Ok, fun with Caleb happened after I clicked Night with Caleb, and it was the alternative to sleeping. Sex with Caleb isn't appearing. I've spoken to both during the day and there are no options that aren't normally there. This is annoying lol. I do have Bernie on 4 hearts tho
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.