Basically you are trying to distribute the length and thickness of your hair as evenly as possible over your entire head. Once you get your hair up and secured, pull on the wig cap and secure it. Someone already posted how to secure that, but basically a few bobby pins in strategic locations work well. I would probably still do a couple of pin curls up at the top hairline wherever the wig is going to go to give you something solid to pin into. Sewing a comb into the front top of the wig will also help keep it gripped into your hair.
Little ones work just fine.