Are You Really Going to Wear That Again?

As the seasons shift, you probably turned first to a few core #clothing staples to deal with the cooler temperatures: long sleeves, hoodies, jackets and other transitional garments. Big stacks of cold-weather #garments lie in wait, however, for even harsher weather ahead.

The challenge at this point of the year is to decide which garments are going to be useful in the months ahead and have them ready to wear to holiday parties, treks in the snow and any other occasions #winter might present.

You can put away the shorts and swimwear — for now. But as you make the seasonal transition and take inventory of your clothing, there’s a critical question to ask yourself: Are you really going to wear that again?

Some of the #summer clothing you were planning on storing may be too worn to wear again in 2026. A few garments might have been kicking around your closets and drawers, never really fitting into your scheme — or perhaps not fitting your physique in a flattering way.

Similarly, many of the #fall and #winter garments coming out of storage may no longer suit you. Some may have shrunk (flannels are notorious for this); others might have holes and stains; still others will fail to fit your current style or lifestyle.

Make an honest assessment of what hasn’t made the cut so far this year and what you can and will wear in the months ahead. If you’re on the fence with certain garments, try them on; you will probably find that something is just “a little bit off” fit- or style-wise on more than a few.

That “little bit off” represents the difference between you feeling confident at home, work and play and uncertain or self-conscious. And any garment that doesn’t support positive feelings doesn’t deserve to return to your shelves or into #storage for next summer.

Use drawers, shelves and #closets only for items you know you’ll wear again. Collect and #donate lightly used items that fail the “Are you really going to wear that again?” test to ClothingDonations.org, and trash the ones that are too worn to be of any use other than rags.

You’ll reclaim your personal style, look great and be ready for whatever winter throws at you!