Welcome to Crossdresser Heaven, a safe and welcoming place for everyone in the crossdresser community.
Join Crossdresser Heaven today to participate in the forums.
Years ago when i was maybe in fifth grade, i was like 10, i was wearing a really baggy hoodie to hide the fact that i was walking around the house in one of my mom's bras which was a little big for me, go figure. She did not know that I occasionally tried on her undergarments. So when she was sitting down I went up behind her to give her a hug since she had a stressful day at work. After I gave her the hug she said "(male name), are you wearing my bra?". I was so embarrassed by this that I managed to stammer out a no and ran up to my room and threw the bra under my bed. Later I told her that I had two bouncy balls tied to my chest and she didn't say anything to me after that. It was such an embarrassing experience then but looking back after a few years I find it to be funny. That was the first time that I was "almost" caught wearing my mom's things.
Poor ten year old Shannon! Thanks for sharing!!!
I got caught around 12. I was try on my Mom bra and she walk in on me. She just said oh my lord. We never talk about that incident again.