Did you play through the first NSFW scene first? You need to pick the correct option, play through the first nsfw scene, then you will get an option for the second later on.
Viewing post in A Date with Death - Beyond the Bet DLC comments
i got the first (assuming its the festival one) nsfw scene and saved it to when the genital options show up. i fully played through that and second scene at his house and finished the game. then i went back to that save to choose the strap on and i would replay the festival nsfw scene, but whenever i get to his house i dont get the nsfw dialogue no matter what i do or click on. its embarrassing but ive been trying for almost an hour, its really frustrating 😭
When did you download both the NSFW patch/beyond the bet and the base game? I suggest deleting what you have and reinstalling everything in case you have some mismatch of versions somehow, then starting a new save from the beginning of Beyond the Bet, playing through the first NSFW scene, and then seeing if the second comes up. I've double checked just now in a new run, and I can see that the scene you're after is reachable, so I'm guessing it's an issue with the files.