1. 750 Words: Hapless Charlie


    Date: 10/21/2023, Categories: Anal Author: byOffNSFW

    This story was written for the 2024 Literotica 750 Word Challenge, below this line are exactly 750 words:
    
    *
    
    God blessed me with a plump, shapely ass.
    
    Sure, he gave me a tummy roll, narrow hips, small tits, and a face that usually earns me compliments about my personality.
    
    Believe me when I say there's some damn good pussy underneath this tummy roll.
    
    I'm a librarian. Working at a gym, a restaurant, or, hell, a tattoo shop might have been sexier. But, as with everything else, I'm working with what I've got.
    
    We hired in a new guy, still in college. (I've had my degree a few years.) I catch him staring at my ass all the time--when I'm up a ladder, or clearing off the reshelving table. He doesn't think I notice, which I'm used to. I know what I'm doing when I wear loose-fitting tops (better to hide the blocky torso) and tight-fitting pants (just the opposite).
    
    What's different about this guy--Charlie, I'll call him--is that I overheard him telling another coworker he thinks I'm cute. There's no accounting for taste, but it was sweet. And besides, he's cute, in a little guy sort of way.
    
    Another thing: he's the most hapless guy on Earth. He once forgot our boss's boss's name, and admitted it TO HIS FACE. He's catnip for a natural troll like me.
    
    Once, I was having a particularly horny day. It was me, him, maybe two others on the whole floor. I cornered him alone, deep in the stacks.
    
    "Do you like me?" I asked him, nonchalant.
    
    He froze.
    
    "It's ...
    ... just that I always catch you staring," I said.
    
    "Sorry," he mumbled, below the threshold of human hearing.
    
    "It's okay," I said. "It's our little secret. That is..."
    
    Now he looked terrified.
    
    I said, "I want to know what you think about when you're staring."
    
    "What?" he said
    
    "You heard me."
    
    "...Your bottom..."
    
    "What about it?"
    
    "It's nice."
    
    I sighed theatrically. "I know that already. But what are you thinking about doing when you look at my ass?"
    
    "Uh... sex?"
    
    "Sex."
    
    "Yeah."
    
    "With my ass."
    
    "Uh, yeah."
    
    I let him see my eyes get big.
    
    "Oh my god, Charlie" I said loudly, getting even louder when I saw how uncomfortable it made him, "do you want to BUTTFUCK me?"
    
    There was a 50/50 chance our coworkers heard, depending on which side of the concrete walls they were on.
    
    "Drop your pants," I commanded in a conspiratorial whisper.
    
    He didn't do it, of course.
    
    "Come on," I said, putting on my seduction voice. "Let's do it."
    
    And I turned around, bent at the waist, and lowered my pants, exposing my ass.
    
    If he didn't go for it, this was my chance to feel embarrassed.
    
    "I'd love a cock in my ass," I insisted. It wasn't a lie.
    
    Finally, behind me, I heard the unzip of his fly.
    
    I felt the tentative prod of something warm, firm, and slightly sticky.
    
    "Don't be shy," I urged him. "You'd be surprised at what I can take without any lube."
    
    This, too, was no lie. I'd been gifted with a naturally frictionless anus, tested on ...
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