Mack's done it again—of all the unconfirmed, undocumented skateboard rumors of the 90s, this might be the grandaddy of them all. Tom Penny, skateboarding's most mysterious and enigmatic pro, ...

Definitely didn't see this one coming, but any surfacing of Tom Penny footage is always worth your time. Remember the mini ramp Tom skated in his Flip Sorry part? It was always rumored to be in a barn ...

One of the things I’ve always loved (and found fascinating) about skateboarding is that even the heaviest pros in the game still fan out over other top-tier skaters. It’s like the wide-eyed, eager kid ...

There are a few Henry Sanchez decks on this list, so it makes sense to start strong with this dude. It's tough to find still photos of this guy (he did have a Thrasher cover way back), but pretty much ...