My initial reaction to this was that it was great, that Jesse could get a good friend's read on the girls and it could also weed out potential gold diggers/liars/assorted skanks.
But upon reflection, I don't really like it.
Group and gender dynamics being what they are, women [and men] behave differently when they are in a large group made up of their own gender. Would any man want to be judged on how he talks in a locker room or during an all male poker night or at a Bachelor party. No way. Look at how Jesse's Giants teamates were talking about the girls, just from looking at the pictures.
Women naturally bond with one another by speaking of personal matters. If, as the screencaps suggest, anyone is talking about how many men she's been with or what mistakes she has made during her search for Mr. Right, I am not sure that Jesse has the right to know that prior to her deciding to tell him. We've ALL made mistakes, many of us have pasts that we may reveal to a potential mate once we get to know him. A man that knows a woman and cares about her might well forgive past transgressions, whereas somebody that is forced [by the show's format] to make knee jerk decisions and snap judgements may have to use those mistakes to reject her.