Ok, my mind is set on a Triumph Bonneville 09 as my first 'real' bike. Yay or Nay?

Great choice, I want one sooo bad. Either that or the Speed master. If this is your very first bike and you are still learning I might suggest something used though. My first bike was a Honda Magna. Great bike, had a bit of rust on it. Long story short I wanted a bike that I could learn on and wouldn't be too upset if I crashed it. Sure enough, I did. It still runs great, and it is now a project bike, but I am glad I did not buy brand new. If you are an experienced rider, go for it! I'm Jealous.