1. Naked Houseboy & his BBW Boss Ch. 32


    Date: 12/15/2019, Categories: Masturbation / Toys Author: bywrite4fun22, Source: Literotica

    *Part 32 of an ongoing story...
    
    The next morning, we awoke feeling very much refreshed. At first, we followed our usual routines, making no reference to last night's events or conversation. It was only after Carrie had had her coffee and was getting ready to leave for work that things went in a slightly different direction.
    
    I stood naked in the kitchen, facing her, the chastity device on the counter beside me. As she had done the day before, she took the key from around her neck and went to hand it to me, silently indicating that I was to lock myself up again for the day.
    
    "Actually, Carrie," I said, pulling my hand back. "Maybe you should be the one to do it. Just feels like a real power move, you know?"
    
    At this, she grinned wickedly and, with one finger, beckoned me to approach her. Grabbing the chastity device off the counter, I closed the distance between us and placed it in her waiting hand. Carefully, silently, she took hold of my balls and slid the ring around them. Then, with equal attention, she pushed the cage over my dick. Finally, she fit the key to the lock and turned it before hanging it back around her neck. For a moment, we just looked at each other.
    
    "Have a nice day at work," I squeaked.
    
    In response to which, she pulled me into a tight hug. I could feel her enormous breasts pressed against my naked chest, the heft of her belly against my now caged and trapped dick. I could feel her hand sliding down my back until, suddenly, she had taken a firm grip on my ass. My dick was fighting the device, straining against it. And she knew it.
    
    "Have a nice day at work, Jack," she whispered in my ear before at last letting go of me. With that, she started to walk towards the door. When she got about halfway, I called out to her. She turned to look at me.
    
    I knew what I wanted to say. I wanted to say, 'How can you leave me like this?' 'How can you tease me and then leave me here all locked up with no hope of relief?' But I didn't say any of that. I just looked at her. I'm sure she could read it all in my face. Indeed, for a moment, she wore a look of what might have been pity. But her lips quickly turned into a slim smile.
    
    "Yes, Jack? Did you want to say something?"
    
    "Just...I'll see you this evening." It was practically a whimper.
    
    "Yes, you will," she nodded. And then she was gone.
    
    Once she'd left, I was able to get some kind of control over myself and my body. From that point on, it was just a normal day. Well, as normal as a day in chastity can be. I did my assigned work and I did it well. The hours passed pleasantly enough. There was one moment though, where the reality of my present situation caught up with me.
    
    I was putting some laundry away in Carrie's room when I happened to pass in front of her full-length mirror. I stopped and looked at myself, realizing that until that moment, I'd never really seen what I looked like in chastity. At first, it struck me as sort of an odd thing. Had I still been ...
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