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Season’s greetings, ladies. I wrote the following as a response in another thread, but now I am thinking it is worth its own discussion.
For me, the worst part of crossdressing is the clandestine life. Crossdressing can feel so solitary if no one knows. Nevertheless, for many good and practical reasons we often may choose to hide this information from those we love most.
About five years ago, I finally told my brother that I was gay and had a boyfriend. He did not take it well. One of his first responses was to ask, “does that mean you are going to be wearing women’s clothing?” His tone was of disgust. I said no, which was more true then than now.
My brother lives nearby and I visit him about twice a month, but the topics of homosexuality, boyfriend, or crossdressing seldom arise. He does not want to face the truth about his little brother.
The last time I visited my brother, about two weeks ago, I took a risk and for the first time in his apartment I arrived wearing a padded bra under a baggy shirt. I think he noticed the small lady bumps but did not say anything.
I would like my brother to know I crossdress privately at home and underdress in public. I also continue to wonder if it is better to keep him in the dark and avoid his probable hostility. He is explosive in nature. We shall see what happens when I return on Christmas, perhaps again wearing a padded bra under a baggy shirt.
I wish good results in 2022 to all of us who would like to reveal our crossdressing to our loved ones.
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