If at First You Don’t Succeed

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Earlier in the week, I went to a speaker who gave a presentation on an area of law I’m interested in, and since there would be lots of attorneys there, I figured it wouldn’t hurt to “dress up” a little and not look so much like a student. But since almost all of my business casual clothes are packed up for the school year, I didn’t have a lot of options at the ready. I did have this skirt, but the temperature called for tights and the rain called for a sturdier shoe. I ended up with the outfit on the left, but then I realized the ruffled tweed, bright purple, winter white, contrasting tights, and studded knee-high boots look was probably not the best way to blend in with a bunch of lawyers.

So instead I ended up with the more casual but still sophisticated outfit on the right. You know how I overthink things sometimes? Yep.

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Jacket: Anthropologie, old (similar, splurge)

Jeans: Tommy Hilfiger

Boots (outfit 1): Kohl’s, old (similar)

Boots (outfit 2): Bandolino, old

10 thoughts on “If at First You Don’t Succeed”

  1. I love it both ways. I particularly like the boot with the flared jeans! You look polished either way. I can’t wait till you become a lawyer, I want to see how you dress for the court room1

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