If you feel great every time you wear it. If it
makes you happy just to look at it, even if it’s not something that you wear very often, it’s worth keeping.
If it has sentimental value. Sometimes a piece of clothing can bring memories back quicker than a snapshot. Keep these things in boxes, not in your closet.
If it’s nothing to look at, but it’s got a purpose. Certain pieces may not be glamorous, but you need those gloves, scarf, and rain boots.