We live in a world and culture largely manipulated and controlled by fear. This messes with your head, but in the end you have to move through it and not let it control you.
It may very well be that one of the reasons you are attracted to kilts is to help you overcome some of the fear baggage and crap that you have been programmed with all you life by your parents and your peers.
Working up the gumption to wear the kilt whereever and whenever you please is one way to work through it. Viewed that way, it is a challenge to yourself.
The gold at the end of the rainbow is that over time, you will feel completely comfortable wearing the kilt and well, you may need to look for another big challenge like rock climbing.
(Just don't wear you kilt when you do that) ;)
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