I also consider - what would I want to take on vacation, will I choose something else over this, would I want to be wearing it if I ran into an ex boyfriend or old co-worker, if I had only x number of sweaters/tops/etc., would I pick this one to keep.
Why am I not choosing it more often right now? Do I need to lose weight to wear it and feel good in it? Ever notice that the things that feel best on us feel best whether our weight is up or down?
I am also someone who likes new things, if I'm being honest. Is what you're keeping better than what you could get going forward?
Do I need this item to keep a memory alive? In past, it has taken me several years to move along things that are very emotional. Some grace and time to those feelings is not unwarranted.