I think that the idea that you need to have muscle tone to have tattoos is as discriminatory as the "oh you have to be a size 'whatever' to wear shorts", or skirts for women. Skinny kids with tattoos, curvy people with tattoos, chubby people with tattoos... it still comes down to the skill of the tattoo artist and the concept of the tattoo. I think your Ryan Scheckler looks just as good in both photos, though with tats he is certainly more badass.
I am by no means skinny, neither do i have the sort of muscle tone that you clearly think people with tats should have, but i love my ink, and so does the man i married. Tattoos are an awesome form of self expression, you should not need to have some "perfect" body to put them on first.