Jeans - I've spent 150$ on some MEK and True Religions back in the day. Not like a great pair of jeans. I'd spend up to 200$ if I really like them, but you can get a great pair for around 100$
Shoes - I've spend around 280$ for Bally's and for Yeezy's. Not going much more than that.
Sunglasses - I'm usually able to get good shades for under 100$ at Saks and Nordstrom Rack or Ebay. I do regret not getting some Gucci Shades years ago.
Watch - I've spend 250$ on a Movado watch, but I'd go around 500$ for one I love.
Shoes - I've spend around 280$ for Bally's and for Yeezy's. Not going much more than that.
Sunglasses - I'm usually able to get good shades for under 100$ at Saks and Nordstrom Rack or Ebay. I do regret not getting some Gucci Shades years ago.
Watch - I've spend 250$ on a Movado watch, but I'd go around 500$ for one I love.