Here’s what I would have worn today if I was a trust fund baby. And yes, I too once thought over-the-knee boots were solely hooker attire - but these have flat soles, and they’re like pants and shoes in one, so one extra decision can be taken out of the “what do i wear” equation.

Leather jackets:

Right - Mike & Chris Rupert Leather Double Breasted Hooded Jacket in Deep Navy and Black $775
Left - Mike & Chris Janus Leather Jacket with Ruffle Detail in Black $645

Dress: MAJE Kremlin drawstring dress $240

Boots:

Right - Chloé Flat over-the-knee boots $1,295

Left - Christian Louboutin Globe 100 suede boots $995

Necklace: Anthropologie Mercurial Crochet Necklace $142.84