My first tattoo was 8 years ago and it's the most special to me, so no, I definitely don't regret it! My other two were about 5 and 6 years ago, not sure that's enough time to really look back and regret it, but I don't see myself ever regretting any of them. All of my tattoos are very sentimental and dear to my heart.
I do have a friend who has several tattoos that she just randomly picked out... a butterfly, a flower, a symbol for peace in a language that she doesn't speak and has zero ties to, etc. I wouldn't be surprised at all if one day she regretted them, but who knows. I personally stick with stuff that has real meaning to me so I know that I won't.