Go the brothel, buy a girl and then force her to deep throat (i think, but ik you need low charisma to fail it for it to be "force). Repeat process again (so you would have failed the charisma check 2 times). Madame Brothel will ban you from buying girls (you can still be a girl tho) and there will be an "interesting character" waiting for you in the town square (This is a heavy texted scene and probably my favorite game over). You're gonna want to fail any stat checks if you want the scenes though.