Okay, I fell to the pressure and excitement of tpf and I bought the 05 black city that was listed on ebay. It is first season. I already own a first season 2006 which still has the tags on it but can't be returned to LVR. So, here are the comparison pics. I find them to be a lot alike in terms of the leather. the 05 is more worn in and much softer but I think that is due to use. My 06 is maybe even a little more matte and less shiny but a little more structured since it has never been carried. So what do you think? I really could go either way. I love them both but my 06 seems to be a perfect black for the 06 year that everyone is talking about and I'm sure it will wear in nicely. But then the 05 was a little less money and it is already broken in and I'm swearing off new bags after ruining 3 bags in three weeks (pen, butter and butter).