There is a skate park a block from our house, and it is Jack's favorite thing to do with his dad. Teddy and I decided to tag along one day to see what it was all about.
Jack warms up by riding between Derek's legs. Then he will sit on the skateboard and ride around. Then once he gets brave he stands up and scoots along (usually holding Derek's finger). He's definitely a daredevil, but also knows his limits.
Here's a little video clip of them riding around.
I just love my not-so-little-anymore guy!