I had an interesting thought after reading this prompt, so before I get into my initial reaction I want to throw out something for you all to think about.
The prompt doesn’t mention clothing.
My brain probably did the same thing as everyone else and thought about hoodies or crocs, but as I lay in bed (I like to read the prompt as soon as the day changes over, if I’m up after midnight) I jokingly had an interesting thought. “I like to wear a smile. Or my heart on my sleeve.” Then it spiraled for a minute thinking about the idea of “wearing” something as a turn of phrase. I don’t like to wear my meals in my lap, but maybe you do. See where this goes? Think about that and get back to me.
Anyways, the actual things I like to wear. My favorite things. Generically I like comfy shirts and shorts, but I have a couple favorite shirts that I’ve either gotten for Christmas or purchased myself. Both shirts are Legend of Zelda themed. One is green and says “May the Triforce be with you” but it has the actual Triforce in place of the word. The other is gray and just has the Hyrule crest in a green gradient. They’re both super comfy and soft to the touch. I wish I could have a few of each, because if I’m not careful they’re going to go the way of my red Weezer shirt that I wore holes into. Now THAT was a soft shirt.
I’m usually more practical with clothing and the like, so I don’t go out of my way to pick something that is “in the right color” or anything. Outside of those two shirts I don’t think I have anything that I would say is a favorite thing to wear.