Okay, encountered an issue... As we are only able to pursue one woman I avoided everyone except my chosen girl (Angel) but I guess I didn't do everything I needed to for her (fucking with Wanda, I left her alone), so when I reached this screen I couldn't progress through the rest of the game.
And yes, that means the only person I've fucked in the game is Natasha since that is unavoidable.
I was trying to go through thinking of Monica, Katie, and Jenna as family that the MC loves and wouldn't want to hurt (so no leading them on), of Elaine as a manipulative bitch and Dad's former long term girlfriend (ew), Belle as a fatal attraction, Debbie and Lily should be together, Jolina is not of interest to me, nor is Zarah, or Dog-boy's mom (Belle, Jolina, Zarah, and DB's mom are all potentially Dad's other girlfriend).
Anyway, am I required to have relationships with everyone and then turn them down at the end/pick from them at the end? That seems like an asshole thing for the MC to do to his family/friends/lovers.