We did that today, for the first time, and it went pretty well. The students picked an iPad vs. a calculator and a big (1m on a side) metal box vs. a 747 (nose first). Here's what they got:
iPad (red), calculator (blue)
Neat that the heavier iPad had a lower terminal speed - it's much bigger!
747 (red), box (blue)
747(red), box (blue)
It was a bit unwieldy entering the values during class, so I think that I might do a Google form/Googlecl/VPython solution to pull those values in from the cloud next year.