Reacharound From a Drill Sergeant

Avery is a cleaner at a military base, so when he decides to tease a cruel drill sergeant, he is able to take it farther than he ever thought possible! Avery is not as obedient as Sergeant Powers expects his cadets to be, which means Avery just might be in for a reacharound he’ll never forget…

Sir, yes, sir!

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Avery stood in the barrack with a mop in hand. He waited. He thought it would be a long wait, but that didn’t end up being the case.
That was because Drill Sergeant Powers went for a run this morning. He didn’t always run in the mornings because there was a good chance he’d run across some cadets doing something against the rules — sneaking back onto base after an illicit night in town, for example — and then he’d need to punish them. He had a reputation for strictness, so he couldn’t look the other way when he saw cadets sneaking in. But he didn’t want to enforce every rule quite that strictly. He thought it was important to let them get away with certain things. It provided a certain sense of camaraderie among soldiers, and it gave them skills in sneaking, spycraft and teamwork. Plus, ignoring certain lesser offenses gave him the time and the latitude to go after major ones.
So he only went for an early-morning jog when he was pretty sure he wouldn’t run across any cadets breaking the rules. Today, he could easily make that assumption because there were no cadets on the base — they had all left yesterday, to be replaced later today by the first of the new batch.
So as far as Sergeant Powers was concerned, the base was empty. It wasn’t literally empty, of course, there were support staff and other drill sergeants, plus the ever-burgeoning ranks of military administration. But compared to the constant thrum of activity from the young men who filled up the barracks, this was a dead land, like the corpse of a military base, like it was some post-apocalyptic wasteland, Powers thought, and nature was about to start reclaiming this area.
When Sergeant Powers saw a flash of movement in one of the barracks, he barged right in. There shouldn’t be anyone in there, he thought, unless one of the cleaners had come in early today.
“Who’s in there?” His booming voice rang out.
Avery started mopping when he heard Sergeant Powers come into the barrack. Powers was burly and middle-aged and a bit jowly but with a body to die for, great strapping muscles and thick thighs. This morning he wore a tight tee shirt, Army-green, soaked with sweat until it was nearly translucent. Avery could see the hair coating his chest through the shirt.
And oh god those shorts made Avery’s dick hard. They were ridiculous — the kind of short-shorts that the Army made soldiers wear back in the 50s, when that was normal. They would have made Daisy Duke blush. They showed off Sergeant Powers’s thick thighs and tightly accentuated the pouch of his jockstrap stretching the fabric of the shorts, which pulled them low enough that one of the straps was visible running above his plump old-man ass.
“Oh, hi,” Avery said. He smiled bashfully as though this was an accident and he hadn’t meant to see Sergeant Powers like this. Hmmm… he’s got on nasty old shoes… Avery wasn’t a foot-fetishist, but he thought it was cute that Sergeant Powers still wore these ancient, dilapidated sneakers — the young men on base always wore fashionable, ultra-clean sneakers when running. Only old guys would wear old-fashioned short-shorts with beaten-down old shoes.
Of course Sergeant Powers wasn’t old, he was maybe forty-five or so, that was why Avery had been lusting for him for so long. He blushed when he made eye contact with Sergeant Powers, who looked at him suspiciously.
“You’re a cleaner. Why are you here so early?”
“I just… I have a doctor’s appointment later today,” Avery said. “I needed to get my work done early. They said there are no cadets today so it didn’t matter-“
“Yes.” Sergeant Powers barked like he was angry. Then he snorted and wiped his lips with one hand. He interacted almost exclusively with cadets he was allowed to order around, so he sometimes had trouble focusing on a more normal interaction with civilians. “Yes,” he said more softly, though his voice was still a guttural growl that bounced around in Avery’s ears.
“Oh,” Avery said, blushing. “Cool.” He resumed mopping, but he jutted his ass out, aiming it at Sergeant Powers.
Avery didn’t need to be facing him to tell that there was a reaction on Sergeant Powers’s face. His eyes opened wide, and he took a deep breath, nostrils flaring. Avery could feel his eyes aimed at Avery’s plump ass.
Avery mopped, but the mop just shifted around uselessly because he focused more on seducing Sergeant Powers, who now had no reason to be in the barrack but still hadn’t left. His eyes were trained on Avery’s ass.
