She asked me where I was from, how old I was etc and we found out we lived a few towns away from each other, both young guys and both really loved wearing women's clothes.Admittedly she was much more experienced at it than me, having access to girlfriends, sisters and mothers clothes and had even ventured out fully dressed once!Eventually after some light chat, swapping dressing up stories and what we liked wearing, he invited me over to his sometime to dress up together in any of the ladies clothes that fit. Obviously this was too good to refuse and we quickly arranged a time and a day when we were both free and discretion would be assured. It turns out his mom was away on business a lot so his house was nearly always empty.Turning up at the door nervous and excited about the fun I was about to have. I knocked on the door and it opened instantly."Hey, are you Shannon?" (my name i had been using for my CD chats) he asked me"Sure, nice to meet you Sandra" (the name he had used) We. Well that was the start, soon it was sucky fucky time. Rose was in heaven, two boys telling her, do this, do that!Jim was a goner, as Rose sucked him clean after a fuck he didn't know what to do, Couldn't close his eyes, it was too exciting, he couldn't keep eye contact with me, he finally settled for checking the ceiling for cobwebs or something. As we were dressing, I had to remind Jim, "Don't forget the money, put it on the table and tell her when we're leaving."That made for a fun goodbye, Jim was blushing and stuttering as Rose in an untied robe was kissing us goodbye at the door. "Un, er, I left something, some ... money, for you, on the table."Rose simpered, she loved playing the whore, "Thank you kind sir, maybe you';d like to come over sometime for a freebie?"We weren't all the way down her walk when Jim asked, "You think she meant it, again, free?" You could almost see his chest swelling!Maybe I had leadership forced on me by my father's death and the discovery of the money.
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