Dylan made two important career moves in August 1962: he legally changed his name to Robert Dylan, and he signed a management contract with Albert Grossman. (In June 1961, Dylan had signed an agreement with Roy Silver.
Two weeks too early for tattoo touch-up? You can get a tattoo touch up as early as 2 weeks, especially since it sounds like your tattoo is already done with the whole scabbing/peeling phases of healing.
The short answer is yes. It does hurt to get a tattoo. When you're sitting for a tattoo, a specially designed tattoo needle pierces through your skin at approximately 10-15 needle drops per second, fast enough to avoid puncturing the skin and causing bleeding and slow enough to avoid tearing the skin.