Crops and ankle grazers - looking ahead to autumn

[Raindrop12]

Having happily ditched the skinnies in spring, I've loved culottes, cropped /ankle grazer mom jeans etc. But now I'm wondering how this will all work when the cooler weather arrives.
Skinnies and boots have always worked so well In the winter and I'm struggling to see beyond these.

As I'm a bit slow to transition from skinnies, maybe you could share what worked for you last winter, or what you'll be looking for this year.

Sorry about starting an autumn/winter thread in early July 🙈

I wear socks in interesting textures and colours. Trainers, DM shoes. Sometimes ankle boots.

I wear mine with long socks and ankle boots.
I googled images of 'cropped trousers with boots' or 'cropped trousers winter' for inspiration.

I wear them all year with heeled boots from Zara. These are mine from two years ago. Tight ankle vital. They have some in stock now. Beige colour

I tend to wear knee high socks. Plain black/navy/charcoal with trousers, stripy with jeans. Then on my feet trainers, or DM Church monkey boots.

Sorry about starting an autumn/winter thread in early July

Oh don't apologise. It bloody feels like Autumn.

I haven't worn ankle-length jeans for years.

In the autumn/winter I wear cropped/straight leg jeans with trainers, unless it's baltic, in which case I switch to ankle boots (chelsea boot or DMs) and thick socks.

I'm looking for some knee high boots to wear with mine when it's colder. Reckon they'll also work well with skirts and dresses

StCharlotte, it certainly does! Especially today.

Thanks everyone. I've done some googling and it looks like a slim fitting ankle boot is the way forward for very cold days.