Is The Pain As Bad As It Seems? - Honestly, no. Everyone responds differently to the needle, but for the most part, it's not that bad.
What do you want to express through the tattoo? This will surely help you narrow down your search options so that you can choose the perfect tattoo design that you want. I have some that I do not hesitate to share, so here they are. If you like outdoor things like trees, nature in general, animals and other things, you can use it as a motivation to get the tattoo in this category.
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If it makes you feel any better, tattoo artists are aware of your questions and are more than happy to answer them. So, don't be shy. Given the areas of the body than can serve as canvases, it'll take more than a simple question to make a tattoo artist blush.