A Store Manager's Unusual Repayment Plan
by carlosspankcubEverett had been working at Morrison's Department Store for exactly four months, eleven days, and roughly six hours too many. The place smelled like old carpet and fake pine air freshener, and the flu
about 1 hour ago
•long read•intense intensityEverett had been working at Morrison's Department Store for exactly four months, eleven days, and roughly six hours too many. The place smelled like old carpet and fake pine air freshener, and the fluorescent lights buzzed at a frequency that made his teeth itch. He'd graduated college in the spring with a degree in communications and a debt load that could buy a decent used car, then boomeranged right back to his hometown, right back to his childhood bedroom with the Star Wars posters still on the wall, and right back to the same department store where he'd worked summers during high school.
The job was supposed to be temporary. A few months of paychecks, a little breathing room, maybe enough to chip away at the credit card balance that had ballooned during one too many weekend trips to Kansas City with his college buddies. But temporary had a way of becoming permanent when you owed money to three different creditors and your starting salary was twelve dollars an hour.
The problem — the real problem, the one that had been gnawing at him for the past week — was that he'd done something stupid. Desperately, catastrophically stupid. The credit card payment was due Friday, and his bank account was sitting at a number that wouldn't cover a trip to Taco Bell, let alone a minimum payment on a card he'd maxed out at bars and concerts. So on Thursday evening, when the store safe was open and the register drawers were being counted, he'd slipped a thousand dollars in cash into his backpack. Just borrowed it. That's what he told himself. Just a loan until payday, which was the following Tuesday. He'd put it right back. Nobody would notice. The store did enough daily volume that a thousand dollars was a rounding error.
He was wrong about the rounding error. He was wrong about nobody noticing. He was wrong about pretty much everything, including his ability to sleep that weekend, which he spent alternating between panic sweats and the vague hope that maybe, just maybe, the universe would cut him a break for once.
The universe did not cut him a break.
Monday morning started like every other Monday. Everett clocked in at eight, straightened the men's section on the second floor, helped a woman find her husband's size in cargo shorts, and spent forty-five minutes pretending to reorganize a sock display while actually scrolling through his phone. It was normal. Painfully, boringly normal. So normal that by lunchtime, he'd almost convinced himself the weekend theft had been a dream.
At twelve-thirty, his phone buzzed. A text from Vinnie, the store manager: *Come see me at the end of your shift. My office. Don't forget.*
Vinnie was a guy who'd been managing Morrison's for longer than Everett had been alive, and he carried himself like a man who'd seen every variety of small-town bullshit and had developed a zero-tolerance policy for all of it. He was tall, broad-shouldered, dark-skinned, with a shaved head and a goatee that he kept meticulously trimmed. He wore the same thing every day: a navy polo with the Morrison's logo, khaki pants, and brown leather shoes that clicked authoritatively on the linoleum. He never raised his voice. He didn't have to. There was something about the way he looked at you — steady, unhurried, like he was reading the ingredients label on your soul — that made you want to confess to things you hadn't even done.
Everett read the text three times. His stomach did something acrobatic.
He spent the rest of the afternoon in a fog. He rang up customers on autopilot. He folded the same stack of t-shirts four times. At one point he realized he'd been staring at a mannequin for two full minutes, and the mannequin seemed to be judging him too.
At five-thirty, the store emptied out. The afternoon shift left. Everett could hear the last few employees calling out their goodbyes, the front doors locking, the sound of the building settling into its after-hours quiet. He stood at the base of the stairs leading up to the management offices and considered, briefly, just walking out the front door and driving until he ran out of gas.
He went up the stairs instead.
Vinnie's office was at the end of the hall. The door was open. Vinnie sat behind his desk, which was cluttered with paperwork and a half-eaten sandwich from the deli next door. He looked up when Everett appeared in the doorway, and he didn't smile. He gestured to the chair across from him.
"Sit down, Everett."
Everett sat. His hands were in his lap, and he was pressing his palms together like he was praying, which maybe he was.
Vinnie leaned back in his chair. He folded his arms across his chest. He looked at Everett for a long moment — long enough that Everett could hear the clock on the wall and the hum of the building's ventilation system.
"You took a thousand dollars out of the safe on Thursday," Vinnie said. It wasn't a question.
Everett's mouth opened. Then closed. Then opened again. "I — it wasn't — I was going to pay it back. On Tuesday. When I get my check. It was just a loan, Vinnie. Just until payday."
Vinnie's expression didn't change. He nodded slowly, the way someone nods when they're not actually listening but waiting for you to finish talking so they can deliver the real message.
"A loan," Vinnie repeated. "From the store safe. Without asking. Without signing anything. Without telling anyone."
"I know how it sounds —"
"It sounds like theft, Everett."
