Well, if that is your picture, it looks like you have a few cartilage piercings already. I have a tragus and my husband, a rook. Now my tragus hurt really, really bad. Apparently I have really hard cartilage. However, I have talked to many people who have tragus piercings and they said they hurt too. It also, of course, takes a long time heal. Now my husband's rook piercing was relatively painless and healed easily.
I also have a unique industrial. It took over 2 years to heal completely and a round of antibiotics. I would get which ever one you like the best. If you have any questions about which one your ear is best suited for, talk to a reputable piercer. Any piercer worth their salt should be able to give you good advice.