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What do you get when Sonic, or someone who is clearly supposed to be a representation of him appears in something that's NOT a Sonic show or game? You get a 'Sonic Cameo'! These aren't items, they're representations of Sonic or Sonic characters appearing outside of anything where you'd expect to find him. Since Sonic is so popular it's no wonder that a variety of different media reference him.
Fake Simpsons Sonic Billboard Reference Simpsons Episode Reference
In a Simpsons Episode, a (rather phony) "Wait until you're married" message is parodied by Homer and Marge. They then see a billboard with Sonic on it! The billboard says "Sonic the Hedgehog Says: wait until Marriage." Then it shows Sonic (with Tails' shoes on) proposing to Amy Rose. Info by: WG4EVER
Simpsons Sonic Parody Youtube Footage- You can watch the scene from the show by clicking the link. Youtube video discovered by: Mariobro27
Drillbit Taylor: Budget Bodyguard
In this comedy movie you can see a Sonic reference near the opening. Watch carefully for a Knuckles figure. (it's a Toy Island Talkin' big one) In the opening scene of Drillbit Taylor, where the kids are talking, you can see a Knuckles action figure above one of the kids' beds. Info by: WG4EVER , and screen capture by X_Hyper_Shadow_X
Wayne's World Movie Screen Shot Sonic Level In the movie Wayne's World near the beginning they see an ad for an arcade, and in the background, you can clearly see that Sonic 1 is being played. You can see the "Score Time and Rings" display in the upper corner, as well as a few rings and possibly some green ground. It's a very small reference, but it's interesting to catch it in this older 1990s era movie.
Simpsons Sonic Cameo with Bart Sonic the Hedgehog made a cameo on The Simpsons!

You can see a sort of reflection of a Sonic-like guy to the right of the photo. Although he does look "Simpsons-Styled". Mario and Luigi are funny looking here too...The characters are trying to get Bart to steal a video game. Episode #139 (Season 7) "Marge Be Not Proud". You can read more about the episode here: http://www.tv.com/the-simpsons/marge-be-not-proud/episode/1424/trivia.html Info courtesy of Steven Matarazzo.

The Simpsons reference Sonic once again.
In the latest Simpsons game, you can actually find a parody of Sonic. He's running (slowly) on a wheel to generate electricity and will say to you "That Shadow is the nicest guy, so misunderstood." Do you have this Simpsons game? It should be in the level "The Cheatrix". Info by: WG4EVER
In the 2nd video, it shows part of the ending. A Sonic-Like character can be seen at least twice among the crowd of people escaping Springfield. (It is spoiler-like for the game, so don't click if you dont want spoiled) 2nd Video Discovered by

Fosters Home for Imaginary Friends- Episode Destination: Imagination featured video game parodies like Mario and the idea of RPGs where you look through people's homes/belongings uninvited.. Sonic is one of the parodied games if only in a small way. (An emerald which has a cute animal in it) Info provided by MB27, link by BlueBomber

Strongbad's Cool Game for Attractive People (8 bit enough) has video game parodies in it. It is highly likely that Sonic is parodied in here too. If you have the game, and something Sonic appears in it, send in a screen-cap for credit here. Info provided by MB27

Stinkoman 20X7 Visual References- Screenshots needed
After defeating The Liekand in Level 6, it transforms into a rat. This may be a reference to the Sonic the Hedgehog series for the Sega Genesis, in which defeated enemies almost always revealed their power sources, which were various animals.

The "Shadowy Figure's fleet" (The Level 9 enemies) is a reference to Sonic Heroes, in which the Egg Fleet was modeled after fish. Want to play Stinkoman? You can at Home Star Runner

The "Jaro" looks very similar to the "Red Eye" mini-boss in the Death Egg level from Sonic & Knuckles.
Info provided by MB27

Jingle All The Way- (a Christmas movie) has a Sonic cameo in it. He appears in the big Winter parade at the end of the movie. SonicGear needs a screen shot of this appearance. Info contributed by: firedragon973@youtube.com

Homestar Runner the internet cartoon/game/comedy site references Sonic in the episode called "Kick a Ball". When choosing who will go first to select their team-mates a coin toss is held. Homestar (when asked to call it) yells "Sonic! I mean Tails!" You can see this at HomeStar Runner . Info supplied by: Mariobro27

