Winona Dimeo-Ediger

Our fierce fashion ace Winona Rose helps our editor Katie Tandy avoid the purgatory of endless Old Navy trousers.

Today, I present to you a fresh, new list of ways to live-up Instagram’s favorite season. Let's celebrate fall (beyond pumpkin spice lattes)!

Obviously I’m not talking about serious travel disasters or any situation that’s dangerous or harmful, but things like missing a bus, getting hopelessly lost, or having an emotional breakdown while in line for the London Eye (been there, done that) are actually blessings in disguis

All the skimpy clothes that come along with this time of year give me anxiety.

While buttoning my pants today I found to my dismay / that my skinny jeans get skinnier with every passing day. / For the past few months, in fact, I’ve watched with shock and wonder / as my stomach’s gotten softer and my thighs accrued more thunder.

Career-wise, you’re the boss, or, if you’re not the boss yet (emphasis on YET), you’re the boss’s dream, going above and beyond in every way. You tend to define yourself by your job title, and the thought of letting go of that identity gives you hives (this might be something you want to work on, Group A). Your desk is so beautifully organized it could be part of a MOMA exhibit called, “The Artful Workspace: A Retrospective.”

"But I'm your friend! I'm like your cool big sister that makes you feel insecure and unworthy 99% of the time!"

"Your quest to stay true to your retro aesthetic is not impossible. Here are a few tips for incorporating your love of vintage into a modern, casual wardrobe."

F*ck that noise. Wear a bikini if you want. Or wear a one-piece if you want. Or wear a baggy t-shirt from a Def Leppard concert and knee-length bike shorts if you want. Wear whatever you want. But definitely go to the beach.

If you’re feeling uneasy about your shopping habits, listen to your gut. There’s no downside to examining your habits and trying to get to a healthier, happier place.