Tupolev Tu-144

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The Tupolev Tu-144 was developed in the 1970s as a supersonic aircraft with a "double delta" wing, but the prototype collapsed. A total of 55 attempts were made before he retired.
Dassault Balzac V
When this idea was actually implemented, it turned out to be a nightmare. Two pilots died during tests, but the French did not stop trying, even though this plane also crashed. Luckily, this time the pilots ejected and survived.