Clothes from when you were skinnier or when you were heavier.
I have seen a few episodes of What Not to Wear on TLC, and Stacy and Clinton always roll their eyes at the women who say they're keeping a favorite outfit for when they can fit into it again. They say that they have unrealistic expectations, and just need to buy clothes that fit. I can see this logic if somebody is holding onto an outfit from when they were in high school in the 80's...hopefully you never plan on wearing that again. And while I agree that a person should wear clothes that fit them the best no matter what size they are, I think having some clothes from smaller days can be a big motivator.
The smallest I've ever been was the summer 3 years ago. I had more self confidence than I ever remember having, and I bought tons of new clothes. There was one dress that was form fitting and super cute; it fit me perfectly. After that summer, it was too tight. I kept the dress anyways, and it bummed me out every time I saw it in the closet, but I still kept it. Well just out of curiosity, I tried it on last week, and it was actually loose! That means I'm even smaller than I was back then. This was a huge NSV for me. I'm now planning on going through all the clothes in my closet and see what fits me now, and what's too big, and what I can wear again.
On the other hand, it's actually crossed my mind to keep my bigger clothes just in case I fall off the wagon. Why throw away all my size 12 and 14 jeans just because I'm wearing I'm wearing 8's and 10's today? Well I do NOT plan on gaining the weight back, and maintaining is my ultimate goal. I don't want to give myself permission or to feel like I expect myself to fail. I'm going to donate my bigger clothes and get rid of them.
So what about you? Do you keep your old clothes from when you're bigger? Have you kept clothes from when you were smaller?


In a word, YES, definitely glad I kept my 'skinny' things (albeit from 5 years ago, not 2 decades ago). I'll probably keep my 'fat' pants too, but leave them at my parents' house so they're not so close at hand 