Depending on who you talk to I'm either a complusive shopper, really cheap, or a fantastic bargain shopper.
I have 2 closets full of clothes. I have 3 plastic bins of clothing under the bed with seasonal clothes (lots of christmas stuff) and then I think 6 more bins of clothing that's 1 size too small (was several sizes too small last year, so I'm closer at least!). I also have many bins of clothing in the garage, just waiting.
Having said that - let me price out the outfit I'm wearing now for you:
Tan/black animal print shirt with handkerchief-style sleeves and black lace - $12. Tan faux/washable suede pants: $6.99. Tan real suede boots: $19.99. Total price for outfit including boots: roughly $39.
About 3 months ago I bought the most expensive pair of jeans I've ever bought - they were 19.99.
So when I saw the question, before looking at the prices in the poll, I was thinking that hmm, for a good casual outfit, I think the most I'd pay would be $20-$25. I still stand by that.
Of course I have formal gowns that I bought for less than $25. And in the too-small bins I came across a pair of pants I hope to wear around christmas that I bought on sale. Original price was $154, I paid $3.99.