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..Through this bullshit dating site I came across a trannie who showed some interest in me, so after a little while I finally convinced her to go to a hotel with me but she backed down on me and on top of that she also wanted to go dressed as a boy, so that was a bust.. well fuck!.But then I found another tranny and was she a cutie! She goes by the name of Jennifer, she has long dark hair, petite body, kissable lips and the attitude that goes with those attributes. She's really polite and expects that you treat her the same way, she's also very straight forward with what she wants and what she wants is to have fun with with you and your dick inside her ass, simple terms right?. It only took a little small talk to get her phone number and that same day we set everything up to meet each other and have some fun at the hotel.I was nervous but really excited about what was going to happen, she took longer than expected to get ready and get her cab so I kept wondering if she was really. “So... why did you message me again? Now that we're not in public.”I reached over and put my hand on his. “Because I like you silly.” I gave him a reassuring smile, as I started the car and began to drive away. “And sometimes I think about us, you know, the good times we had. Do you ever think about us?”“Yeah, sure. We had good times didn't we?” He looked over at me smiling, “and good sex.”I gave him a smile back and a “uh huh.” I paused for a minute, careful about how to continue. Careful not to let my eagerness scare him away.“How would you feel about doing some of those things again?” I asked him, checking for a reaction of awe, disgust, terror, I wasn't sure. He just sat there with his boyish grin, looking at me as cute as ever.“And your husband? You looking to cheat on him or something?”“Oh no! Nothing like that.” I laughed, then looked back at him.“We're actually looking to include someone, you know, in the bedroom.”“Really? I had no idea. So Jerry is okay with this?”“Actually.
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