Yup - I recently packed up most of my closet to send to the shelter, and decided to hold on to the ONE pair of "big" jeans that I had - ones that were the only ones that fit and were getting unreasonably snug about 10 pounds ago! I've put them in the bottom drawer of my exercise dresser, with my winter tights and rain gear, so that they're not with the other jeans where I could even consider wearing them again. (And, yeah, the fact that I have a full 4-drawer dresser packed with running gear and cycling gear and tri suits and such is part of WHY I needed to gut my wardrobe!)
It's been so nice since I cleared out my closet - I got rid of not only too-big clothes but also anything that was too small or didn't fit well or was unflattering... if I hadn't worn it or didn't LIKE to wear it, it went out the door! I got rid of all the "I'll wear that again when I lose weight" clothes I'd kept for years, especially when I realized just how out-of-date they'd look when I DO fit into them! I now have a nice compact closet and can get dressed without digging through a pile of sweaters that I'll never wear or pants that are too small or gape at the waist. (I realized I was a cliche when I looked at my packed-to-capacity walk-in closet and thought "I have nothing to wear!")
But, I did hold on to one pair of size-20 "fat jeans" and I may dig out my size-10 prom dress from my parents' house when I reach that point. Nothing else that doesn't fit or flatter will ever be in my wardrobe!

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