Well maybe it's just a little thing. Say, for instance, the purchase of a really odd-looking, one-shoulder satchel-book-bag-deal. And say that you need this bag for some kind of thing that you can't help-er in this case, we'll go with a shoulder injury. In order to heal your injured scapula, maybe you can only have a side-bag rather than a regular, double-strap backpack. But it occurs to you that "I might look really weird wearing this bag."

         It has to be realized that this small act, of wearing a bag you may not normally tote around, like other small actions, are choices made so that YOU can do what is best for YOU. And to me, part of growing up and aging is realizing all the little things that help you better yourself, your own daily life, in hopes that one day, you yourself could be that wise old man or woman that everyone asks advice from. (Like being a human representation of Pocahontas' Grandmother Willow.)

         These small actions to better yourself are what makes you, you. They improve your life.  Say someone exists in your life that consistently delivers you with a dose of negativity...Ever think about addressing their attitude or simply confiding in peers with a more positive lifestyle? In no way am I trying to say everyone should be a loner, but there are some people who may need to be distanced for your own health. Human beings can be so full of hatred and negativity, that it can actually increase stress and anxiety levels of their peers just by being in the same vicinity. 

        So be weird. Do weird things because they'll improve your daily routine. Wear the weird backpack that makes you look like the genius Spencer Reid on Criminal Minds. Wear shorts with your boots because it's too hot to wear jeans at the barn. Eat salad out of a mason jar because it was more convenient for you. Let irrelevant people go, and I promise you'll feel a weight off your shoulders. Cut negativity out of your life, or simply distance it, and never look back. Do everything that you need (within moral, of course) to be yourself and help yourself to become a wiser, and better person. Focus on doing what's best for you--not what's best for everyone else.