1. Showing Abby Who's Boss


    Date: 8/24/2015, Categories: Fiction, Anal, Blowjob, Cheating, Consensual Sex, Group Sex, Hardcore, Job/Place-of-work, Males / Female, Oral Sex, Threesome, Young, Author: dpingjessie69, Rating: 89.8, Source: sexstories.com

    weeks of determining to sleep with her, I was comfortably joking with her about sex. It wasn't long at all after that point that I was suggesting a little office romance. "That would be fun," I said over a casual lunch one Saturday afternoon. My heart was going weak as I tried to sound just casual enough to not seem like a creep but confident enough so she would take me seriously. It was quite the tightrope to walk after just implying to a subordinate that we have sex together. "What do you think?" "Please tell me you're serious," Abby answered. My heart was pounding now, and I almost forgot to breath. "I am if you are," I practically choked out. "Maybe tonight?" "We can go to my place tonight!" The words spilled out of her mouth. It struck me that she was even more nervous than I. "I thought you'd never ask." Abby and I had already made separate plans for the rest of the day, so we split up after lunch and agreed to meet up later that night. As I spent that afternoon with my friends, my mind kept going back to what was about to transpire. Even though I was enjoying the company of my friends, as always, that day really dragged on. I didn't talk with my friends about the dream I'd be living that night, though, because I don't like to count my chickens before they hatch. For two years, since I started managing females at work, I'd fantasized about sleeping with more than one of them, but I'd never pursued it. It was an exciting endeavor I had planned for this evening, one I ...
    wouldn't forget anytime soon. I knew I'd have to be careful about bragging about it so that neither one of us got into any trouble at work. At this point in my life, though, I had already expertly navigated at least one complicated sexual conquest, so I wasn't nervous about blowing our cover. Abby and I met at a coffee shop where she worked before coming to my company. She wore a cute and tasteful outfit, starting with a blue, short-sleeve, button-down shirt with no other shirt underneath so as to reveal a little cleavage. Her pants were tight black stretch pants that reached down to her black flat shoes. Sure, it wasn't the most arousing outfit I'd seen before sex, but we did meet in public, for one, and it was something she'd wear to work if it were buttoned up a little more. Come to think of it, I should have dressed up a little more to take on the boss role, but for the first time there was no need for role play when, in reality, I was her supervisor. Anyway, we ordered some cold caffeinated drinks from a cashier with whom Abby was familiar, having been coworkers in the past. We sat down as we waited, not saying much since we were both pretty excited and nervous to do what both of us had wanted to do for, I presume, years now. The added element of the professional relationship simply made the long wait worth it. When our order was ready, Abby insisted on getting up to grab the drinks and bolted to the counter. Handing Abby the drinks was the same girl who took the order. Our ...
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