Snoopy V

Snoopy's 5th solo appearance is a wind-up figure made by Aviva sometime in the '60s or '70s (the same company that made the 2 Peanuts sets linked below). This Snoopy originally came with a ramp that resembled a slide more than an actual ramp. Winding Snoopy up starts him pushing, but each push only moves him about a quarter inch. I'm not sure he would actually make it down the ramp without eating it.

Previous Snoopy appearances on BPA: Snoopy Sports Surprise Tin, Poochiefied Snoopy, The Easter Beagle, Work Out Snoopy, Peanuts Skate N Surf set, & Peanuts Mini Skateboard set

Goofy Pin

Goofy returns to BPA in pin form. He's riding goofy on an early to mid '80s setup. He's sporting a helmet and full pads as well as gloves (but he always wears those). This pin is part of Disney World's "Extreme Sports Series" from 2003, which also featured Donald on a BMX bike, Minnie on rollerblades and Mickey on a snowboard. This is only Goofy's 3rd appearance, after his debut as a PVC figure and his comeback as a bendable figure.

In Defence / Guns N' Rosa Parks

Minneapolis's In Defence and Colorado's Guns N' Rosa Parks are both attempting to keep the hardcore flag flying well into the '00s. This split 7" EP was released in 2006 on Give Praise Records and features a skeletal skater doing a pretty insane wallride considering there doesn't seem to be any apparent way to get up there. 

The Snack Artist

"Ramped Up" Zesty Ranch tortilla chips spotted but not purchased at Safeway.

Garfield VI

Garfield's 6th appearance on BPA pulls him even with Snoopy & Donald Duck for appearances, a race I think Snoopy will win in the long run. This figure was a Dairy Queen toy from 1999, advertised as having "cattitude." He looks like he is riding some mid-'90s wheels. They do not move but there are 2 moving wheels on the bottom with pull-back action. Past Garfield appearances include Garfield Poochiefied, Garfield mug, a Happy Meal toy, tennis outfit Garfield, and Garfield with Pooky.

Funny Monsters

This collection of Funny Monsters is from Mon Desir, another Italian company that puts out surprise eggs. I guess that is a big thing there. Anywho, one of the Funny Monsters skates and rides with his tongue low enough to be in danger of running over it. You can see the rest of the group below. From 2007.

The Loudmouths

This Loudmouths split 7" with The Hot Rod Honeys out of Belgium came out in 1999 on the UK label Wrench Records. The cover features the band as well as a couple decks in the background. I first discovered The Loudmouths on the soundtrack to the 2000 skate video Griptape and Gasoline. Later I realized the drummer is Pete The Ox, a skater who destroyed many a pool in late '90s / early '00s skate vids (and presumably later but I haven't kept up).

Gumby Pin

Gumby returns to BPA in pin form. Unlike most pins featured here, this is not an enamel pin but more a 3D figure with a pin on his back. Gumby's last appearance was in figure form as a former keychain who couldn't stand up on his board.

Haribo Bear

You may not recognize this bear with his clothes on, but this is the mascot of Haribo, original makers of gummy bears. As far as I can tell this guy does not have a name. I'm not sure why he decided to put on clothes to skate, and I'm especially not sure why he chose overall-shorts. This dude is part of a set of figures that feature an entire family of Haribo bears. They are dressed in different outfits but all feature the oversized bow which pretty much looks awkward of all of them.

Edit: one source dates these at 1995.