When I started skating I rode super tight.
Then a few years down the road I started riding really loose, and did that for the longest time. I was cutting bushings down, taking the washers off, all that jazz. It had it's advantages and disadvantages, but it just made skating so much more fun. I hated how it made flip tricks harder to pull, but I loved the surfy feel it gave, and how it made riding out of certain tricks easier.
These days I prefer a bit more stability (and plus I'm a bit heavier now too) so I've settled for a more medium-tight feel. Flip tricks come easier and more consistently.