Yeah. Three times now I've spoken to him at night and each time it just says Night with Caleb. I do it, and then we go to the barn and im given the option for fun or sleep and that's all
Do you have 1 heart with Caleb yet? I can't remember if it's from the fireworks or from giving him a treat (both new options in the Patreon version).
The option to talk to Bernard about you having sex with Caleb is in his talk menu during the day in the shop, not in his home at night.
Admit to Bernard that you've had sex with Caleb, then that night suggest you two spend the night with Caleb, it will start off the same as usual, but then once you 3 bed down for the night the scene will diverge.