Best way to introduce oneself? Start with apologies...
So first of all, sorry for my English, it's not my native tongue but I'll do my very best and hopefully you'll find the hidden sense in my weird word collections.
Talking about weirdness..

Well, I have some history with that and only recently I added wearing skirts to it. But I'll get back to that in a minute...
Basic data first: I'm a cis guy, bearded, married for 23 years, two teenage kids. Body has a total mileage of 50 years now, driver being in his early 30s I guess.

Apart from working in IT for a living I'm a certified health consultant, mostly doing presentations and workshops.
A few years ago I stumbled upon strange looking minimalistic shoes which made me research the topic of shoes from ground up (for a presentation) and resulted in me not wearing shoes ever again. For four years now I'm barefoot 24/7 with only minor exceptions. Doing that in public was one of the biggest coming-out's for me, but I learned a lot about peoples behaviour and how I influcence it. After going barefoot full time in public, I started taking more care of my feet and more or less naturally I started waring clear nail polish to get around the ususal polishing with a buffer. From feet to hands was only a small step. A slightly bigger step was going from clear to color nail polish and it happend to be a second coming-out. Starting with my pinky, then two pinkies, four fingers, then a full paint job.

And of course, you already guessed it: A few weeks later the color jumped to my toes also.
Why was I writing this? Ah, yes, skirts...

Well, if you get in contact with other men polishing their nails, you happen to come across quite a few of them not only polishing their nails but also wearing womans clothes: trans woman and crossdressers. And somehow the idea of men in skirts found a nice cosy place in the back of my brain where it stuck and grew. The fact alone that todays society has some sort of an unwritten rule that skirts are not for men triggered my resistance. Dare you, society, giving me the rules!

As many I started in the closet just to see how it might look like and how it feels. I bought a knee lenght olive summer skirt and a blue mini skirt just for testing. I wanted to send them back but they fit so well, I just kept them (and wore them on a solo vacation trip). But how would my familiy react? A real skirt might be too much for a first contact, but then i found that about 40% of all men world wide are wearing a sarong. Well, now, that's a man's garment, isn't it? And it's hot summer and who will object if you wear a thin cloth wrapped around your waist to better stand the heat? So I bought a few sarongs in different colors. They are quite nice for a start in skirt-wearing because they are cheap, you won't have size issues and you can wear them from mini-skirt to long skirt just by folding them accordingly. I'm wearing them for some days now and I'm also running all the little errands wearing them. Today I went on our weekly grocery shopping tour in a big mall wearing a knee length black sarong (strongly resembling a "real" womans skirt). No reactions, just a few look. Piece of cake...

But I think the skirt ist the last thing, people notice. It's hard enough wrapping their mind around my bare feet and nail polish...
My wife is observing all this with a mixture of "It's your choice..." and "Oh god, whats next?"

She has second thought about the reactions of other peoples and therefore objects going out with me in a skirt. But just yesterday I had to pick her up from late shift and usually we're going for a coffee then. So I thought that maybe the habit might be stronger than her objections - and I was right. I choose my most inconspicuous sarong and put my trousers on the back seat - in case it won't work out as expected. As we arrived at the cafe, she asked if i really wanted to go in there in a skirt and I said: Well, yes, no problem, but can YOU cope with it? She said "Let's see..." and of we went. Luckily not many other guests where there so no reactions. But during our stay quite a few younger people filled the cafe and leaving it was impossible without being noticed. But no one said anything, no chuckling, no snide remarks. Luckily, because this very first time with her skirted man in public showed her, that most people don't care. I guess that was one really essential step. Let's see, what future holds. There are still some "real" skirts to be introduced and lately I got a black perimum emp kilt (
http://www.emp.de/art_291700/ ) which is still in closet.

But it's way to hot these days for thick fabric, so I'll stick with my sarongs for a while...
If you're always trying to be normal, you will never know how amazing you can be.
(Maya Angelou)