Keep a few (no more than half a dozen) of your Very Favorite Things. Sell the rest. Earmark the proceeds for new clothes.
Spend some of it right away, on some really nice quality pieces that fit you now. Stretch those dollars by getting those nice quality pieces on eBay, or at Filene's, or whatever. I'm a firm believer in the power of feeling like you look great now.
Keep the rest of the money wherever it won't be tempting to spend it on More Important Things -- in a jar at the back of your closet shelf, or whatever works. When you need new clothes because the nice ones you bought in the previous paragraph are too big, celebrate by going shopping with that money.
You know where you want to be; keeping old clothes isn't going to make any real difference in your resolve to get there. This way you'll still have a reward on reserve when you do, but it'll take up much less space. Plus, shopping. :-D
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Spend some of it right away, on some really nice quality pieces that fit you now. Stretch those dollars by getting those nice quality pieces on eBay, or at Filene's, or whatever. I'm a firm believer in the power of feeling like you look great now.
Keep the rest of the money wherever it won't be tempting to spend it on More Important Things -- in a jar at the back of your closet shelf, or whatever works. When you need new clothes because the nice ones you bought in the previous paragraph are too big, celebrate by going shopping with that money.
You know where you want to be; keeping old clothes isn't going to make any real difference in your resolve to get there. This way you'll still have a reward on reserve when you do, but it'll take up much less space. Plus, shopping. :-D