Well, I might be wrong but from what I see I probably am right.
spoilers:
The relationship that Sam has with the cast is not on romantic level, we don't choose our route partner like in ANY other VNs: I like him so I will jerk off thinking about him / I like him so I will pair up with him doing activities etc.
Look at how Sam is choosing his "route partner":
Cliff- I need easy money bc I have none
Murdoch- I lost a lot of money so I need A LOT OF money and I am willing to do anything to get this, even gamble
Nik- I need money... but he is my dear friend and I want to see him (look at his emotions, he knows that he is paying the least but he still is choosing him. That s true that at the very beginning he says that he doesn't love him at all, but at this point we know better :) )
Will- I can't live with this burden, I want justice... even if this means my death (he doesn't choose coyote because he likes him, he chooses him as a source of justice meant to punish him)
That being said, Samuel loves / likes only two characters (at the beginning of the story): Nik and Will.
The former also loves him thus the only true kiss scene. However even though Will loves Sam he has too many problems with himself to show his true side (he tries and he actually did, but you've read this so I don't need to summarize those scenes)
We know that Cliff likes Samuel with reciprocity, but their relationship is too fresh to really name it "love". They know each other for too short period of time or the circumstances were unfavorable to expand their feeling beside smuts, idk rly :)