I had a couple bags that I debated on. Every time I pulled them out to take pics, I would change my mind and put it back in the closet. Then I finally just listed one to see what would happen. When it didn't sell right away, I found myself hoping it would sell. It did and I haven't missed it at all.
I am the same way. I will usually list on Bonanza first to "test the waters". I will list it high and see what attention it gets. After a week or so I am usually able to lower the price and get serious about selling it. If it makes it to eBay then there are no doubts...I want it gone. Like you said, I can't think of a single bag that I have really missed.