Great update! The Sylvia sex scene was probably one of the best I've ever played. This type of condom talk and specially when the girl decides not to use one is one of my biggest turn ons! I also really like that there is an escort path being developed... I hope we can corrupt her little sister to do some escorting/masseuse stuff. I'm very curious about where the social media path will lead.
However, I also want to point out a few things that bothered me a little bit:
The main thing is that I feel like Jennifer is being very easily corrupted, and that kinda turns me off. I'd like to see things moving more progressively so it feels less unreal, and so the sex acts represent more of a reward/victory. She didn't stop John or Fred at all, they almost didn't have to talk her into it, and it seems like they could have already fucked her if they wanted to. I think a little bit more resistance from Jennifer could be super beneficial to the story, since she is supposed to be super innocent at first.
Also, as others have already mentioned, the choices seem totally pointless since they don't lead to different paths.
I really hope that the condom thing doesn't end on Sylvia's sex scene. There are almost no games (at least that I know of) that explore this aspect, and this one can be a one of a kind. I hope we have Jennifer being slowly convinced not to use one, and then after some progress in the game she'd only go bareback, even convincing other men to go raw (just like Sylvia did). Maybe she could also convince her sister not to use condoms as well at some point.
One last small thing, after Sylvia's sex scene I really wished that the cum started leaking out of her pussy when stretching, and then leaving a wet spot on her yoga pants. That'd be extremely hot in my opinion. Maybe you can use that idea later on in the game
This game is awesome tho!