I know it's not canon, but for me I'd like it this way, going by games;
Red - Charmander Blue - Squirtle Green - Bulbasaur Gold - Cyndaquil Silver - Totodile Crystal - Chikorita Brendan - Treecko May - Torchic Lucas - Piplup Barry - Turtwig Dawn - Chimchar (Not really fitting, I know, but it'll have to do)
I actually find Lucas-Turtwig/Barry-Chimchar/Dawn-Piplup to be the most fitting (esp. Barry-Chimchar). This also works well since I always choose the Grass-type as the male playable.
T5J8F8 said: I actually find Lucas-Turtwig/Barry-Chimchar/Dawn-Piplup to be the most fitting (esp. Barry-Chimchar). This also works well since I always choose the Grass-type as the male playable.