1. Carly's Story


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

    ... you."
    
    "Sweet!" I raised my arms up in victory. "I got a hot date tonight!"
    
    Carly grinned at me. "Ok. Now get out of here, I have to get ready and so do you. Pick me up at 7:00?"
    
    "You got it," I said, heading for the door.
    
    "One more thing," Carly said as I reached her apartment door. "Can we go over to your place for a few days? You have a bigger bed..." she asked hopefully.
    
    I stopped in my tracks, looking at her. "You're ready to sleep with me?"
    
    Her cheeks flushed. "Yeah... I'm not sure if I'm ready for, you know... everything. But I'm sure your back could use a break from my couch, and I love to cuddle you. Would that be ok?"
    
    "That would be absolutely perfect, Carly. Pack a bag, and I'll pick you up later."
    
    To say that I walked out to my car would be inaccurate, I floated.
    
    When I got back to my apartment, I made a reservation online at an Italian restaurant I'd been wanting to try. It had great reviews and a nice, intimate atmosphere, lower lighting, candles, the whole nine yards. Looked to be perfect for a romantic date. I showered, and looked into my closet, trying to decide what to wear. I settled on a button down and slacks with a sport coat. Looking at the mirror and buttoning the top buttons of my shirt, I could feel my heart beating. I can't remember being more excited for a date. I looked at my watch and saw that it was 6:30, I had enough time to make one stop before going to pick Carly up.
    
    I got in my car and went a few miles down ...
    ... the road to a flower shop. Having no clue about flowers, and not knowing if she even liked them, I walked around the shop for a few minutes looking at the different arrangements.
    
    "Is there something I can help you find?" A voice from behind me asked. I turned to find the lady who worked there.
    
    "I sure hope so. I have a first date tonight, have no clue what I'm looking for, and I don't even know if this woman likes flowers..." I trailed off.
    
    "Got it," she said, and walked behind the counter.
    
    "So does she like you?" She asked me.
    
    "Uh... yeah. And I like her too... a lot. Not trying to mess this up." I confessed.
    
    "Well you came to the right spot. You don't want to get something too whimsical, like daisies, unless you know that's what she likes. Since we're guessing, I'm going to go with roses." She said.
    
    I looked to the side of me, to a display that had probably 300 long-stem red roses, arranged into bouquets by the dozen.
    
    "Oh, not red roses. Way to forward, if you will for a first date. No, I'm going to send you with a dozen white roses." She said expertly.
    
    "Sounds perfect, thank you!" She put the bouquet together, I paid, and headed out the door.
    
    Trying not to second guess myself, thinking I might have gone overboard with the roses, I nervously knocked on Carly's door at 7:00 on the dot. I heard the lock slide and the door slowly opened.
    
    There Carly stood. She was wearing a dark blue dress with thin straps and deep neckline. The dress went down ...
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