Neither was Sai, Aladdin or Rayleigh, and look what happened to them. Besides, Luffy's still just a teen. Roger didn't start chasing Shakky until he was in his mid 30s as far as we know, unless of course Oda reveals that Roger has known Shakky and Gloriosa since they were teens, but we haven't crossed that bridge yet.
Personally, it seems like Oda will hook him up with Nami if nothing else what with how often he draws them together more than anyone else, and even gives them more scenes together in the movies he's directly overseen, and the fact that the man himself married a Nami cosplayer. Meanwhile, Hancock will likely shrivel up into the next Elder Nyon... continuing the vicious cycle of the side hustle who got ignored and aged terribly in OP... but if he does a lazy timeskip for the epilogue showing Hancock raising a mini Luffy despite their overall lack of meaningful interactions beyond a single hug outside of filler, I'm calling shenanigans.
Vivi though will more than likely end up with Koza, what with all the dramatic tension between them, childhood history and the fact that he's the head of her royal guard now.
