So far i am able too, is it during the St. Joseph Monastery quest? Because i haven't touched that part yet.
Also yeah, i guess it is kind of silly considering the very nature of this game so sorry let me rephrase. The TL;DR was a abit of a typo what i meant with "faithful" was "not fucking Miras entire family that is living under the same roof as her like an absolute uncontrolled horn dog" funny way of saying faithful i know but hey it's A Struggle With Sin for a reason "faithful" is very loose here

. I mean hell, i am currently wondering if there even is a way to start the Thomas quest without having sex with Claire. I am still scratching my head on that. Still having the option to lock yourself away from any intimate interactions and yet not having it work properly for the story is a bit weird, looking forward to further updates that cleans that up.
Also i would leave Gwen out of the equation. Gwen pretty much forces you to have sex with her to get absolutely anything from her that would help you in any way and unfortunately (or fortunately

) she has alot of things that could help you. The sex with Gwen can be seen as done with gritting teeth and bearing it because she is still the bitch-witch that "cursed" you but she has what you need so you play along. I mean, dude, come on,
SHE OFFERS, FUCKING, MAGIC. You'd be crazy not to stick your dick in her for such a sweet ass deal. What happens in the Witch hut, stays in the Witch hut.