> My favorite pair of jeans gets worn 10 times more often than my other jeans. If I did away with the other jeans, I could afford to buy more of those things I really love.
This took me embarrassingly long to realise. Instead of buying clothes because they were pretty nice and on sale, buy only what you absolutely love, and pay full price. Instead of having "favourite underwear", get rid of everything that's not your favourite and make sure you only own favourites.
Yeah, it costs more at first. But over time you build up a wardrobe of high quality clothes you love. Quality over quantity, indeed.