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You have to send Logan to the Bandit Camp (Red Path). This will lock out his heart options though. 

I managed to do that but i’ve yet to have gotten a scene between logan and the player. I did see the one with the bandit and the other with ste.

Ahhh, I misread your original comment. It's pretty rare for him to do it the player. I can only remember two scenes? One is outside the bar during night time and another is with the Gloryhole scene with Caleb. Not quite sure if there are more. Most of his bot scenes are with other characters.