finally finish this update after seeing all these addiction talks. I have to say after this update my feeling toward Risa goes straight downhill. It's absolutely absurd that a friend you only get to know for a few days just randomly asks you to accompany her to a drug den AFTER she manipulates you into driving her to the destination by playing her cute card. It's one thing to help your friend fight addiction, but having to go straight to the devil's den without even being asked beforehand? This is purely unacceptable.
From her perspective on even the most minimal interaction paths, she did him a solid when he brought ashe up, and even before that, Guy has never been anything but politely agreeable to her advances. Which is to say her 'cute card' seems to be working, and an assumption that he's highly motivated by sex doesn't ever really get challenged. Add in the kind of badass look he's got of "built but with a shiner", while being able to assume he's not a psychopath(even if he might be in truth), and she's got no reason not to try. Even if it's just the ride, a bit of cash, and the illusion of security you're providing for this one time, who is Guy really to her but this convenient guy she knows. Why wouldn't she try to take advantage of that?
More interactions with her beyond the absolute minimum only serve to reinforce that she's got some worthwhile things to string Guy along, not just like as a user or junkie, but as a person who's connected to the world he found himself in on multiple levels. The wealthy people and the underbelly both. Heck, even if she starts to like Guy, and isn't just hedonistically using him, her apparent ethics on her job, around her habits, and what she specifically tells you about living down to the perceptions of herself kind of scream that she may well feel bad about the collateral damage she causes, but she's not going to stop causing it.
Love her, or hate her, narratively she's serving a purpose in a remarkably realistic fashion.