The pillow tabby is nothing but fun for me. I got the orange one but I'm also a fan of wearing lots of colors at once (no fashion rules for me).
I purchased a fun bag for my bday. I picked a color that I love but didn't have (for me it was blue). Then I thought about my wardrobe and checked to see if I would pair that color with most of my clothes.
Now here is the best part: I picked a bag that had a casual feel but also somewhat dressy and purchased accessories that made it feel more wild when I wore it. If I ever wanted to tone it down again I can by changing out the handle and strap.
I suggest looking for a Coach bag that gives you the ability to change out straps and handles.
totally agreed on the strap. I have been doing that a lot lately to change the look at feel of the bag. Great options!