Every time I've seen people do this, the paint cracked, and came off in medium to large chip's.



If your going to go the cheap route, use a heat gun on the paint around the lip's before hand to lessen the chance of cracking.

 

you might have seen people who didnt know what they are doing

using a bat. Back before there was a "tool" people used bats.



basically you lower the car down on a bat, the choice of a bat is simple, first off its wood, so its easy on the car, second is the varying diameter of the bat allows

for different degrees of fender rolling.



Now of course if you used the tool pictured it might be easier, thats implying you know how to use the tool, lol That tool looks like a glorified bat to me, lol



I would be carefull with the heat gun too, dont want to overheat and blister the paint.