How do people go about keywording their content?

I'd love to hear some of the techniques and tools that contributors use to go about keywording their content. I think it will help not only Cutcaster see what mindset you are in and how you view your images but also help the buyers as they can understand better how to search.

Also do people use any keywording software out there? I was just playing around with DeepMeta that is for IS but can be used on other sites. I think its a great tool.