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Here are my top picks: Set the scene with the Finer Things printed Midi Dress ($128 on freepeople.com) I especially love it in the Ivory Combo print

I wore shapewear to smooth it out and it felt like this dress fit like a glove

And don't let the black conjure up memories of restrictive school uniformsthis time, there's some comfortable elastic in that waistband

At that point in my life I did not know Caesar salad could be that good

Advertisement - Continue Reading Below The Grammys 2025: Miley Cyrus Kevin Mazur Images Miley Cyrus proved a little black dress is always a red-carpet winner in a Saint Laurent gown with statement cut-out detailing