The word landed like a brick. Everett felt it in his chest, in his throat, in the backs of his eyes. His vision blurred slightly, and he blinked hard.
"I wasn't going to keep it," he said. "I swear. I just — I had a payment due, and I didn't have — I'll put it back. I'll put it back right now. I have the money in my —"
"Where's the money?"
"I — most of it. I used some of it for the payment, but I have —"
"How much is left?"
"About six hundred."
Vinnie let out a breath through his nose. He unfolded his arms and leaned forward, resting his elbows on the desk. "So four hundred dollars is already gone."
"I'll pay it back. Every cent. I'll work extra shifts. I'll —"
"Everett." Vinnie's voice was calm. That was the worst part. He wasn't angry. He was something worse than angry. He was decided. "I've been managing this store for twenty-two years. You know how many employees I've caught stealing?"
Everett shook his head.
"Seven. You know how many of them are not in jail right now?"
Everett shook his head again.
"None. Zero. Every single one. I prosecute, Everett. That's my policy. That's always been my policy. You steal from this store, you go to jail. Simple as that."
Everett's heart was hammering so hard he could feel it in his temples. "Vinnie, please. Please. I'll pay it back. I'll do anything. I can't go to jail. My parents — they don't know about any of this. They don't know about the debt, the credit card, any of it. If they find out —"
Vinnie held up a hand, and Everett stopped talking.
"I'm going to give you a choice," Vinnie said. He said it the way someone might offer you a choice between two brands of coffee. Casual. Measured. "Option one: I call the police, file a report, and you get arrested. You lose your job, you get a criminal record, and whatever plans you had for getting out of this town and paying off your debt? Those are done."
Everett swallowed. "And option two?"
Vinnie paused. Something shifted in his expression — not a smile, exactly, but a subtle tightening at the corners of his mouth. "Option two is what I call local discipline. Midwest style. My grandfather used it on my dad. My dad used it on me. It's not pretty, but it works, and it keeps things in-house. No police, no record, no calls to your parents."
Everett stared at him. "What — what kind of discipline?"
Vinnie stood up. He walked around the desk and leaned against the front of it, arms crossed again, looking down at Everett. "The kind that makes you think twice before you ever do something that stupid again. I need you to pick, Everett. Right now. Option one or option two. And if you can't decide, I'll decide for you, and I'll be calling the police."
Everett's brain was running calculations at a speed it was not equipped for. Jail. Criminal record. His parents finding out. The shame. The debt that would follow him forever. Versus — whatever "local discipline" meant. A spanking? Some kind of old-school punishment? He was twenty-two years old. He'd take a spanking over jail any day of the week.
"Okay," he said, and the word came out louder than he intended. "Okay. Discipline."
Vinnie nodded. He pushed off the desk and walked to the office door. Everett heard the click of the lock. The blinds were already drawn. The room felt smaller suddenly, and the hum of the ventilation seemed louder.
"Stand up," Vinnie said.
Everett stood. His legs felt unreliable.
"Strip down to your underwear."
Everett blinked. "What?"
"You heard me. Strip down to your briefs. Leave your clothes on the chair."
"I — why do I need to —"
"Because that's how this works, Everett. You agreed to this. You can still change your mind, but the only other option is the phone call. So what's it going to be?"
Everett looked at the locked door. He looked at his clothes. He looked at Vinnie, who was standing by a long wooden cabinet against the wall, his back half-turned, reaching for something inside.
His hands were shaking when he pulled his Morrison's polo over his head. He folded it — some absurd part of his brain insisted on folding it — and set it on the chair. He kicked off his shoes. He unbuckled his belt, stepped out of his jeans, and added them to the pile. He was standing in a pair of plain white briefs and his socks, and he felt more exposed than he'd ever felt in his life.
"Over the table," Vinnie said. He'd turned back around, and in his hands he was holding something that made Everett's stomach drop: a wooden paddle. It was about two feet long, flat, with a handle wrapped in old leather tape. It looked like it had been around since the Eisenhower administration. There were initials carved into it that Everett couldn't read from where he stood.
"Vinnie, what is that?"
"Fraternity paddle. Mine, from college. It's been used a lot more than you'd think." Vinnie smacked it against his palm once, and the sound it made was sharp and dense, like a gunshot in the quiet office. "Bend over the table, Everett. Hands flat on the surface."
Everett's legs carried him to the table — Vinnie's work table, the one covered in invoices and supply catalogs that Vinnie swept to the side with one arm. The surface was cold against his palms. He bent over, and the position made him feel ridiculous. He was a grown man, bent over a table in his underwear, in the back office of a department store, waiting to be paddled by his fifty-something-year-old boss.
The first crack came without warning.
