The Nano is the best bag I use!
It looks compact, yet holds a lot. The zipper secures my items nicely and I never thought I would be a crossbody strap kind of gal, but I've found being hands-free has come in handy.
I own many totes and shoulder bags (including an LV Citadine, Hermes Victoria II, Celine Sangle Seau, LV Neverfull and a few more), but my Nano is my favorite.
Yes, I missed the hype, I just purchased it a month ago, not five years ago. And I was a little nervous that it might look like I've missed a trend. But the functionality makes this bag timeless to me. Trendy (to me) = hype + "what was I thinking?" This bag works.
As for the face- it's a running joke in my family. My hubby sees Rosie the Robot from the Jetsons, my daughter sees the Kool-Aid pitcher and I see Wilson the volleyball/companion from Tom Hanks' movie "Castaway".
If you get one, enjoy it, walk with confidence and have fun with it- it's all about personal taste!