[FM] Fucking my Boss for the first time

For reference, I’m 5’6”, 32-C tits. At the time of this story I weighed about 100 pounds and had Straight, black shoulder length hair. This happened about ten years ago.

When I was a Uni student, about 21-22, I spent two summers living in a town on the Costa Del Sol in Spain and working as a stripper. The strip club I worked at was owned by a middle aged English guy that I’ll call Tommy. For context, he looked a lot like Steven Bauer, the actor who played Don Eladio from Breaking bad, but grey with hair, and he talked and behaved like he walked out of a Guy Ritchie gangster movie. He was sleazy and cheeky, but charming in his own way and he oozed confidence, and the girls all seemed to like him, so no red flag there. I was attracted to him from pretty much the moment I met him.

A few weeks after I started, I was backstage when I got a text from Tommy asking me to come to his office when I got a chance. I walked straight over there, opened the door and walked in to see Tommy sitting in his chair with his trousers open, and one of the other girls kneeling between his legs with his cock going in and out of her mouth. I stared open mouth, surprised for a second while Tommy shot me a grin “Best give us a minute love”. I apologised and waited in the hall for a few minutes until the other girl walked out and went back to work. I knocked this time, went in. Tommy pretended like nothing ever happened and had a few employment forms I needed to sign. I did so and went back to my shift. Later that night I fucked myself stupid with a toy and came hard, imagining it was Tommy’s dick fucking me.

A couple of weeks after that I ran into Tommy and he asked if I had a minute. He brought me into his office and sat down opposite each other. “You give lads blowjobs in the private rooms, don’t you?” He asked. I thought I was in trouble – when I joined the other girls told me what went and what didn’t, but it was all very hush hush, I got the impression Tommy had a don’t ask don’t tell policy about that side of the business. I had been doing favours during private dances since I’d started and I was worried I was about to be fired. He saw the horror on my face and smiled at me “Relax. All the girls do it, I don’t mind, it’s just business. I know you do it, how much do you charge? 50 for a blowjob? 100 for a fuck? That’s what most girls charge here?” I relaxed a bit and shrugged “Yeah, on top of the cost of the dance.” He grinned at me and threw 100 euros on his desk “Look love, you don’t have to do anything you don’t want to do, but I’m gagging to get my dick sucked right now. I’ll pay you double if you’ll help me out”

To be honest I would have done it for free. I stood up and removed my bra, letting my tits pop out, then sunk to my knees and undid his jeans and pulled his cock out. Up close it was nice, not porn star big but decent length and thickness. I held in in my hand to inspect it for a minute, gave it a couple of tugs, I pulled out a condom and put it between my lips, and rolled it down his full length. “smart girl, even I don’t know everywhere that’s been” he cracked as I started sucking up and down the length. I went to work, bobbing up and down, enjoying the sound of his moans and feeling my thong grow damp as I worked. I reached inside it to stroke my clit as I sucked him off. I needed more. I released his cock and stared at him. “100 is the price for a fuck, like you said.” I stood up and slid my thong off, leaving me wearing just a garter belt and stockings, then I turned around and bent down, leaning on his desk, I turned my head to look at him “get your money’s worth”.

“If you insist” He stood up, letting his trousers fall to the ground, lined up his cock and plunged it into my cunt, causing me to give a sharp moan. He grabbed my hips and started to pound me hard, grunting and cursing. I moaned along with it, unable to help myself, I reached down to rub my clit. Between that and his cock hammering me it wasn’t long before I cried “I’m close… I’m cumming… OH FUCK YES!” loud enough for anyone in the hallway to hear. I came hard, collapsing on the desk. Tommy gave me a second to compose himself, then started pounding me again hard until he came himself, filling up the condom.

Legs like Jelly, I took a second to compose myself. I pulled my thong and bra back on, put my earnings in my purse and went on to fix myself up for the rest of my shift.

Source: reddit.com/r/gonewildstories/comments/kvq2qq/fm_fucking_my_boss_for_the_first_time