I was collaborating with a dress designer at Korrin Art. She specializes in large trains on dresses which we affectionately call parachute dresses. Taking them on a windy day would be fantastic except you have to worry about your models hair and if the wind is upwind our downwind from the angle you need for good light.
Beating the wind problem
I have found that using electric battery powered leaf blowers and having about three pair of extra hands (helpers) works. I shoot at about 1/1000 to freeze motion and while the dress is being held out we put the blower under neath and just when it goes high the helpers run and I snap the shot.
This brings the dress to life and allows your model to be enveloped in this magic fabric.
Model credit: Kinsley Breeland
Dress: Korrina Leanyvar