I feel like I'd get along pretty well with most of the main cast of The Stairway to Heaven, my fic. 3/5 of them are pretty chill really and I enjoy verbal jousting so that's the 4th covered. I could easily see myself getting along with Kade from Shak and Jay's Z as well.
The last of the Stairway main characters is kind of a dick though, so no thanks. Similarly, my character, Hael, from PinkSapphire's Yokai Academy is not someone I would ever want to be stuck in the same room with. I love writing him, but good company he is not.
For other characters, I think Turnip's Guilds of Atria character, Drell, would be fun to spend time with. Similarly though, I don't think I could enjoy the company of either of Sephear's characters from the same RP. Empaths and the like are creepy and I'd constantly be on edge for manipulation lol.