1. Can it still fit me?
If it’s going to require you to subsist on 1,000 calories a day, you’re really better off giving it away. Don’t keep things with the intent of saving them for when you’ve finally attained your ideal body.
2. Can I have it altered to fit me?
More importantly, would you wear it once it’s been altered? Because there’s really no point shelling out money to have something tailored for you if it’s back to the closet it goes.
3. When was the last time I wore it?
Any item that’s been sitting in the deepest, darkest depths of your closet for a year or more will probably never see the light of day. EVER.
4. Can I sell it?
Is the item still in wearable condition? If it is, it might just be what another girl’s looking for. We love a new peer-to-peer classifieds app called Sparklist, because it makes selling your pre-loved things a breeze. And by ‘breeze’, we mean taking a photo, adding the description and price, and waiting for buyers to come a-calling!
5. Does it make me feel self-conscious when I wear it?
If you think it draws attention to your hang-ups or if you’re always fidgeting when you have it on, it’s unlikely you’ll find the confidence to wear it with ease.
6. Is it completely beyond repair?
No amount of frugality should compensate for the fact that you’re basically relying on countless safety pins to hold your pants together. Or that your ballet flats have transformed into peeptoe shoes due to too much wear.
7. Is it a timeless classic or a wardrobe basic?
Plain white tees, crisp oxford shirts, and ridiculously good underwear work regardless of the season. Unless, of course, they’re frayed, holey, or discolored—in which case, you’re better off investing in new ones.
8. Does it reflect my current personal style?
Let’s say you were quite the indie chick when you were younger, and you’ve amassed a considerable number of plaid shirts. Perhaps you’ve gotten over that phase and have since moved on to off-shoulder tops. Now would be a good time to say bye to those button downs, which, though reminiscent of your college years, no longer have a place in your closet.
9. Is it flattering?
Do those skinny jeans highlight your squat-toned butt and make you extra irresistible to the boyfriend? Or do they flatten it and do nothing for your curves? You know where you stand, then.
10. Does it have sentimental value?
If it’s been with your family for years and your lola would be completely devastated if it goes missing, don’t toss it. If it’s something that marks a milestone—say, the bag you bought with your first paycheck—think twice, too. But if it’s something you just don’t want to part with because you’re clingy like that, it’s high time you woman up.
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