[MF] I used to let my boss fuck me for money [40M/22F]

[First time sharing… be kind. I wrote this about a job I right after college and haven’t shared it before… I used to suck a lot of cocks. I have taken heavy fictional license to disguise all involved and absolutely any resemblances had to real persons, events, bars or cocks is purely coincidental. (: ]

The downtown bar wasn’t the nicest in the area, but it was still decent. I’d been working there, Wednesday to Sunday nights, for almost two months.

I’d been at work less than 5 minutes before I was requested to visit the managers office.

I was not surprised. I’d aced the job interview, despite my lack of prior experience. I was young with lots of big blond hair and big perky tits… and I spent most of the interview on my knees, demonstrating how hard I could work for what I wanted. Since then, the manager generally liked to “check-in” at least once a shift. He compensated me for my services and so I made myself available to provide those extra…services… whenever he requested.

Listen, I was 22 without employable skills and with rent to pay. I needed the job. I loved the extra cash. And he gave good dick. So I let him fuck me for money. Honestly, it made me pretty hot that he wanted to pay for it.

He was a lot older than me, maybe 40? And he was pretty nondescript American: a fat, middle-aged man who was mostly unremarkable. With one exception: below his expanding belly, his 7-inch cock was a fat veiny monster, and his heavy balls were always heavy with cum.

—

I was already thinking about his cock when I opened the office door.

It was Wednesday. On Wednesday he was always eager.

He didn’t say a word, just pulled me forward to his desk, shutting the door behind me. He had my blouse and bra shoved down around my waist, and was shoving the skirt over my ass before I could react. Spinning me, he bent me over his desk, my ass and pussy on display for him as he stretched my arms to the edge and told me to hold on.

The surface of his polished desk was cold on my bare nipples. A distracted part of my mind wondered if the AC was on, if he turned it on to make my nipples hard, if it would be too cold….then his hand fisted in my hair as I felt the blunt head of his dick pushing between my thighs and all other thoughts ceased.

His bare cock. I stiffened and he laughed. “I’ll pay you extra.” He rubbed against my pussy slit, spanked my wet clit. “Don’t lie slut, we both know you’re desperate for every raw inch you can get.”

Despite myself, my pussy was slick and eager for him. His cock already made me wet, and the idea of his fertile seed pumping into my pussy raw and bare made me nearly shake. And extra money? Sweet.

I knew the moment he felt how hot I was. I flushed as he growled “slut” low in my ear, even as he started to fill me. His bare cock was hot and pulsing as he forced himself deeper into my cunt, spreading me wide as he filled me.

He didn’t ease in; he fucked his dick into me, grunting as he bottomed out in my wet cunt, his width enough to make me squirm and moan, struggling to take him all.

He didn’t wait for me to adjust, just drug his fingers into my waist and tightened his other hand in my hair to hold me in place as he pounded me, my pussy spasming anew each time he retreated and then surged forward, stretching me impossibly wider bit by bit.

I whimpered at the burn of the stretch and his cock spasmed. “Fuck baby you take my cock so damn well… like a fucking vise.” My eyes watered, tits smashed flat to the table, as he tilted my hips up and slid impossibly deeper. It was too much for my overwhelmed pussy and I came, grinding back into his cock as I rode out my climax on his dick.

He let me ride out my shaking climax, drawing it out with deep pumps of his hips.

He held me there, my pert ass tilled up to accept his thick dick, his swollen sack pressed to my pussy lips, as I lay there twitching on his cock. “You’re milking me baby, gunna give it to you soon, fill you up with my seed.” My pussy spasmed at his words and he chuckled darkly.

“Greedy little slut.” He slid his cock all the way out until my pussy lips clung to the fat tip, then slammed his hips home in a deep, brutal thrust. And then he was fucking me, using me, breeding his dirty little toy. I don’t know how long he used me like that — it felt like no time and forever, my pussy spasming with orgasmic aftershocks with each thrust, blissed as he pounded me. Then, suddenly, he was stiffening, his cock swelling until I whimpered at the size before he came. He held me down, grunting and pumping his ass as he drained his balls into my hot wet cunt. I could feel him cumming, and cumming… and cumming…. he spasmed endlessly, and then collapsed.

After a few minutes of ragged breathing, he pulled his softening cock from my well-fucked cunt, wiping his cock off on my ass before tucking it back into his slacks. He held me down when I tried to rise, pressing me to his desk.

He laughed, softly, staring down at me. “You’re a bad waitress, but you’re worth every broken glass, sweetheart.”

He pushed thick, blunt fingers through the warm cum leaking from my used pussy. “Stretching out your sweet young cunt, then watching you walk around flirting, knowing you’re leaking my cum…. seeing it glisten on your thighs under your too-short skirts when you have to pick up the broken glass… worth every penny.” He pushed his cum back into me and tugged my panties into place, spanking my ass to jolt me up. “Get to work. And bring me a bourbon on your way out.”

I stood, still wobbly from the fucking and trying to rearrange my clothes, and scowled at him “That’s $1,000,” I said. “On top of everything bartending, of course.”

He laughed. “How about you come back in here after your shift and we’ll make it an even 2000—$2,000 before bartending, and an extra $20 for every man who gives you his phone number while you’re leaking my cum…and no cheating and cleaning up my cum, slut. I don’t care if its obvious.”

I grinned. I felt a shopping trip in my future.

Source: reddit.com/r/gonewildstories/comments/ks5vl7/mf_i_used_to_let_my_boss_fuck_me_for_money_40m22f