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

    ... fuck vaginally, I would switch to anal and we'd go until I emptied myself in her bowels. Sometimes I could see her in a bit of pain, but that kind of turned me on. Either way, we never talked about it until one day, late in our relationship, she asked, "Why do we always have to have anal?" That conversation went downhill and I stopped fucking her ass.
    
    So now we had sex I didn't particularly enjoy combined with constant drama and insecurities. It culminated last night during a dinner party with two friends who had come over to my place for dinner. She lost her shit in the middle of the meal over some innocent comment someone made and I was mortified. To spare our friends the awkwardness, I suggested they leave early which they were only too happy to do. Once they had left I was furious but stayed calm. I told Lisa to go back to her place, I didn't want to deal with her shit. She cried but she did what I said.
    
    This morning when I woke up, I decided it had been the last straw. I packed all her things up in a bag and brought them over to her place on my way to work. She was stunned. She tried to ask why but I just said, "Are you fucking kidding after last night?" I left for the office and largely ignored the calls and texts from her that blew up my phone.
    
    So now I sit here, chatting with the friends from last night to see if I can't make it up to them and go out to dinner. For the first time in a while I feel pretty good about the future and am definitely confident ...
    ... that I made the right decision.
    
    As I tap away on my phone, I hear the door to my fifth floor apartment open. Confused, I stand up and walk to the entrance where I see Lisa using her key to my place that I forgot she had. She's tiptoeing in clearly knowing she shouldn't be here. Her eyes are puffy from crying during the day and she's used makeup to cover it up as best as possible.
    
    "What the fuck are you doing here?" I ask loudly.
    
    She jumps in surprise but recovers quickly. She walks down the entrance towards me as I back up. "I needed to come see you, this is a mistake Craig! We're so good together, we can't break up," she exclaims.
    
    "Breaking into my place, key or no, is not how you tell someone they made a mistake."
    
    She blushes slightly and puts the key on a nearby desk. "I just wanted to talk, make you see my side of it," she says.
    
    "I'm not interested in whatever you think that is. You need to go," I reply.
    
    Tears spring to her eyes and she rushes towards me, trying to hug me. Surprised, I fall backwards onto the couch with her awkwardly landing in my lap. I quickly push her off and she stumbles, trying to keep from landing on her ass on the floor. She ends up on her knees in front of me.
    
    "What the fuck!" I yell.
    
    "I'm sorry, Craig! I'm so sorry. Whatever I did, I'm sorry!" She's almost in hysterics.
    
    "I don't care! This is so fucked up!"
    
    She holds up both hands and closes her eyes as if to say "pause" and collects herself. She takes a deep breath ...
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