Oh and Nao seems like a potential love interest!
Looks like we night get a love triangle in our smut. I can foresee a situation where Asumi sorta gives up on meeting her friend and falls for Nao, but on her final brothel visit before giving up prostitutes for good to date Nao she just happens to finally hire her friend. Drama (and/or a threeway) ensues
I agree on love triangle but I think it will be more along the lines of Nao falling Asumi (we are already shown she is at least overly aware of Asumi), she will suggest something lewd to Asumi, but since Asumi is such a pervert she will think of some foursome that keeps getting hinted at. That is my bet on what will happen further.
A foursome between Asumi, Mai, Senpai, and Nao would be hilarious as fuck, but part of me also wants to throw some of the standout brothel girls like Sayaka, Serina, Ena, and honestly probably more to come. Asumi did fantasize about doing the deed with several girls when she discovered she could hire more than one girl at a time if she had money, so I wouldn’t be surprised if the ending is Asumi fulfilling that fantasy. If Asumi became rich after graduation we at least know what she would do in her off time lol