1. 9 to 5 Pt. 04


    Date: 5/29/2024, Categories: Transgender & Crossdressers, Author: bybrendachaplin2000

    ... him, and it felt like he towered over me. My heart started to race as I felt the heat of his body next to mine.
    
    In a daze, I hardly noticed the music had switched gears to the slow songs. My new suitor pulled me closer, wrapping his arms around my waist. I instinctively put my arms around his neck, locking my eyes on his.
    
    Lost in the moment, I was receptive to his first kiss and his second. My lips parted, and his tongue entered my mouth. We snogged for what felt like hours; his hands found their way to my arse, and he was happily squeezing my satin-covered butt.
    
    Then, I realised that my cock was rock hard within my knickers; this snapped me out of my first female sexual encounter.
    
    I panicked. What the fuck was I doing? I pulled myself free from his embrace.
    
    "Sorry, I've got to go," I said as I rushed out of the club.
    
    He tried to follow me, but I lost him in the crowd, and soon I was outside in the fresh night air, almost hyperventilating. My cock was still sporting a semi, and I needed release. I headed to the red-light district. There were a couple of prostitutes touting for business.
    
    One said to me as I approached, "Fuck off, bitch, there are too many of us here already."
    
    "Fuck off; I'm looking for some action." I snapped back.
    
    She scoffed at me, then turned to the tart to her right and said, "Becky, there is a lezzy here; do you want to take it?"
    
    Becky looked like she was in her early 30s and clearly had a hard life. She looked me over and ...
    ... said, "£50 for oral."
    
    "Fine," I said, and I followed her down a back alley.
    
    "So, am I eating you, or are you eating me?" she said as she spat out her gum.
    
    I leaned back against a wall and lifted my dress, pulled my panties aside, and let my cock flop out. "I need this taken care of."
    
    "Shit." She said as she lowered herself to her knees in front of me, "A fucking tranny, I would never have guessed."
    
    The hooker lifted my cock to her lips and, without ceremony, took me into her mouth. I leaned my head back against the wall and let out a satisfying moan. I thought from my state of arousal that I would not last long, but after 5 minutes I was edging, but not enough to cum.
    
    I sensed the prostitute was starting to get annoyed with me, which did not help.
    
    "What the fuck!" I screamed as I felt her push a finger into my arse.
    
    She wiggled it around until she found my prostate. I swear my cock grew in her mouth as a new wave of pleasure washed over me.
    
    "Fuck!" I cried as I blasted five hot ropes of man juice into her mouth.
    
    My knees were like jelly, and if I was not supported by the wall, I would have fallen to the floor. The hooker pulled her finger out of me as she freed my cock from her mouth. She stood up and spat my seed on the ground. Part of me regretted the waste of cum; what was wrong with me?
    
    "£50 then." She said, putting a fresh stick of gum into her mouth.
    
    I composed myself, putting my cock away and smoothing down my dress. I fished the notes ...
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