One question I often ask my clients when sorting and purging their clothing, "how do you feel when you wear this?" Their initial reaction is usually a good indicator of their feelings on the item.
How you feel in your clothing directly affects how you feel about yourself and, indirectly, how you may feel throughout the day. Additionally, your clothing plays a big role in how you project yourself to others.
Love how the outfit looks? When you wear the outfit, you probably feel more confident, sassy, self-assured, beautiful and happy.
Awkward fit (too big, too small or just not right)? When you wear the outfit, you may feel uncomfortable, unsure and timid.
When sorting through your clothes, please keep only the items that make you feel confident, sassy, self-assured, beautiful and happy. Your self-esteem will thank you for it.