1. Veronica's Cockslut


    Date: 9/29/2023, Categories: Transgender & Crossdressers, Author: byD15ciplin

    ... the sides of his throat.
    
    "Hold it there. Ok." She moved it back out.
    
    Taylor inhaled deeply. They tried again, and again, and soon he could take it into his throat every time without gagging. It was uncomfortable, but easier. Toward the end, Veronica was sliding the entire length of the dildo in and out of Taylor's throat without resistance.
    
    Veronica was satisfied with his progress. "You've done really well today. Your throat will need some rest. Next time, it will be difficult again to start, but you'll get into it quickly, and soon you'll be a pro."
    
    "Thank you", Taylor said.
    
    "You're most welcome my sissy slut. I'll see you again in a few days."
    
    Veronica was right -- his throat needed rest. But he was becoming more used to his chastity cage, and the waves of arousal had calmed down to a more constant buzz of energy. When he felt extra horny, for example after shaving himself and admiring his body, he followed Veronica's advice and touched his ass. He was surprised at how amazing it felt.
    
    He arrived back at Veronica's after a few days had passed. He put on a tiny, pleated skirt, black this time, and a little black top too. When Ruby came to do his makeup, she instructed him to remove the lace panties he had put on.
    
    "They'll just get in the way."
    
    She brought out a small silver object- a butt plug, Taylor realised.
    
    "Now remind me. After sucking cock, what does a sissy slut do?"
    
    Taylor replied. "A sissy gets fucked in the ass."
    
    "That's ...
    ... right. Now we're going to take this slowly."
    
    She put her hand on his thigh, running it up under his skirt and guiding him to lay back on the bed. She roamed with her fingers, tracing his taint and finding his asshole, and drawing a circle around it.
    
    "Are you ready?"
    
    Taylor nodded, drawing his legs up and exposing his tight hole to her. She produced a bottle of lube and dolloped it on her hand before coating the butt plug and his ass. She positioned it, and slowly pushed in.
    
    "Relax. This is the easy part."
    
    It was, and the plug slid in with minor resistance.
    
    "All done."
    
    Taylor felt it inside him, a little uncomfortable, but not distracting.
    
    "We'll get back to that later. Now, let's work out that slutty throat again."
    
    This time, she chose a bigger dildo -- black, though slightly less rigid, and thicker. Taylor was eager, but gagged repeatedly and slobbered all over.
    
    "Relax! You need to take it easy. We're just getting started."
    
    Soon, Taylor had calmed down and was methodically taking the dildo down to his throat opening, breathing and swallowing, and sliding it in deeply to the base. They practiced for a half hour before Veronica was satisfied.
    
    "Wonderful, cockslut. Honestly, I'm dripping wet. Ok. Let's move on. Show me that ass again."
    
    Taylor laid back. She stroked his thighs and gave his cage a sharp little flick, laughing wickedly. Pressure built inside it.
    
    She took hold of the plug and slowly pulled it out- Taylor squirmed inside at the ...
«1...345...9»