Work shoes/boots

[Fritilleries]

I work in education and wear lots of chino/top combos and the occasional dress. My shoes consist of loafers in black and navy. I also have a pair of suede black buttoned ankle boots as well as a pair of brown knee high boots. I can't help but feel a bit... dated when wearing dresses and tights with knee high boots. I guess I want to know what is also "in." I have no intention of caving in and wearing sneakers or "smart" trainers.

I don't know whether or not they're the sort of thing you're looking for, but my oxblood DMs go with everything. I have one battered (thirty year old) pair which are still going strong, and a smart pair too .

I am thinking of getting black Chelsea boots, simple and versatile?