Read part 1 here
From the way he waited for me to make the first real move, I reckoned he’d had affairs with employees in the past. In fact, he stayed mostly still while I unbuckled his trousers and slid the zipper down, and merely held onto the edge of his desk when I fished inside of his tight briefs. His cock was nice, about seven inches and cut with a flared head. I’d never seen a straight man with shaved balls, at least one who wasn’t in sex work, so I wondered how he explained it to Mrs. Baker.
I’m not good at a lot of stuff, but my head game is unmatched. Mr. Baker rested a hand on my head, whispering “Good boy, good boy, Kenneth,” as I gobbled him down. I made it wet, noisy, like his meat was the tastiest thing I’d ever seen in my life. Shuffling onto my knees, I rested the sticky shaft on my forehead and mouthed his smooth sack. He liked that very much. As soon as Mr. Baker got restless, I went back to bobbing sloppily on his cock. Back and forth, deeper and deeper, gagging and pulling off to look him in the eyes while jerking the shaft vigorously, then taking him in my throat for a few seconds. Tickle balls ad nauseam.
Mr. Baker warned me that he was about to blow with, “Yes, take it. Come on,” moments before pulling me all the way onto his cock. He came so far down my throat that I couldn’t taste it until his softening dick flopped out of my mouth. I didn’t clean him up or offer to do so—I had my limits—but he still kissed me.
“You’re brilliant on your knees,” he murmured against my lips.
I kissed him in return. “Wait until you see me on my back.”
In two weeks I had a meeting with HR to get direct deposit set up, an official company badge, and even entered into a retirement plan. The sudden largesse nearly paralyzed my brain; you mean I’ll make enough to purchase name brand cereal? Not only do I have dental insurance, but I’ll be able to afford the copay? Can I really think about opening a savings account?
If a blowjob got me all this, then what could anal sex get me?
One day he told me to come in an hour early while the cleaning people were still working their way through the offices. Stuart claimed that between the vacuum sounds and the cleaners’ earbuds, any noise we’d made in his office would be lost in the cacophony. He just wanted to fuck me, of course. I came prepared. He was as I expected—rough, fast, and completely uncaring. Most of the guys who liked to fuck men but sleep with women were like that, at least the ones I had been with. They thought other men could take it, that the whole point of bottoming was to feel like a bitch, so they could use me and not think about it afterward. At eighteen I would have slunk back to my desk and said nothing. Now I looked Stuart in the eye as I blew up a donut pillow for myself.
He laughed, “How are you going to explain that?”
“I won’t have to if you order me lunch,” I replied with a shrug.
He ordered me a burrito bowl.
After that he stuck to fucking me on Fridays. I sucked him off plenty, but looking a little snot-nosed and watery-eyed was much easier to lie casually about than walking funny. Stuart Baker never returned the favor, but why would he? I was still learning the job, could barely type, and spent most of my time watching videos on how to perform basic clerical duties. Blowjobs and ass were my payment for my boss’s leniency.
It felt fucking worth it, though. I’d already looked up other assistant jobs in the area, and there was a chance that I could someday work my way up to Executive Assistant and have a real salary. If over the next three years I could balance a horny boss and some intensive skills-building then perhaps the next job would be earned with an impressive résumé instead of on my back.
I met Regina Baker at a company-wide chili cookoff. Despite my best efforts to avoid associating the man over whose desk I was frequently bent with a wife and children, Stuart and Regina had that easy closeness of a couple who’ve been together for decades. “Hi!” she exclaimed, hugging me right off the bat. “It’s nice to finally meet you!”
My stomach churned.
“Likewise,” I said with a smile that I hoped was pleasant and unreadable.
Regina pulled two older children away from a table to stand next to her. “These are our two youngest, Cole and Marley,” she said, prompting them to say hello to their dad’s employee.
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