These are the rather oddball designs.
five ways to die Skateboarding surely is dangerous, that's why it made it into this list of five ways to die. (Well, so far no one really died of skateboarding, as far as we know. Though Arto Saari came close that one time.)
halfpipe A halfpipe. Of course the only way is up.
skateboarding crest Skateboarding surely is not royal and has no official crest. But this could be one.
helmet Skating without a helmet is all cool and hardcore until you bail on this backside tailslide down that rail and spill your brains all over the street. Seriously: Better safe then sorry.
no rain! Rain. Who cares that it makes rainbows and the little flowers need it, it means staying indoors and we hate that. (Unless you have a skatehall somewhere nearby. But who really has.)
sun So, the sun. When it comes to worshipping it Skateboarders are worse then a whole camp of nudists. So you might aswell wear one on your shirt.
set of stairs Stairs. Don't you hate it when you have to walk down on them instead of atleast pulling off a nice kickflip?
skating accident icons This is probably the way most parents see skating. It's also a great T-Shirt if you actually got hurt and you are sick of the question "Oh, you have a cast! How did that happen?"
miniramp It's a miniramp. Not much more to say, I guess.