While this particular article is about the femboy aesthetic, I feel like it is relevant for every man interesting in wearing skirts, heels, dresses, etc in public because the pointers given can be used for wearing any sort of clothing that stands out.
How to Feel Confident Wearing Femboy Clothes in Public
Learn how to feel confident wearing femboy clothes in public with practical mindset tips, outfit advice and beginner-friendly femboy fashion guidance.
https://femboybox.com/blogs/news/confident-wearing-femboy-clothes-public
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Theres really nothing to it. If your. Intiminated? Your over thinking it.Just do what you want. But remember when you sit down to cross your legs and when you need over. You stoop not bend. And always smile.