Then he grunted. “Uh, I… I… What is that?!” he bellowed at no one in particular and picked up a pair of scissors somebody had left behind on a counter. “It’s scissors! It’s… Somebody left these. Nothing sharp in the barracks.”
“Uh-huh. You want me to throw them away for you?” Avery said. He took the scissors, ignoring the growing bulge in Sergeant Powers’s shorts — which were too short and tight to leave anything to the imagination.
Sergeant Powers’s whole body bucked. He closed his eyes and didn’t say anything at first. Then at last he gurgled and said, “No… I… I will keep them.” He put them back down.
“Are you okay?” Avery asked, clucking his tongue. “You look weak. Maybe you’ve been jogging too much, you poor baby.” He patted Sergeant Powers on the sweaty side of his body, and his touch made his whole body ripple, and a little baritone grunt was emitted from his mouth. Avery held his hand up. “Ew, you’re all sweaty!” He smiled at Sergeant Powers. “That’s so gross.”
“Sorry.” Sergeant Powers blushed. He was glad no cadets were around. He had blushed talking to a woman once in front of some cadets, and years later whole new groups of cadets had heard about it and laughed.
“Oh, that’s okay, sweetie, you can make it up to me,” Avery said. “My back itches.” He turned around and rubbed his back and ass against Sergeant Powers’s body, his sweaty flesh rubbing against Avery’s clothed ass and back. Avery felt the hardon in Sergeant Powers’s shorts, and he felt all of his muscles ripple again when his hardon pulsated and a grunt fell out of his mouth.
“Shit… I… Ain’t you s’posed to be mopping?” Sergeant Powers said. Goddamn, that ass just doesn’t quit.
“Hmmm… Yes, I’m supposed to,” Avery said. “But I just can’t seem to focus. I don’t have the discipline.”
“Discipline is my specialty,” Sergeant Powers said. His nostrils flared. “Get back to mopping, cadet!”
Avery saluted — though he faced the wrong way, so he merely saluted the bunk in front of him. “Sir, yes, sir!” He took the mop in hand and started running it over the floor in a little circle. “Sir, like this, sir?” He bent over even farther to keep his ass in front of Sergeant Powers’s crotch.
“No, cadet, you little shitheel maggot! Ain’t ya mama evuh teach you to mop, motherfucker!”
“Sir, no, sir, I’m sorry-“
“Well then I reckon your mama must be the dumbest cunt a donkey ever fucked onstage, ain’t that right? Is your daddy a donkey, son?”
“Sir, yes, sir!” Avery said. He held back a series of snickers, but he soon let up and the snickers turned into full-on guffaws. He stopped when Powers aimed a threatening face at him.
“You laughin’ at me, cadet? Am I a clown for ya? Huh? Do I amuse you?”
“Sir, no, sir-“
“Cuz I said to mop, not laugh. I ain’t seein’ a lotta moppin’ goin’ on!” His deep voice echoed in the empty barrack. Avery took a step away then to keep his teasing going. He mopped seriously for just a moment, then looked over his shoulder at Sergeant Powers’s ruddy face. “Did I say to look at me, cadet?! You don’t decide where to look! Your eyes are owned by Uncle Sam now, and Uncle Sam wants ‘em aimed at that floor! You had better mop until I can eat off that floor!”
“Sir, yes, sir!” Avery said, holding back a giggle. “Sir, when you eat off the floor, are you going to do it like this?” Avery lowered his head until his face was on the floor, but he kept his ass high in the air, shaking it back and forth in front of Sergeant Powers’s body. His dick was blatantly hard now, and it must have slipped out of his jockstrap because it jutted forward in his shorts.
“Cadet! You’re playing games, and if it’s not Tiddlywinks, I am not interested in any games! Do you understand me?”
“Sir, yes, sir!”
“Because I’m not so sure you do! Where are you from, cadet?!”
“Canada. Most recently.”
“Canada?! Canada?! The only thing they got in Canada is boars and whores, and I don’t hear you squealing like a piggie! Not yet anyway.”
“Sir, not yet, sir! I can squeal like a piggie on command! Or any other squeal-type animal! Sir!”
