Is there something about the name Jack that implies 'man-whore'? Because three of the five characters with that name I can think of would have sex with practically anything that moves, another one is debatable (Jack Sparrow), and only the fifth (Jack Skellington) is most definately not a man-whore.

RR!Jack is the reincarnation of Casanova, and accordingly has slept with half the characters in the game. Including Asher, because while he's less of a slut than most of the Jacks, his pants are not exactly hard to get into.

And totally, completely unrelated - if there is no Argilla/Sera bandwagon, I am forming one right now, damnit. Because I think it would be cute (and really, that's about the only justification I need for a ship).