Guide on how to Wear a midi Skirts:
Right up to the moment you look in the mirror, and discover that the midi skirt you thought would look SO chic hasn’t magically turned you into Audrey, Ultimate Style Icon. No, your midi skirt has only gone and transformed you into Audrey, the little old lady from down the road, instead. She’s 92, you know. And she’s got no time for all this ‘fashion’ nonsense, let me tell you, because she’s got to get to the shop before it closes, and buy young Jimmy some kippers for his tea, and… wait, where was I?Oh yeah: midi skirts. They’re problematic, is what I’m trying to say here. Or they CAN be. In the wrong hands, they can end up looking downright frumpy, in fact, and that, my friends, is what I’m here to help you with today. Well, I’m going to try, anyway: I just want to be clear here that I in no way consider myself to be an expert on the dark art of midi-skirting, but I do get quite a lot of comments from readers who say they’d like to wear some of the skirts i'm always prancing around in, but are worried they’ll make them look super-short, or stumpy, or like Queen Elizabeth II on a bad day. God, it’s horrible the things people say about themselves, isn’t it? (Not the Queen Elizabeth thing, obviously: I mean, her Madge is stylin’.)
If you’re one of those people, then, this post is for you, and is here to show you that yes, you CAN wear a midi skirt: even if you think you’re too short, or too round, or too whatever-it-is that’s holding you back. Because if I can do it, anyone can: trust me on this. So, first things first:
How to wear a midi skirt: Choosing your skirt
So, the first rule of midi skirts is that you don’t talk about midi skirts. No, wait: that’s Fight Club, isn’t it? OK, the first rule of midi skirts is that they’re not all equal, which means you must choose your skirt with care, and probably get it tailored to make sure it fits you properly. Because here’s the thing: a true midi skirt (like they used to wear back in the Olden Days) should ideally hit around mid calf – hence the name “midi”. We’re not going to do that, though, and the reason is that this is not a flattering place for a skirt to hit. I’m not saying it can’t be done – pretty much ANYTHING can be done, if you have the right attitude – but it’ll be tricky, and why would you make things tricky when you don’t have to ?
The thing is, you don’t actually NEED to wear a mid-calf-length skirt to get the effect of a midi, though: a slightly shorter skirt will create the same kind of effect, but be much easier to style, which is why most of the “midi” skirts you see people wear hit just below the knee, rather than at mid-calf. Most of them have also been altered to get them to that length: is one of the few exceptions to this rule, but the vast, vast majority of midi skirts available on the high street right now will come almost to my ankles, so they have to go for the chop before they wear them.
This are my first top tips then :
A) It's all about proportion.
If the mid-calf look isn’t for you, try going a little bit shorter. As long as your skirt is longer than average, people will still see a “midi”, so you’ll get the effect you’re after without feeling like you’re in a costume drama.
B) Your is your best friend.
Or your sewing machine, if you have one. (My dog is actually my best friend, but that has nothing to do with midi skirts, so…) If you can sew, taking up a hem will be child’s play for you: if you can’t, it shouldn’t cost much to have it done for you, so hit up Google and find someone who can do the deed.
This are the most tips people probably know, and it basically says that if you’re wearing volume on the bottom, you can’t ALSO have volume on the top, and vice-versa. If you, too, are a magical fashion unicorn, you might just be able to pull it off, but if you’re just a regular person like me, you’ll probably find that circle-cut midi skirts will look better worn with a top that’s both fitted and cropped (or tucked, in this case). You need to define the waist to make the volume work, basically, so anything that can be described using the words “slouchy” or “oversized” is best left to the Pinterest girls – or worn with a midi skirt that’s more fitted:
This still isn’t a great look on me, which is why you don’t see me wearing slouchy sweaters all that often, but still, you get the point: volume on the top = no volume on the bottom. Moving on…
If the mid-calf look isn’t for you, try going a little bit shorter. As long as your skirt is longer than average, people will still see a “midi”, so you’ll get the effect you’re after without feeling like you’re in a costume drama.
