I got rid of everything on the way down. (Went from size 24-26 3X to size 8-10 M in about a year.) There is only one item, a really cute good quality denim dress size XL that I loved and had bought years ago on my way up, that I kind of regret getting rid of. I have bounced around a bit trying to find maintenance and could be using that dress a lot; it was so versatile and I loved the style and material. It would have been an ideal bouncing around dress . I suggest keeping things you actually really love that are a little big. If you are perfect and stay the same size always, cool. If you bounce around a bit like the majority do, cool; you’ll have something to wear anyhow. I am certainly glad I did not keep most things!