I find there is no clothing more uncomfortable than jeans. I simply don’t get their appeal. Washing makes them lose color, their material is rough. Maybe a good choice for workers, but not for wearing them every day. Alternative trouser choices (including those of suits) look better, are usually more comfortable and, at least for me, are good for years.

That said, the other issue of mothern clothing: sneakers… sure there are some high end ones that look amazing. But most of the time they just look cheap. The trend of making the soles white means you almost always look like wearing dirty shoes, as those rubber soles are almost impossible to whiten up again. Compare that to a good goodyear welted shoe: if the leather is good, you can wear them for a decade and just let the soles be replaced every few years. Leather shoes are not too comfortable in the first two weeks of wearing them, but with movement the leather softens and adapts to you. Even paying hundreds for them is ok: you’ll rarely have to replace them.