How do you know a tattoo will stand the test of time?

So, I’m pretty much a body mod virgin, but there’s two tattoos I’ve wanted to get forever. One is an Emily Dickinson quote I’ve always loved and means a lot to me in a style that would sort of mimic her handwriting. Here’s a sample:

The second and much more advanced is angel wings. I want them as a reminder of inner goodness and because of a deep spiritual experience I had. The style would be a bit like this:

...but smaller and possibly in white.

I love the idea! I’ve seen similar looks and loved them, and they’re both meaningful to me, but how do I know I won’t just end up regretting them? Any thoughts? Experiences? Tips?