I'll start off by listing mine:
The T-800, Terminator 2: "I know now why you cry, but it's something that I can never do." Gets me every damn time.
ADA, Zone of the Enders: I think I'm the only one who played this game more than the MGS2 demo that came with it. I will never not laugh at the exchange of "You may speak like a human, but you're still a heartless computer, aren't you?" "That is correct. What is the problem?"
Codsworth, Fallout 4: He survives the nuclear holocaust despite not having a bunker and waits 200 years for you to come back. When you look at what changes his relationship with you, he mostly just wants you to be nice to people. I never swapped him out as my companion.
B.O.Y.D., Ducktales 2017: He's adorable. 'nuff said.
My heart is for Sal, the gay asexual robot lady in The Cybernetic Teashop by Meredith Katz. I like her reflections on being 280 years old, and how she reacts to experiencing more human accomodations, how she wants to kiss the weird hacker lady, and I like seeing her come to value herself as an individual more. It's too short a book sadly, I want more asexual robots.
I recently ran an Engine Heart session where the player characters saw a movie clip of two humans kissing, and they had to make a Humanity Comprehension roll to figure out what the hell they were watching and why humans would do that.
Weirdly enough, they all succeeded, even the ones who made HumanCom their dump stat.