Question for You?

So for those of you that have lost enough weight in the past to have to go and buy new clothes - how do you become comfortable in tighter fitting clothes? I like big sweatshirts (yes I know I now live in Florida, but they are still my favorite). I find as I am trying to shop for clothes that fit the new me that I am discouraged - everything is smaller and tighter - and that has never really been my choice for every day clothing. I believe no matter what your weight is you should be comfortable with your own skin - but that can be tough when they clothes you are wearing don't make you feel that comfortable. So any ideas, thoughts or your own experiences?

Never thought I would put this much thought into clothing.