The dork sessions all began in elementary school. It was a strict private school where the only misbehavior that a kid could get away with was to turn normal acceptable behavior into something dramatic and funny. For example, we (especially the Lentz twins) discovered how to turn an ordinary act like straigtening and rearranging one's books on the desk into a hilariously dorky scene that would cause everyone watching to laugh. At the time we didn't use the term "dorking" but it was a serious and profound discovery to find the place on the scale of normality where seriousness pushed to its extreme becomes hilarity.
Many of us might have discovered the term "Dork Session" like me, in Thrasher magazine around 1985. There was a photo of John Lucero and Jeff Grosso having a "dork session" outside a skate park, street skating in the parking lot. For me this was real cultural phenomenon. The two words "dork session" seem to reinforce each other. Another related term from the same time period is to "dork a grind" with "arms akimbo".
Dorking can be therapeutic and magical. I've witnessed friends utilizing the dork style for other activities like bowling and billiards, and achieve a perfect game, as if by abstracting reality one can actually control the outcomes. For the dork, the ego drops aside at least momentarily, allowing one's inherent skills to flourish.
In the pre-War days, dorking could be more playful in public and involved activities like skateboarding indoors in places like K-Mart and the University Student Union. Sometimes we would ride our boards horizontally in coffin style or louge it laying on our backs. We could get away with it because no one expected it.