I kind of change directions all the time, and each and every time I'm certain that this time, it will be the final one.
Anyways, the first of three phases when I actually thought about how I dressed(though I didn't know shit back then) probably started like 2-3 years ago, and I was just all "street" with hoodies and baggy jeans and oversized t-shirts and what not.
After that, like 1-2 years ago I bought my first sportjacket at an outlet (filippa k grey one for 30 $, great piece that's still in my wardrobe), and suddenly, I saw the beauty of being a bit dressed up, and also, wearing shirts. The last year I think I have headed more and more towards dressed up and preppy, and thought that 2 years from now the only thing I would wear were jeans with a shirt and a blazer/sportjacket, with the occasional sweater over the shirt when the weather would demand so.
But now, in my latest stage, and also the first one when I really learn new stuff all the time and get great inspiration from others on here, I have changed direction once again. What I think I'm going for right now can be rather well summarized in my latest fitpic, a lot of streetwear but preferrably atleast a shirt or something else a bit more MC thrown in(though of course it will change aswell and get even more refined, but that's where I'm starting, also I need more black/white/grey items in my wardrobe)