“You look like the kinda man who would ram another man in the ass and not have the common courtesy to give that man a reacharound! Is that the kind of man you are?”
“Sir, no, sir! I love reacharounds, sir-” Avery yelped because he felt one of those big sausage-like fingers on his ass. Powers gripped his cheeks roughly, like a hunk of dough he wanted to rip off. A chamberous growl came out of his chest at the same time. Avery moved to stand up, but Sergeant Powers pushed him back to the mop. Avery had to lean on it for support.
“Let’s see if that’s true! If you’re lying to me, boy, I swear, I will have you guarding Bumfuck, Canada from the walrus-men before you can blink! Do you believe me?!”
“Sir, yes, sir! I’m from Bumfuck, Canada, sir, I know the walrus-men. They want only peace and fresh mackerel-“
“You think this is a joke, cadet?!” His hand rammed underneath Avery’s pants, pulling them down roughly and tearing his underwear in his haste to bare his ass. “I didn’t tell you to stop mopping, did I?”
“Sir, no, sir! Uh… I just didn’t want to be distracted — so I can do the best mopping job possible-“
His callused fingers kneaded Avery’s ass with such force it hurt. One of his fingers extended into Avery’s smooth asscrack. He teased the rim of his hole. “You had better do the best job possible! This Army is not in the business of giving a gun and a uniform to any piece of shit capable of doing a couple push-ups, you little pissant! This Army gives guns and uniforms to men, who can do things right the first time, men who can follow orders, cadet!”
“Sir, yes, sir!”
“So you keep mopping and you don’t stop even for one moment!” Sergeant Powers grinned behind Avery, his heart pounding. He hadn’t expected today to go like this. He hadn’t even been horny until he saw the cleaner — who worked for an outside contracting crew and was obviously a limpwristed sissy ogling cadets every chance he got, Powers had been noticing that for weeks. Then as soon as he saw Avery’s ass and felt it rubbing against his cock, Powers had been overwhelmed by an intense and uncontrollable desire to — as the young cadets said — ‘bust a nut’. That was not a vernacular Sergeant Powers could endorse. Literally, the Army had policies on that sort of thing.
Now he desperately wanted to ram someone who could take every inch of his big dick without complaint, allowing him to plow in with all his might. He loved women, of course, but they never really let him go hard, and sometimes, he didn’t want to be nice.
This was one of those times. “Don’t you turn your head and look at me, you little punk! Your ass belongs to the Army now!”
“Sir, yes, sir!”
His ass was bare, jutting upward. Sergeant Powers couldn’t even see his face now, just that ass, so plump and small yet big enough to have a little padding. He spread the cheeks and stroked his dick with one hand. “Do you feel like begging me to lube your ass up, cadet?!”
“Sir, yes, sir! Please, sir, lube me up! I can’t take it if you don’t use lube!”
“I don’t have any lube, so I’ll have to use spit, cadet! That’s all you’re worthy of anyway, I’d never spend money on lube for your dumb ass anyway!”
“Sir, yes, sir!” Avery cried out. He leaned forward on the mop handle, which he still tried to move around like he was cleaning the floor. But it was hard with Sergeant Powers kneading his ass flesh and spreading his cheeks. The mop itself was slippery, so it didn’t support Avery well, and he had to focus on keeping it upright instead of sliding away. That made it hard to arch his back as Sergeant Powers required.
When Powers got Avery’s ass high enough and his own crotch low enough, he lined his dick up with Avery’s hole. “Soldier, you had best get ready, cuz you is in for it now. You in for a world of trouble. You ready for it.”
“Ye — eeeesssss!” Avery yelped because Powers forced his dick in with one powerful thrust before Avery had even finished agreeing. A burst of pain erupted in Avery’s backside, followed by a surge of blood-curdling pleasure. He grunted and mewled, his body twisting back and forth because both his feet and the mop stayed in the same place.
“Does that hurt, cadet?” Sergeant Powers grunted. He spat noisily in his palm and wiped it on his dick, the tip of which sat in Avery’s tight asshole. His whole body undulated as he tried to ram and ram and ram, forcing his dick in despite Avery’s tight hole. He wanted to break that smoothbody open, and he pressed his hairy chest against Avery’s back. His chest hair was already matted to his skin with the sweat from the morning’s run, so it rubbed moist and coarse and salty all at once over Avery’s shoulders and spine. The sensation and the rank and utter manhood smell made Avery’s cock spasm and spew precum even before anybody had touched it.
