Loafers and socks?

[Olinguita]

I got very into the chunky loafers and wide-leg trousers/jeans look in summer/early autumn. Normally I'd style with a blazer and a shirt or fitted top.
I've usually worn footsies with the loafers and left my ankles bare.
My question is... how can I transition this to colder weather? Can I wear socks with loafers without looking weird?

You need long socks so that they don't wrinkle round your ankles or 'hold ups' for the nude look.

I’ve noticed a lot of ads etc where loafers have been styled with ankle socks.

I think they look more current than something in tights material. There are loads around at the moment which I think are meant to be on show. I’ve got some metallic ones to wear with a chunky t-bar. I think they look nice!

@MsDastardley yes! This is what I was thinking of! I think it looks real cool to have ankle socks on show and I've seen that styling too, it and has a little bit of that dark/light academia vibe to it which I love! I was just unsure of what kind of ankle socks to go with to make sure I don't end up looking like a 15 year old on their way to GCSE geography class circa 1998

I love the ankle sock and loafer look. It’s so bold.

I think the ankle sock with loafer looks good on young people. On someone who won't see 60 again (me) I'm not so sure.

Yes, but bright, bold socks. Like postbox red or emerald green.

I’m definitely not cool 🤣🤣. I like to make a bit of an effort though! Plus a proper sock is much more comfortable than a footsie thing which always ends up sliding under my foot.

I’m also 60. I think they look good 😊

I’m in my (very early) 60’s but I wear socks with loafers and brogues. Argyle or fair isle would be my preference.

I wear visible ankle socks with DM’s which I suppose is dark academia but I consider it aging goth. Which I am 🤣 And it’s comfy.

Only if your trousers are long enough not to see the socks!

It seems to be quite fashionable now to roll your trousers up to make sure the socks are in view.