The most I've ever spent was maybe $300. My husband bought me my speedy, and my mother has purchased a couple more of my purses. All the really expensive ones I carry are actually my mothers - I just raid her closet whenever I go over there.
most $ paid is on the lv mono speedy 30. the next lv i get i really want a damier!
my most expensive bag (tho not the most i spent) is some large gucci tote (with the 2 charms on it...1 boot and 1 purse) in black. i don't know what the style is called since i'm not too into gucci. i just know that it's almost $1000 retail but i paid a lot less because it was the last one left at a department store.
the least i spent on a purse...probably $9.99 for a black purse i bought at a Gap outlet over 10 years ago? haha i used that bag for a good 5 years!!!