Company: Worlds of Wonder
Year: 1985

These dolls were incredibly popular throughout the late '80s until Teddy's manufacturer, World of Wonders, went belly-up after issuing junk bonds. Despite Teddy's tendency toward creepy malfunctions, his popularity soared for several years after his initial release.

Now that we have some distance for contemplation, the creepiness factor of the bear really hits home. Here is a video of an art installation from Sean Hathaway, in which a wall of Teddy Ruxpins parrot back random phrases posted on social media sites.