@Nehona
I don't doubt your second point but your first point is amusing.
If she actually give a shit about him and not simply stringing him along since he is useful, she would have been the one who wakes him up in the morning since no woman in love would allow another bitch to barge into her territory and man.
And she would had chosen to stay with him at the guild, assigning another bitch to lead the bitch squad into the quarters instead of ditching him like yesterday garbage when he is down and depressed.
Either that or the author never had any woman actually fall in love with him before writing this down.
Since this is comedy, it is better not to think too much but it is pretty amusing.