#1
Is there a particular order these pedals should be in in my chain?

Ibanez TS9, Big Muff, boss ds1 distortion
#2
depends what tone you're going for. experiment with different positions and you will realise that having more that one on at once, each time it will sound different depending on the order theyre in.
#3
ts9 first
i dont think the order of the muff and ds1 matters since you probably wont be using them both at the same time
#4
There's no correct way of doing this - it's a matter of whatever suits you best.

Even putting the TS-9 first is a matter of opinion - i'd be inclined to put it last if i was using it as a clean boost.
I like analogue Solid State amps that make no effort to be "tube-like", and I'm proud of it...

...A little too proud, to be honest.