How can i sleep with Caleb?
You need to do bernards house date and suggest spending the night with him, which then doing bernards date night again unlocks a new option, that is asking to sleep with caleb.
This choice wasn't unlocked for me? I've done his date night multiple times but it's all the same options, no new one for sleeping with Caleb?
Have you gone howling with Caleb and done his events? Like the walk or beer events?
Yeah I’ve gone howling with him and I also brought beer and drank with him in the barn as well, though I don’t know about the walk event ?
yeah if he likes you enough you can take him in a walk around town or outskirts of town.
