Scale has important effects in aerodynamics, so if you mean "could an observer who does not know which of two feathers is the larger, tell which is which if the two actions are run at the same apparent speed and size" the answer is "Yes, if he is a suitably informed observer." You might wish to read up about Reynolds numbers for example.
>I have been taught that acceleration due to gravity is affected by
surface area and not mass. I still find it hard to believe that a
situation like in my question would be possible?<
The best i can say about that statement is that it needs some tidying up.
Try it on with the guy who you thought said that. Then if his answer doesn't clear up your confusion, try us again.