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The Hardest Part of Decluttering Clothes—and How to Make It Easier

Pulling clothes out of your closet usually isn’t the hard part of decluttering. The real struggle begins when you’re holding a shirt you haven’t worn in two years and start wondering whether you might need it someday.

Make that decision 50 times in a row, and it’s easy to see why a closet cleanout can stall. A few straightforward rules can help you sort through your clothes without spending half the day debating every piece.

The Hardest Part of Decluttering Clothes—and How to Make It Easier
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Start With the Clothes You Already Know You Don’t Want

Skip the sentimental dress you’ve owned for 15 years or the expensive coat you’re still unsure about, and start with clothes that are clearly ready to go. Set aside anything that doesn’t fit, feels uncomfortable, is badly worn, or has sat untouched because you no longer like it.

Getting the easy decisions out of the way gives you a sense of progress without much second-guessing. It also leaves you with fewer items to consider when you reach the clothes that are harder to part with.

Related: 15 Things Every Woman Over 40 Should Declutter From Her Home

Ask Whether You Actually Wear It Now

It’s easy to keep clothes for a future version of yourself, such as jeans you hope to fit into again or a dress you might wear to a special event someday. Ask yourself whether the item suits your life as it is today, rather than a life you keep expecting to happen.

There’s nothing wrong with keeping a few outfits for special occasions or meaningful events. If your main reason for holding onto something is that you might wear it someday, though, think about whether that possibility deserves the closet space.

Related: 20 Things You Can Toss Today to Instantly Declutter Your Home

Stop Letting the Price Decide

An expensive purchase can be hard to let go of because donating it may feel like admitting you wasted money. Keeping something you never wear won’t bring that money back, and the item continues taking up room in your closet.

If it’s still in good condition, selling it may help you recover some of the cost. Whether you sell it or donate it, the original price doesn’t have to determine whether it belongs in your wardrobe today.

Related: 17 Effective Ways to Organize Your Home and Declutter Your Life

Be Realistic About Clothes That Don’t Fit

Keeping a few clothes for times when your weight changes is different from storing an entire section of your closet filled with pieces you haven’t worn in years. Consider keeping a small selection of items you’d genuinely be happy to wear again, and let the rest go if they make your closet harder to manage.

Fit is only part of the decision, since something that fits again may still not suit your taste or lifestyle. Ask yourself whether you’d be excited to wear the item today if it fit comfortably.

Related: 13 Items People Regret Throwing Away During Decluttering

Give the “Just in Case” Clothes a Reality Check

It’s easy to come up with a future occasion for almost any outfit when you’re reluctant to let it go. Before keeping something “just in case,” think about when you last needed it and whether another item you own could serve the same purpose.

Keeping one reliable black dress for occasional events may make sense if you attend them regularly. Holding on to six dresses you haven’t worn in years simply because an occasion might come along is a different matter.

Pay Attention to What You Always Skip Over

Your everyday habits can tell you a lot about which clothes you genuinely want to wear. If you keep reaching past the same sweater, jeans, or blouse to choose something else, ask yourself why it never makes the cut.

The item may be uncomfortable, difficult to pair with other clothes, or simply no longer your style. You don’t need a detailed explanation to let go of something you consistently avoid wearing.

Let Your Closet Set a Limit

Decide how much room you’re willing to give your clothes instead of trying to justify every individual piece. If your closet and drawers comfortably hold what you own, any extra items can prompt you to choose which pieces you most want to keep.

This works especially well for clothes you tend to collect, such as sweaters or jeans. If your shelf holds 12 sweaters comfortably and you own 20, keep the ones you reach for most rather than trying to find room for all of them.

Create a Maybe Pile—but Give It a Deadline

Some items take more thought, so setting aside a small group of undecided clothes can keep you from getting stuck on one piece. Put them somewhere separate and choose a date to review them after you’ve had time to see whether you miss or wear them.

If several months pass without you reaching for anything in the pile, that gives you useful information for your decision. Keep the pile small and temporary so it doesn’t turn into another permanent storage area.

Remember That Getting Rid of Something Doesn’t Mean It Was a Mistake

Some clothes may have served you well for years before your needs or tastes changed, while others simply weren’t right for you from the start. Neither situation means you have to keep the item forever.

Selling or donating clothes in good condition gives someone else a chance to use them rather than leaving them untouched in your home. You can appreciate what an item once meant to you and still decide that you’re ready to let it go.

You Don’t Have to Decide Everything Today

A useful closet cleanout doesn’t require making a final decision about every piece of clothing in one afternoon. Start with the easy choices, use a few consistent questions for the harder ones, and return to anything you’re genuinely unsure about.

The goal isn’t to own as few clothes as possible, but to make getting dressed easier by keeping things that suit your life, fit your closet, and get worn. A wardrobe filled with clothes you enjoy using is far more useful than one packed with items you feel obligated to keep.

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