I would likely come down to the income level of the chick and what her level of sexual attraction she has for this fellow. If the former outweighs the latter then yes, she will allow herself to be seduced, or if the said fellow's confidence leaves him guilty (since he is destitute), she might smell it and reject. Also taking into account the amount of sexual energy the fellow has.
I can personally vouch for the validity of what I just said. I am not rich, I personally come from a poor family, we've done the whole welfare/homelessness/food pantry/move from family member to family member schpeale growing up. Anyways, I am very sly, take good care of my physical appearance, and a decent college athlete to make up for it, I will eventually attend law school (if that says anything at all about ambition, need for honor, interest, ect.) In any case, I have in the midst of my poverty hooked up with various wealthy women, one in particular and probably my best relationship was a current college of william and mary student, a painfully wealthy chick from the richest county in the u.s. (Loudoun). I have the numbers in women, yes, I will attest to that. Again, it came down to a matter of effort, confidence, personal maintenance, and not stumbling, I really worked the "destructive jock" persona well on certain points. At this point in my life anyways, it is just a matter of academics, athletics, and buying myself a replacement car soon, but once this is accomplished... well you know. Careful planning, tact, precision... you know.