Kind of an odd title, but let me elaborate:
I've been playing Pokémon for many, many, years now, and one thing that's always stayed the same since I was a kid is that I can't help but imagine that my Pokémon have personalities. I'm almost 30, and I still find myself daydreaming about my cool battles my Pokémon had in Reborn and in the cannon games. So this inevitably leads to me becoming attached to my mons, and sort of imposing a personality on them.
For example: my (now) Arcanine that I received from the Police Quest in Jasper Ward. I sort of see her has a loner, but with an almost militaristic air about her. This comes from her Nature, (lonely) and the fact that she was part of the Police force. It's fun to imagine the scenario of my MC basically adopting her after her trainer was killed, and now she's with me to seek some sort of retribution, getting stronger in the process and helping to keep my other Pokémon in line.
I do this type of thing to most of my mons. It helps me connect with the game on a certain level I guess. It also makes it terribly hard to "optimize" my team, because I become attached the my Pokémon, who have basically become characters in their own rights to me. Reborn makes this even easier with all of it's Event Pokémon. Their various scenarios make it easy for me to imagine what sort of story or personality that Pokémon might have.
What about you guys and gals? Do any of you tend to imagine personalities or some sort of head-cannon for your Pokémon? I'd love to hear some examples!
Feel free to share your own stories!