I think wearing the skirt makes one more a jessie than a sissy.
Mind you, I cannot understand the silly obsession of the non-Scot with the kilt. It's as if all male Americans had continually to explain why they did or did not wear a Puritan tunic topped with a stetson hat adorned with an eagle feather headdress.
Of course, the kilt is currently mostly worn by Scots drunken 'men's men' whose idea of civilised behaviour is to display their bare bums. I have four friends who wear the kilt. Three for performance reasons, one because it is more practical when sheepgathering on the hills. My ancestors wore the kilt. Then they came to the Lowlands. I am however thinking about commissioning a pair of trews - for performance reasons.
By the way, ten days ago I marched through a Russian city with two kilted pipers and six kilted Scottish Country dancers. Every one of the eight was Russian. Performance again.