Yea, the game seems to always have me fail the point check with Samantha everytime an option to romanticize/sexualize her comes around. I don't understand why the game just doesn't lock the option, so i don't feel like I'm being tricked into having a choice, when in reality, I'm never going to get any of the scenes with Samantha.
I don't know, but so far the only thing you get from her up to chapter 9 is just a bj other than that is touchy feely and kisses with max corruption points. Try to start over and forget about trying to befriend Emily. Like if there's an option to do something with Samantha at the beginning always go for that option. The guide on the net doesn't sometimes gives you specifics to go which character path. I start over a few times trying Emily's path and I still have trouble maxing her friends/corruption points. So far I have no trouble maxing corruption with the other girls in the house.