The first time you beat her is a scripted loss. Like you can "win" the first time but she will cheat and send you to the infirmary.
Do the quest given to you then and once that is done, stock up on weapons like shivs and batons when able like I presume you've done before. She's playing dirty, so you should be doing it back if you're not trying to beat her by lust or are unable to hit her interests. Beat her again and if you did the flower quest then you can watch it go down from there.