I know the Amy abortion line is an alternate (and therefore probably not canon), but do you think Amy telling Dan about the pregnancy, only for her to get an abortion, would be an effective (albeit slightly sadistic) way of forcing his hand? In telling him about a pregnancy that she has no intention of continuing, it could potentially force him to confront how he feels, only for her to pull the rug out from under him by telling him she's getting an abortion. Power inversion achieved.
I think the issue with this as a tactic Amy could take is…what reason does AMY have to think that telling Dan would have anything like that reaction to learning about the pregnancy?
Don’t get me wrong – I think Dan’s veneer of heartlessness towards Amy is pretty damn transparent, but only to everyone else. As in, I think Ben and Kent were well aware of why exactly Dan wanted Amy to come work with them. Even GARY was teasing Dan about it in season two. (Selina MIGHT be oblivious, I admit, but that’s more a function of her self-absorption than anything else).
Amy herself seems to buy Dan’s act in a way most other people don’t. Never forget in 2.07 when she claimed he never shows emotion – a mere episode after he threw a major hissy-fit and became a sloppy drunk because she was dating someone Not-Him. Totally emotionless, right?
So, she has no reason to attempt to mess with his mind in that manner, because as far as she knows, it’s not something that would ever work. She doesn’t KNOW that Dan has feelings for her the significance of which he’s been refusing to acknowledge. We’ve also never seen Amy be interpersonally manipulative in that way, so I think it would be rather startling to see it now.
In other words, I think your proposed storyline works on Dan’s side – he would probably react exactly as you describe – but I struggle to see it for Amy.
Because Dan lacks empathy, but he is not a stupid man. And knowing that Amy thought so little of him she saw an abortion as the only reasonable step…well that is a serious insult on several levels. (Coming from Amy. If it was any other woman he wouldn’t give a shit).
That said, watch me be wrong about this. And lord knows I am LONGING for a power inversion. Especially as Dan in particular is so much more compelling as a character when he wants something he can’t have.