No-one feels the same way about pulling onn a kilt as he does about a t-shirt for example
No, I really don't feel much different about donning a kilt from a pair of trousers (or a T shirt). I do feel different dressing for a pub crawl (Saturday), a ceremony with our honor guard (Sunday), or a formal wedding (Friday), but I also feel different donning blue jeans, a uniform, or a tuxedo. Neither do I feel any trace of "sexual ambiguity"; why should I? The kilt is a man's garment.
Perhaps it's due to the context in which I often wear a kilt, but what I do often feel is part of a long continuum of history and tradition. Tomorrow I will don my uniform (kilted) and pipe "Flowers of the Forest" for our Sergeant-at-Arms, a man who spent his lifetime in service to his country, at a Legion memorial service, with a tune written to commemorate the dead of Flodden 400 years ago just as pipers have done for nearly as long. Among those who will be in attendance are two past Post Commanders, one SAS and a Chindit, another a Hurricane pilot, our current Commander with both US and Canadian jump wings from Korea, and a former Pipe Major of the 48th Highlanders, to name a few. I care, deeply, what those guys think of my kilt and my piping. As for the rest of the world, I couldn't give a rat's patootie what other people think. If you think that's false bravado or indicative of unresolved sexual identity issues, well, everyone's entitled to their opinion; but please re-read the previous sentence.

(By the way, I'll not only be wearing a sgian dubh, but a dirk too)