The pain was immediate and total — a white-hot band across both cheeks that made him gasp and grip the edge of the table. Before he could fully process it, the second one came. Then the third. Vinnie wasn't rushing. Each stroke was deliberate, measured, with a brief pause between them, like he was letting the full weight of each one register before delivering the next.
"Count them," Vinnie said.
"What?"
"Count them out loud. If you lose count, we start over."
"Four," Everett said, because the fourth one had just landed, and his voice cracked on the word.
"That's three. We're starting over."
The paddle came down again. "One," Everett choked.
"One." Another crack. "Two."
By ten, his eyes were watering. By twenty, tears were running down his face. By thirty, he'd stopped caring about dignity entirely. He was gripping the table so hard his knuckles were white, and his whole body was shaking with the effort of staying in position. Every stroke sent a jolt through him that was unlike anything he'd experienced — not just pain, but a deep, bone-rattling impact that seemed to travel through his whole body and settle somewhere in his gut.
At forty, he was openly crying. At forty-five, he was babbling. At fifty, when Vinnie finally stopped, Everett was a wreck. His face was wet, his nose was running, and his legs were trembling so badly he wasn't sure they'd hold him.
"Stay there a minute," Vinnie said.
Everett stayed. He could feel the heat radiating off his backside — it felt like he'd sat on a stove. His briefs were clinging to his skin with sweat, and he was breathing in ragged, hitching gasps.
Slowly, he pushed himself upright. His legs held, barely. He turned to reach for his clothes, his hands still shaking, his whole body operating on some autopilot that just wanted to get dressed and get out.
"I'm not finished," Vinnie said.
Everett froze. He looked at Vinnie, who was setting the paddle down on the cabinet and opening a desk drawer. "What do you mean? You said fifty. I counted fifty."
"Fifty for the theft. Now we deal with the rest."
"The rest of what?"
Vinnie pulled a small jar from the drawer. Vaseline. The brown kind, the kind his grandmother kept in her bathroom cabinet. He set it on the desk and looked at Everett with that same steady, unreadable expression.
"Bend back over the table."
Everett didn't move. His brain was trying to process what was happening, and it was running about ten steps behind. "Why? What — what else are you going to do?"
"Pull your briefs down and bend over the table, Everett."
"My —" He looked down at himself. He was standing in his underwear in front of his boss, his ass already on fire, and Vinnie was telling him to take off the last thing he was wearing. "Vinnie, what the hell is —"
"You can leave. The door's locked, but I'll unlock it. You can walk out, and I'll make the call. Your choice."
Everett stared at him. His mouth was dry. He hooked his thumbs into the waistband of his briefs and pulled them down to his ankles, stepping out of them. He was naked now, completely, and the air in the office felt cold against his skin. He bent over the table again, and this time the surface against his bare stomach and the exposure of his backside made him feel a kind of vulnerability that went beyond physical.
"What are you doing?" he asked, when he heard Vinnie's footsteps behind him.
Vinnie didn't answer. He heard the jar open — that distinctive wet sound of Vaseline being scooped — and then he felt Vinnie's hand on his hip, steadying him. Then something thick and slick pressing against his hole.
"What — Vinnie, what are you —"
Vinnie pushed in.
Everett's body went rigid. The pressure was intense, slow, deliberate, and he could feel himself being opened in a way he'd never experienced before. He'd never done this. Not with anyone. Not even close. The sensation was overwhelming — not just the stretch and the fullness, but the awareness of what was happening: his boss was inside him, bare, with nothing between them.
"You're not going to put a condom on?" Everett said, and his voice came out high and thin and slightly hysterical.
Vinnie just grunted. His hands gripped Everett's hips, and he started to move. Slowly at first, then building a rhythm — deep, measured thrusts that rocked Everett against the table with each one. The table creaked. The jar of Vaseline sat open beside them, and the office smelled like petroleum jelly and sweat.
It hurt. It hurt a lot, at first. But somewhere around the second minute, something shifted. The pain didn't go away, but it started to share space with something else — a deep, internal pressure that was generating sensations he didn't have a framework for. Every thrust seemed to hit something inside him that sent a jolt through his whole body, not unlike the paddle, but different. Warmer. More confusing.
"Please," Everett said, after about five minutes. His forehead was pressed against the table, his fingers curled around the edge. "Please stop."
Vinnie paused. He didn't pull out. He stayed buried deep, and Everett could feel him throbbing inside. "I can stop. I can stop right now, pick up the phone, and call the cops. Or you can take it for a bit longer."
"How much longer?"
"Until I finish."
"When is that?"
"When I cum."
Everett's stomach dropped. "You're going to cum? Inside me?"
"Not inside you," Vinnie said. "I'll pull out."