The show HiHi Puffy Ami Yumi had a Sonic parody in one of the episodes. "Camping Caper. It featured one of the Main characters being obsessed with Video Games and her friend being captured. she saves her using her VG knowledge. They Parody Sonic by showing her go over a Loop-de-Loop sonic style." Contributed by MB27

illbleed Demon Character This is a screenshot of the Illbleed game.
There's a demon in it at one point, but it's clearly made to resemble Sonic. Here, a character faces off vs. it so you can see it's navy blue, wearing white gloves, having a somewhat Sonic-shaped body, it has the mono eye with green eyes,
as well as similarity with the lower face. Instead of spikes though, it has bat wings, plus another pair on the back. It may have been called Zodric the Hellhog and if you hit it, rings come out. It's interesting that someone would model an enemy monster after Sonic. Video found by Autobotwheelie
With this video you can see it rolls around and rings come out as it fights. It is also interesting to note Ryan Drummond did the voice for it.
Wacky Worlds Sonic UFO Screen This is a screen shot from the selection screen of Wacky Worlds the game.
You can see Sonic in the middle, flying in a UFO. Since the game was partially made by Sega, Sonic was also playable, making for a true cameo appearance here. Photo discovered by #X
This is a cameo from Christmas NiGHTS. NiGHTS itself was a SonicTeam game for the Saturn that didn't get that much play (despite being very unique and interesting for its time) due to low levels of Saturn ownership. This is Christmas NiGHTS though, a special gift-disk that was only available if you bought a magazine at a certain time. It featured unlockable 'gifts' including art, music playbacks and the ability to run the level as Reala (an evil nightmaren, vaguely similar in structure to NiGHTS) and as NiGHTS itself in Christmas theme...skin.

The 'big bonus' that warrented a lot of hype was you could open a gift to play as Sonic in the game's single level. This was one of the first times he appeared in real 3D, and the model is quite polygonal, but still looks ok. He jumps super high to make up for the fact that he

cannot fly (and the level is built for flying) If you can beat the level you get to fight a boss, which looks like a holiday theme Eggman...though it is a reskin of the regular NiGHTS boss "Puffy" (Puffy was a ball-shaped opera-singing rabbit like woman) In this case, she's re-skinned to look like Eggman and you have to throw him through the same walls to trap him at the end of a curving hall. It was a remarkable cameo at the time, made even more exclusive by the rarity of the actual Christmas NiGHTS disk. The disk is in the SonicGear personal collection. Video cameo discovered by AutobotWheelie.
Samba De Amigo Wii Sonic Cameo Screen The musical rythmn game Samba De Amigo was also worked on by SonicTeam, so it's not much a wonder that Sonic would be able to make a cameo appearance there. With this screenshot you can see him dancing near Amigo, the cubic monkey & star of the game. They're in a Sonic 1 like Green Hill type of setting, complete with totem pole, sun flower, loop, and ring monitor. In the background you can spot some wii miis and even a Chao. It's cool to see they've worked Sonic in once again!
Info:In Career mode, after beating normal mode you unlock hard mode. The first set of Songs in hard mode is called "Sonic's challenge". Sonic's challenge consists of the
songs "Mambo #5", "Low Rider" and "Un Aguardiente". All three songs take place in green hill zone and have Sonic dancing alongside Amigo. The Chao appear in multiple other levels sometimes driving flying saucers. There is also a set of Sonic dance sounds that can be unlocked if you clear the song "Jump In The Line" in Amigo's Challenge Screenshot & added info by SonicToast
This is a part of an episode of Space Ghost Coast to Coast, a type of talk show parody, hosted by the somewhat-animated Space Ghost. He attpempts to interview various people with help/non-help from Zorak and Moltar. With this rare episode (the rights are under a dispute, so it was not released to DVD with the rest of them) you can catch Space Ghost playing Sonic & Knuckles, when he thinks no one is watching. Discovered by MarioBro27
Monkey Drum Tails Art Can you spot the cameo here? It's really small and unexpected! You can see Japan art style Tails ( a classic stock art) of him, on the side of this drum! The monkey-drummer isn't really a bootleg per se, but the drum did likely rip the art off, as it clearly has nothing to do with Sonic or Sega. So where could you see this monkey toy thing? It appears in the transition/bumpers between show and commercials of Russel Howard's Good News, which is a Brittish comedy show. Isn't it curious where things like this can appear! Spotted & screen capped by NazoTheDragon