I guess it was just fun breaking the rules a bit and since I didn't have a sister or hang around many girls when I was younger, I was curious. Anyways, it changed a bit when I discovered that it was not only fun to secretly wear women's clothes but a huge turn on to get caught doing so. I had flashed some panties a few times and loved it. Now I had to figure out a way to be seen in a bra. I mean I just had to be sure that someone had seen it for certain since I had some previous failures. So at home I practiced it over and over. I was perfect. It didn't look overly planned but more like I was trying to hide it but slipped up. The plan was to find a hot girl because it was more humiliating if she was hot which was my goal. So I went to a couple of stores and kept my jacket zipped up but the third store was different. I walked in and there was an absolutely gorgeous approx 16 yo girl. I couldn't believe how perfect she was but had already began to blush. According to plan I fully unzipped my jacket and adjusted my top so when I moved a certain way, she would have a peek into my shirt where a missing button happened to be. While she waited and watched me I rooted for change in my pants pocket which let my shirt come open. She could see one entire half of my bra I'm positive. I also realized that I had a full hard on that was visible but was actually blocking my pocket enough to make it hard to get my hand in to get the change out. When I looked up at the girl, she had gone from a blank expression to a huge grin. Her cheeks where bright red, I think the most I have ever seen anyone blush, ever. She even had trouble counting the money. When I was finished she said have a nice evening to me then her eyes when right back to my bra. She was actually beginning to laugh as she talked and as soon as I started to leave she said OMG out loud by mistake then covered her mouth. I looked back as I closed the door and she still had her hand over her mouth but was laughing and blushing full tilt. Perfect, we both enjoyed it.

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