Hang Ten Belt Buckle

Hang Ten - not a trick you see as much anymore. This buckle has "Tiffany Studio New York" on the back, but is not from the real Tiffany Studio. Mostly likely made sometime in the late 70s.

 

Sumo Santa

This is a limited edition Sumo Santa figure from Tech Deck Dudes released in 2005 (I think) as a gift at the company holiday party. These appear on eBay from time to time and I managed to snag one on a cheap buy-it-now. There is a 2nd limited Holidude dressed as a reindeer, as well as a regularly released snowman Holidude figure.

Nollie

Nollie "The Skate Rat," a figure from The Outsiders, a series of figures by Kidrobot and Joe Ledbetter. These were released in 2017 and Nollie is the only skater in the series.

 

Benny Beule

Benny Buele 2D figure on a 3D skateboard from Kinder in 1997. This is half of a 2-piece "Skateboard Racer" set that also includes an elephant named Sammy Speed.

 

Donald Duck X

Donald Duck riding a three-axle, rocket-powered skateboard complete with headlights. In addition to this pin, this graphic was used for t-shirts and posters and is sometimes accompanied by the text "Banzai Duck."

Check the Disney tag for more Donald.