"You promise?"
"I said I'll pull out."
Everett closed his eyes. He pressed his face against the cold table surface. "Okay. Fine. Just — finish."
Vinnie started moving again. This time, there was nothing measured about it. He fucked Everett hard, his hips slamming against Everett's punished ass with each thrust, and the impact of skin against swollen, paddled skin made Everett yelp with every stroke. The table was rocking. The invoices that hadn't been pushed off were sliding to the floor. Vinnie was breathing heavily, his grip on Everett's hips tight enough to leave marks, and the sound of it — skin on skin, the wet slide of Vaseline, the creak of the table — filled the small office.
Then Vinnie reached around.
Everett felt Vinnie's hand close around his cock, and his whole body jerked. He hadn't been hard — he was sure he hadn't been hard. But the first touch of Vinnie's slick hand made him realize that he was, in fact, half-erect, and the slow, firm stroke of Vinnie's grip sent a wave of sensation through him that made his legs buckle.
"What are you — I don't —"
"You're going to cum for me," Vinnie said, and his voice was low and rough and right next to Everett's ear. He kept thrusting and stroking at the same time, and the dual sensation was short-circuiting something in Everett's brain. The pressure inside him, the friction on his cock, the heat from the paddling, the vulnerability of being bent over and taken — it was all converging into something he couldn't stop.
"I can't — I'm not going to — oh god."
His orgasm hit him like a wave he didn't see coming. His whole body seized, his back arched, and he shot across the floor of Vinnie's office in thick, white streaks that splattered the linoleum. He groaned — a sound he'd never made before, raw and involuntary — and his arms gave out, his chest hitting the table.
Vinnie kept stroking him through it, milking every last drop, and then he let go. Everett was spent. Totally, completely, devastatingly spent. His legs were shaking. His vision was blurred. He could feel his own cum cooling on the floor beneath him.
But Vinnie wasn't done.
Before Everett could catch his breath, Vinnie entered him again. One hard thrust, all the way, and Everett gasped.
"I'm close," Vinnie said. His rhythm was faster now, harder, more urgent. His fingers were digging into Everett's waist, and his breathing was ragged.
Everett didn't have time to react. He didn't have time to say anything, or protest, or remind Vinnie of what he'd promised. He felt it happen — felt Vinnie's body tense, felt the deep, pulsing throb inside him, felt the heat. Vinnie groaned, a low, guttural sound, and Everett could feel him cumming. Inside him. Not pulling out. Not stopping. Just releasing, deep, with a few final thrusts that drove it all the way in.
When Vinnie finally pulled out, Everett stayed bent over the table. He couldn't move. He could feel it — Vinnie's load, warm and slick, already starting to drip down the inside of his thigh. The evidence of what had just happened was running down his skin, and he stared at the wood grain of the table and tried to reconcile the last hour with any version of reality he understood.
"I thought you said you weren't going to cum in me," Everett said. His voice was flat. Hollow.
Vinnie was already pulling up his pants. He tucked in his shirt, fastened his belt, and ran a hand over his shaved head. He looked at Everett with something that might have been sympathy, or might have been satisfaction, or might have been both.
"Sorry," he said. "Your ass just felt too good. Couldn't help it." He paused, then added: "But look at it this way — you can come back to work tomorrow without worrying about jail. That's worth something, right?"
He slapped Everett's bare ass one more time — a sharp, casual crack that made Everett flinch — and walked to the door. He unlocked it, stepped into the hallway, and disappeared.
Everett stayed bent over the table for another full minute. The office was quiet. The ventilation hummed. The jar of Vaseline sat open on the desk. His clothes were on the chair. His cum was on the floor. Vinnie's cum was dripping out of him.
Eventually, he straightened up. His legs ached. His ass was on fire. His hole was sore and slick. He dressed slowly, wincing as he pulled his briefs up over his swollen cheeks, wincing again as his jeans pressed against them. He buckled his belt, pulled on his polo, and stood there for a moment, looking at the jar of Vaseline on the desk.
He picked it up, pocketed it, and left the office.
The walk to his car was the longest walk of his life. Every step reminded him of what had happened — the soreness, the stickiness, the feeling of something slowly leaking out of him as he crossed the empty parking lot under the fading evening sky. He sat down in the driver's seat and hissed through his teeth.
His phone buzzed. A text from Vinnie.
*See you tomorrow at 8. Don't be late. And Everett — stay out of the safe.*
Everett stared at the text. Then, despite everything — despite the pain, the humiliation, the cum still drying on his inner thigh — he laughed. It was a small, exhausted, slightly unhinged laugh, the kind that comes when you realize you've hit some kind of rock bottom and the only direction left is up.
