So, today before leaving, I ask Bob if he was familiar with Dressage. He said yes, because Dressage is basically the stem for all riding, everything just requires different positioning. Agreeing with everything he spit out in our conversation (which was very awesome), I told him I was very interested in learning Dressage, as well as other styles of riding, to better myself as a rider and mentioned as a side note that it'd probably entertain Butterscotch as well.
I'm certain taking lessons from him will not be cheap by any means. But if anyone else thinks that Dressage is absolutely work every penny that may be put into it, I'll definitely look into it some more.