- The clothes you can't fit in. If you haven't been able to fit into clothes for a year, then it's time to put them in the donation pile. Even if you promise yourself you'll lose that extra 10 pounds, chances are that what hasn't happened in 12 months probably won't happen anytime soon if you haven't made any progress in a year. Chuck any too-tight clothing, but if you really need to, keep one for inspiration.
- The clothes you know you should throw away. Even if it's supercomfortable, do you really need that frumpy t-shirt that you're holding onto for sentimental value? Get rid of items that should have been disposed of a long time ago.
- Irreparable clothing. Get rid of damaged clothing you can't fix — for example, a shirt with a stain you can't get out or a silk dress with an irreparable hole that you can't mend.
- The clothes you haven't worn in years. Use the two-year rule for clothes: get rid of apparel that you haven't worn in two years. I say two years, because there may be a special-occasion dress you take out for events like weddings.
- Outdated clothes. You may be hoping for your old clothes to come into fashion again, but are you willing to wait another decade? Get rid of your items from years past if you haven't been wearing them.
To make the most of your old clothing, organize a clothing swap with girlfriends.