He started the car. He drove home. He took a long shower, inspected the damage in the mirror — his ass was a mosaic of purple and red — and climbed into bed in his childhood bedroom with the Star Wars posters watching over him like judgmental witnesses.
He owed four hundred dollars. He had a sore ass. He had Vinnie's jar of Vaseline in his jacket pocket. And somehow, improbably, he still had a job.
Things could only get better from here. Probably.
The job was supposed to be temporary. A few months of paychecks, a little breathing room, maybe enough to chip away at the credit card balance that had ballooned during one too many weekend trips to Kansas City with his college buddies. But temporary had a way of becoming permanent when you owed money to three different creditors and your starting salary was twelve dollars an hour.
The problem — the real problem, the one that had been gnawing at him for the past week — was that he'd done something stupid. Desperately, catastrophically stupid. The credit card payment was due Friday, and his bank account was sitting at a number that wouldn't cover a trip to Taco Bell, let alone a minimum payment on a card he'd maxed out at bars and concerts. So on Thursday evening, when the store safe was open and the register drawers were being counted, he'd slipped a thousand dollars in cash into his backpack. Just borrowed it. That's what he told himself. Just a loan until payday, which was the following Tuesday. He'd put it right back. Nobody would notice. The store did enough daily volume that a thousand dollars was a rounding error.
He was wrong about the rounding error. He was wrong about nobody noticing. He was wrong about pretty much everything, including his ability to sleep that weekend, which he spent alternating between panic sweats and the vague hope that maybe, just maybe, the universe would cut him a break for once.
The universe did not cut him a break.
Monday morning started like every other Monday. Everett clocked in at eight, straightened the men's section on the second floor, helped a woman find her husband's size in cargo shorts, and spent forty-five minutes pretending to reorganize a sock display while actually scrolling through his phone. It was normal. Painfully, boringly normal. So normal that by lunchtime, he'd almost convinced himself the weekend theft had been a dream.
At twelve-thirty, his phone buzzed. A text from Vinnie, the store manager: *Come see me at the end of your shift. My office. Don't forget.*
Vinnie was a guy who'd been managing Morrison's for longer than Everett had been alive, and he carried himself like a man who'd seen every variety of small-town bullshit and had developed a zero-tolerance policy for all of it. He was tall, broad-shouldered, dark-skinned, with a shaved head and a goatee that he kept meticulously trimmed. He wore the same thing every day: a navy polo with the Morrison's logo, khaki pants, and brown leather shoes that clicked authoritatively on the linoleum. He never raised his voice. He didn't have to. There was something about the way he looked at you — steady, unhurried, like he was reading the ingredients label on your soul — that made you want to confess to things you hadn't even done.
Everett read the text three times. His stomach did something acrobatic.
He spent the rest of the afternoon in a fog. He rang up customers on autopilot. He folded the same stack of t-shirts four times. At one point he realized he'd been staring at a mannequin for two full minutes, and the mannequin seemed to be judging him too.
At five-thirty, the store emptied out. The afternoon shift left. Everett could hear the last few employees calling out their goodbyes, the front doors locking, the sound of the building settling into its after-hours quiet. He stood at the base of the stairs leading up to the management offices and considered, briefly, just walking out the front door and driving until he ran out of gas.
He went up the stairs instead.
Vinnie's office was at the end of the hall. The door was open. Vinnie sat behind his desk, which was cluttered with paperwork and a half-eaten sandwich from the deli next door. He looked up when Everett appeared in the doorway, and he didn't smile. He gestured to the chair across from him.
"Sit down, Everett."
Everett sat. His hands were in his lap, and he was pressing his palms together like he was praying, which maybe he was.
Vinnie leaned back in his chair. He folded his arms across his chest. He looked at Everett for a long moment — long enough that Everett could hear the clock on the wall and the hum of the building's ventilation system.
"You took a thousand dollars out of the safe on Thursday," Vinnie said. It wasn't a question.
Everett's mouth opened. Then closed. Then opened again. "I — it wasn't — I was going to pay it back. On Tuesday. When I get my check. It was just a loan, Vinnie. Just until payday."
Vinnie's expression didn't change. He nodded slowly, the way someone nods when they're not actually listening but waiting for you to finish talking so they can deliver the real message.
"A loan," Vinnie repeated. "From the store safe. Without asking. Without signing anything. Without telling anyone."
"I know how it sounds —"
"It sounds like theft, Everett."
The word landed like a brick. Everett felt it in his chest, in his throat, in the backs of his eyes. His vision blurred slightly, and he blinked hard.
"I wasn't going to keep it," he said. "I swear. I just — I had a payment due, and I didn't have — I'll put it back. I'll put it back right now. I have the money in my —"
"Where's the money?"
