1. Pretty Young Cowgirl


    Date: 4/16/2024, Categories: True Story Consensual Sex First Time Mature Older Male / Female, Oral Sex Plumper, Virginity Young Author: markerss, Source: sexstories.com

    ... 21, but feeling she was much younger than that, I hoped she was at least 18. Yea, I knew I was probably too old for her, but I tried to tell myself, “I do look much younger than my age,” but also thought, “Is it young enough?”
    
    She was wearing a burnt orange sleeveless top that accentuated her small but full looking boobs, and tan chubby arms. It didn’t appear that she had on a bra, she probably didn’t really need one, and as she stood up, I was immediately drawn to a big western belt buckle a top her high waisted blue jeans.
    
    It was obvious she was a cowgirl, or maybe it was that she just like dressing that way, and seeing she was wearing some dusty old cowboy boots, only helped confirm it. There was definitely an allure about her, and I’m sure it was because she was young and bubbly, and her smile was infectious too.
    
    Continuing to soak her in, desperately tried to think of away to interact with her, she suddenly turn slightly. “My my my, I thought.
    
    She really had a nice shape, especially seeing her big but nicely shaped butt and thighs packed in those blue jeans. I continued to fantasize about being with her, and when she suddenly turned back, looking my way, I figured she’d caught me staring. I was hoping we’d make eye contact, and seeing her smile, made me smile too, especially seeing her chubby little cheeks when she smiled and naively giggle.
    
    However, we never did make eye contact, and when she sat down, I felt, “I’m too old,” figuring it was never ...
    ... going to be. Yea, she might have been a little chubby, but I also thought, “Maybe it was just because she was so young or maybe she just looked a little heavy being she was short.”
    
    In either case, I couldn’t get enough of her and as I continued to strain to look at her, she stood up again, looking back. I again hoped she see me looking at her, but being she was having such a good time, she didn’t really see me. I was becoming more and more attracted to her as she stood there, continuing to talk with her parents. However, it now looked like they were sending her to go buy stuff over at the concession stands, and looking around myself, feeling this might be a chance to meet her, I tried to figure out which way she’d go.
    
    She took some money from her mom and as she headed off, I too moved toward the only entrance to the main arena, hoping to talk to her. The sun was just starting to go down, and as I casually walked toward the entrance I watched to see where she was going. She definitely walked like a cowgirl, or maybe it was the boots, but she carried herself confidently, appearing much older.
    
    She continued to smile as she made her way through the crowd, which made me smile too, and again think, “I gotta see her.”
    
    Making sure to time it so we would deliberately run into each other, right at the entrance, we looked at each other, and smiling, I excitedly said, “Hi!”
    
    She smiled, but it seemed to surprise her, but she too said, “Hi,” as we went through the narrow ...
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