I would never throw out pictures, ever. They are quite literally visual memories of you and your life. I don't want to forget my life but eventually, if my loved ones want to SEE me again, the only way to do so will be through those pictures. So, please do not throw your pictures out. I donated my clothes. I had a professional closet and it is hard for women of a certain size to find decent, inexpensive suits. Although I did keep a few of my favorite summer dresses. If you can sew, you can resize them yourself or you can have a seamstress do it, if you have clothes with a print/material that you really love.