How do you wear cropped/flared/wide trousers in the winter?

[AsTheWorldTurns]

Like these:

www.jcrew.com/uk/p/shops/40offselectstyles/pants/highrise-peyton-wideleg-pant-in-fourseason-stretch/J5634?color_name=hthr-graphite

I'm a bit stuck with what sort of shoe and sock/tights (if any). I think it looks best with an interesting flat and bare legs, but I'd freeze. I don't think it looks great with a boot, unless maybe an ankle boot?

I'm sure I'm overthinking this.

Brogues and snazzy socks here.

They only
Look good with bare legs, sorry

Personally I don't.
Winter is for slim cut and skinnies.

Wide legs are damp and flappy in the rain. A heeled boot can sometimes work though.

Knee boots under or opaque thigh highs (or popsocks that don't cut off your circulation at your knees) with brogues.

I've bought a pair of these and don't plan on wearing them in winter tbh

Mind you, 'winter' here is minus 25 and snowing - +10 degrees and sunny I think I'd chance it with a pair of heels maybe! Or maybe ankle boots with a heel? Not sure how that'd look?

Don’t wear them - it just looks like you’ve got the size wrong and they’ve come up too short

I think it's possible that they're not for winter.

I like the idea of brogues and snazzy socks but I don't think it's very me, I googled them for about an hour last night and I think I'd feel like an imposter.

I found a pair of skinny black wool trousers yesterday (Modern Rarity) so I think I'll stick with that + boots.

Well I think they look a bit lightweight for winter but autumn might be ok. Do you like the loafer look ? ( it’s not really my thing but you might like it). I’ve got some wider leg black wool trousers from Cos that I’m going to try with various pairs of silky socks I have from Arket and some black Dr Marten lace up shoes or some chunky grey Nike trainers. Sweater and slouchy black bag from Cos. Jobs a goodun.

I’ve got some lovely dark khaki wide leg crops from Toast that I was thinking of wearing with ankle boots but I suspect that I’ll look even more like a reject from Dad’s Army than I already do in them. So maybe this particular pair are more suitable for the other seasons, when I can wear them with bare legs!

awkwardsquad what weight trouser are they? Toast are currently styling everything with a chunky lace up ankle boot but are they from the summer season?

I think it looks best with an interesting flat and bare legs, but I'd freeze. I don't think it looks great with a boot, unless maybe an ankle boot?

This is your problem, wearing them with single shoes!
A flat
A boot
An ankle boot.
(Unless you only have one foot, in which case go for it!)

I think you probably don't .

They look pretty horrible in firmer (ie winter weight) fabrics anyhow. And there is nothing that covers the ankle gap well in colder weather. Though I suppose you could channel Jackie magazine from the 1970s, the Bay City Rollers and most glam rockers and wear 'witty' socks

I wear ankle boots with them

I don’t think those particular ones would work as winter trousers. For a casual look when it’s not too cold yet, I think wide crops are okay with trainers and socks, but it depends on the fabric.

Ankle boots

I think two things need to be factored in, fabric weight and length.

Because of the wide leg style, winter versions need to be a heavier fabric in order to be warm enough and in order to pair well with jumpers etc..

The length is far trickier. My personal style is more librarian/professor, so I am ok with looking a little nerdy with the socks and flat ankle boots, brogues, loafers. I think if you opt for sleek, perhaps heeled ankle boots you run the risk of looking like an extra on the set of star trek.

-I struggle with loafers
-I would equally feel like an imposter wearing trainers with dressy trousers, although I think it looks great on other people, it's all a bit Notting Hill for me.

I'm inclined towards these shoes, haven't bought yet because they're expensive:

www.matchesfashion.com/products/Balenciaga-BB-patent-leather-slingback-flats-1283633

but I'd freeze. So maybe with some herringbone black tights?

I love the cropped/flared + flats profile, incidentally I just wore the pair I linked above yesterday loved it so much that I thought 'how can I do this through the winter with wool trousers?'

I think the ankle boot is really tricky. It is indeed all a bit star trek. Needs to be really a perfect distance from the hem of the trouser, and I'm not sure what that might be.

Can someone please link to some snazzy socks?
I'm not sure what to wear with my wide trousers in winter and have brogues but no socks.

Snazzy socks

Ooh thank you @CountFosco. Those are definitely snazzy enough.
I would love some knee length options like lace or fishnet in plain colours as well. I think they're hard to find.

I wore a pair today with my DM boots

Ok I laughed when I saw your shoe choice.... if trainers are too Notting Hill those shoes are very Chelsea. Look at Arket and & Other Stories for socks. TK Maxx have decorative knee highs in fishnet and Lacey patterns.

Divebar they’re cotton canvas, medium weight I’d say. I’ll try them with ankle boots and see how they look. I had a narrower pair of crops on today with ankle boots, just a flash of bare skin, I think it worked.

I wear fishnet/crochet/lace tights or knee-highs underneath, usually leather trainers on my feet. I have knee-highs from Whistles, tights mainly from ASOS.

I have beautiful wide leg crops in wool, and cord, from Cos last year in various colours that I am excited to start wearing again soon.