This is a tough one. So I'm walking myself through it.
Situation #1 Victor: Well, lets see. The way I see it, the first thing that happens is Arbok trying to get up close to Houndoom. Houndoom meanwhile is blasting fire at Arbok. Arbok is in trouble right off the start. However, if Arbok can get past Houndoom's flamethrowing, Arbok then has the advantage. Because up close, Arbok has size, strength, and venom advantages. Houndoom isn't quite as imposing up close.
So, the way I see it(and correct me if I'm wrong), there is a 55/45 chance of Arbok getting up close to Houndoom. Therefore giving Arbok the win here. Albeit a slight one.
Situation #2 Victor: This one is quite a bit simpler. First off, as far as I know, there is no limit(battle-wise) to how long Charizard can remain in the air. Therefore knocking Arbok of his winner's seat. Houndoom can still blast fire at range at Charizard. However, Charizard's flight and speed give him too much of an advantage against Houndoom.
Hope you enjoyed this "episode" of Versus. See ya next time. Remember to leave comments!