[Losing a Pokémon must be the hardest thing for a trainer, though she gets the pain of losing someone close to you. The father thing she doesn't understand either, since her own parents had always treasured their children to the point of wanting to take them along on business when they were old enough (and trusting them enough to take care of themselves alone). But the loneliness bit?

The loneliness is something she understands the best out of all.

White leans into him more, a gentle warmth beginning to wrap around them as she unconsciously focuses on soothing him the way she'd done Black during Selenium, just wanting to make sure he doesn't feel alone even a little. There'd be a glow to anyone on the outside.]

You really do have things pretty rough, huh. [Nice icebreaker.] I can't understand what it's like to lose a Pokémon like that, and while my family has always been close knit to an almost annoying point I took that for granted for so long that when I lost them, I... It was the lowest point in my life, so I think that's as close as it comes to getting it.

[It's not an exact fit, but maybe it'll help a little. With one thing anyway.]

But... I understand that loneliness, Silver, and it's kind of sad that I still feel that way even with Black around, isn't it? I'm kind of used to it at this point myself though. [So he can feel a little better like it's supposed to help with. Connecting to others and not feeling alone.] Keep going, if you feel like it.