Most annoying in game defeat would have to be from Lenora. Seriously, Retaliate should be banned from that Watchog...its like Whitneys Miltank all over again. :(
Had a damn frustrating defeat on Random Matchup today. We were evenly matched, trading KO for KO, til finally it was down to my Starmie Vs. her Drought Ninetales. Well, somehow Ninetales outspeeds my Starmie, and fires off a (sunlight boosted) Solar Beam, taking Starmies HP to mid yellow. I figured my Mystic Water boosted Surf would finish it off. Didnt even reach half health. Needless to say, another Solar Beam sealed the deal, but still...I should've won that one.
It was a really fun match, though.