1. The Will of Kat


    Date: 11/28/2023, Categories: BDSM Author: byemilyagilbert, Source: Literotica

    ... around people who didn't judge me for regularly inflicting sexual torture on the man I love. Understanding it's a need in both of us, and sharing aspects of a similar need.
    
    Anyway, I had never expected to win.
    
    I know Mary too well, I can tell when she's setting me up. I just thought it would be an interesting and fun experience. And it was.
    
    It started when our slaves were kneeling naked and waiting for the dominant ladies to arrive.
    
    They weren't dissimilar in size actually, although to me Kat looked more fragile. Probably my latent sexism, or possibly the fact that I know just how strong Will is.
    
    Kat was watching me closely, I suspected for signs of leering. I just winked and grinned and kept my eyes on her face. I'm polite that way.
    
    Will's eyes were mostly on the floor. Flicking up to me occasionally.
    
    I had taken him to a barber shop earlier and gotten him a super close shave. Didn't want to rough up the ladies.
    
    He occasionally missed a day, but generally was clean shaven. If he went more than a day or two it reminded us both of when he had been so ill in hospital.
    
    Mind you, I am quite partial to a little stubble when he's licking me out. If Will wants to play with my ass and I'm not in the mood, he'll just skip a shave and then ask again. Manipulative little sod.
    
    His bristles on my neck and a squeeze of my butt and I'm naked with my ass in the air in two-point-four seconds. It's my Kryptonite!
    
    This challenge would consist of four parts. ...
    ... Use. Pleasure (giving, not receiving. Obviously). Dirty subs (which I fully expected Will to safe-word out of immediately). And pain.
    
    The entire contest would be underlined with an element of humiliation.
    
    When the ladies entered and immediately started browbeating and criticizing the two slaves, Will's eyebrow's rose and he shot me a totally unimpressed look, which the ladies didn't miss.
    
    I hid my grin by taking a sip of my drink.
    
    Yea, Will was going to flunk out of this, big time.
    
    Still, it started well enough, as the first test got underway with use and dildo's.
    
    Will's ass, and Kat's (well, let's just say not her ass, I try not to think of such things), were being tested with steadily increasingly sized dildos.
    
    They were very closely matched. Although by the fifth size increase, and you have never seen so much lube in your life, Kat was sobbing and Will was moaning.
    
    I was incredibly proud when number six came out and Kat regretfully used her safe-word. (Don't blame her, poor kid. She's designed for baby's shoulders not a telegraph pole!) And the lady using two hands to wield Will's dildo paused and looked at him expectantly.
    
    He just raised his ass higher, and came spectacularly when it was halfway in. Causing the ladies around him to squeal in disgust while me and The Black Queen rolled about on the couch in hysterical laughter.
    
    Why on earth did they agree to play with a boy in the first place, if it was going to gross them out so much?
    
    Moving ...
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