Here’s an 80’s era token or coin with the Kool-Aid man riding a skateboard as well as skateboarding in a 70’s era Kool-Aid commercial. Unfortunately, Kool-Aid Man doesn’t ride the skateboard, and the kids spend more time talking about skateboarding than actually riding. Video quality is craptactular, if anyone has a better source let me know.

Who is this guy riding a Madrid skateboard in mid ollie over a banana in this OP ad?

This is Cool Frozen Desert from Epoch. Just like Cool Cuts Carrots before it, although slightly less descriptive, and packaged with all the enthusiasm of one of those nutrition drinks for the geriatric set. Put it on a plate son, you’ll enjoy it more. Cool Frozen Desert features Rector knee pads in an illustration that was clearly vectorized from an old photo of someone I’m betting our readers can identify the source. – Thanks to John Aguilar for the photo.

The Kilwag offspring have been trained well to enable my OCD act as spotters for potential content for Skate and Annoy. One of them pointed out an anthropomorphic carrot shredding on the packaging of Cool Cuts Carrots from ready Pac. Carrots with ranch dip? It should say carrots with attitude!

You’re looking at a 1990 painting by Claude Harrison titled “Magic Skateboard” that sold at auction by Christies for about $4,500. Claude Harrison was a member of the Royal Society of Portrait Painters who lived from 1922 to 2009. He painted straight forward portraits, but he eventually developed a sort of fetish for harlequin figures. So this is Magic Skateboard, but it’s not this magic skateboard. – Thanks to David ODK for the tip.

Bart Simpson rides a skateboard. Yes that’s the oldest of skateboarding in pop culture news, but this shot of Krusty the Clown jumping Springfield Gorge is a major scoop. I don’t think you understand the magnitude of this discovery people! I’m starting my Nobel Peace Prize acceptance speech tonight! Bonus Simpsons detritus after the jump, including DVDs and fingerboards.

Tomorrow is opening day for the Portland Timbers MLS team. This jacket is sold only to members of the 107ist, the official organizing group behind the larger, much looser supporters group known as the Timbers Army. Normally I’d likely pass on posting another Powell Ripper appropriation, but this one manages to tie together 2 of my passions in an unlikely fashion, skateboarding and the Portland Timbers. This is the actually the fourth Timbers post on S&A, none of them gratuitous, including one from before the team was in the MLS. (If you’re keeping track: 1, 2, 3 ) PTFC! RCTID!

Today (March 3rd) is International Pancake Day, so that means free pancakes at IHOP, hopefully you’ll leave a donation for a charity, which is the whole point. What you’re looking at is Chocolate Chip Charlie, a pull back toy given away by IHOP in 1996. You can still get one for $5 delivered.

Check out these excellent Skateboard Champion embroidered patches. I’m not sure what a “cashpatch range” is, but I know that poster boy looks more like a comic book superhero than a skateboarder. Even without the great display, these patches are well worth the $46 cost. I’ll bet you could sell them for $5 a piece easy, if you had the right shop. A close up of the patches reveals a bunch of Easter Island heads on the skaters. Click through to check out other anatomical abnormalities, possibly elephantiasis. Bonus Stupids video too. – Thanks to David ODK for the tip.

I bought this copy of Superkernel, Volume 4 #12 on Ebay, hoping there would be more skateboarding inside this obscure title. Sadly, the original seller had since passed away. His wife was unable to locate this and many other items he had listed for sale. As I was about to post this, I found another one for sale. Superkernel was a comic book made by Guy and Brad Gilchrist. published by Weekly Reader Books. I first became aware of this comic over at Time Passages Nostalgia. I was bout to let them know that they had incorrectly given the date of the skateboard cover as 1978, because my copy says 1982, but when I looked closer I found out they used the same cover twice. Up top is Superkernel Volume 4, Number 12 from 1982. There are no additional skateboard illustrations in that issue, but maybe there are in the first issue, Volume 2 #11 from 1978.