1. Late Night Hookup


    Date: 5/22/2020, Categories: Lesbian Author: bysamanthaburnett, Source: Literotica

    Charlotte was 25 years old, and wasn't ready to settle. In fact, the more she realized that she grew up in a secure bubble of friends, family and relative wealth, the more she grew curious about what was outside the bubble. More and more she felt the urge to explore her inner desires, as they became clearer with age.
    
    She grew up in a somewhat conservative, well off environment. Religion played a role, and although not a heavy one, there were certainly taboos when it came to sexuality. You didn't talk about porn, you didn't dress extraordinarily sexy, and although being gay was tolerated for people on the outside, coming out of the closet was a pretty big deal.
    
    Yet, Charlotte started having fantasies about lesbian sex more than once in her late teens. She never told anyone, but she came pretty hard to those fantasies once in a while since she became sexually aware.
    
    During her college years, her life was mostly occupied by studying, parties and boyfriends. The intimidatingly pretty, tall blonde was very popular by students and teachers alike, and finding a job after getting her degree proved not to be difficult at all. Her father had connections here and there, and soon enough, she would become a junior executive at an accounting firm.
    
    But despite her success, her mostly struggle free path to adolescence and her downtown spacious apartment just outside of the crowded areas, she had cravings for more intense things. Things that would be considered wrong on many levels by her friends and family. But still, they were there.
    
    A few months ago, Charlotte was drinking cocktails with a friend of hers, and got into a pseudo philosophical discussion about how life is about taking chances, about failing and learning, and that all these chances shouldn't be stopped by any limitations, taboos or feelings of guilt imposed upon you somewhere in life. And even though Charlotte didn't remember all the details, and had a heavy hangover the next morning, bits and pieces of that conversation stuck with her. She wanted to take more chances.
    
    Fast forward a month, and Charlotte found herself browsing kink websites, specific ads, even looking at some fetish porn, all the while growing more convinced that she should let go of her inhibitions to be able to actually live out her fantasies. Of course, no one had to know, as she formed her idea about what she wanted to experience and how.
    
    She had planned everything. The online store where she'd buy her clothes, this app called 'F4F' that she would use, the date, and even the time.
    
    When she came home from work the week before, the packages she ordered the other day were dropped in front of her apartment door. All discrete, but she knew exactly what was in them. She hurried to get the boxes inside, and her fingers trembled slightly as she opened them. There it was. The outfit that she was going to wear on her adventure night.
    
    She closed the curtains before proceeding to undress herself as fast as she ...
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