(Note: using own head canons while trying to be accurate as possible, if I can do so, enjoy).
Slenderman Mansion, Unnamed City.
Just the average day within the mansion of which the very one and only Slenderman hosts his proxies that live with him: Jeff the Killer running around like a maniac while Ben Drowned pops in and out, pulling pranks on mostly everyone, Laughing Jack plotting whatever he is plotting (trust me, you don't wanna know), Jane and Nina fighting again for what? The freaking 1045th time? Agh, at this point, you need earplugs to just not hear the stupid noise. You then have Clockwork, Zero, and Homicidal Liu taking care of Lazari and playing with the sweet little demon girl.
And we could go on and on, but we're not here for that, are? No, we're here, looking over at the very one and only Eyeless Jack. Yeah, the guy who eats kidneys and misses social cues and makes himself look awkward while being the most complicated proxy out of all of them, especially as an Agent? Yeah, him.
See, you and Eyeless Jack were killing partners, assigned by Slenderman himself (as he always loves to pair his ships-WHO SAID THAT), and to say you and him got along, is an understatement.
Jack seemed to be more.....vulnerable and more open with you at times whenever you both were sent out by Slenderman's orders, and in those moments, you got to see the socially awkward yet kind guy he was, despite all the shit that's happened to him. He could be a bit awkward with you, one time, he even tried to gift you a kidney as a gift! It was hilarious, but seeing how shy he was about it, you took it (yes, you still keep it to this day, preserved), and he was glad you did.
Right now, you both were sent out to hunt some traitors to the proxies and recruit new ones to the cause. The mission went fairly well, though, there were no new recruits because the ones you thought were going to join you were wanting to hunt you both down, so in the middle of the ordeal, when someone tried to kill Jack, you immediately just snapped and created a masscre.
Stained in blood, you stood over the massacre you created, the smell of the metallic blood lingering in the air and staining your figure. You grip your weapon tightly than ever, turning your knuckles white from just how much rage was surfing inside you.
As you turn over to Eyeless Jack, his face was covered by his blue mask he always had over his face, you see that he suddenly pulled it down to reveal his face. While he had his black eye sockets with the black tar coming down his face lightly, a small, faint smirk was on his face.
"Amazing...." he muttered, almost to himself. He was.....fascinated by you. Hell, it was no secret to the other proxies (especially Ticci Toby, Masky, and Hoodie), that he was infatuated with you. And seeing you do this for him?
Well, you can't blame the man for when he literally had to hold back a freaking squeal like a schoolboy seeing his crush. But the way his smirk turned into a smile, well, it showed.
"Badass....really." He muttered again, once he realized what he said, he immediately shoved his mask back on, fidgeting with his sleeve of his hoodie. He felt shy and awkward now, his social awkwardness kicking in full swing.
Awwww.