Clark chukkas are one of my go to nice, and casual shoes (boots). The Clark’s are great value for the money too. I like their Wallabees too, but those tend to be pricier and are a less universal style.

A clean pair of Adidas Stan Smiths can look good too. Really any of the simple sneakers will look good with most outfits, like these, the Nike Cortez, or whatever. I don’t like sneakers that look too technical or chunky, but that’s just me.

Johnston and Murphy has a mixed reputation and are expensive, but I’ve liked the two pairs I’ve had from them. They’ve been worth their price too, the last pair I had from them lasted about 8 years.

I’m not much help on the specific question, but I hate to have it die on the vine. So, I’ll offer what advice I have.

I know a couple of people who shop at DXL and I’ve heard them recommend it to others, so I’d check with what they’re offering. The guys that I know that shop there dress well.

The other place I’d look is Bonobos. They’ve got a wider selection of sizes than most retailers and I’ve been happy with everything I’ve bought from them.

It’s not wrong, but I don’t know how helpful it is. I think it could be helpful for identifying complimentary colors, but it’s missing some context about which articles of clothing are which colors.

For example, it lists pink as a matching color for light blue. IMO, light blue pants with a pink shirt works fine, but a light blue shirt wouldn’t work so well with pink pants. In general you’d want your pants a darker color or cooler tone than your shirt.

Mostly settled. I make the occasional purchase to replace something that’s worn out or to fill in a seasonal gap, and when I do I try to be a little experimental.

I wear classic jacket and tie stuff for work and American workwear when I’m home.

I was unaware of this community until this post, I joined shortly after.

I feel like it’s always kind of a niche topic. Too many people see one style or another as something to be derided for being exclusive and/or unnecessary. Whether its calling suits classist or streetwear drops wasteful. Not too many people are interested in fashion in general, especially men’s fashion.