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I never would. Three reasons: 1. I find the concept of pure, unmarked skin appealing (and increasingly rare - being "unmarked" will eventually be the novelty) 2. I can't imagine feeling the same about a design now as when I'm 50/60/70, given how much my thoughts, tastes and feelings have changed in the last five and ten years alone 3. Most tattoos that I have seen tend to look worse as they age and the person ages I have dated people with tattoos, though I would never date anyone with something like a facial tattoo. I also think it's a world more fun to mess around with temporary designs and henna tattoos. I wouldn't want to permanently dye my hair blue, but blue streaks may be fun for a month or two. That's how I feel about tattoos.