I'm trying to track down this game that I found on here back when I was in high school (so pre-2016 at least). I've tried to find this thing so many times over the years, and I can never turn up anything. But someone started a thread about it (probably on /b/) with a link to the game and people were posting screenshots of their progress/outcomes and raging about how hard the game was.

It was essentially a visual novel, but more like one of those choose your own adventure books. You were at this womans house at night trying to hook up with her, and I posted this on /wsr/ because I remember the appeal of the game was that it was so unforgiving that basically every choice you made just led to a bad ending where she gets creeped out/rejects you - so I never saw any sex/nudity if there even was a good ending. The gameplay was just still images - no animations - with some text, and the only input was the list of choices you could pick from. I remember being able to take her to different rooms around the house, like the kitchen, living room, etc. and each area had different paths/endings. Very important point is that the graphics were NOT anime, not 2d cartoon at all. I'm pretty sure the art was just pre-rendered 3d models. If I'm remembering correctly, it wasn't a flash game, it had much more of an old-school html webpage vibe where the choices you picked from were just hyperlinks and the page had a blank white background. And you couldn't save or anything, so when you fucked up and game-overed, you just had to start from the beginning and try again. And other than that, the only other thing I can remember is that I'm pretty sure there was a path where you could take her outside to a basketball court, and I think I managed to get her to play and get sweaty. Whole game was at night, and I don't remember any paths where you go anywhere outside her house other than the basketball court. That's all I remember.