I'm old and have a bit of droop from my upper eye area, so can't just do a simple wing. A pretty good mua at my local MAC tried to by stretching the skin and drawing the wing on, but i've known for a long time that doesn't work.
For me, i start the wing at the corner of my eye, skip a fold, continue it where the skin isn't wrinkled, skip the next fold, and finish it off. Then i go back and "connect the dots".
I can't do one of those dense, thick, tight wings, but i can get a nice line up, even if it doesn't look quite as lovely as it does on those 18-year old models. I can also work a winged look with smudged dark eye shadow. I do like those heavy painted on wings, but i gotta go with what i've got. And i can get it to work my own way and look nice on my 64-year old eyes.