just wanted to revive this by expanding the question to include shoes/boots/whatever.
Street style/casual mostly. Looking for color and shoe type suggestions. I have never been able to successfully pull off black jeans. I was told black boots work well, but when I try that, I look off. It almost gives me a militant vibe... or like I'm trying to be dressy. Maybe it's just the type of boot. I'm not sure.
Is something like this way off the mark?