1. Aspen's Betrayal


    Date: 6/8/2024, Categories: BDSM Author: byFlybynite1892, Source: Literotica

    ... rained down again and again and again on his already-sore backside.
    
    Then, Aspen stopped.
    
    "What do you think?" She asked Chaya.
    
    There was a pause, and Crispin felt what he had to assume were Chaya's hands on his ass, rough, uncaring about the bruises -- or perhaps actively seeking them out as she inspected him like a piece of meat, spread his cheeks.
    
    "Not bad, honestly, Aspen," Chaya said. "I'd consider it a good warmup."
    
    Aspen laughed, then gave him one final slap on the butt.
    
    It wasn't a hard slap -- not in comparison to everything that had just happened -- but it still stung, bruises and all.
    
    "All right, get in the corner while I take care of a few things," she said. "I need to be downtown at the Chancellor for dinner in a half hour."
    
    Crispin sank to his knees and then stood -- she didn't tell him he had to crawl this time -- and reached for his underwear around his ankles.
    
    "She didn't say to pull those up, bitch," Chaya said. "Corner. Now."
    
    Crispin turned to obey, but then Chaya took the brush from Aspen's hands.
    
    "And here," she said. "Hold this with your hands behind your back while you do. Do this right."
    
    Crispin took the hairbrush and headed for the corner, ass on fire enough to limp as he went.
    
    Behind him, Aspen sighed.
    
    "Well that was fun," she said. "Can I get you a drink before I go, girl? Made it through the week."
    
    "Sure," Chaya said, and Crispin could hear the whiskey tumbling into another glass.
    
    There was a pause, ...
    ... and Crispin heard footsteps.
    
    "You see? That wasn't so hard," Chaya said. "The office floor grunts need this. You can keep them in line this way now."
    
    "Oh, no, I think Crispin and I were just settling some old law school rivalries, was all," Aspen told her, and Crispin heard clacking on the keyboard. "It was a personal thing. Well. And something Lady Cailleach asked me to do."
    
    Crispin blinked into the wall, tried to turn around while keeping the hairbrush in his hands behind his back.
    
    Something Lady Cailleach asked her to do?
    
    More typing on the keyboard.
    
    "Perfect," Aspen said. "Got that email sent off to her. I got to run, but he's all yours Chaya."
    
    All yours Chaya? Crispin thought.
    
    "What did Cailleach ask for?" Chaya asked.
    
    "Make it painful," Aspen said. "Make it humiliating. It's got to be over the knee at least in part and it's supposed to be over his bare bottom. But other than that, it's all up to you. You can use the whip too, if you want to."
    
    "Interesting," Chaya said.
    
    There was a pause, and he could feel the two pairs of eyes on his back and his ass now.
    
    "It might be good for him to have the whip," Aspen said. "No reason to avoid it just because I didn't use it. Oh. Also."
    
    She paused, and he could tell she was finishing her drink.
    
    "You can tell him you're recording it, but if you fake it -- like I did -- then he has to start over and get someone else to spank him," she said. "Cailleach wants it recorded. But I'd imagine we could ...
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