1. Carly's Story


    Date: 2/11/2024, Categories: Transgender & Crossdressers, Author: byJoetex_13

    ... were level, and resumed kissing her passionately, my hands on each side of her shoulders, supporting my weight. I felt her tiny hand caress the length of my cock on the outside of my slacks, and let out a low moan into her mouth. She grabbed my zipper and slowly began opening the front of my pants, then slipped her hand in. Rubbing my cock with only the fabric of my underwear between her hand and my shaft, I moaned again. I moved my hands up the sides of her legs again, and under her dress. When I reached the waistband of her thong, I hooked my thumbs into it.
    
    I felt her take a sharp breath and tense up. She stopped moving, and looked at me with fear. I immediately removed my hands from her waist.
    
    "Oh, no, I'm so sorry, Jason!" She said, tears welling up in her eyes.
    
    I rolled off of her and laid on my side, facing her. She curled up and started to cry. I took her face in my hands gently, and kissed her forehead.
    
    "What's wrong, Carly? I'm sorry if I was going too fast."
    
    "No, it's... it's not you, it's me." She said. "I thought I might be ready, you know, for more."
    
    "Shhh, it's ok, babe," I said, kissing her lightly. "You know it's ok to take your time, I'm right here for whenever you're ready."
    
    "But it's not fair for you!" She said, tearfully. She buried her head in my chest.
    
    "I ruined our date night, I feel so terrible..."
    
    I moved down and put my head against hers.
    
    "Carly Sims, listen to me. You haven't ruined anything for me. I've just spent ...
    ... the last week with the most amazing woman I've ever met, and tonight I went on the best date I've ever been on, and now I'm laying in my bed with the sexiest, sweetest girl in the world. So no, you haven't ruined a single thing for me. I wouldn't trade anything to take away the last week, ok?"
    
    She looked in my eyes, tears still in hers. "Are you sure?"
    
    "I promise," I said.
    
    "It's just... I've never shown myself to anyone," she said.
    
    "I completely understand. Try, for me, not to worry about it."
    
    "Thank you for being so patient with me, Jason," she said.
    
    I wrapped my arms around her and held her body close to mine, and whispered in her ear, "You're worth it."
    
    I felt her instantly relax, the weight of her own anxieties being lifted off of her.
    
    I still had my own issues though, and I knew that Carly could feel my erection still pressing against her. Not wanting her to think I was a perv, I started to roll over and out of bed, to go in the bathroom and jerk myself off.
    
    "Where are you going?" She asked me, feeling me move.
    
    "I'm just going to go to the bathroom real quick..."
    
    "To jerk off?" She said.
    
    With an embarrassed expression, I admitted as such.
    
    "I'm still kind of conscious about my body... I'm totally fine with yours though. Can I do it for you?" She asked, a small grin forming on her lips.
    
    "Are you sure?" I asked, hoping the answer would be yes.
    
    She answered by crawling to the edge of the bed in front of me. Pulling my pants all the ...
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