"I — most of it. I used some of it for the payment, but I have —"
"How much is left?"
"About six hundred."
Vinnie let out a breath through his nose. He unfolded his arms and leaned forward, resting his elbows on the desk. "So four hundred dollars is already gone."
"I'll pay it back. Every cent. I'll work extra shifts. I'll —"
"Everett." Vinnie's voice was calm. That was the worst part. He wasn't angry. He was something worse than angry. He was decided. "I've been managing this store for twenty-two years. You know how many employees I've caught stealing?"
Everett shook his head.
"Seven. You know how many of them are not in jail right now?"
Everett shook his head again.
"None. Zero. Every single one. I prosecute, Everett. That's my policy. That's always been my policy. You steal from this store, you go to jail. Simple as that."
Everett's heart was hammering so hard he could feel it in his temples. "Vinnie, please. Please. I'll pay it back. I'll do anything. I can't go to jail. My parents — they don't know about any of this. They don't know about the debt, the credit card, any of it. If they find out —"
Vinnie held up a hand, and Everett stopped talking.
"I'm going to give you a choice," Vinnie said. He said it the way someone might offer you a choice between two brands of coffee. Casual. Measured. "Option one: I call the police, file a report, and you get arrested. You lose your job, you get a criminal record, and whatever plans you had for getting out of this town and paying off your debt? Those are done."
Everett swallowed. "And option two?"
Vinnie paused. Something shifted in his expression — not a smile, exactly, but a subtle tightening at the corners of his mouth. "Option two is what I call local discipline. Midwest style. My grandfather used it on my dad. My dad used it on me. It's not pretty, but it works, and it keeps things in-house. No police, no record, no calls to your parents."
Everett stared at him. "What — what kind of discipline?"
Vinnie stood up. He walked around the desk and leaned against the front of it, arms crossed again, looking down at Everett. "The kind that makes you think twice before you ever do something that stupid again. I need you to pick, Everett. Right now. Option one or option two. And if you can't decide, I'll decide for you, and I'll be calling the police."
Everett's brain was running calculations at a speed it was not equipped for. Jail. Criminal record. His parents finding out. The shame. The debt that would follow him forever. Versus — whatever "local discipline" meant. A spanking? Some kind of old-school punishment? He was twenty-two years old. He'd take a spanking over jail any day of the week.
"Okay," he said, and the word came out louder than he intended. "Okay. Discipline."
Vinnie nodded. He pushed off the desk and walked to the office door. Everett heard the click of the lock. The blinds were already drawn. The room felt smaller suddenly, and the hum of the ventilation seemed louder.
"Stand up," Vinnie said.
Everett stood. His legs felt unreliable.
"Strip down to your underwear."
Everett blinked. "What?"
"You heard me. Strip down to your briefs. Leave your clothes on the chair."
"I — why do I need to —"
"Because that's how this works, Everett. You agreed to this. You can still change your mind, but the only other option is the phone call. So what's it going to be?"
Everett looked at the locked door. He looked at his clothes. He looked at Vinnie, who was standing by a long wooden cabinet against the wall, his back half-turned, reaching for something inside.
His hands were shaking when he pulled his Morrison's polo over his head. He folded it — some absurd part of his brain insisted on folding it — and set it on the chair. He kicked off his shoes. He unbuckled his belt, stepped out of his jeans, and added them to the pile. He was standing in a pair of plain white briefs and his socks, and he felt more exposed than he'd ever felt in his life.
"Over the table," Vinnie said. He'd turned back around, and in his hands he was holding something that made Everett's stomach drop: a wooden paddle. It was about two feet long, flat, with a handle wrapped in old leather tape. It looked like it had been around since the Eisenhower administration. There were initials carved into it that Everett couldn't read from where he stood.
"Vinnie, what is that?"
"Fraternity paddle. Mine, from college. It's been used a lot more than you'd think." Vinnie smacked it against his palm once, and the sound it made was sharp and dense, like a gunshot in the quiet office. "Bend over the table, Everett. Hands flat on the surface."
Everett's legs carried him to the table — Vinnie's work table, the one covered in invoices and supply catalogs that Vinnie swept to the side with one arm. The surface was cold against his palms. He bent over, and the position made him feel ridiculous. He was a grown man, bent over a table in his underwear, in the back office of a department store, waiting to be paddled by his fifty-something-year-old boss.
The first crack came without warning.
The pain was immediate and total — a white-hot band across both cheeks that made him gasp and grip the edge of the table. Before he could fully process it, the second one came. Then the third. Vinnie wasn't rushing. Each stroke was deliberate, measured, with a brief pause between them, like he was letting the full weight of each one register before delivering the next.
"Count them," Vinnie said.
"What?"
