I still remember this thread.
About It-Bags, this was during the height of
Fendi Spy, etc. At that time, there was quite a topic about celebs and everyone wearing the same thing. Then, eventually, everything was all about Classics. Classics almost on everyone and till now.
Today, I don't think It-Bags is an issue anymore. One example is
Prada. I've been a fan of Miuccia Prada works for a long time. At the same time, her collection can also be summed up as 'IT' to some; be it RTW or Prada bag collections over the years. Some may say one can tell if you wear a Prada piece bought from 2 or 3 seasons ago. To some, it might be tacky to wear a 2 or 3 seasons ago; while others might view in another form, that you are a Prada fan.
In any case, sometimes IT bags or latest new creations can be a nice pleasant sighting away from the usual classics. It adds some variety out there and most of the latest creations designs from many designer brands have since improved a lot, imho. I can see value-for-money now
more than before. Not only entirely focus on brands/hype only, main attention is on the design and shape.
Tim Gunn may say this in 2007. I don't think it works anymore in 2012. If you want to be on the safe side, follow what everyone has been doing over the years. Collecting classics only is nothing wrong.