So...here's the thing. There's characters that I really like for different reasons, but a lot of them I don't think I'd get along with very well just because of their own moral centers vs me. Like I love over the top, hammy, dramatic characters, but I'd eventually feel worn out by them as I'm more introverted than they are. Darkwing Duck is a big example. Great character. Fun protagonist to watch and laugh at his antics, but I KNOW he'd wear me out.
All that being said, I'd love to befriend Charlie, Vaggie and Sir Pentious from Hazbin Hotel. The former two feel closer to reality and therefore I'd get along better and understand where they're coming from, but Sir Pents I'd want to befriend because his willingness to not give up when things literally blow up in his face. Also when he wears me out, I can go to Charlie and Vaggie for that needed reality.