He told me he would buy all the cross-dressing stuff for me. He likes to fuck me like a cross-dresser Transgender. I didn’t understand. So he showed...me Trans videos, and I liked them. It took some time for me to prepare mentally for it as I had never had any form of sex.So one fine day, after planning it, he called me to his room. He gave me the bra, barbie doll outfit, panty and wig. He told me he would wait outside till I got ready. It took me quite some time to understand how to wear the. "We're going down to the pool, if you want to join us."Susan and Lena both changed into conservative one-piece swimsuits. I was impressed that they were not trying to show too much skin. Lena handed me one of my swimsuits that she had packed for me.Sam was coming out his door when we exited. We probably had an hour of daylight left. There were two couples at the pool. Sam grabbed a chaise lounge in the corner and had brought a magazine with him. He had a pair of shorts and shirt on. I assumed. “He cupped my creamy white tits with his large black hands and the feel and the colour contrast between our skins was a huge turn on. His hands were bigger than yours and he was rougher, manlier in the way he played with my tits.”“I’ve seen them, and felt them but wonder what they taste like?” he asked.With that I lay back on a low stack of grain bags, he poured chilled white wine on my left nipple letting it run over my ample breast then proceeded to lick the wine off having a good gnaw at my. I watched him pull away in his big white F-250 and drive off rather quickly, feeling my stomach sink. What the hell was that? If my touching him would have freaked him out, I figured he would have freaked out a lot sooner. Or did I accidentally awaken something in him he had not been aware of before? Did that realization make him uncomfortable and would that mean he would want to avoid me? Did I just fuck things up and ruin this? Would he even want to work with me again?I got my answer the next.
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