I wanted to start this discussion because I have been trying to clean out my closet for months, but I keep facing road blocks. I have a lot of clothes stuffed in my closet and its time for some things to go. Let me outline a few of the problems I have faced:

-I have numerous items in my closet that I never wear, but every time I try and get rid of them, I can't help but think, "maybe there will be a time when I will be getting dressed and wished I had this," or something like that. Is there some way to banish that kind of thinking, or a solution for these clothes? What is a good way to absolutely know you will never wear the item or wish you had it?

-I have other things in my closet that I'm pretty sure I won't wear, but I feel guilty about getting rid of them. There are those things I spent money on (sometimes too much money), but rarely wore. How do you get rid of the guilt and just own up to the fact that I won't wear them?

Has anyone had experience selling clothes to a second hand store? I have never done this, and I'm not expecting to get a whole lot of money for my clothes, but maybe it will get rid of some of the guilt?

Lastly, I'd just like to hear some of your tips on how you ladies clean out your closets? How do you maintain them, and what are your suggestions/experiences?

Thanks.