B) Your is your best friend.
Or your sewing machine, if you have one. (My dog is actually my best friend, but that has nothing to do with midi skirts, so…) If you can sew, taking up a hem will be child’s play for you: if you can’t, it shouldn’t cost much to have it done for you, so hit up Google and find someone who can do the deed.
This are the most tips people probably know, and it basically says that if you’re wearing volume on the bottom, you can’t ALSO have volume on the top, and vice-versa. If you, too, are a magical fashion unicorn, you might just be able to pull it off, but if you’re just a regular person like me, you’ll probably find that circle-cut midi skirts will look better worn with a top that’s both fitted and cropped (or tucked, in this case). You need to define the waist to make the volume work, basically, so anything that can be described using the words “slouchy” or “oversized” is best left to the Pinterest girls – or worn with a midi skirt that’s more fitted:
This still isn’t a great look on me, which is why you don’t see me wearing slouchy sweaters all that often, but still, you get the point: volume on the top = no volume on the bottom. Moving on…
What shoes to wear with a midi skirt?
This is another fairly easy one, and I’ve made a handy graphic to illustrate it:
By which I mean, “ditch the ankle straps”. Shoes with ankle straps can
be almost as tricky to wear as midi skirts themselves, as, like midi
skirts, they have a tendency to shorten the leg. (Visually, I mean, not
literally.) See how these shoes draw a line across my ankle, effectively
dividing the leg into two halves, and making it look a bit shorter? The
long hem of the skirt is doing that already, and I don’t need any help
to make my legs look shorter, so while I will occasionally wear ankle
straps (like I said, there are no “rules” here…), for the most part I
try to avoid them with longer skirts. Speaking of things that shorten
legs… (Now there’s a sentence I never thought I’d type…)
How to wear a midi skirt with flats?
A lot of people think they shouldn’t wear flats with a midi skirt, citing the “but they’ll make my legs look shorter!” rule as evidence of this. Now, there’s no getting away from the fact that flats will make your legs look shorter, and so will midi skirts, so if making your legs look longer is your goal, then yeah, stick to heels. There’s also no getting away from the fact that heels aren’t always practical, though, so, again, it’s all about proportion. As long as your skirt isn’t super-long, you should still be able to wear flats with it: my rule of thumb here is to go for pointed or almond toes rather than round ones (pointier toes will lengthen the appearance of the foot, and therefore the leg), and if I’m going to be wearing flats, I’ll normally try to pick a slightly shorter skirt. Oh, and no ankle straps – again!
But what about boots, I hear you say! I’m glad you asked?
How to wear a midi skirt with boots
Ankle boots with bare legs makes for a very trendy look, and you’ll see the Pinterest girls do it all the time. They’re magical unicorns, though, remember? When I try to do it, it just doesn’t look right: that doesn’t mean it won’t look right on YOU, you magical unicorn of a person, but when I’m wearing boots with a midi skirt, I always make sure the hem of the skirt covers the top of the boots. Again, this is to prevent that whole “dividing up the leg” thing I keep banging on about. Another way to do it is to pair your ankle boots with tights of the same colour. It’s much less trendy, but then again, I’ve never claimed to be trendy, so no surprises there. (Oh, and it’ll be warmer than bare legs, too!)
Finally: outerwear!
How to wear a midi skirt in winter.
Winter can be particularly difficult for us midi-skirters, because not many coat manufacturers take midi skirts into consideration, unfortunately. There are basically two types of outerwear that work with midi skirts:
01. Very long coats, which cover the skirt entirely
02. Very short jackets, which leave most of the skirt exposed.
Oh, and if your midi skirt is a full one, your coat also has to be
full, otherwise you end up with tons of fabric trapped inside a
straight-cut coat, and that’ll be as uncomfortable to wear as it is
awkward to look at. Here’s an illustrated guide:



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