It occurred to me that I have hated button-up shirts since I was a kid - probably because they were required at school and church. I think I own 4 long-sleeve button-front shirts in total, and two of those are fleece-lined for use as light-weight jackets. The rest of my shirts are all T-shirts, with one polo shirt and one sweat-shirt. When I started getting very ill from fragrances and could no longer fly, my consulting days were over and I gave all my jackets, ties, dress shirts, etc to Goodwill.
Clothing got really cheap for me for a couple of years when I was hosting open-mike jams at a local tavern, because the beer distributors used those jams as a way to promote new brews - Maine is full of micro-breweries. I'd introduce the rep and let him use my sound system to play games with the patrons. Very often, they had T-shirts with micro-brew logos on them to give as prizes, so I'd snag one of those. I had a really nice one with a portrait of Joshua Chamberlain (Hero of Little Round Top at Gettysburg) advertising Chamberlain Pale Ale by Shipyard Brewery. I wore it until it practically fell apart.