1. Meeting Lisa E Part 6 - Christmas play date


    Date: 6/15/2024, Categories: True Story Anal BDSM Cosplay, Hardcore Author: HungHunkwa, Source: sexstories.com

    This is part of a multipart story. For context you may want to start at part 1. Otherwise some of the themes will seem weird. Thanks for reading, hope you enjoy, please remember to vote and comment.
    
    Met friend and past lover Lisa at a hotel for a Christmas catch up. I’d helped her out financially during a long unemployment period for her. It had coincided with a family member needing care and her time.
    
    Lisa wanted to “Thank me personally for helping her out”.
    
    It was Lisa that suggested the hotel. She had also been very clear she wanted extreme rough roleplay, extra everything she had said. I was hoping she might let me bring my current girlfriend. Lisa said she’d think about it, then ruled it out a day before start time. It was just as well as I’d talked about the meetup with my girlfriend. She was very understanding about my friendship with Lisa. my girlfriend did not want to see Lisa. The drunken behaviour upset her. She told me to go and have fun, especially do all the dirty things with Lisa I used to enjoy.
    
    My girlfriend and I had an open honest relationship. We used to tell each other about wild times in our past while fucking. Lisa often starred in some of my stories.
    
    I brought lots of champagne and a small bag. First mistake, I’d forgotten to never exceed 3 or 4 bottles with Lisa. Lisa met me in the Hotel lobby. She had a concierge take my bags upstairs.
    
    We had the first bottle at the cafe downstairs on the street side. Second mistake – no ...
    ... food with the alcohol drinks. Once the first bottle was gone Lisa said “I’m going upstairs to change, give me ten minutes then come upstairs for your massage. Remember to be sexually assertive”
    
    I said “can you be clearer about that” Lisa gave me a lewd smile and said “force me to do anything you want, I’m going to fight you, so it won’t be easy. I want it really rough! Not your usual baby girly stuff. This is on my terms not yours.”
    
    I still wasn’t clear what exactly ’it’ was but Lisa had given me some fabulous massages in the past. I was in and hoped for a special night.
    
    I sat out 8 of the 10 minutes downstairs, then went to the service counter and asked them to put a bottle of champagne at the room door but not knock. I then went up to the room. A quick knock and Lisa answered the door opening it, but staying behind the door. I came in and as she shut the door she said “you are fucking late. Price is $200 now”
    
    I replied “$200 is a lot of money. I need to know you are worth that much”
    
    She was walking past me so I grabbed her throat and she turned away from me. My other hand touched her inner thighs. They were bare inner thighs, as she was wearing a tiny short skirt. I pushed my hand in under her firm ass, feeling her thong and swollen wet pussy lips. I roughly shoved two fingers into her tight wet pussy, then firmly pushed my thick thumb and her G-string ribbon into her tight dry ass.
    
    She screamed “fuck, stop that you bastard. Get out of here, massage is ...
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