number one...its a piercing not a tattoo...you can remove it if you don't like it...number 2 you should get it because you want to...number 3 just get it and if a guy isn't going to approach you because of it then he's a loser...you don't judge a book by its cover
I prefer tragus piercings with flat back stud in it instead of a cbr. Otherwise I would say go for it. I like piercings in general so I think it would look good provided you don't have a ton of ear piercings already. You can always take it out if you don't like it.
It really depends on the guy, some guys love piercings on girls and some would rather she be as natural as possible...this sort of thing should be about you simply being you, if you think it goes with your groove and helps express who you are then go for it