A story with a cautionary note to it
This happened when I was directing my wife on how to change the oil on her Chevelle but luckily it dumped the oil while the car was still sitting in the garage.
The way I've always ensured to not run into this problem is by wiping the oil off the o ring on the old oil filter and using it to lubricate the o ring on the new oil filter. That way you'll always notice if the old o ring is still attached to the filter or not.