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Styling Penelope Chilvers Boots

6 replies

waitandfeed · 18/02/2026 21:02

I have these boots and could do with some inspo to change up how I wear them. Currently I wear them with skinny jeans, but I've veered away from those in favour of wide leg jeans for a while now so would like some other options of things to wear with these boots.

Maybe a knitted dress? I'm pear shaped if that makes a difference

Long Tassel Boot

Long Tassel Boot

https://penelopechilvers.com/products/long-tassel-boot-conker?_gl=1*161aewx*_up*MQ..*_gs*MQ..&gclid=Cj0KCQiA49XMBhDRARIsAOOKJHbl5h74MCLELOd8H7GAv8RBeZVxtO-8OhFiBkWZrzRnPWKsKAoAeX0aAohPEALw_wcB&gbraid=0AAAAADtGXm8bR4xeShq7DyHBXlVzTggY4

OP posts:
hashtaghooray · 18/02/2026 21:19

Funnily enough I sold mine as found I didn’t really have enough to wear with them and they weren’t even that comfy

Tortephant · 18/02/2026 21:29

A classic, not very now but will come back. Store and bring back to use in a few years

waitandfeed · 19/02/2026 01:18

I find them very comfortable now they're worn in and so practical (I live on a farm which in winter is just crazy muddy even if I'm only walking to the car to head out!)

OP posts:
Heatedrival · 19/02/2026 05:58

Not very helpful replies so far sorry OP.
I wear my long boots with a long silky skirt and a chunky, oversized jumper. I wear dresses which end about halfway down the boots.

owlpassport · 19/02/2026 07:47

Knee high boots are back, but that style is a bit prim. I'd try sheer tights (black or brown) with a mini skirt and something a bit oversized on top. Similar to how they've styled it in the &Other Stories photo.

waitandfeed · 19/02/2026 10:03

If sheer tights are back I think I'm glad I'm obviously not very fashionable Grin
I think dresses ending about halfway down the boots sounds like a good starting point @Heatedrival thanks. Can't do short as they just cut off at my widest part.

Also not willing to put £500 boots I really like in a cupboard for a few years!

OP posts:
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