I always refrained from doing the shorts with tights thing, thinking it would be too trendy for me. Once I tried it, though, I fell in love! And now that I'm finally comfortable with the look, winter is about to be over...bummer!
Jacket: Banana Republic Cropped Swing Jacket in 00P
Shorts: H&M divided sz 2
Booties: Calvin Klein sz 6
Bag: Chanel Petite Shopping Tote
I don't usually show purses with my outfits because I have a small collection (maybe 4 bags total?) and I usually just tote around my big Longchamp. I'm picky when it comes to purses and have been hunting deliberately for 2 specific ones (Marc Jacobs "The Kid" mini stam from '07 and Chanel small or medium flap with silver HW). One day...one day.