Personal style is something you can't quite put your finger on. Anyone can shop a trend, but it's the way you integrate it into your wardrobe that makes it interesting. Jessica is a great example of this. I love the way she combines leather leggings with oversized layers and a quilted vest. Top it off with a slouchy bag and platform bootie and... voila! Casual, effortless chic! Here are some some future prospects for Jessica's closet:

Grey Wedge Bootie $450. See by Chloe available at B2 shoes or browns.com
 
Studded Bandolier Shoulder Bag $50. Available at Zara or zara.com
 
Velveteen Military Jacket $159. Available at Zara or zara.com