I am by no means a fashion expert, but have been undergoing a few wardrobe changes myself. Here are a few things I've done to help that along. First, I like to watch TLC's "What Not to Wear". While the person they are helping may not be your particular body type, they also give great tips on mixing & matching, faux pas, etc... that everyone can use. Second, shop outlet stores and sales. Sometimes that can be a pain because it seems like a little more work, but your budget will love you in the end. Some stores I've found that have great sales and nice clothing are Banana Republic and Ann Taylor Loft. Finally, experiment with different styles. It's easy to get comfortable with the clothes you've been wearing for years, but unfortunately those don't stay in style. If I see something I might like I always try it on. Sometimes things look weird on the hangers, but fabulous on you (and vice versa). Trying things on is really important. When you just pull something off the rack that's the same style, size, and color as all the rest of your clothing you end up where you started. Don't be afraid to try new colors and don't worry if you have to go up a size. It's better to have your clothing fit right. No one will see your size tags and if you're that worried, cut them off! Good luck with this whole process. It can be frustrating, but it's well worth it!