It's so hard to get rid of clothes, even if they no longer fit or the style is wrong. It's like we just keep feeling hopeful that at some point they will be just the right thing! But I've discovered that whenever I clear out excess things from my closet I feel amazing, like I'm getting a fresh start!
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As a sentimental person, I really agree with this. There are really memories in every clothes I've worn, and like you, I also hope that there will be another time where I can wear them again, but since our place was cramped, I eventually need to let them go.