Avery bit his lip. “Sir, yes, sir! It hurts bad!”
“No it doesn’t, cadet! Your ass is owned by the Army, right? That means you don’t feel pain without my permission!” He pumped his hips, forcing more and more of his dick in. Avery shuddered and moaned into the mop handle.
“Sir, yes, sir! I’m sorry, sir!”
“This feels as good as lemonade in August, you little punk!”
“Sir, yes, sir-“
“Shut up! You’re from Canada, cadet, you wouldn’t know jack-shit about hot summers!” He held back a chuckle as Avery’s back rippled and more of his dick slipped in that tight hole. Soon his balls swayed and slapped against Avery’s backside. That sent further ripples of bliss up Avery’s spine. Powers grunted. “To you, I expect this feels as good as gravy on ya french fries-“
“Sir, yes, sir!”
“Which I had better never see you do, cadet! If I ever see you put gravy on ya french fries in the mess hall, I swear I’ll stick my foot so far up your ass my toes sing ‘O, Canada’ using your goddamn vocal cords!”
“Sir, yes, sir!” Avery let out a loud moan as a wave of pleasure hit him suddenly. He lifted his head up, and the motion made the mop he was leaning on move — it was still wet and on the slick floor, so it was only a matter of time until it slid across the linoleum.
Avery would have toppled to the ground, but Sergeant Powers grabbed him. He was stretched out though, his entire body rigidly diagonal and taut, and he still felt like he would fall flat on his face and belly at any moment. He was supported entirely in Powers’s brick-muscled arms. His powerful chest pressed against Avery’s back, while cock throbbed in Avery’s ass.
“Ah, shit, son…” Sergeant Powers grunted, unable to bring himself to move now, even though it was difficult to keep Avery upright in this position, because it felt too good. But he didn’t want it to feel too much like he was making love so he moved his hips, grinding his dick and making Avery cry out again in both pleasure and pain. “Did I say to stop moppin’, cadet?!”
“Sir, no, sir!” Avery gritted his teeth and lifted his head arduously, ignoring the waves of pleasure making his back undulate and his mouth gasp for air. His responses now were more breathless and less loud, a fact that made Drill Sergeant Powers cluck his tongue.
“You ain’t usin’ ya big boy voice now, is ya! C’mon, lemme hear you say it!” Sergeant Powers said, watching as Avery’s hands trembled moving the mop handle around. He wasn’t really mopping effectively, but he was moving the mop across the floor. “C’mon, son, soldiers gotta have a voice you can hear!”
“Sir… I… Sir… I’m mopping now! Sir!” Avery gasped and squirmed, holding the mop handle against his body with both hands, so he used his entire lithe frame to move it around, like he was hugging and kissing the mop handle instead of Sergeant Powers.
A jolt of pleasure shot up Sergeant Powers’s spine as well, and he took a deep breath. His thick paws moved down Avery’s smooth body, grimacing a little when he felt his cock — Powers had jacked men off before — that kind of thing was not such a big deal when he was in boot camp, and circlejerks were common — yet he still felt a twinge of disgust at it.
Avery’s dick throbbed, rock-hard, in Sergeant Powers’s hand, the skin of which was rough like leather but slick from sweat and spit, which made it soft and intense and provocative of an intense constellation of sensations. Precum flowed down the shaft of Avery’s manhood, further lubing up Sergeant Powers’s grip. It felt angry, insistent, already humping his hand from the moment he touched it, Avery’s sticky precum lubing the shaft up and turned the coarse friction from his rough calluses to silky moisture that sent him into convulsions of pleasure. Avery had been craving a hand on his cock since this began, but he leaned on the mop with both of his own hands, making it impossible to touch himself.
One of the reasons Sergeant Powers gave handjobs was that it distracted his bottom and made his ass loosen up some. That worked on Avery too, who groaned and moaned as Powers’s cock drilled in and out, his ass now slack enough that Sergeant Powers could ram as hard as he wanted. Still Avery had to keep focus on the mop.
“Aaaah… Cadet, are you enjoying yourself?”
