1. Babysitter's Secret...


    Date: 5/14/2024, Categories: Transgender & Crossdressers, Author: bySweetCamilleCD

    ... could feel myself getting close. Before we got any further, I had to know.
    
    I pulled my cock out slowly, despite the protests in her eyes.
    
    She coughed and sputtered as I slid my slimy monster cock out of her mouth. She was gasping, her mouth ajar and her chin covered in saliva.
    
    I grabbed her ponytail and pulled her up and around. I brought her up against me, so her back was resting around my chest. I slowly moved my hands into the waistband of her skirt...
    
    "Mr. C, NO!!!!" I froze. I let go of her ponytail and took a step back. She turned to me. There was the hint of tears glistening in the corners of her eyes. She cleared her throat again. "There's something you should know..."
    
    I held a hand up and smiled and nodded. "It's ok. I know." She cocked her head, and I took a step forward. "It's ok." I turned her around again - she hesitated slightly - and I moved my hand inside her waistband again. My fingers sought out what I had been imaging was there, a cock and balls that paled in comparison to mine. I squeezed gently, then put my fingers on top of her cockhead - still concealed by the thong. I started rubbing her cockhead, like I would with a real clit. Small, repeated circular motions. She leaned back against me and started to moan.
    
    "Good girl." I said. "Good girl." She gave me a quick glance with that last emphasis and smiled. Maybe I was projecting, but there seemed to be relief in her eyes. She closed her eyes, and sank back against me, grinding her ...
    ... soft ass into my crotch.
    
    By now, I was more than worked up. I had to come. My cock pressed hard against her and throbbed.
    
    "Do you think you can take this cock in your pussy?" I whispered hoarsely.
    
    "Yessssss, daddy, yessssss...." She hissed.
    
    "It's big, girl. Think about it."
    
    "I can do it daddy...I've put big toys in my pussy before..."
    
    "This ain't no toy sweetie."
    
    "I know..." She turned, grabbed my cock, and started twisting it. "I want it..."
    
    "Tell me. Tell me how you want it...tell me how bad you want it..."
    
    "I want it so bad daddy.... I want to feel it in my pussy...I want you to slam into my tummy...I want to feel your big meat throbbing inside me...I want you inside me so bad, daddy..."
    
    That was it. I spun her around and she supported herself on the sink. Mechanically, my hands went to the drawer where the lube was. I pulled her thong to the side, and I spurted a liberal amount of lube into my right hand. I poked a finger into her tight hole, then another, massaging around the lube. She was hot in there. Now she was hot and wet.
    
    My cock was iron-hard. I teased her hole, slowly edging my cockhead against her ring. I started to insert myself and it was hard going. She was tight...so tight...She wouldn't be after this...
    
    She was moaning and started inhaling and exhaling sharply.
    
    "You ok?"
    
    She nodded her head and gave me a thumbs up. She couldn't talk. I kept pushing slowly.
    
    "Unh unh unh uhn...."
    
    Inch by inch, I worked my way in. ...
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