Sorry for the super long delay in replying OP, but if you're still around I'll throw some pics at you that might give you some ideas. With a few versatile key pieces, it's not terribly difficult to have both minimalism and variety.

rude

rude

rude

rude

Some of the stuff ITT is a little more fancypants/high end than what you'd be into but it should give you some ideas as to how to look good with sturdy corduroy, flannel, wool, denim, leather, rain gear, etc.

rude

rude

Closing with a personal favourite. Hope this has been helpful.

rude

rude

>>495
>Herschel backpack
>Shiny boots
>Thumb out even though no car is coming
>Ears exposed even though there is snow on the ground
I'm beginning to think this posed modelling shot is not very authentic.

>>525
Yeah, I can see that. I like that look personally. The little 5 panel hat. It's one of my favourite recent-ish trendy things (recent-ish because it's a hat style that never really goes anywhere and seems to have a small surge in popularity every 10-15 years). But I can see how someone might think it looks a little try-hard.

Plus, on windy days, the breeze can get under the upward-angled bill and zip it off your head. This is easily solved with a hood or pulling the hat further down your forehead or just not wearing the cap on windy days, but it's still a little annoying.

that's the price of lookin' good, baby

It isn't something for everyone though. The more colourful hats work if you're a teenage boy or a hip-hop kid. On guys in their early 20s, especially guys with a bit of a boyish look or build, that kind of thing will make them look too juvenile. But if you're on the other end of things - mid-20s to mid-30s, it'll add a bit of a boyish quality in a good way; especially if you have a bit of a rugged, masculine style and wear a cap with simpler colour blocking and earth tones like some of the examples ITT.