1. From Bradley to Brendalee43


    Date: 7/23/2024, Categories: Transgender & Crossdressers, Author: byBrendalee43

    ... to be able to say "I do that". On a Friday night, Claire asked that I get some take-out, a couple bottles of wine and close the drapes, it was a night she didn't want interruptions. I set the table and had things ready.
    
    It turns out, she was offered a promotion, the second in less than a year. And would be the first woman in the company, many branches world wide, with this position. There was no question in my mind she'd be very good at it. And I told her so many times. We had a "usual" Friday night romp in the sheets. VANILLA again but she made it interesting when she got on top and played with my nipples rather hard. Or I should say harder than normal. But it felt great as always.
    
    The next day, things went as usual and I was outside again, getting yard cleaned up. When I came in to get a drink, Claire was on the computer and my heart dropped. She had one of my favorite sites up. Then another, and another. I was frozen even though it was over 70 degrees out. She looked at me, then back at the screen, then asked...."Do you like looking or wish it was you?" The pic was a highly feminized guy in a chastity cage, lifting his skirt to show a bunch of women. A pic I'd opened many times. And she knew it. I didn't lie, just said "It thrills me to the point of pleasuring myself often".
    
    She said "I have enough to think over the next few days. We'll come back to this when my mind settles down, I promise". And she kept that promise.
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