"Count them out loud. If you lose count, we start over."
"Four," Everett said, because the fourth one had just landed, and his voice cracked on the word.
"That's three. We're starting over."
The paddle came down again. "One," Everett choked.
"One." Another crack. "Two."
By ten, his eyes were watering. By twenty, tears were running down his face. By thirty, he'd stopped caring about dignity entirely. He was gripping the table so hard his knuckles were white, and his whole body was shaking with the effort of staying in position. Every stroke sent a jolt through him that was unlike anything he'd experienced — not just pain, but a deep, bone-rattling impact that seemed to travel through his whole body and settle somewhere in his gut.
At forty, he was openly crying. At forty-five, he was babbling. At fifty, when Vinnie finally stopped, Everett was a wreck. His face was wet, his nose was running, and his legs were trembling so badly he wasn't sure they'd hold him.
"Stay there a minute," Vinnie said.
Everett stayed. He could feel the heat radiating off his backside — it felt like he'd sat on a stove. His briefs were clinging to his skin with sweat, and he was breathing in ragged, hitching gasps.
Slowly, he pushed himself upright. His legs held, barely. He turned to reach for his clothes, his hands still shaking, his whole body operating on some autopilot that just wanted to get dressed and get out.
"I'm not finished," Vinnie said.
Everett froze. He looked at Vinnie, who was setting the paddle down on the cabinet and opening a desk drawer. "What do you mean? You said fifty. I counted fifty."
"Fifty for the theft. Now we deal with the rest."
"The rest of what?"
Vinnie pulled a small jar from the drawer. Vaseline. The brown kind, the kind his grandmother kept in her bathroom cabinet. He set it on the desk and looked at Everett with that same steady, unreadable expression.
"Bend back over the table."
Everett didn't move. His brain was trying to process what was happening, and it was running about ten steps behind. "Why? What — what else are you going to do?"
"Pull your briefs down and bend over the table, Everett."
"My —" He looked down at himself. He was standing in his underwear in front of his boss, his ass already on fire, and Vinnie was telling him to take off the last thing he was wearing. "Vinnie, what the hell is —"
"You can leave. The door's locked, but I'll unlock it. You can walk out, and I'll make the call. Your choice."
Everett stared at him. His mouth was dry. He hooked his thumbs into the waistband of his briefs and pulled them down to his ankles, stepping out of them. He was naked now, completely, and the air in the office felt cold against his skin. He bent over the table again, and this time the surface against his bare stomach and the exposure of his backside made him feel a kind of vulnerability that went beyond physical.
"What are you doing?" he asked, when he heard Vinnie's footsteps behind him.
Vinnie didn't answer. He heard the jar open — that distinctive wet sound of Vaseline being scooped — and then he felt Vinnie's hand on his hip, steadying him. Then something thick and slick pressing against his hole.
"What — Vinnie, what are you —"
Vinnie pushed in.
Everett's body went rigid. The pressure was intense, slow, deliberate, and he could feel himself being opened in a way he'd never experienced before. He'd never done this. Not with anyone. Not even close. The sensation was overwhelming — not just the stretch and the fullness, but the awareness of what was happening: his boss was inside him, bare, with nothing between them.
"You're not going to put a condom on?" Everett said, and his voice came out high and thin and slightly hysterical.
Vinnie just grunted. His hands gripped Everett's hips, and he started to move. Slowly at first, then building a rhythm — deep, measured thrusts that rocked Everett against the table with each one. The table creaked. The jar of Vaseline sat open beside them, and the office smelled like petroleum jelly and sweat.
It hurt. It hurt a lot, at first. But somewhere around the second minute, something shifted. The pain didn't go away, but it started to share space with something else — a deep, internal pressure that was generating sensations he didn't have a framework for. Every thrust seemed to hit something inside him that sent a jolt through his whole body, not unlike the paddle, but different. Warmer. More confusing.
"Please," Everett said, after about five minutes. His forehead was pressed against the table, his fingers curled around the edge. "Please stop."
Vinnie paused. He didn't pull out. He stayed buried deep, and Everett could feel him throbbing inside. "I can stop. I can stop right now, pick up the phone, and call the cops. Or you can take it for a bit longer."
"How much longer?"
"Until I finish."
"When is that?"
"When I cum."
Everett's stomach dropped. "You're going to cum? Inside me?"
"Not inside you," Vinnie said. "I'll pull out."
"You promise?"
"I said I'll pull out."
Everett closed his eyes. He pressed his face against the cold table surface. "Okay. Fine. Just — finish."
