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I once got a fledgling clothing designer, to create for me a custom gown for a military ball, when I was an Army wife. I found her on Etsy, a lady in California, and if memory serves, it was about $350.
I had gone to some of the formal wear stores in my area, and the dresses were far more costly there and I did not like them as well. This way I got the perfect dress (she even let me collaborate on certain design elements) at a reasonable cost for what it was, AND supported a small business, so I really felt it was a win-win. I still wear it once in a while.
Most I ever spent on clothing is $50 for a pair of boots. Didn't last as long as the ones I usually buy for $30 @ Walmart.
I've worn a new $90 Carhart jackets but only paid around $30. Glad my son worked for Carhart!
I once bought some designer sunglasses when I worked at a high end store. What a stupid thing to do, but I was young and didn't know better!
I have bought some boots that cost more then I would normally spend on shoes. My Doc Martin's are still awesome after many years. They were about $125.00 I think. I have a couple more pairs that I spent about $80 on. That was on sale and I was happy!
Besides my wedding suit which, including shoes belt bowtie pocket square etc, was $850...
I have a shirt I really liked I found at the mall, it costed $175. It's a long sleeve button up, nice colors and fabric. I'll probably never spend that much on any piece of clothing again. I splurged that day for no apparent reason other than I wanted the shirt.
Definitely the items I had made by a tailor in the US (yes the clothes were made in the US, too) when I was working- slacks ran around $500 and a jacket about $1,000. Beautiful fabrics (lightweight wool), perfect fit (they measured the slope of each shoulder separately), classic styles. Unfortunately I retired 4 years earlier than expected (well, maybe that was NOT unfortunate) so it wasn't as good an investment as it could have been, but I still wear them when I need to look respectable. I also have a selection of blouses with french cuffs. Almost never wear them-I'm too lazy to iron them properly and too cheap to take them to the cleaners.
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