These days I spend quite a bit of time sitting in front of my computer, but if I have had a day of meetings, lunches, and coffee and plan to be with Berlin later in the day or take her out for dinner I tend to wear something that crosses over. I don't own many pairs of flats, but when I do wear flats they are usually boots. These boots are perfect for various occasions and highlight both a masculine and feminine feel. I chose to style them with a fitted skirt and a slouchy sweater for an easy and versatile look.
P.S. Jack's Wife Frida is a great place to take your family if you are in the downtown area of NYC, specifically on Lafayette.