Do you think now that Tulip, since having to come clean about Viktor, will come clean about her and Cassidy to Jesse? Like she's got nothing left to lose, might as well lay out ALL the cards. Or do you think seeing how Jesse's reacting to Viktor that she'll never tell? If Jesse is never told then does that kill the friendship between Tulip and Cassidy? Do you think Cassidy will just eventually break down and come clean? If he really is trying to do better in his life, which is what it seems.
Definitely not. Tulip had a number of reasons for not wanting to tell Jesse about Viktor, foremost of which was not wanting to be shamed by him according to Ruth. The other reasons seem to me to be that he’d possibly endanger other people around him and also make the situation worse and unsalvageable, if it was possible to save. After this mess with Viktor, it will be even more difficult for her to feel she can recapture what she once had with Jesse and she wouldn’t want to endanger that further. Like Ruth said, Tulip wants things to go back to the way they were pre-Dallas, but Jesse just isn’t that guy anymore, and this will only make the rift between the two of them harder to close.
Though it pains him to keep this secret, I feel like Cassidy will react to this in much the same way he did to Jesse’s behavior in “He Gone” where he couldn’t get him to admit that damning someone to hell was wrong - “Tulip was right about you.” They’ve already sown some suspicion between Jesse and the two of them when neither of them offered him an explanation for where they were when Gary was killed and he clearly caught on to that (as well as Cassidy going after her when Jesse wanted to hit the jazz bars), so that will probably come up again at some point, but perhaps not anytime soon. Cassidy will probably also feel like Tulip’s wellbeing and the state of her relationship with Jesse is more important than his need to tell the truth. And Tulip’s emotional wellbeing won’t be Jesse’s primary concern so long as he’s a man on a mission, nor has he ever entirely been cut out for tending to it.
Like Dom said about Jesse’s understanding of Tulip’s emotional situation, “He doesn’t know the side of her that has these massive, massive problems. He doesn’t know about this side to her life that makes her feel a bit more fragile. It says quite a lot about Jesse.” In “Viktor,” part of the reason Jesse didn’t bother following up with Tulip is that he didn’t have all the information like Cassidy did, but part of it was also because of his emotional disconnect with others. It’s well-established that he’s very emotionally inarticulate, and most importantly that he’s never told anyone, not even Tulip, about the abusive L’Angells or about how he believes he damned his father to hell when John Custer sent her away - and that is what is always chiefly driving his behavior and keeping that to himself and suffering the consequences contributes to his emotional isolation and disconnect. It’s not surprising that because Jesse is so often dealing with his own issues, he has trouble processing the emotional states of others as a result, especially when someone like Tulip who is good at putting up a front and a show of strength is involved. He typically just assumes that she’ll be fine, because she usually is. But now that he knows she isn’t, how will he handle that? He didn’t handle things well after Dallas, and I’m sure we’ll get more details on that next episode.
We know from the preview that Tulip punches Cassidy next episode - probably for telling Jesse where she was and complicating things when she was hoping to handle them herself - but I’ve little doubt they’ll make up. From earlier previews we know Jesse and Tulip and Cassidy go out on the town when Cassidy tells them they should have a bit of fun, so the three of them obviously come to terms somehow though I’m sure things will still be uneasy - they’ve all got a lot of things to work out. And it’s on that episode, judging by the clothes they’re wearing, that they end up at that “Hurt Locker” place and Tulip and Cassidy kiss (???) for some reason and Denis is also there??? So idk what any of that means but I’m interested to find out.