Don't forget that Jake is a Casanova-style seducer who cares about the money he will receive after executing Kendra's plan. Anna is just a nice addition to him. Because he has to pay for the expensive car that picked Anna up from Happy Hour and saved Anna from Marwin's old fish. After all, Jake was fired from his previous company because he seduced his boss's daughter. And an agreement was reached - the father would not accuse him of seducing his daughter, Jake left the company, and the girls' father did not report it as sexual harassment. That's why Jake doesn't agree when the old fisherman Marwin asked him to take hidden photos of Anna. Jake says he doesn't want any trouble. Chris is a horny macho who doesn't care about feelings, his goal is to attract women and girls, abandoning them and cheating on them if they propose him a long-term relationship. Anna thinks she knows cheap pick-up tricks for Chris and can control him, and if he goes too far, he'll get slapped. Only he can control her too, I wonder if he realizes it? Anna, because he knows her secrets and weaknesses, thanks to which he can defeat her.
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Good observations, though Chris is a bit more complicated. Chris is more about the "body count" and conquest to feed his ego. Abandoning his conquests it is likely a matter of indifference and boredom than out of some plan to be cruel. I just wonder what really are Chris' "pick-up" strategies toward Anna all these years. Anna can see him coming a mile away with his blatant teasing and attempts...like someone walking out acting like sniper-bait with a sign saying, "shoot me." So indirectly maybe there is some corruption, and its only Anna's concept of being a loyal devoted wife and now mother that keeps her from satisfying her 'sweet tooth.' Perhaps Chris' strategy is to be so obvious that if Anna gives in, it would be totally of her free will--an ultimate victory and conquest.
If all that is true, then...
To add spice and flavor to the story the better outcome would be Anna in a moment of weakness or vulnerability gives into Chris and is railed in such a way that its revealed David could never satisfy her special itch that Chris is able to do so. Then over time while Anna is regretting that one time with Chris, with much self-loathing, regret, and shame, Anna's 'itch' haunts her and starts to get the better of her leaving the player to chose...
A: Either struggle to NOT call Chris over for some special service...
B: Or reluctantly call Chris over (at first) ...than over time enter into a friends with benefits relationship...
Either outcome still leaves all the other love interest routes open and doesn't affect the rest of the story
