I know it is time to get rid of a bag when every time I plan to wear it and I grab something else instead. That is where the love it or list challenges helped. It forced me to wear some of them and when I actually wore it I got my answers. Some I fell back in love with and wondered what was wrong with me not wearing it and others were so annoying to wear that I dropped them at the consignment shop.
I have one bag I’ve been thinking of getting rid of for some time now. Your comment about reaching for something else every time you think of using it ... well, that is this bag. I have worn it six times this year — the last time was a test to see how it works. And, it has some issues — the closure isn’t great so it flops open, and the crossbody strap is too skinny for a bag of its size. But I love the color and have trouble parting with it when I look at it. Also, it’s a contemporary brand that I paid full price for, and I know I’ll get a stupidly small amount on consignment. So I keep waffling, even though I know I should just let it go.