I think Sakura from Naruto and Stella from Winx could interact a lot. Sakura is a strong - willed and intelligent kunoichi, and Stella is a confident and powerful fairy. They could have some really interesting conversations about their respective worlds, like comparing the medical ninjutsu in Naruto's world to the healing magic in the Winx world. And they might also get into some friendly rivalries while training together.
Probably Bloom from the Winx Club and Master Chief from Halo. Bloom is the main character in the Winx Club, very powerful and often takes the lead in dangerous situations. Master Chief is the iconic figure in Halo. Their paths might cross first because they both have a strong sense of duty and leadership. They would be likely to recognize each other's capabilities quickly and start to work together, like when facing an initial threat that appears in both of their worlds.
I think Quinn and Black Widow would be an interesting pair. Quinn is used to being in a position of power and popularity in the Glee club, and Black Widow is a strong female character in the Avengers. They could have some really cool exchanges about strength and femininity.
Definitely Ruby Rose and Master Chief. Ruby is the main character in RWBY, full of energy and determination. Master Chief is a well - known and iconic figure in Halo. Their different personalities and combat styles would create an interesting dynamic. Ruby's quick - thinking and agility could pair well with Master Chief's stoic and strategic approach in battles.
I think Tony Stark and Damon Salvatore would be very likely to interact. Tony with his high - tech gadgets and Damon with his vampire charm and quick - witted nature. They could have some really interesting banter, like trading sarcastic remarks while trying to solve a common problem.
Probably Leonardo from the Turtles and Freddy Fazbear. Leonardo is the leader, so he would likely be the first to step forward and assess the situation when they encounter the FNAF animatronics. Freddy, being the main animatronic, would also be in the forefront. Their personalities are quite different, with Leonardo being more disciplined and Freddy having a more mysterious and somewhat menacing presence. Their first interaction could be a tense stand - off as they try to figure out each other's intentions.
In my opinion, it would probably be Kurt from Glee and Darren Criss (who is associated with Starkid). Kurt is very fashion - forward and has a strong passion for performing arts. Darren Criss is known for his incredible talent in Starkid productions. Their shared love for music and the stage would likely draw them together first.
Mercy from Overwatch and the Medic from TF2 could be the first to interact. Given their roles as healers, they would likely be interested in each other's medical techniques. They might start by comparing notes on how to heal their comrades more effectively, and this could lead to a deeper understanding and cooperation between the two groups.
Definitely Sans and Spider - Man. Sans is known for his laid - back yet intelligent nature. He would be curious about Spider - Man's powers and his sense of justice. Spider - Man, on the other hand, would be intrigued by Sans' magic and his non -chalant attitude towards danger. Their interactions could range from friendly banter to serious discussions about how to protect their respective worlds.
Obviously, Harry Potter and Riddick would interact. Harry, being the main hero in his world, would be curious about Riddick's strange abilities and his rough - and - tumble way of life. Riddick, on the other hand, would likely be suspicious of Harry at first but then come to respect his magical powers.