I got my first when I was 19. It's some black tribal flames that I designed myself. Meant to look like a face. I still want to get it surrounded by something else.
The 2nd one was when I was 22. It's the Coop devil. Big fan of Coop's work, wouldn't mind getting another tatto of his stuff.
I want more, keep meaning to get more, but money always ends up going else where. One I have decided on that I do plan to eventually get is a pin-up girl. The artists is Olvia De Berardinis and the piece is titles Cherry Blossoms. You'll have to look it up if you want to see it, site rules don't allow me to post it. I'd like for it to be surrounded by cherry blossoms as well.
Without a doubt I'd like to have full sleeves on my arms. I've thought about having my right represent car culture and the left traditional Japanese tattoos and general Japanese culture. Everything else is up in the air.