Blackmail, Strap-Ons & Submission
Lisa had been noticing the new guy at work, Chad, for a while now. He was dressed impeccably, always in designer suits and expensive accessories. She couldn’t quite figure out his job title or what he actually did, but he seemed to have a lot of sway with the higher ups.
One night, after hours, Lisa was working late when she heard a noise coming from the supply closet. She crept over and peeked through the slats in the door, shocked at what she saw. There was Chad, dressed in a slutty maid outfit complete with frilly apron and thigh-high stockings. He was on his knees, servicing one of their male coworkers.
Lisa watched, transfixed, as Chad gagged and choked on the man’s thick cock. She felt a thrill of excitement and a scheme began to form in her mind. This was her ticket – she was going to blackmail Chad into being her personal fucktoy and cash cow.
The next day, Lisa confronted Chad in private. She told him she had seen everything and had video proof, and that unless he did exactly as she said, she would expose his slutty, needy behavior to the entire company.
Chad blanched and stammered, but eventually agreed to her demands. “Good boy,” Lisa purred, rubbing his cheek. “From now on, you’re going to be my sissy slut. You’ll do whatever I say and you’ll pay me handsomely for the privilege of using your holes. This is just the beginning of your life as my personal fuckpig.”
She slapped him across the face. “Now get on your knees and show me how much you want to be a good girl for me.”
Chad dropped to his knees, his cock already straining in his slacks. He nuzzled into Lisa’s crotch, breathing in her scent. “Yes Mistress, I’m your slutty little sissy. I need to worship your divine pussy. Please let me taste you.”
Even as the degrading words left his mouth, Chad knew he was already lost. He was utterly desperate to debase himself for this cruel, beautiful woman. Lisa unbuttoned her blouse and pulled out her massive tits.
“Well, since you asked so nicely…” She grabbed Chad’s hair and yanked his face into her cleavage. Chad motorboated her tits, slurping and drooling all over her soft skin. Lisa groaned and started to grind her clothed pussy against his face. “Mmm yeah, get that tongue in there. Eat through my panties like a good whore.”
Lisa finally pushed him away, both of them panting. “Strip,” she ordered, and Chad eagerly shucked off his suit, revealing his fundoshi and full titsel under his shirt.
Lisa cackled at the sight of his bulbous woman-tits. “My god, you’re even more of a freak than I thought. What a perfect fuckdoll.” She circled behind him and delivered a ringing spank to his ass. “Bend over the desk, slut. I’m going to ruin your holes.”
Chad scrambled to obey, presenting his glistening pussy. Lisa unzipped her skirt and shoved her panties aside. She notched the head of her strap-on against Chad’s pucker and slammed forward, skewering him in one brutal stroke.
“FUCK yesss,” Chad wailed as he was split open on her massive fake cock. “I’m your fucktoy, Mistress! Use me, break me!” Lisa set a punishing pace, pounding Chad’s prostate into submission.
She railed his pussy for a good long while before pulling out with a wet squelch. Chad’s well-fucked hole gaped and fluttered, aching to be filled again. “Turn around,” Lisa growled, smacking his ass. “I’m going to fuck your throat next.”
Chad straightened up on shaky legs and presented his face to Lisa. She grabbed his hair and started to facefuck him savagely, using his throat like a fleshlight. Drool poured down Chad’s chin as he gagged and choked on her thick strap.
“Glrk glrk glrk,” the obscene sounds filled the room. Lisa fucked his face until she reached her climax, cumming hands-free as she used Chad’s convulsing esophagus. She pulled out and slapped his spit-slick cheeks. “Clean my cock, whore.”
Chad opened his mouth and extended his tongue. Lisa rubbed her messy strap all over his face, marking him with his own spit and her cum. Only then did she let him lap it clean.
“Now, I believe I mentioned your new role as my paypig?” Chad nodded eagerly. “Oh yes Mistress, I’m your cash cow. Use me as you see fit. My money is yours.”
“Good boy,” Lisa praised, giving his ass another harsh spank. “I’ll be expecting a sizeable tribute from you every week from now on. And you’ll be eating my pussy and taking my cock every single day. If you’re a very good girl, I might even let you cum.”
Chad swooned at her words, his cock spurting untouched. He had never been so happy in his life. He was finally exactly where he belonged – at the feet of a cruel Mistress, ready to be used as her personal fucktoy and cash dispensary for the rest of his life.