My coffee really depends on what time of the day it is, and if I've had anything to eat. Coffee on an empty stomach really wires me to a seriously unhealthy degree....but here's my general choices and why (too much information probably, but there IS a method to my madness)
Macchiato is my morning drink of choice if I know it's a good coffee shop. These are FANTASTIC if well done, and AWFUL if done poorly. It's kind of my measuring stick of a coffee shop.
Extra Shot Mocha is my drink of choice most of the time. It's hard to screw it up. The cardinal sin is too much chocolate. I'm not looking for a hot chocolate with a shot of espresso, I'm looking for an espresso with a taste of chocolate. Call me picky.
If there's a drink that someplace claims to be their "specialty" then I'm likely to try it. I like the variety and I've had some good surprises over the years (as well as some bad ones....but that's the risk you take)
I've been accused recently of being picky, and I would have to agree. I'm no coffee snob, but I figure that if I'm paying that much for a coffee drink, then the barista should at least take the care to prepare it correctly. Sometimes shots come out less than perfect, but at least try...my 2¢.