I have two, they are martial arts related. The thing about tattoos is they're for life, so you better make sure you get something that has significance for you and you get a good artist.
I didn't get my first tat until I was 38, got the second one a couple years later.
My first tat is on my lower back and it's an asian style tiger climbing up my spine with the Chinese characters for courage. (yes, I checked and triple checked to make sure the characters were right) Aside from the fact that I just plain ol love tigers, the tiger symbolizes courage in Chinese culture. I've had a pretty rough life and it is a symbol to remind me to stay strong. The tiger form was also my favorite when I was training Sil Lum.
My second tat is an asian dragon armband on my right arm. I was born in the year of the dragon. Eastern dragons symbolize peace, benevolence, wisdom, and are considered lucky. It's also red, for luck.
Both my tats are custom, no flash. No stenciling either, they were both freehanded directly on me by a superior artist.
Because they are significant to me and I got them for specific reasons (not just because "I want a tattoo, they're cool") and they are designs no one else will ever have, I will never regret them.