Back again HRP
I thought by the pics that he was getting older. Has he been spraying at all, yet? Usually male kitties start that habit somewhere after 8 months, or so, and that's why it is usually recommended neutering soon after the age of 6 months.
Basically, as I already said, I'd be getting him neutered as soon as possible. As far as the booster is concerned, it's not an immediate necessity, and the teeth can wait for another day as well.
You didn't mention what you are presently feeding. If you decide to do the raw food bit, it will make a great difference in the condition of his teeth and mouth.
No where you're coming from with the dial up for internet. We suffered that indignity when we lived in the country.