I think you should buy the new clothes - and make sure to get rid of all the big stuff. It gives you incentive to keep the weight off. I lost weight (about 30 pounds or so) a few years ago and bought mostly all new clothes (not a huge wardrobe - just enough). You can build on it over time.
As a woman, I feel that it is important to look good, not only for your job, but also for your self-esteem. Don't go crazy with the spending, but you do need to wear properly fitting clothes - and you deserve to look nice after losing all that weight!
PS - Sometimes you can find really nice stuff at consignment shops - but you have to go pretty frequently as the good stuff goes fast.
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