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Wind is always a problem in two-seaters.
Eng
I can only personally comment on the Cessna L-19/O-1. In flight with the rear seat windows swung in and latched at the ceiling, there was no noticeable wind increase.
No engine either, so I am not Orville Wright.My first solo was in an aircraft with no doors or windows.
Eng
Note that for the wind to come in it must have a place to go out, and the back seat of a T-6 does not have a place for the airflow unless the rear cockpit is open, too. And you can get some unexpected effects. For example, in pickup trucks, if you have a sliding rear window that looks out onto the bed, and you have both it and a side window open, the wind comes in from THE BACK and goes out the side window, while you would expect the reverse. In airplanes the area over the wings is a low pressure area. In my Ercoupe there is airflow that comes in through the openings around the tail and comes forward and goes out past the seats and out the open canopy. I usually fly with the side windows open a few inches at the top and the airflow is OUT through that opening, not in from it. Some aircraft designs are carefully designed to have a nearly airtight bulkhead between the tail and the areas over the wings where the windows can be opened in order to prevent such airflow, which causes significant drag.In aircraft that had a back-seater, when the pilot had his canopy open, did the wind blow through to the back seat guy
A friend of mine who owned a Luscombe said that after you landed it, parked it, and tied it down, you walked away then then turned around to make sure it was not sneaking up on you.A friend, gone now, who flew Corsairs then Hellcats and flew various civil planes post war with a few crazy former mil fliers, told of a way to spot land a Luscome. Seems just before touchdown, pilot yells "now" and he and passenger open their doors together.
B-24s at least had wind spoilers ahead of the waist positions.You wonder how in the world the waist gunners in B-17's and B-24's could have endured the wind or waved their .50 cal around despite the forces. but it must not have been that bad. But it seems that on the B-25 the waist gun positions had windows over them.