The following are my observations on changing from a lazy girl-dresser to wearing skirts full time. I’ve always been pretty modest with my shirts, so that was less of a big deal to me, though as you’ll see below, even my shirt fashion has changed.
Most Expected Hassle: Having to shave my legs more often and in all seasons. I suggest having a healthy stash of long skirts for those days when you really don’t care anymore.
Less of a Big Deal than Expected: Getting the skirt caught in the car door. Sometimes it might look silly to outsiders, but it never makes my skirt dirty. So in the end, it doesn’t really matter. Also, now I almost always remember to sweep my skirt inside the car automatically.
Best Perk: Always looking somewhat dressed up to a secular POV. I work in a professional office with business casual dress expected, but even my jean skirts fly as being “dressy” enough. I now own one wardrobe for all my needs, except business suits. This. Is. Awesome.
Hardest Clothing to Get Right Without Looking Frumpy: Business suits. Still working on that one. Unfortunately, I work in a field where business suits are a necessary evil. Also, shells under a suit are considered “dressing poorly in a suit” in my field, which prefers women to wear button-up shirts with one or two buttons undone. And of course, buttoning up all the buttons makes me choke and looks vaguely like those women freed from the Yearning for Zion compound.
Best Surprise: The change really wasn’t as difficult as I expected. Even better, I always feel prettier, so my self-confidence has actually sky-rocketed! I was amazed how much time I spent worrying about wedgies (or their frontal equivalent) with pants. If I have a wedgie now, I now I can make it to the bathroom without anyone being the wiser.
Biggest Double-Edged Sword: Skirts are a lot more forgiving when you’ve gained a few pounds. The other-double-edged sword is that, when you lose weight, almost no skirts are made for wearing with a belt.
Biggest Gripe: Skirts. Need. Pockets. kthanxbai.
Not Looking Forward to: Winter. Thankfully, I live on the sunny west coast, but winter comes here eventually. I need to go shopping :(
Most Surprising Moment When I Didn’t Cave and Wear Pants: Moving! I loaded the UHaul, moved the boxes, and deconstructed/reconstructed all my furniture, all while wearing a skirt. However, I suggest a knee-length skirt, preferably blue jean, with pockets. You need the pockets for obvious reasons, and you don’t want to step on your skirt. I accidentally did, and it “pantsed” me. Thankfully, no one was looking! Also, a jean skirt is much easier to clean if it gets dirty, which it will.
Biggest Fashion Change: Going from few bottoms and lots of tops to wanting fewer tops and tons of bottoms. I’ve shown a tendency towards bright-colored plain tops with funky (or plain) skirts. I’m a fashion purist, so I won’t mix patterns, and I make a big effort to color-coordinate (even the shoes and glasses! But not purses. That’s silly.). I’ve tended to wear items of solid bright colors because solid colors almost always go together really well without clashing. For instance, today I’m wearing bright red glasses, bright purple shirt, bright yellow watch, green purse, jean skirt, and purple plaid Airwalks. If those were patterned, somehow I don’t think they would match as well. Yet instead, I’m funky frum!
Biggest Fashion Hurdle: Shoes. I now own a lot more shoes, and I think simple flats and Airwalk-type shoes go very well with skirts, but I will wear pants again before I would wear sneakers with a skirt. Just. Looks. Bad. Beauty hurts, ladies. However, I surprisingly almost never wear heels, even to work. And my skirts apparently let me get away with my purple plaid Airwalks at work. Skirts FTW!
Unexpected Reactions from Other People: Both men and women open doors for me CONSTANTLY. Being a Southern belle, this doesn’t bother me. And it gives me a chance to say thank you and smile at a stranger J I think it makes me a happier person, and also gives me a chance to brighten someone else’s day with returned kindness.
Biggest Change in Myself: Because of the aforementioned feeling of prettiness and self-confidence, for once, I finally take pride in making fashionable choices! Basically, I have a lot more fun getting ready in the morning!
In sum, I really like the changes in my life caused by switching to skirts. And almost all of them have been unexpected!