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He was reasonably handsome and in decent shape. I turned and kissed him, my first kiss with a man. His breath tasted like tequila shots. He shoved his hand further up my dress while kissing, until he felt my tiny cock and balls. Slipping his hand inside my tights and underwear, he wrapped his fingers around my little cock and began stroking it. Even though it was only semi hard, soon I was breathing heavily and then felt a huge rush as I ejaculated. It was the biggest spray of cum that ever came out of my tiny cock. My tights and underwear were soaked. 'Let's continue this somewhere more private' he suggested. I agreed and allowed him to take my hand and lead me outside. Around the corner we went and back over to the quiet grassy banks where I had earlier put on the female clothes. As we walked, he spoke about his love for crossdressers and transwomen. He suggested I transition full-time to living as a woman, as I could pass easily and I also seemed to really enjoy it. He was right.. . the object of my lust is only seconds away.As I settle the truck, I am still looking over at the curves of her womanly shape... encased in casual if revealing attire. She looks as nervous as me, but we both put up a front and act as if we've known each other forever.Hi sweetie.Well, nice to meet you finally. Are you ready?For what?How about we start with a hug and take a walk?Her breasts push against my midsection, as I squeeze her I swear I can feel the nipples hardening. I take her hand and we begin to walk. There's a little awkward chit chat... I am so out of practice, but the further we go the more confidant I become.Soon I have an arm around her shoulder and a hand that is progressively traveling lower. We're talking and she starts to give the double entendres as my hand finally squeezes her ass. I can feel her shiver at that and can only imagine how moist her panties are getting as the blood starts to make its way into my cock.We are coming up on the first bridge and and I.
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