“Sir… Not as much as gravy on my french fries, sir!” Avery said through gritted teeth. He stuck his head in the air and howled, trying to muffle the sound at first, then he remembered the base was almost empty right now, so he could be as loud as he wanted.
Powers chuckled, making his dick pulsate in Avery’s sensitive ass. He could watch the pleasure wash over Avery’s body, making it ripple and stretch. Avery even lifted one of his feet off the ground like a dog until Sergeant Powers barked at him. “Why are you lifting your leg, cadet? Keep both feet on the floor!”
“Sir, yes, sir!” Avery said, gasping. His orgasm finally began, but was still inhibited by the tension of him nearly falling, trying to mop even as he got slammed in the ass and jacked off at the same time. “Sir… I’ve finished… mopping-” A moan escaped from his lips. “I’ve finished mopping this area, sir!”
“Well, then let’s mop over there,” Sergeant Powers said. He smirked as he took a step, forcing Avery to lift a foot again and take a single orgasm-inducing step. The motion sent a wave of blissful agony to wrack his body, and his knees buckled. Again, he almost fell to the floor. If Powers’s handjob wasn’t a little disrhythmic, unpracticed and callused, Avery would have already came all over his hand.
It took what felt like forever to move just a few yards, but then Avery began mopping the back area, near the toilets. His red face was tense, tears of sheer pleasure leaking down his cheeks as Sergeant Powers pounded into his prostate. Each thrust of his hips sent explosions of sensation through Avery’s body.
“Oh, god, shit, goddamn-” Avery’s voice broke, and he panted for air. His hands flailed, the mop toppling noisily to the ground.
Powers stopped ramming with his dick all the way in Avery’s ass, throbbing, feeling so thick inside him that Avery wondered if it was a fist. He lifted his head, leaning back until he felt that sweat-soaked tee shirt from Sergeant Powers’s morning run rubbing against Avery’s smooth back. “Cadet! Did you just address me without saying sir?!”
“Sir, yes, sir…” Avery moaned. For the first time since this had begun, he turned his head and looked at him. They both moved at once — so they both thought the other initiated it — and their kips interlocked. With Avery getting it up behind, his head craned to the side, it was a somewhat awkward kiss, but their tongues managed to collide within Avery’s mouth.
A burst of cum hit Avery’s insides, and he let out another moan, this one a blood-curdling, echoic moan that made the hairs on the back of Sergeant Powers’s head stand up. The sound reminded him that he was definitely with a man — as feminine as Avery was, that was a masculine wail — but it didn’t slow him down any, nor did the feel of sticky hot cum spreading over his fingers.
More juices sprayed out and onto the floor, while Powers filled Avery’s ass with a torrent of his white-hot cum. He held Avery tightly in place, letting his delicate lips lick on Powers’s tongue — not even really kissing anymore, just literally licking on it — as Avery writhed in his arms. Gobs of his cream coated Avery’s insides.
“Cadet-!” Powers tried to shout an order when Avery pulled away, but another wave of pleasure hit him, and his throaty voice broke. At the same moment, Powers shot another long flow of jizz, gallons of it, it felt like but probably wasn’t, Avery could feel the roping jets of jizz spurting into and leaking out of his ass. He exulted in the warmth seeping into his flesh, and he turned his head to the side so he could plunge his tongue back into Powers’s mouth.
The last few drops of Sergeant Powers’s cum drained into him, and still Powers didn’t let him go. Avery was still shooting a few last drops of his own climax onto the floor and the filthy water collected in the mop-bucket. Powers waited until he was done, Avery’s dick dangling limply in his grasp.
Then at last he let go and pulled out at the same time.
Avery would have slid to the ground, but Powers held him up, and then let him down gently on a bunk. Avery curled up, cum dripping out of his ass.
“Cadet! I’ll give you two minutes to rest, and then you had better get up and finish mopping!”
“Sir, yes, sir…” Avery said with a yawn. He stretched his legs. “Are you going to be around?”
Powers frowned. “No. I have things to do… Do you want to clean the showerhouse? You can watch me shower.”
“Yes!” Avery got up and giggled as the motion sent a fresh burst of pleasure from his still-sensitive ass. “I’d appreciate that very much,” he said with a salute. “Sir.”