The power of habit is not to be underestimated, even if you are wearing an item on heavy rotation, that doesn’t automatically mean you should keep it. Take a moment to step back and visualize your style, what is the look that you want your clothes to project? Do you dream of looking classic and chic or bold and bohemian? Try and picture this as clearly as you can; imagine how you want to look and feel when you step outside every morning. Now, with that image in place, examine your wardrobe failsafes again. Do they reflect your vision of your personal style? If the answer isn’t an immediate yes, then it’s time to say goodbye.
Clothes elicit a deeply emotional response. You can find the dress that looks stunning and check all the right style boxes, but how does it make you feel when you wear it? The oldest, most care-worn sweater can make you feel ready to conquer the room if it fills you with confidence, but do you feel that same excitement about that must-have new season trend? Even if that top is the sell-out style that you’re seeing all over Instagram, if you don’t feel incredible when you wear it, it’s got to go.
I’ll wager that every woman is guilty of hoarding at least one item that she can’t wear because it’s stained or broken (this fashion writer will admit that it’s the gold silk skirt that had a tragic encounter with a pot of coffee). Bad things happen to good clothes, and if you can’t get that heel fixed or shoe re-soled, it’s time to bid these pieces a fond farewell, no matter how beautiful they are.