I have a feeling that if you fight the free pass, choose all the negative options and yet participate behind Ellie's back, the ending will be pretty much an NTR ending where they break up from jealousy. If you choose the negative options and don't participate, it will probably be an unhappy ending where she feels like you ruined her vacation and thus she breaks up with you. If you choose the supportive options and participate yourself openly, it will be a swinging ending where they stay together. If you don't participate and choose the supportive options, you will get a cuckolding ending where all you are allowed to do is wank and watch. There is also the variable of Devin, and if you are messing with her the whole time, she is probably showing Ellie the messages. You will probably end up as her cuck if you do that. There is also the possibility that if you reject Jessica too many times, she will just murder you before your girlfriend gets home.