1. Christmas Eve with Gloryhole Glenda


    Date: 1/11/2024, Categories: Fiction Blowjob Male/Teen Female Prostitution, Romance Transgendered, Author: Limnophile, Source: sexstories.com

    ... three times a week, I’d find something to do from the time I finished work at 6 until the gas station closed at 9. Several times the stall was in use, and I waited until another guy shyly walked out, before paying for some more excellent fellatio. Several times when I finished and walked out, there was another guy waiting.
    
    I even went there many times on days I wasn’t working. It was more than worth driving half an hour on my day off.
    
    I was on the way home from work on Christmas Eve and stopped again. I doubted she would be there, but it wouldn’t hurt to check. I went in the stall, and a much smaller pair of fingers reached through the hole to get my money. They had short red fingernails.
    
    I asked, “What happened to the other one?”
    
    The voice of a young lady said, “Dad’s sick today. I know what to do. Please? We need the money.”
    
    I was shocked! “YOUR DAD!”
    
    I had been getting blowjobs from a MAN for three months! A MAN with long purple fingernails? And his DAUGHTER wanted to suck my dick too? I was flabbergasted, and my mind tried going in ten directions at once.
    
    The girl pleaded, “Please? I’m 18, and I’ve sucked a few guys off before. We need another eighty for his medicine. He’s sick. Please?”
    
    I felt disgusted, mostly with myself. I took out my wallet and said, “Here’s some money. You don’t have to do anything.” I passed a hundred through the hole.
    
    “This is so great! Thank you! Thank you!”
    
    I thought a moment, “I’ll give you another hundred if you ...
    ... take me to your dad. I want to say thanks.”
    
    She was hesitant. “Uh ... I don’t know. You’re not going to arrest him, or beat him up, or anything?”
    
    “No. He made me very happy and I want to thank him. Maybe I can help.”
    
    “Okay.”
    
    I heard her stall open and walked out to meet her. The top of the brunette’s head was barely as tall as my shoulder. She shook my hand. “I’m Cindy. Thanks for helping us.”
    
    “James, and I’m glad to meet you.”
    
    “Maybe it’s weird, but dad likes to be called ‘Glenda’ instead of Glen. Please call him ‘Glenda’”.
    
    I nodded. The name was far less of a shock than finding out I’d been getting oral from a man.
    
    She led me to a small one-bedroom apartment with very little in it. The living room held a faded sofa, coffee table made from a pallet with old paint cans for legs, and a raggedy old recliner. In a corner was a small desk, an office chair with torn fabric, and a large desktop computer about as old as the girl. Two piles of clothing were neatly stacked next to the sofa.
    
    She took my hand and said, “He’s in here.”
    
    In the bedroom I saw a man much larger than myself, probably half a foot taller and a hundred pounds heavier. He laid on his back on a mattress on the floor. I saw him coughing, sweating, and shivering as he slept.
    
    He wasn’t even remotely attractive-looking, and probably wouldn’t be attractive to other men or women either, but I oddly felt love for him because of all the pleasure he had given me.
    
    Cindy moved to wake him, ...
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