My wife has talked about this topic on this blog before, but it is always interesting to see how other people deal with it and what advice they have to share.
My husband dresses like a woman – how to deal with a Cross-Dressed man? – DMIK.eu
Welcome to this blog post! The storyline of this post is “actually” told very quickly. The most important keywords to succeed in this topic are: communication and acceptance! But honest acceptance.
https://www.dmik.eu/de/posts/my-husband-dresses-like-a-woman-how-to-deal-with-a-cross-dressed-man
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These advices are basically adaptable to various situations with family / friends, but this whole concept shows how much “programmed” we are to some rules that remain unquestioned and once you ask, you might get punishment just like doing something “wrong” in school.
That is definitely true. The advice is good and universally applicable, but you’re right in that you might be punished if you question the unwritten rules of society…