This is, of course, a humblebrag, in which the woman feigns to be dismayed by the fact that she has two, count them TWO, men of relatively high socio-sexual rank who are not only attracted to her sexually, but think she is so wonderfully fabulous that they are attempting to pursue a future with her. One is a quintessential Bad Boy, being "currently in jail", and the other is presumably a societal high flyer, being "a future orthopedic surgeon".(1) Or at least that's what we're supposed to think, as it is much more likely, the guy in jail is only there for two days on a DUI, the future surgeon is actually in nursing school, and neither of them has actually proposed marriage to herI just realized that I have to choose between a future orthopedic surgeon and a dude currently in jail. My life is so fucked.
And what any of this has to do with "last night" is a complete mystery. It seems unlikely that she just realized that she can't marry more than one man, or that last night was the first time that either the prisoner or the medical student expressed interest in her.
But what is more interesting is if we take the posturing at face value and contemplate how bad one's decision-making ability has to be if one is seriously torn between "jailbird" and "med student". As one commenter on the text succinctly put it: <i>You're fucked for turning a no-brainer into a "decision".</i>
What we can learn from this is that many women love drama, particularly drama into which they can cast themselves as the central figure. If the drama doesn't actually exist, as I presume in this case, they will manufacture it, then portray even the most obvious choices as difficult dilemmas requiring the wisdom of a Solomon to resolve. Of course, if the conundrum is legitimate, this only underlines Roissy's oft-made point about pre-Shadow women having no long term perspective.
(1) The intrinsic female focus on male professional status is revealed by the fact that ever since Galen gave his first lecture, no woman has ever dated a "med student" or a "law student", merely "future surgeons", "doctors-to-be", and "going to be a lawyers". This is why the average cube jockey should always describe himself as a "future CEO".