@PretzleMe
As you'd guess, I like anything, mechanics, writting or whatever, that would give a certain depth as to how we lapidate Ryder's path along the way. The Anti-Flirting and Snapping thread already showed you some of my feels around added dialogue, so I might not repeat them. Regarding the fact we should be able to deceive, I think that would require learning.
Remember when we play poker against Gill? SAM actually offers a way to deceive and cheat, as Ryder may comply or not. As far as that goes, it felt like SAM didn't have a problem with it. We are not entirely sure why. He might have considered the outcome that didn't have anyone physically hurt? Why did he offered to cheat?
Anyway, on your proposed setting, I think Ryder and SAM could learn together, as situations in which the need or capability of deceiving for a bigger picture could be brought on the table, as long as you knew how to do it and be convincing about it. The sooner you started using these additional, the more adverse and, maybe, more numerous they would be presented. Perhaps even opening to more than one option of deceiving – that would work, in a sense, like Renegade and Paragon, which had new dialogues unlocked as you had Shepard more inclined to do things that way – and so should Ryder. I believe, though, that to be convincing, such options, like some of my propositions were laid bare, would require good timing and quick thinking. Perhaps not as quick as a regular timed-action for pushing a button, but perhaps similar in time than Witcher 3, around 5 seconds to decide. Failing with timing wouldn't precisely make you fail in your choice, but it could bring a third, random or unknown, unpredictable outcome, like the enemy/deceived one would wonder, and perhaps start testing you, make you answer some other things and watch your reaction and, if you failed even more, you could be the one deceived in the end.
I'm sure you are, just like me, tired of the input of: this would be hard to do, they won't do that, blah, blah, blah. So, that's my take on the subject, regardless how they would that, in first place.