1. My Life with Tess McGregor Ch. 04


    Date: 4/1/2024, Categories: Transgender & Crossdressers, Author: bymembrain

    ... have a nice one, Bradley."
    
    "Now, I need to make some calls, if you don't mind."
    
    I took that as an order to clear out. I zipped up and straightened myself before I walked through the door and found Tess just outside. She'd heard it all and was concerned that I was ok. I headed for the restroom to clean up. Tess followed and asked, "Are you ok?... I could hear you coughing in there. I can only imagine what she did to you. Good Lord, Brad, you've got cum all over your face and your shirt. Here, let me help."
    
    "Thanks. Wow, she's kind of a brute, isn't she?"
    
    "She can be. I hope she didn't hurt you?"
    
    "No. I'll be alright if I can get my jawbone back into place... I need to clean up."
    
    "Let me see if we have anything." Tess said, noticing my cock was making a large tent in my pants.
    
    She came back with an old T-shirt. "This is all we've got, sorry."
    
    Just then, the office door opened and Carla poked her head out, "Bradley, could you come back in for a moment?"
    
    "Bradley?" Tess said.
    
    I just rolled my eyes and shrugged my shoulders as I walked back to the office to see what Carla wanted.
    
    "Close the door please, Bradley."
    
    When I turned and looked at Carla, she was still completely naked and motioning with her long finger to come near where she was standing.
    
    "Bradley, we're not done after all. I want you to fuck me. Right now."
    
    I stood still for a moment and looked at her bulbous body. My cock was still hard inside my pants. I wouldn't mind ...
    ... fucking her so much, but I was kind of pissed at her for taking advantage of her power over my politeness. She was fucking intimidating. It was a huge turn-on and I must admit, her dominance was intoxicating. Still, she's on my shit-list for being so fucking inconsiderate.
    
    Carla laid down on her back on top of her desk. Her arms reached down to the back of her knees and pulled her legs back, exposing her large, puckered hole to my eyes. Her tits stood up high, pronounced by the force of her arms at either side. Her nipples still large and hard.
    
    I rubbed the hard cock in my pants and thought, 'What the hell.'
    
    "There's a bottle of lube on the desk. Be a Doll and squirt some on my ass and your cock.
    
    'I know how it works, dumbass!' I thought to myself.
    
    I also thought that this might be my chance to get back at her. I would use all the force I could muster to plough into her ass. I didn't know just how much discomfort I would be able to apply, given her size, but It gave me solace to imagine her groaning in pain at the rough fuck I was about to administer.
    
    After I lubed up pretty well and stroked my cock to full hardness, I upended the bottle to powerfully squirt a ton of lube onto her ass.
    
    "Bradley, that's too much!"
    
    Again, I didn't say anything, but I thought, 'You're going to need it, Bitch!'
    
    I leaned in and rubbed the head of my cock against her hole. She squirmed and told me to stick it in.
    
    I didn't listen, I wanted to feel my cock on her ass before I ...
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