Are you keeping them in hopes that you'll fit back into them? Do they have sentimental value to you? Are you just having trouble getting started?
I would go through them and be brutal- are you EVER going to want to wear it again? When you lose weight won't you want to feel new and clean and fresh and in style?
Keep the things that have real sentimental value and that are staples/timeless. Pass on the rest and start setting aside a little money to buy new things that make you feel good about the weight you have lost.
Maybe do one bin at a time and bag up anything you don't want and offer it on Freecycle or pop it into the donation bin. I bet you'll fee great when they're gone!
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