The #WearItAllChallenge – Fall Edition

Earlier this year my friends and I created the #WearItAllChallenge, beginning with #WearItAllJuly. The goal of the challenge is to wear a completely different outfit every day for an entire month. I love this challenge because everyone learns something different from it, and what they learn is often surprising. So we’re doing it again for the month of October!

Here are the basic rules:

Rule #1: Wear a completely different outfit every day for a month.
Rule #2: After you wear a piece of clothing, set it aside. You can’t wear it again the rest of the month.
Rule #3: If you literally don’t own enough of something to accomplish this (for example, you only own 15 pairs of shoes), you can loop back through them after you’ve worn them all once (it’s up to you whether you want to wear through them all again before repeating).
Rule #4: You choose what categories are included/excluded from your challenge, such as hiking gear and ballgowns. You can choose to not care about pajamas, workout clothes, underwear, etc. It’s up to you. The important thing is that once you decide your rules you stick with them.
Rule #5: Your wardrobe is “locked in” at the start of the month. Anything new you buy after that gets put in the used pile and has to wait until next month!
Rule #6: There may be times where wearing something twice is unavoidable, such as with work uniforms or travel clothes. Don’t worry about it. Count the days you want to count.

Here are some of the most common objections I hear and what’d I’d say in response:

“I can’t imagine wearing my snow boots to the grocery store!”

Me neither, that sounds like a terrible idea. That’s why you’re allowed to exclude whatever specialty clothing you want. I personally drew the line at “anything I would have never worn to any job.” It meant I had to include most of my closet, but excluded my fancier dresses, my hiking gear, etc.

“No one would notice if I did this challenge because I’m so boring with my clothes.”

You’re probably right. Our own standards for what’s “weird” aren’t as universal as we think. Most people in my sphere only noticed at the very end of the month, and even then it may have just been because they saw my updates on Instagram. The point is not to get noticed or get attention, the point is to come face-to-face with your own wardrobe.

“I would but I’m traveling/have a work conference/etc.”

Take some cheat days, I know I did. I had a 6-day trip in July where traveling light and re-wearing clothes was a must, so I just didn’t count those days. I still learned a lot during the month and wore through most of my closet.

“I already have to do laundry every week just to have enough clean clothes.”

Do you have to do laundry in order to have enough clean clothes, or just to have enough clean clothes of one category? It’s pretty common to have more shirts than pants, for example, which means you could easily wear through all of your pants all the time, but be skipping over a lot of your shirts. That’s why it’s worth proactively trying!

“I don’t own enough clothes to pull this off!”

I didn’t either. I wore through my entire shoe and bra collections twice. That’s why we made the rule that you can cycle back through any one category once you’ve exhausted it. Remember that people are really bad at self-assessing the volume of stuff they own, so even if you’re positive you don’t own that much, I invite you to go do a physical count. Pull everything out of your drawers and tell me your totals in the comments to prove that you won’t last a week, and I’ll give you a free pass to ignore the whole thing.

“But seriously, I don’t own enough clothes to make it a whole month.”

Could you make it three weeks? Two? I dare you to go as long as possible. I’m not joking when I say you probably have more clothes than you realize, or that I think you can learn something about yourself even if you already have a pretty minimalist wardrobe. A big part of why I did this was because I already felt like I didn’t own much.

“This seems too difficult/complicated.”

You can make the challenge as big or as small as you want, which means it can be as simple or complex as you want. The first time I chose to exclude or be really loose with the rules on pajamas, bras, purses, jackets, and workout clothes. One woman just did the challenge with her lipstick collection and wore a different shade every day. A friend said he wants to do it with just his t-shirts. This challenge is whatever you want it to be.

In summary, whatever your objection is, my response is, “Just give it a try and go for as long as you can.” After all, the worst thing that can happen is you have to end early, and go back to wearing clothes the way you would have worn them anyway.

Happy #WearItAllOctober!