Reader Ali left this question in a comment:
I’m hesitant to buy all these cute short pants that are in style because I don’t know how to make use of them in the fall or winter, or on cool spring days. I realize it’s still stylish to wear in the winter, but it seems impractical. When would you wear a wool coat and scarf and NOT want to wear socks? So how do you wear those pants AND stay warm?
Ali, I feel ya. As a person living in a climate that regularly includes -30 degree winter days, I am bewildered and frustrated by the current glut of ankle-length and cropped pants. I have a couple of suggestions, but would love more if anyone has ’em!
Pair with ankle boots
This is my go-to solution. Taller ankle boots can typically slide under the hem of cropped pants, and you can wear your thickest, wooliest socks with them if need be. It’s also well within the realm of current chic to have your pant hem and ankle boot top bump up against each other. (Pinterest will back me up on this one.) If you go this route, you can still do socks – just pull them up beyond the pant hem, pick a neutral color, and don’t worry too much if a sliver peeks out.
Go skinny and tuck
This won’t work for dress pants, but anything in the casual levels below is fair game. Hem length ceases to matter if you’re tucking a skinny pant leg into a boot. Boot styles that hit mid-calf and higher will conceal everything, including hems and socks.
Do funky trouser socks with heels
I am not a huge fan of the ankle pant/sock/flat combo, but ankle pants worn with textured trouser socks or tights and wedges or heels can be cute. Like this or this. Thicker socks will make your shoes uncomfortably tight, so think heavy nylons. Speaking of which, you can certainly try nude hose for this same purpose. Both options will offer a bit of coverage, but relatively little protection from real cold.
And I’m out. Got any other advice for Ali (and me)? How do you make your cropped and ankle-length pants work for cooler weather?
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