What was an “investment piece” you got that didn’t work out and why?

Ever think long and hard about an investment clothing purchase, but that still ended up not panning out? What was a splurge of yours that flopped and why?

(By investment, I mean a higher than usual spend with the goal of long term high use, and not the actual financial definition).

Looking back to my early 20’s, I received a lot of advice from colleagues or peers to buy less and invest more in high quality items. However, by doing so, I also made quite a few expensive mistakes!

What are yours?