Some Millennials in my timeline are insecure because Gen Zs are telling them their ankle socks age them.
I can't stress enough that you don't need to care about what a bunch of 20-somethings think about your clothes, mainly bc you don't have to care about what ANYONE thinks about your clothes.
The best fashion advice was tucked into Bend It Like Beckham:
"It's not how they look, it's how they make you feel."
If a haircut / outfit / jewelry / whatever makes you feel good, then it's good.