I'm finding the older I get the neater my clothes are becoming.
In my late teens/early twenties I had long hair & was a full on thrash metal fan, then the hair got dread locked & then the baggy/Hip-Hop skater look, eventually the Hip hop look with shaved head.
Nowadays I wear a shirt, a skinny tie, jeans & converse when I go out, I think having a strong style is better than the diluted jeans & plain fleece that most of my mates wear. I just think older guys who dress dapper look much cooler than ones who walk into pubs in a Motorhead shirt at 50.....just look a little odd to me.
I'm getting a head start on my older style now, as I am climbing up the ladder to 40 so better get a move on lol.