What I Wore to My 50th High School Reunion

What do you wear to your 50th high school reunion? I recently traveled back home to Omaha for my 50th reunion, and today I'm taking you through everything I wore — from the flight and daytime events to cocktails and the big reunion night. But getting dressed for a reunion isn't about trying to look like the woman in your old yearbook photo. It's about showing up as the woman you are today: comfortable, confident, polished, and completely yourself. I'm sharing the five looks I wore throughout the weekend, the three simple rules I followed when packing, the mistakes I think are worth avoiding, and how one color helped tie my entire reunion wardrobe together. We'll talk about: • What I wore while traveling • My red linen shirtdress • The red pleated midi I wore for cocktails • My daytime striped look and espadrilles • The little black dress I chose for reunion night • Comfortable shoes that still look polished • How to pack fewer pieces without sacrificing style • Why dressing for who you are now always works Everything I'm wearing is linked below and in the pinned comment. And remember: style has no expiration date, and neither do you. 00:00 What Do You Wear to a 50th High School Reunion? 02:35 3 Rules for Reunion Dressing 05:15 3 Reunion Style Mistakes to Avoid 06:24 Look 1: The Travel Outfit 08:33 Look 2: Red Linen Shirtdress 10:26 Look 3: Friday Night Cocktail Dress 13:14 Look 4: Saturday Daytime Outfit 15:20 Look 5: The Little Black Dress 16:49 The Real Reason This