1. Carly's Story


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

    ... and get a simpler engagement ring, and then once they are engaged, they bring their fiancé's with them to design the wedding band," Lindsey said. I decided that was a wise thing to do.
    
    I settled on a white gold solid ring, adorned by a 3/4 carat round cut diamond. I even grabbed one of Carly's rings out of her jewelry box that I'd seen her wear on her right hand, to help narrow down the guessing on the size. Having written all the information down, Lindsey took my info and told me she'd call when it was ready.
    
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    I'd been planning it for weeks. Julie helped me a lot, suggesting things that I would never have thought of. I planted the idea in Carly's head to have a nice date night, but other than that I kept everything secret from her.
    
    That day, I sent her with Julie to get pampered. They got massages, and mani/pedi's at my expense ("Jason! You have to make sure she has her nails done, no one wants their engagement ring on an ugly worn out nail the night they get engaged", Julie told me.) and Julie went to our apartment to help Carly get ready.
    
    She stepped out of the bedroom looking like an absolute goddess. A light blue dress, a necklace with matching earrings, and some short heels.
    
    "Hello, beautiful!" I said, bouquet of white roses in my hand.
    
    She blushed, and took the bouquet from me. I bent down and kissed her cheek, then offered my arm to her. "Shall we?"
    
    She took it, smiling and we made our way outside, where a limo was waiting for ...
    ... us. The driver opened the door and we slipped in, welcomed by rose petals and a chilled bottle of champagne, glasses ready to go.
    
    Sipping on champagne, Carly looked around at the limo.
    
    "What's the special occasion?" She asked.
    
    "There doesn't have to be one," I said, "I just wanted to show you a nice time, and you deserve it. Plus, I don't want you to meet some hotshot lawyer and leave the poor humble ER nurse once you hit the big time as an attorney!"
    
    She smiled and leaned over to kiss me. "Not a chance, you're about as hotshot as I ever could handle," winking at me.
    
    The limo pulled up and we got out.
    
    Carly looked at me after seeing where we were.
    
    "Is this the place we came on our first date?" She asked.
    
    "One and the same," I said, grinning.
    
    We were led once again to a small, intimate table, where the waiter brought us wine and menus. I was floating, but if I said I wasn't nervous, well, I'd be lying to you.
    
    "Things were so different the last time we were here, weren't they?" I asked Carly.
    
    Carly took a sip from her glass. "They really were... I almost don't even know that girl anymore. I've changed so much."
    
    I took her hands across the table. "I know the girl from back then. It's the exact same wonderful woman I'm sitting across from right now. She just didn't know it yet."
    
    Carly smiled at me and leaned in. "You had a lot to do with that, Jason. You changed my life."
    
    "Carly, you changed mine. I think that the last time we came here, I ...
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