Well anyone looking weirdly at him would have to be a degenerate to or they would not recognize Jamie in the first place, it is not like he has the initials WVM also tatted. What you say is true with bad tattoos or those you get when drunk, he on the other hand thought about it, then made an appointment for the tat. So it is a part of his personal expression likely also considering where he had the tat placed on purpose and he will want to take it to his grave.
If it was a mistake in distant future, well we all made mistakes we carry with us and though most are less visible, they can hurt a lot more and cannot be erased or tattooed over.