I've written about this a lot on my blog. I have about 16lbs left to lose for goal and have already started stalking up on a few items that are either stretchy (so they should fit for awhile) or high enough quality that I won't mind paying for alterations.
So, first off. Make sure you're wearing a well-fitting bra! The best starting point is band size=bra size. I'd do this BEFORE clothes shopping because it can actually make your drop a clothes size or two and give you a much longer waist. If you need help finding bras that fit look
here. I'm always happy to answer questions too.
As for dressing your new body, think long and hard about what your body type is and what parts of your body you want to emphasize. I discuss that some
here. Another thing I did was wanted to definite certain
rules for my wardrobe so I was buying clothes that I loved and not just what was the easiest/cheapest.
Then I actually planned out what clothes I wanted so I wouldn't make in rash decisions and I bought from brands that I knew and love:
Work Clothes
Outerwear
Workout Clothes
I also examined my reasons for not always buying the clothes that I actually wanted
here.
Sorry for all the links but this is one of my favorite topics!
There's also a new series
on Hourglassy about starting a new wardrobe from stratch after weight loss.