he walked past the other inmates; he winced and blushed.
“Was that everything you thought it was gonna be?” Officer Barnett asked once they were out of Cell Block Alpha.
“No,” Eddie said. “It was completely different, and so much better.”