1. An Unexpected Evening


    Date: 10/16/2023, Categories: Fantasy Anal Cruelty Fisting, Humiliation Male / Older Female, Non-consensual sex Oral Sex Reluctance Author: GripItAndRipIt, Source: sexstories.com

    ... then looks at me and says, "Listen, I know that things didn't go great last night but I wanted to come over and make it up to you." She puts a hand on my thigh.
    
    "Lisa, what the fuck. This is so idiotic."
    
    She quickly moves her hand up my leg and grabs my crotch gently. My cock involuntarily stirs and she notices. She presses her advantage and moves closer.
    
    "You really just don't listen to what the fuck I say, do you?" I mutter.
    
    "I think I can convince you to see things my way," she replies with a small smile.
    
    My cock is slowly enlarging as she softly strokes it through my shorts. I'm about as angry as I can recently remember but the little head is definitely not listening to the big head.
    
    Finally I swat her hand away. "Enough." I say resolutely.
    
    "But-" she starts.
    
    "Shut. Up." I reply. "You think you can come in here and convince me to take you back with a bit of sex?"
    
    Looking like she's about to start crying again, she says quietly, "It's all I could think of."
    
    I look at her for a few moments and a decision is made. "If I'm going to take you back, you're going to have to work for it tonight. I'm not talking about a quick blowjob and everything is copacetic. You do what I tell you to do without question. If you fail, you're out. Understand?"
    
    She's already nodding before I've finished my statement but there's a tinge of uncertainty in her eyes. "I'll do it. I'll do anything. I can't lose you, Craig!"
    
    I sit back on the couch and think for a ...
    ... second. Finally, I say, "Get naked. Throw your clothes over there." We both pull our clothes off fairly quickly and before long I'm back on the couch with my legs spread while she is standing in front of me expectantly.
    
    "Get on your knees and blow me."
    
    She's on her knees in a flash and has one hand around my dick. I've got a nice sized member, roughly eight inches and thick. It's not a monster but I get no complaints.
    
    She lowers her head to my knob and starts licking it. Before long it's in her mouth and she's swirling her tongue around me. Her head begins to bob up and down as she takes me about halfway. I sit back and watch her red hair bouncing up and down in my lap. She begins moving her hand in time with her mouth and lightly scratches her nails down my thigh with her free hand.
    
    "Go deeper," I say. She complies by taking in another inch. "Deeper," I repeat. Lisa has never deepthroated me and I have no idea if she can. She stays at the same depth as if trying to think of something but she starts pushing further. I feel the back of her throat touching the tip of my cock and then she suddenly lurches up with a quick heaving motion as her gag reflex triggers.
    
    She looks at me and I return her gaze. She looks back down and engulfs me once again in her mouth. She pushes down again and again I feel the back of her throat before she snaps away again. Tears pop into her eyes as she looks at my impassive face and goes back for a third try.
    
    This time she tries to go ...
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