Ok, I'll play. I first started wearing cowboy boots in the 70's. One year for Christmas my SIL made me a Kaftan. She's a good seamstress. A Kaftan, looks like a dress, because it is a dress, even for guys. She put pockets in it and it was bright colors so it was ok. I decided to wear it to a New Year's day party. Temps below zero. I dutifully put on my Long Johns, under the said Kaftan and pulled up my boots and was brave enough to wear it to the party. Another guy showed up with a Kaftan too. It was long about the time white guys had Big Hair, faux Afros, done with their SO's curling irons or had permanents. Metal Music vs Disco. I had a pony tail. Anyway, whenever I am hesitant about something, I put on my cowboy boots and have a go at it. Now I wear my boots with old hawaiin shirts and look like every other old gray bearded cowboy. Wanna be Cowboys probably don't wear dresses (!!)and it was "cool" wearing it to bars in the summer, much like real guys who wear kilts. PS. This isn't the direction I thought I would write this. O well. Have fun on me.
Which reminds me, the person below me ..... Is caught in a time warp with Oldies Music.