Christina is right, the best way to learn about showing is to go to shows and talk with people who are doing it. Rick Tomita's book The World of the Boxer has a good step-by-step on how to stack your dog, and so does Show Me! A Dog Show Primer. Neither is as effective as having someone show you hands-on, though.
As for bloodlines - there is no way for the judge to know if your dog is from show lines or not. Judges do not know the names of the dogs they are looking at, much less the pedigrees.
I'm not sure what kind of training you're doing - if you're doing clicker training (or even if you're not

) go to
http://www.shirleychong.com and go to the Keepers pages (might be called Training Tips) - there are some good Conformation training methods there. The key thing to remember is that at 14 weeks it's going to be very hard for Toby to stand still at all, much less in the position you want! Start small. When he's standing still for one second, click/treat. Gradually increase the length of time, and build in a "Stand" command. Then work on getting the front feet properly placed, then the back feet, then the neck, head, ears, then assign a different command (to differentiate between Stand as used in the CGC exam, which means stand still but foot placement doesn't matter, and a show ring stack. I wouldn't use "Stack" as a command, though, because it sounds like "Stand" I'd use "Pretty" or "Square" or something else.) The Keepers pages go into much more detail on this.
Don't forget to work on gaiting as well - it's different than "heel" where the dog is looking at you (you want him looking straight ahead, ears up). For this reason, it's generally not a good idea to teach this using bait, as the dog will look at the bait.
The perches your talking about are pretty popular - there is a commercial manufacturer called Happy Legs (www.happylegs.com) - I think they're pretty expensive, though. I've been told, although I haven't tried it yet, that you can fill coffee cans with water or sand and use those instead - much cheaper.
Good luck!
Julie