Skirts? More 2020 Weirdness

It’s been a very long time since I last wore a skirt. I honestly can’t even remember when that was. I’m guessing I was around 15lbs lighter though, and had a lot more hair. I stopped wearing a lot of things when I chopped my hair off, but that’s a whine for another day. I’ve never worn skirts all that much though, or dresses either, for that matter.

Regardless, I actually do like skirts. I just find them largely impractical for everyday wear. I find it bothersome to have to worry about whether said skirt is flapping about or too far up, a problem fixed by wearing a more fitted skirt, which is then more restrictive for movement. Also, having to make sure it’s positioned properly when I sit, and sitting in a “ladylike” fashion…it’s just a lot higher maintenance than a pair of jeans or slacks.

Recently I’ve been considering skirts again, though I’ve yet to buy any. There are three I’ve seen online recently that I thought would be nice to have (and ModCloth has a bunch of cute/funny and vintage-style skirts that would be fun to wear), but…there’s the question of whether or not I’d actually wear them. And if I wouldn’t wear them, why give them the closet space?

Add that to the fact that few women in IT wear skirts, so it’s outside the normal/unspoken dress code, and…I might have one skirt in my closet at the moment. Two at most. Skirts that fit, anyways. My job is a desk job, so I’m not crawling under desks or carrying equipment around (mostly), but still. It’s always weird to change up your style of dress, or dress differently than the people around you. I’m not the kind of person who will ever see skirts as an “at home/knock around town” piece of clothing.

I have none of the various accoutrements for wearing skirts anymore either – I have no idea what I would have done with my slips (though these days skirts seem thick enough not to require them, which is nice), nor do I currently own any nylons (I know, bare legs are in, but I’ve never been all that fond of bare legs under skirts and I hate tights and leggings). I have tattoos that may or may not look okay peeking out from certain types of skirts. I’d have to try it and see. Or buy a couple pair of those stylishly tall boots to cover. Not that I’m opposed to that for all but 3-4 months of the year.

I think perhaps I’m just that unsettled. Changing things up in order to find relief from the stress and tedium of the year, and also just boredom with the same type of hair and wardrobe for nearly twenty years now. My hair grow-out has been a long time coming…I was bored with it several years ago, and just afraid to change things up (all the piercings were in part an attempt to make my pixie cut less conservative/boring, which I think worked well). It stands to reason that a wardrobe switch-up is also in order. I did finally buy a couple flannel shirts (one of which I really love), and a fuzzy coat that really wouldn’t have looked as good with the pixie hair, but works fine with my current length and will look great with longer hair.

Will I buy a skirt or two? Remains to be seen – I’m still very much undecided. If I buy one, will I wear it? That’s the million dollar question, isn’t it?

I will note that if I had a nice A-line or swing skirt that was work-appropriate, it would be a lot looser after a food-heavy holiday (say…Thanksgiving) than my jeans currently are. So there’s that.

We’ll see. Variety is the spice of life, but change is…difficult, to say the least.


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