'Friend or Romantic Interest.'
Oh, ok, we going that way are we?
Very well.
Purely on Pragmatism and/or Fun.
Friend:
Big Boss: I would spend the whole time Fanboying over him and begging him to teach me CQC.
Master Chief: Do I need to say?
Yuri Lowell: To hang out with a JRPG protagonist who is both Pragmatic and not an idiot.
Yuri Hyuga: To hang with a JRPG Protagonist whose actually fun.
Lara Croft: Not interested Romantically, but I bet she'd be fun to hang with when not Raiding Tombs.
Thrall: I like Thrall, He could teach me to be a Shaman. We'd hang out in Orgrimmar and talk to Spirits.
Bwonsamedi: Who WOULDN'T want to be the Loa of Death's friend?
Vol'jin: Vol'jin is the best, and He's probably gonna become a Loa.
Gamon: Because he will save us. He should be the one leading the Tauren.
Meng Huo: Because he is Great King.
Oghren: We would get drunk and......probably remember nothing after that.
Too many to list from the Suikoden Franchise.
Francis York Morgan: We'd probably get along well, trying weird food and talking obscure movies.
I'm not gonna do romance.