Whether we're in New York City or just wanting to look chic while going shopping, having lunch with friends, or doing errands, we're always trying to find the perfect outfits that are easy, simple and affordable! These Nanette Lepore shorts (pictured here) are perfect because they can be easily matched with an array of simple tops, jackets, or sweaters and will add a pop of color to any combination. We chose to put together this stylish but affordable bomber jacket from Free People with these shorts to add a little something edgy to an otherwise simple outfit. Adding wedges (like these ones from Zara) to a pair of flowy shorts also makes your legs appear longer and more lean.

For a night in the City we re-wore this jacket and these wedges (pictured below) -- Click the links below to to purchase the rest of these items.