SONY Walkman
This is one of the scariest, most hilarious ads on this list. A screaming sneaker? That alone is enough to make us run away in the opposite direction, let alone buy the product. It’s supposed to represent a person in their 1980s running gear, with the headband and all. They even went so far as to put a nose on it. It must be jamming to some freaky tunes like Michael Jackson because it’s dancing around with its tongue out. We can’t even imagine what this thing costs, but what we know for certain is that it’s now obsolete (Mashable).