Penny wise and Pound foolish. What's the one item you ever spent money on and regretted afterwards? Mine was a Patagonia fleece jacket. I just wanted a fleece jacket. Hell, I heard they make them out of recycled plastic bottles. I picked the one that fit and took it to the till. I was gobsmacked when it was rung up at over $190.00 after taxes. I was too embarrassed/proud to leave in disgust. I still wear that jacket and I don't like it and it hasn't held up well. Oh, and 8-track tapes. I bought a lot of 8-track tapes back in the day.