I'll raise you the Blackburn B-54 [0] and the Fairey Gannet [1].

0: https://en.wikipedia.org/wiki/Blackburn_B-54

1: https://en.wikipedia.org/wiki/Fairey_Gannet

And I shall raise you the Stipa Caproni

https://www.thevintagenews.com/2016/05/13/the-strange-barrel...

The fairy gannet looks like two smaller airplanes clipping into each other. It looks like an AI from ten years ago generated an image of an airplane. It looks like they hired engineers who got their degrees in Kerbal Space Program and then paid them by the hour. "Even if it's broke, it doesn't have enough features yet."

The Belphegor is still uglier though.

https://en.wikipedia.org/wiki/Fairey_Gannet_AEW.3

The AEW version looks ok