I was at the stage where I was just starting to dress as a female in public and friends convinced me to go out. At the local pub over the course of the night my friends all found someone and I had resigned to the fact that I probably wouldnt find anyone until a young guy in his mid 20’s approached me. He said my friends has told him about my change and he was very complementary saying I looked pretty convincing. Over the next hour or so we spoke in the pub about everything from jobs, hobbies and eventually if we were both single which we both were. He hinted that he would love to have a night with a transgender/sexual but didnt want anyone to find out. I leaned over and whispered into his ear that his secrets safe. We arranged that I would leave first and he would follow around 10 minutes later to avoid suspition although im sure our friends would have noticed.Once we met up we went to his place and were comfortable on the sofa having a little kiss when he suggested we move to the. “Look, Michael, I can explain-”“Actually, I think I can explain better.” I pulled my phone out of my pocket and started the playback function. Cindy’s jaw literally dropped. “You see, I have this video here of you swiping my dad’s debit card and triumphantly declaring your upcoming visit to Vegas. Now what would my dad say if he happened to see this video?”Cindy looked so distraught.“Ok, I’ll… I’ll give you whatever you want. WE have his debit card, and he’ll never know how much we took. How much do you want?”I smiled slyly.“It’s not exactly money I want, Cindy.” I took a few steps towards her. “You’ve been walking around this house wearing next to nothing for the past two years.” I stood about a foot away from her now. “On top of that, you cost me a shot at having sex with a really hot girl a few weeks ago, and now…” I started to gently stroke her left arm. “I’m going to use you to scratch an itch I’ve had for a little while now.”Cindy looked really worried now.“Michael, I…” My hand.
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