You should drop in on the Gw2 discord channel either in the morning or evening Est as we are often on and you can ask us all the questions that you like. Many of our players have multiple characters of different races covering most if not all of the classes.
Groups are often running anything from general help with maping and story right through dungeons and fractals recently.
As for me personally, I like the game because it feels fresh and new to me and also because of the wide variety of things to be done along with the fact that once I think I've found and seen everything in an area I end up finding a bunch new stuff that I'd not seen before.
Drop in some time and chat with us because I could probably type here all night with the good and the less good. Nothing is perfect afterall, but I do find myself always drawn back to the game. My hardest choice is always what to do next, mainly because there are so many choices.