Vinnie started moving again. This time, there was nothing measured about it. He fucked Everett hard, his hips slamming against Everett's punished ass with each thrust, and the impact of skin against swollen, paddled skin made Everett yelp with every stroke. The table was rocking. The invoices that hadn't been pushed off were sliding to the floor. Vinnie was breathing heavily, his grip on Everett's hips tight enough to leave marks, and the sound of it — skin on skin, the wet slide of Vaseline, the creak of the table — filled the small office.
Then Vinnie reached around.
Everett felt Vinnie's hand close around his cock, and his whole body jerked. He hadn't been hard — he was sure he hadn't been hard. But the first touch of Vinnie's slick hand made him realize that he was, in fact, half-erect, and the slow, firm stroke of Vinnie's grip sent a wave of sensation through him that made his legs buckle.
"What are you — I don't —"
"You're going to cum for me," Vinnie said, and his voice was low and rough and right next to Everett's ear. He kept thrusting and stroking at the same time, and the dual sensation was short-circuiting something in Everett's brain. The pressure inside him, the friction on his cock, the heat from the paddling, the vulnerability of being bent over and taken — it was all converging into something he couldn't stop.
"I can't — I'm not going to — oh god."
His orgasm hit him like a wave he didn't see coming. His whole body seized, his back arched, and he shot across the floor of Vinnie's office in thick, white streaks that splattered the linoleum. He groaned — a sound he'd never made before, raw and involuntary — and his arms gave out, his chest hitting the table.
Vinnie kept stroking him through it, milking every last drop, and then he let go. Everett was spent. Totally, completely, devastatingly spent. His legs were shaking. His vision was blurred. He could feel his own cum cooling on the floor beneath him.
But Vinnie wasn't done.
Before Everett could catch his breath, Vinnie entered him again. One hard thrust, all the way, and Everett gasped.
"I'm close," Vinnie said. His rhythm was faster now, harder, more urgent. His fingers were digging into Everett's waist, and his breathing was ragged.
Everett didn't have time to react. He didn't have time to say anything, or protest, or remind Vinnie of what he'd promised. He felt it happen — felt Vinnie's body tense, felt the deep, pulsing throb inside him, felt the heat. Vinnie groaned, a low, guttural sound, and Everett could feel him cumming. Inside him. Not pulling out. Not stopping. Just releasing, deep, with a few final thrusts that drove it all the way in.
When Vinnie finally pulled out, Everett stayed bent over the table. He couldn't move. He could feel it — Vinnie's load, warm and slick, already starting to drip down the inside of his thigh. The evidence of what had just happened was running down his skin, and he stared at the wood grain of the table and tried to reconcile the last hour with any version of reality he understood.
"I thought you said you weren't going to cum in me," Everett said. His voice was flat. Hollow.
Vinnie was already pulling up his pants. He tucked in his shirt, fastened his belt, and ran a hand over his shaved head. He looked at Everett with something that might have been sympathy, or might have been satisfaction, or might have been both.
"Sorry," he said. "Your ass just felt too good. Couldn't help it." He paused, then added: "But look at it this way — you can come back to work tomorrow without worrying about jail. That's worth something, right?"
He slapped Everett's bare ass one more time — a sharp, casual crack that made Everett flinch — and walked to the door. He unlocked it, stepped into the hallway, and disappeared.
Everett stayed bent over the table for another full minute. The office was quiet. The ventilation hummed. The jar of Vaseline sat open on the desk. His clothes were on the chair. His cum was on the floor. Vinnie's cum was dripping out of him.
Eventually, he straightened up. His legs ached. His ass was on fire. His hole was sore and slick. He dressed slowly, wincing as he pulled his briefs up over his swollen cheeks, wincing again as his jeans pressed against them. He buckled his belt, pulled on his polo, and stood there for a moment, looking at the jar of Vaseline on the desk.
He picked it up, pocketed it, and left the office.
The walk to his car was the longest walk of his life. Every step reminded him of what had happened — the soreness, the stickiness, the feeling of something slowly leaking out of him as he crossed the empty parking lot under the fading evening sky. He sat down in the driver's seat and hissed through his teeth.
His phone buzzed. A text from Vinnie.
*See you tomorrow at 8. Don't be late. And Everett — stay out of the safe.*
Everett stared at the text. Then, despite everything — despite the pain, the humiliation, the cum still drying on his inner thigh — he laughed. It was a small, exhausted, slightly unhinged laugh, the kind that comes when you realize you've hit some kind of rock bottom and the only direction left is up.
He started the car. He drove home. He took a long shower, inspected the damage in the mirror — his ass was a mosaic of purple and red — and climbed into bed in his childhood bedroom with the Star Wars posters watching over him like judgmental witnesses.
He owed four hundred dollars. He had a sore ass. He had Vinnie's jar of Vaseline in his jacket pocket. And somehow, improbably, he still had a job.
Things could only get better from here. Probably.