I love my bags broken in, so I get excited to buy them "pre-loved!!"
It's also a stress-reliever for me to browse auction and consignment listings, so I enjoy looking around.
My current collection is about half/half. When I do purchase new bags, it's important to me that the leather is soft. I do have one City that I ordered from BalNY and it is taking forever to break in the way I like it... they all come around eventually, but I don't particularly enjoy carrying around a stiff bag, so if I had to do it over again I probably would have waited for this color and style to come up on RDC or elsewhere in mint condition. Like some of the other posters, I draw the line at paying above retail, but I would definitely pay full price for a broken-in bag in mint condition, especially in a discontinued color. I just get more enjoyment out of a nice, slouchy bag!!