Please don't get down on yourself for losing things! It seems like you are on a roll at the moment, but sometimes that happens. You could be distracted by matters in your life/worried/ etc. And you might be getting into a vicious cycle!
All the things you mention I have done--or something similar, and many other people have, too. It has nothing to do with being entitled and spoiled. Why would you truly want someone to severely beat you? That would have given you other problems as an adult! I suggest you just be glad you had a great background and be appreciative and help people who haven't been as fortunate, if you can along the way. Don't be so blessed hard on yourself. Okay?
If possible, try to put things where you can see them. Take a minute to take inventory before you rush out of a room. Attach some things to yourself--such as a fanny back for some items, etc.