I want to say Dick and Applejack because they’re both my favorites, but honestly I think Dick and Twighlight have all the same problems so they would really get each other. Like that episode where Twighlight gets so stressed she hasn’t learned anything, so she makes problems that she can then solve?? Dick is the only one who understands the insane anxiety and need to please the parental figure. (Not that he would do the same thing though, he’s driven by being as unproblematic as possible.) He sees himself as the glue that holds the family together, even though that’s not always true. He’s known for putting undue pressure on himself and has great advice to give everyone else, just absolutely cannot take it himself. (He’s so emotionally intelligent and mature except when it comes to him and Bruce, what a dumpster fire) (literally Twighlight and Celestia)
I think Jason and Rarity would hangout together and gossip at galas, but also, Rarity is the paragon of generosity. It makes me think of how Jason treats the kids in crime alley, always kind and gentle with them when he’s so gruesome with everything else. I think that Rarity would also admire his violence a little bit, as she’s known to snap and get dirty when she really has to. Rarity cares for other people more than anything, which she has repeatedly displayed in the show. I think Jason is also a very empathetic person, though he is extremely jaded. He hides that part of himself, but I think Rarity would be able to see it in him.
I saw an argument being made for Tim and Applejack, but I think Tim and Luna would go really well together. They both work extremely hard and are often under appreciated. Citing specifically that episode where Luna creates a creature that haunts her dreams, then takes on the guilt of it escaping and tries to stop it all by herself. It reminds me of Tim basically forcing himself onto Bruce as Robin, choosing to take on a huge responsibility, and for a long time, not getting any kind of thank you. Luna talks a lot about not being seen for all the hard work she does and always being overshadowed by Celestia, but also harboring guilt about being Nightmare Moon. Tim was the only Robin who really chose to take up the mantle, but that also means inheriting the name of Dick Grayson, the Boy Wonder, and Jason Todd, the dead kid. He tries equally to live up to those names, but also exist outside of them, neither of which is possible for him.
I initially said Damian and Rainbowdash would be a good pair because they’re both outwardly arrogant as a defense, but someone said Damian and Flutteryshy would bond over animals. I absolutely agree with that. There are things that don’t make sense to Damian, like how to act in certain social situations, how to make friends, etc, but animals do make sense to him. I think the same goes for Fluttershy, and being around animals is the best opportunity for them to come out of their shells, even though those shells look so different. For Damian, that’s being aggressive and intimidating, and Fluttershy is completely the opposite. However, she sees his softness with animals and gains a great appreciation for his fierce protectiveness of the things he loves. She understands he’s a complex and good person, and doesn’t just treat him like a kid. She was able to see the same qualities in Discord, and knows better than to dismiss a person based on surface level interactions.
Now hear me out… Bruce Wayne and Daring Do. There’s the obvious double life, but they seem to face a lot of similar problems with that life. A.K. Yearling is in the public eye and is hearing what people think of Daring Do. It’s not always positive. There’s an episode where Derring Do receives a lot of backlash over the destruction she causes in the name of the greater good, and A.K. Yearling takes on a lot of guilt and chooses to retire from Daring Do for a short time. Batman is of course, not always the good guy, but he makes those hard choices. A.K. doesn’t have that family aspect in her life, but I think we forget, Bruce had a long period of time when he was stoutly solo. They have the same drive to protect. For Bruce, it’s Gotham and his family, and for A.K., it’s history and artifacts. They are extremely driven people that has something in them that says they *can’t* give up. A.K. is quite gruff when we first meet her, and Rainbowdash has a hard time breaking her way into A.K.’s heart. They each become the personality that is needed to finish the job. The mission comes first. A.K. may be the only person who understands why Bruce needs to be Batman. Obviously he’s raised a bunch of little vigilantes, but they each take turns outgrowing Robin, and outgrowing him. There’s an episode of Young Justice where Dick says he just doesn’t have the same drive that Batman has, to sacrifice everything, to always complete the mission. Bruce will never fully let anyone in, which of course causes problems with him and his children. They want to understand him, but they can’t get all the insight they need. A.K. is the only person he doesn’t have to let in, because she’s gone down the same path he has all on her own.
I did not realize I would have so much to say because that is a HUGE wall of text, but they are so important to me. If anyone has any other thoughts/ideas or wants to hear about other bats/ponies, PLEASE TELL ME. I love to yap
