1. Night Shift Sissy


    Date: 9/5/2015, Categories: Fiction, Authoritarian, Black, Blackmail, Blowjob, Cum Swallowing, Erotica, Gay, Humiliation, Job/Place-of-work, Oral Sex, Transvestite, Author: Nightside, Rating: 84.8, Source: sexstories.com

    recording start as he extended a hand out to me. "Let's get you on your feet so I can get a good look at you." He stepped back as I got to my feet, keeping himself between me and any escape. "Turn around, so I can see the back too." I stood there, my hands crossed in front of my skirt, beginning to see where this might be going. He looked at me from over his phone. "Do you want this sent to everyone in the company address book? No? Then turn your sissy ass around," he ordered. I chewed on my lower lip a little as I turned a slow circle in place, standing very straight to avoid showing off more than I had to. I heard him laugh as I finished my turn, then his phone beep twice as he stopped one video and started another. "So, Chrissy," he taunted, "How badly do you want this kept secret?" I blushed, my eyes going to his feet. "Wh.. what do you want? I don't have alot of money, but I can try to get some together to buy those from you." Dwayne made a show of thinking before smiling and shaking his head. "I get paid plenty, so you can keep your money. On your knees, Chrissy," he ordered. The moment I feared and dreamed of had come. All the months I had been playing this game, growing my hair out so I wouldn't need wigs anymore, I fantasized about getting caught, and what I would have to do for their silence. I slowly sunk to my knees, settling back on my heels, hands folded in my lap. His chuckle sent shivers down my body. "Such an obedient little sissy all of the sudden. Are you ...
    as slutty as you look? Crawl over here." I leaned forward, crawling with my ass pushed up and out, trying to be as sexy as I could be. As I got closer to him, I realized that I had wanted this to happen, that I had been working myself up for this moment. It didn't lessen the heat of humiliation that was building in me, but I noticed a different warmth starting to build lower down. I stopped in front of Dwayne and sat back, looking up at him, lifting my chin to show off the small dog collar around my neck, the tag catching the light and reflecting against his shirt, the shadowy word "SLUT" showing in the reflection. "Well, slut. Pull it out and start sucking. If you're good at it, you might not have to do it for a living after I turn these into HR." Even my lust couldn't keep me from blushing and whimpering quietly as I reached up to unzip his slacks. The bright pink of the polish on my stick-on nails contrasted against the black fabric as I carefully reached in to free his hardening shaft. I couldn't stop the soft gasp at the sight of the tool his clothing hid. It was almost as long as my forearm, and thick enough that I had to stretch my mouth to get around the head. I used both hands to slowly stroke him in time with pushing as much of him into my throat as I could manage. My eyes drifted closed as the feel of the soft skin slid across my lips, the salty musk of his sweat mixing with the waxy tang of my lipstick as it clung to his flesh. I shivered and moaned, letting go of ...