The Noviplano
Italian plane-maker Caproni built the Noviplano in the ‘20s. It was meant to bring 100 people across the Atlantic. Sadly, it only flew twice and did not even make it out of the country. Not only did it have a poor performance, but it was also ugly. It came with eight engines and nine wings, which was a terrible idea.
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The Blackburn Roc
This was meant to be a fighter plane that protected others from enemy aircraft. It had a four-machine-gun turret placed right behind the pilot. It was too slow and heavy, however. In the end, its design was so bad that the Royal Navy did not let it fly from its carriers. It only shot down one plane in WWII.