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It was a bit strange but I just let it slide. We got to chatting for a good while, as I checked her out more often that not through the whole conversation. By the end, I found out she was here on a girls holiday with her flat mate and she was back at the hotel sick sleeping, that’s why she was alone. After about 30 minutes..I went in for a kiss! She kissed me back, we start snogging quite passionately straight away. I loved that she felt the same way and was clearly attracted to me! As we kissed, I started groping her big bubble butt to cheers of my dad and uncle as they noticed. She stopped kissing for a bit blushing, but I pulled her right back in and got her lost in our kissing again. After grinding and groping for a good while, I pushed us apart and asked “let’s head back to your hotel”.She blushed and shook her head, but I smirked and said “I wasn’t asking”. She giggled and started walking out, I followed behind to more cheers from my dad, my uncle and now bill! I laughed, winked. He was now wearing a pair of black, suede, open-toed sandals with at least 4-inch heels. He was obviously wearing nude colored stockings and his toenails were painted a bright red. There was a shiny gold ankle chain on his right ankle."Summer pedicure eh? Did you do it this morning before work?" she asked as she handed him the bottle of nail polish.Don was shocked. How did this happen?"Uh. No. Not this morning. I do not know what to say. I mean, I shouldn't be wearing these shoes..." He trailed off and sat down on the couch to remove the shoes. "Could you please close the door Kelly? I wouldn't want any of my co-workers seeing me," he asked as she closed the door to his office.She stared at him oddly. Once the shoes were off, he began walking around his office in stockinged feet, looking for his dress shoes. "I'm really embarrassed. I don't know-" Don't be. I know a lot of guys who like to dress-up like women. Cute ankle chain." I'm not a crossdresser. I literally have no idea how.
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