Bravo, tropit. I know you're not alone in this--and I think you might be right about it taking 3 times to get rid of something. I'm that way. If it's a mental burden or constantly in the way of progress or enjoyment, why-oh-why do we hang onto stuff?
I have found that having frequent scrap giveaways helps me to let go regularly. Plus it's fun to know that others are finding my old scraps new and fun for them. Out of sight, out of mind. I love that.