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It was Monday afternoon and time for sex in the boss’s office. The lunch rush was over and Lance gave me that knowing look. I sighed, just wanting to get it over with.
4 weeks since the arrangement started, I could afford a bit more food every week, even a new couple of t-shirts. I got one of those $10 a month gym memberships and actually started going. I was pretty average at 6’6” and 190 lbs, not too worried about my weight or anything but I just needed a bit of exercise as I started to push 50. I was glad Lance kept up his end of the bargain. I just tried not to think too hard about how humiliating Monday afternoons were.
I walked into Lance’s office and said “Hello Mr. Preston, great to see you today.” He appreciated the good manners; even though it was ridiculous to address him like that when he was 30 years my junior.
Lance just grunted slightly and motioned toward his desk. I could see his bulge growing as I pulled my pants down and bent over the desk, exposed. I wasn’t allowed to fully take them off despite the mess I usually made on them. “It’s hotter when you make a mess on yourself and have to work like that,” he said once, meaning he enjoyed humiliating me.
Lance pulled out his massive cock (how was a guy that skinny so hung?) and started spitting on it. “You know, my birthday is this weekend and I’m having people over.” He lined up his bare dick against my puckered hole and placed his hands on my buttcheeks, ready to insert. He continued, “I think I’m going to need you to come over that morning and clean up my place, run some errands, get everything ready for my party.” With that last word, he was balls deep in my ass, and my eyes were rolling back in my head.
It was strange, he continued talking like he wasn’t fully starting to fuck me up the ass with his cock. This was part of the power he craved. I was a captive audience because I physically couldn’t move, my hard dick leaking because he was starting to fuck me against his desk.
“Yeah faggot,” as he started to pick up the pace, slapping my face occasionally from behind as he fucked me up the ass some more, “you’ll be at my place Saturday at 9 am. You’ll do my laundry, clean my apartment, vacuum, dust, all that shit I don’t want to do.” He slapped me again. “Are you listening?”
“Yes, Mr. Preston.” I was orgasming. He noticed and laughed. He slapped me again. “I’d love that. I’m so grateful for everything you do for me,” I managed to say and not sound too sarcastic. I didn’t want to clean this fucker’s anything, but I needed the extra money he helped me earn, so….
“That’s better. Jesus you’re a gross faggot, cumming all over your pants, but fuck, this ass feels great. Gonna cum in your ass you bitch. Thinking about how you’re gonna be my little servant on Saturday. Fuck yeah, fuck I’m gonna blow my load in you, you fucking queer…”
He came inside me. He gave hard, long thrusts into my ass and dumped his seed. He turned me around and made me lick his cock clean and wiped his hands in my hair. “Get back to work you disgusting fag,” he said. “I’m not in again until next week so I’ll see you at my place Saturday morning.
“Yes Mr. Preston,” I said weakly. “See you then.” I cleaned up myself as best I could, and walked back into the restaurant, ashamed and totally humiliated.
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