Let's start by initially waking your cock up with 20 snaps of a rubber band, make them nice and hard. You'll be missing such simple tangible pain soon enough, so savor every bite of the stinging rubber slut.
Once your cock is snapped, hold a band outwards and fuck the little dry rubber opening. Do you feel desperate stroking your cock against a rubber band like this slut? The same one that just hurt you so? Do this for 30 slow thrusts.