Put this in IMHO because there probably isn’t really a definite yes/no answer.
According to this article during WW1 a pilot claims he fell out of his airplane, only to fall back in again as it pulled out at the bottom of its dive. One expert, John Stelling, seems to doubt the veracity of this claim but personally I don’t see why it couldn’t have happened, its not against the laws of physics and didn’t a stuntman do basically the same thing in the opening scenes of the Bond movie where ‘Bond’ leaps after a falling plane, catches up with it and climbs in. On checking its not clear how much of this stunt was real, some say the stuntman only caught up with the door of the plane but didn’t climb in…though thats basically the same thing in my opinion.