I had been chatting to people on a ts chat room as I had recently become accustomed to do, when I received a private message from a local cross dresser. 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 shook hands and he motioned me inside. It was a really nice place, obviously his mom did something important to have been able to afford it. She must have some nice clothes to try I thought to myself.
We started chatting and getting to know each other a bit when the conversation eventually turned to the reason I was there.
"So, you want to see what sexy outfits we can find?" Sandra said.
"Sure, I would love to! No chance of us being interrupted is there?" I didn't want to be chased out of a house wearing the female owners clothes, might be hard to explain, he he.
"We have the house to ourselves all night and most of tomorrow too." Sandra reassured me, smiling knowingly at me. "I thought we could give each other a make over, get nice and dressed up all sexy and head out tonight, about 11, 12ish, when guys are all wearing their beer-goggles, and see if we can pass for girls, what do you think?"
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