Definitely Austin and Jack. Austin is all about music and showbiz, while Jack is into martial arts. They could have some really fun exchanges. Austin could be impressed by Jack's martial arts moves and try to incorporate them into his stage show. And Jack could be fascinated by Austin's musical talent and how he can get a whole crowd going.
Definitely Austin and Zuri. Austin's fun - loving and energetic personality would clash and also blend well with Zuri's sassy and confident nature. They could have some really funny exchanges, like when Austin tries to teach Zuri some new dance steps and she gives him her own unique spin on them.
Austin might be the most interesting. He's used to being in the spotlight and having a certain image. But when Naruto shows up, he has to adjust. He could learn a lot from Naruto's courage and loyalty. And seeing Austin adapt to having a ninja around, trying to learn some ninja - like moves for his performances and dealing with Naruto's unique way of looking at things would be really engaging. Also, his friendship with Naruto could lead to some really funny and heartwarming moments.
One idea could be that Austin and Ally are on a tour in a city where the 'Kickin It' gang is based. They accidentally stumble upon the dojo and get involved in one of the dojo's challenges. Austin's musical skills could come in handy to help the 'Kickin It' gang with a local talent show fundraiser, while Ally could use her songwriting skills to boost the morale of the martial artists. It would be a fun combination of music and martial arts.
Definitely Joker and Makoto Yuki. Joker is the leader of the Phantom Thieves, very confident and strategic, while Makoto Yuki is a strong and silent type. Their leadership styles could clash or complement each other.
Definitely the interactions between the two versions of Leonardo. The 2012 Leo is more light - hearted in some ways compared to the very serious 2003 Leo. They could have some great moments of leadership clashes and then learning from each other. For example, the 2003 Leo could teach the 2012 Leo some of his more stoic leadership techniques.
I think the interaction between Joker (from Persona 5) and Yu (from Persona 4) would be really interesting. They are both leaders of their respective groups, so they could exchange leadership strategies and learn from each other. Also, Morgana and Teddie would be hilarious together. Morgana's serious yet sometimes clueless nature and Teddie's over - the - top and comical personality would create some great comedic moments.
Definitely Clark Kent and Dean Winchester. Dean has his tough - guy hunter persona, while Clark is the all - American good guy with superpowers. Their different approaches to protecting people would make for some great banter and clashes of ideology. Another interesting interaction would be between Sam Winchester and Lex Luthor. Sam's intelligence and his experience with the supernatural could put him at odds with Lex's brilliant but often morally - grey mind. And Castiel and Chloe Sullivan could also have an interesting dynamic. Castiel's otherworldly nature and Chloe's inquisitive journalist side would lead to some really unique conversations.
Definitely Mario and Sans. Sans' laid - back attitude and his powerful abilities would contrast greatly with Mario's more heroic and straightforward nature. Their conversations would be filled with humor and misunderstandings. For example, Sans might make some jokes about Mario's mustache or his choice of overalls, while Mario would be confused by Sans' skeletal appearance and his knowledge of timelines.
I think the interaction between Ruby and Ben would be really interesting. Ruby is very energetic and has a strong sense of justice. Ben, with his experience of using the Omnitrix to save the day, could share some of his stories with her. They could also have some friendly competitions regarding their combat skills, like who can take down a group of Grimm faster, with Ruby using her Crescent Rose and Ben using one of his alien forms.
One of the most interesting interactions would be between Bayonetta and Hinata. Hinata's shy nature would be a stark contrast to Bayonetta's boldness. Bayonetta could inspire Hinata to be more confident in herself. Also, the interaction between Rock Lee and Bayonetta would be fun. Rock Lee would be eager to prove himself to her in combat, and Bayonetta would be entertained by his enthusiasm and unique fighting style.