So, I'd have a hard time believing ULT for Jon (the hints are there for sure) except for the boat expedition idea. Jorah is exactly right about it being safer to fly. If Jon wanted her safe and was in love with her, he'd agree. But no, he wants to sail. He can't both love her and put her in danger. He's not one to waste time for just wanting sex. "There's no time for that." The only reasonable explanation is he specifically wants to seduce her and enhance his influence over her. Thoughts?
He tested her plenty of times, he’s begged her for help multiple times, and still, nothing. He went on a bloody suicide mission, where they almost all died, all because of her power hunger, all because of her obsession for the Iron Throne.
Nothing he did nor said to her, convinced her, seeing the army of the dead didn’t convince her, giving her the North didn’t convince her. He knows it’s not an honorable thing to do, but he’ll do it for the North, for his home, for Bran, Arya and Sansa.
So yes, he proposed they sail together, so he could seduce her. I think he took that decision, right here: “I can’t forget what I saw North of the Wall, and
I can’t pretend that Cercei won’t take back half the country, the moment I march North.”
And THIS was Jon’s reaction, right sfter she finishes that sentence (gif is mine):
His face, and the way his mouth kind of twitches, the way he lowers his gaze and head, shows just how frustrated he is with her.
What I can read on his face is both, “Well, you give me no other choice then.”, and “Power, and The Iron Throne, mean more to you than
my the Kingdom I just gave you, more than the lives of all my people (my family included) that are in it. What kind of Queen person are you?”
And some of y'all still out here saying he’s in love her…
For all the Jondelion fans out there, THIS, is why, even though she already has agreed to help, he has to seduce her and make her fall for him, he has to make her believe that he’s fallen head over heels for her too, and also why he has sex with her.
I think Jon is trying to take every possible outcome into consideration, what he’s trying to create, is a bulletproof plan. Littlefinger’s quote applies to Jon perfectly, “Fight every battle everywhere, always, in your mind. Everyone is your enemy, everyone is your friend.”, this is exactly what Jon is doing.
He knows he can’t trust Cercei, he knows her words are like wind, he knows he can’t trust Dandelion either, she’s beyond self absorbed and too obsessed with sitting on the Iron Throne.
So the moment Dandelion said “I can’t pretend that Cercei won’t take back half the country, the moment I march North.”, he made his decision, because he knows, he knows there is a chance that Cercei, even if she comes back and gives her word, chances are, she will not keep it, and once word spreads that she won’t join them, that she lied, Jon would have to kiss her Dragons goodbye.
That answer she gave him, literally confirmed to him, that Dandelion would let them all die for the Iron Throne, she’d ride South the moment she heard about Cercei not keeping her word, the moment Cercei started “coming in” and taking back “half the country”. So he has to give her something (in this case, someone. HIM.), that will keep her North. He needs her invested, and have her fall for him, is key to that, have her fall for him is the answer.
This way, when Cercei comes in to take “half the country”, Dandelion won’t bail on them all, because her love for him will keep her bound to the cause.