Average Smurf

This skateboard was part of the Escape from New York playset, which was a tie-in to the 2011 Smurfs movie. The Smurf was from the previous year and was just marketed as "Smurf" with no other name. Guess he's Average Smurf. Check the Smurf tag for a bunch of other Smurf stuff.

Sam "Squid" Dullard II

Sam "Squid" Dullard returns for his 2nd appearance on BPA. This one is an exceedingly weak outing featuring a motorized longboard and heelies. Squid is from the Nickelodeon show Rocket Power and is frequently mistaken for a Rugrat. This is figure is from 2002 and was a Burger King Jr Meal toy. There are three other figures in the set who come with a variety of extreme boards, such a dirt board, wind-surfboard, wakeboard, snowboard, scooter, and a regular skateboard.

Buddy the Skate Dog

Buddy the Skate Dog. Found at Goodwill (but not purchased). This guy was radio controlled and was released around 2012. Those sunglasses really give him a nice schmear of surfer.

Chelsea

Barbie's friend Chelsea who apparently has her own club (as well as her own skating dog). Found in the wild (but not purchased) in 2019.