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Nigger in the Wonder-Land
Nigger in the Wonder-Land, also known as the best game EVARRRRR is a game released all the way back in 1995 for MS-DOS, it is an extremely obscure cult classic that very few people are even aware of and genuine masterpiece that should've been in arcade cabinets across the globe. Obviously aiming for maximum offense, this game stars a racially-stereotyped caricature of a black man - whose apparent concern is the pursuit of sexual relations with a pair of (fair-skinned) buttocks. This tantalizing tooshie moves up and down the screen in evasive patterns; if our protagonist misses the mark, he will suffer a fatal collision with the wall beyond.
If he does catch up with the disembodied derrière, the ensuing act is rather more bizarre than what the player is led to expect as the Nigger quite literally dives into the anus. After this, it's on to the next level, which speeds up the action some more.