In my younger days (basically every year up until tenth grade) I was SO not into the whole "thrift shopping" idea. I believed everything had to be a brand name or no name. Little did I know, thrifty clothes can be quite the snag and definitely not something to be ashamed of. My mom would take me to resale stores and thrift shops on the weekly trying to convince me that these clothes were high quality "hand me downs." I did not want to listen to any clothing advice she was giving me.
Little did I know that younger me was very foolish because obviously - who wouldn't want high-quality clothes for only $3.99- at most? I think a lot of the time we get caught up in what we wear. However, it isn't just for our approval, but the approval of others. Who cares what you wear? Honestly, if you asked me, I couldn't tell you what you had on yesterday. I mean yeah sure I think your style is cute and I like your clothes- but it really doesn't affect MY life what YOU wear. So start worrying about how YOU feel in clothes, not what others are going to think of you.
It is so easy to get caught up in what others are going to think of you- trust me, I know. This striving to have everyone approve of you can drive you to do things you aren't really comfortable with. When you allow yourself to let their opinions affect you, you end up wearing things for others and not wearing them for yourself.
There have been so many times when I have been looking at clothes and my friends will say "ew, I wouldn't wear that." Yes, constructive criticism is nice but remember, just because they wouldn't wear it DOES NOT mean you can't wear it.
If you want to wear some thrift store overalls with a striped shirt, you do it. If you want to wear high-end clothes, you do it. If you want to wear beat up converse and a skater dress- go for it. All I'm saying is find what clothes YOU are confident in, and rock them how you want.