Re: What's your most expensive shoe purchase?
Hmmm... my biggest shoe splurge?
I'm such a sale shopper that most of my "most expensive" shoes were actually purchased at a discount. But the pair that I paid the most for is probably my Espace Mercure boots:

They were $270. Yes it was $270, down from $415, but still... it was a big chunk o' change.
Being a shoe snob, I get very wary of shoes that are under $100 full price. Not to say I won't buy them, but I get nervous about the quality and production. So, I think the range I'm most comfortable with is $100-200. It's really the $300 mark that starts to seem expensive to me. And I've got several pairs whose "MSRP" is over that, but I've gotten lucky and either found them on sale or had them given to me as gifts.
Also, in other news, I want to hear about/see pictures of your Trippens. I love that brand! And I'm dying to know which ones you bought and where you found them.
If the shoe doesn't fit, must we change the foot? --Gloria Steinem