Characters who've never met

Me being obsessed with movies and TV, I'm always thinking up things that would make them further interesting. So I always wonder what characters who are in the same Franchise or Universe have never met or interacted. So I made a list of characters in the same story continuity who have never met or interacted, that if they had, would have been very interesting.

I would also like to hear what characters from your favorite movies or TV shows that have never met in the narrative and you think would make a good interaction or scene. (Please note that this goes for characters who are in the same franchise or Universe who could have interacted within the story.
If you want to make a list of Cross-Franchise characters meeting (Such as Darth Vader meets Batman) you can include them too, but I want to mainly focus on characters in the same franchise or story who have never met but you would like to have seen them meet within the context of the narrative.

My list is as follows:
Draco Malfoy and Dudley Dursley (Harry Potter)
General Grievous and Darth Maul (Star Wars)
Star Lord and Ant-Man (Marvel Cinematic Universe)
Michael Scott and Robert California (The Office)
J. Jonah Jameson and Mr. Ditkovich (Sam Raimi Spider-Man Trilogy)


That's all I can think of right now, but I'd love to hear your guys' picks.