Stirrup pants, Katie?!? I left those in 1991 where they belong, and you should, too. I am not sure that jacket is entirely meant to be a shirt, either, but let’s solve one problem at a time: Pair this jacket with structured wintry white or cream pants instead, and subtract the flashbacks to my least favorite childhood pictures. It’s bad enough that we have to put our feet in stirrups at the gyno. I’m not doing it again on my own time unless I wake up tomorrow in the body of a gifted equestrian.

[Photo: MediaPunch/Bauer-Griffin/GC Images]