I think my snow boots were about 70, and they're an excellent pair -- it almost makes me wish I still lived somewhere where it snows so I could still use them! I have a pair of Vans and Converse, which were maybe 50 each, give or take. My aunt works at Zappos so she gets a good discount.
I used to be big into Vans because I was into skateboarding at the time. If I remember they were about $60 a pair. Those fuckers didn't last for shit, I'd buy a new pair practically every year - probably because I skated in them though. Right now I've got two pair of Cons that I've had for almost three years, that I got for buy one get one half off. Don't really remember how much I paid for them, but it was worth it because despite being a little faded, they still feel as solid as they day I bought them. I used to think they were overly hyped, but I'm actually kind of glad I bought them now.
My most expensive pair of shoes are my sneakers. I think they are Asics? I can't remember...but they were like 80. I spent 70 on a pair of winter boots. And my vans cost my 40, but this is all within the last few years. Before that it was all walmart, all the time.
I think the most I've paid was for customized converse when I was in high school, I paid $65 for really neat colored high tops. To make myself feel better for paying too much money on a "luxury," I paid and extra $5 or so for them to be product(red).
Less than $80 for some sneakers. They better be some damn special shoes for me to spend more than $100 on them. I also have an iPad 2, but the only reason we bought it was to take credit cards in our business (and we paid for it with casino winnings).