Sometimes i outline, sometimes i don't (it's trending more towards the latter these days, especially for short stuff).
Typically i have an idea of where the story's going, at least for the next few scenes, and often i'll have a beginning and an ending, but no middle. Though, interestingly, in those cases usually the beginning and ending change during edits, but the middle stays the same.
Of course, everybody works differently. Some find they need to outline, others find they don't, others find somewhere in the middle works.
The_Red_Wing, my advice would be to try outlining to see if it works for you. Maybe it will, maybe it won't. One of the biggest keys, imo, to improving as a writer is the willingness to try different ways of doing things. Those ways might not work better than what you already do, but different perspectives on the process are good, and you can always go back to tried and true ways if the new ways don't work
