My opponent and I both have Sudowoodo with "Roadblock"Ability in play. I use Hex Maniac on my turn to shut off "Roadblock", and then I play 5 Pokemon on my Bench. My opponent plays 5 Pokemon on their Bench during their turn. At the end of my opponent's turn, Hex Maniac's effect ends, so "Roadblock" activates again. Who discards their Pokemon first? If the first player discards their Sudowoodo, would the other person need to discard a Benched Pokemon?
It's the opponent's turn, so their Roadblock goes into effect first. You would discard your Pokemon first, and then your opponent would discard theirs. Even if you chose to discard your Sudowoodo, your opponent would have to discard down to 4 Benched Pokémon because the Roadblock effects happen simultaneously.
Source: TPCi Rules Team (2017-05-25)
Say I have an Yveltal with "Fright Night" Ability as my Active Pokemon with Bursting Balloon attached, then I play Hex Maniac. What happens at the end of my opponent's turn, when they attack and do damage to Yveltal?
Hex Maniac works until the end of your opponent's turn. At the end of your opponent's turn, you check to see if Bursting Balloon gets discarded. So Bursting Balloon places the 6 damage counters, Hex Maniac's effect wears off, and then Fright Night is reactivated preventing Bursting Balloon from being discarded.
Source: TPCi Rules Team (2016-09-08)