Here are some simple ways to dig yourself out of the safe style gutter and start taking more risks to bring yourself closer to projecting the true, creative you.
The 7 Day Challenge
This is a fun, albeit, scary adventure to walk into but it will shake up your style instantly. For 7 days wear 1 item which you are a little afraid of. This might be a huge ring, a head scarf, a tulle skirt, a crop top. Whatever you can discover hiding in your wardrobe which scares you and put that item into action. There is something about being on a conscious "challenge" that will armor you with confidence. Come on, 7 days, 7 wild items, you got this...
Let Someone Else Dress You
This is a biggie because you are literally handing over the reins to someone else but this is why it is so important - true freedom comes from giving zero f's and you will be forced into this mentality when someone else is in the driver’s seat. Whatever this person, whether partner, sister, friend or even you child, selects, you must wear for a full day. See how it feels to be someone else, feel the sweet liberation in disassociation with your safe image.
Pick A Character
We usually shop for ourselves, as we are, or our goal self but rarely do we shop with a character in mind. Picture someone you admire, someone who inspires you with their sense of self, their style and their vibe and pretend to be this person. Dress as they would. Think as they would. Behave as they would. What is fashion if not character play? Practicing this concept does not mean you lose your sense of style or self but rather it brings you closer towards these things by allowing you to explore the character traits you look up to and admire.
Go Makeup Free, Shoeless, "Inappropriate" and Carefree
Commit to a day and mark it in your calendar under "giving zero f's" in which you don't do a single thing you usually do when leaving the house. Drop that mask. Get up, don't touch your hair, don't touch your face, even leave your shoes behind if you like. You might feel naked, embarrassed, weird or out of character, but you will be forced to embrace yourself exactly as you are. Intentionally go somewhere that you are likely to bump into someone you know, whether this leaves you red faced or not, you will have nowhere to hide and you will realize the world won't cave in. You are perfect just as you are. The fashion and style you express every day should be fun, it should not be a mask to hide behind.
Wild cards make the world go around, we don't need more of the same, we need more quirk and crazy out there. Now go get your risk on!