Objective: How to paint the toe of a boot

Which of the following solutions is more sound in terms of naive physics reasoning?

Possible answers: [I] Get the color paint you want to use, place your hand where you want the color to stop, then with the other hand spray paint the toe of the boot.; [II] Get the color spray paint you want to use, tape off the boot where you want the color to stop then spray paint the toe of the boot.;
[II]