You look good.
I think the problem is that females tend to go for a well thought out look. But that's when they will compare themselves to others. If you are out in the city and you walk past thousands of people, you are looking at them, not at you. So you lose that sense of self identity. So you are looking at tall, fit, well clothed people. That can be hard. So I think if you have some strategies. Live in your own world without paying much attention to all the people out there. Another thing to try is if you pay attention to people, see which clothes you like. Don't focus on the person, but the jeans or the jacket. Something like that.
In the 1990s it wasn't as obvious as it is now. People sort of looked dorky, grungy, people still dressed in classy clothes, but it wasn't as intimidating as it is these days.
I think there was more of a relaxed feeling back then.
That might have something to do with feeling more inadequate now.
So if you can find something to take your mind of physical looks.
If you keep busy doing what you want, then that leaves little time for worrying about stuff.
I think i'm generic looking as a male. it's hard even for us, because girls like a certain guy. a certain style.
The only solution I think, is to keep busy with hobbies, work, fun, so you don't have to worry about it.