What I've actually worn to a casual coffee date, in Boston, in the wintertime.
Grandpa's 70's Ugg-Style gloves, dry cleaned & borrowed.
Brothers Bray Satchel, $35.00 UO on sale
Navy Tunic, Kohl's, $30.00
Faux Tan Leather Moto Jacket , kohl's $20.00
Pleather and Knit Tan leggings, T.J. Maxx, $15.00 on sale
Ugg-Style Boots. MiWoolies (Ecologically Sound New Zealand Company) - about $75-$100, gift from my mom.