It doesn't seem like the virgin thing is based on the route you're taking, but I haven't conclusively determined the factors.
Personally, I try not to, and I normally don't. I'm normally the person saying "dudes, stop obsessing about whether she's a virgin, women are more than their past sexual experiences," but Jaye is a different story: she's been obsessed with the protagonist since she was 6. Whether or not you agree that Han shot first, she's either the kind of person to not have sex with anyone but the boy/man she loves, or the kind of person who would try to fool herself by fucking other people (like the protagonist.) I feel like, in this case, it's a plot thing, rather than a fetish thing, so the writers should decide it one way or another, or not bring it up if they can't decide.
I disagree with you - telling the writers that they have to make it one way or the other is Not the way to go in a Choice-based AVN.
This Is a plot thing, and it revolves around choices.
I played the MC as someone trustworthy and sought to build my relationship with her.
Those choices meant that Jaye was a virgin, and my MC was her first. - she trusted me and waited for me hoping that the MC would find a way back to her.
This is a Choice-based story, and you can make choices that break Jaye's trust.
The consequences when you are reunited as adults in your 20's is that Jaye did
Not wait for the MC or hold out hope for him.
Did she have fantasies about the MC - sure, but by breaking her trust, those hopes for a future with the MC were not enough for her to Believe in him and that he was coming back.
I think the choices for trust building are legit and that there are consequences to actions taken and choices made.
IMO - Chasing Sunsets does a good job with those consequences, versus just telling the Jaye/MC story like this was a kinetic novel with no choice.
Cheers!!