For me, the real Sword of Damocles hanging over the MC's head that no one on here talks about is the fact that MC knows about Quinn's crimes and Sage doesn't.
That could be a hell of a cliffhanger: MC and Sage return from a date where they admit they love each other, only to find police raiding the HOT house and Quinn/Riona in handcuffs.
Or, at the very least, it could derail the Sage Path ala Cathy's panties in Bella's car.
Sage: (tears in her eyes) "I hope you're happy, dude. When the hedge fund found out half my sorority was busted for prostitution and drug dealing, they yanked my internship!
No one will touch me with a ten foot pole now, my degree is basically worthless!
And you knew! Fuck, you were one of Quinn's clients! You never told me! I hate you!"