I love shipping jack with people he feels guilty for killing

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I love shipping jack with people he feels guilty for killing
Lovebug AU
My normal TFTGS shipping delusions: everyone pinning after/being attracted to jack (Platonically or otherwise) and jack being none the wiser
My brain: what if it was reversed tho
Me: what
VS the World AU: Some notes on a few of Jack's exes that I had laying around
Benji:
Jack met Benji when he was in college and dating Jerry. Jerry had dragged him into this camping club/cult thing (he didn’t know it was an extension of the cult at the time) and brought him along for a “quick hike through the forest,” where Jack quickly got lost/separated from the group (it was a good thing, too. Jack thinks if he stayed with them, he might’ve been sacrificed or something).
Benji, who had been camping out in that forest for the past week, found him at the bottom of a cliff with a broken leg and quickly (begrudgingly) took him back to his spot to fix him up (meet cute idea: “Haha thanks for saving my life and shoving my broken bone back into my body. I’m sorry I thought you were a bear when you first showed up and threw a rock at your face”)
They kept in touch after that. B kept visiting him in the hospital to check up on him, and Jack eventually broke things off with Jerry and used Benji as a rebound (which he’s a little salty about, but doesn’t take it to heart too badly.
They probably broke up when Jack realized what an ass he was being to Benj for using him like that. Their relationship didn’t really change much throughout the entire thing tbh. Neither of them were very touchy/romantic/communicative with each other in the first place. True neutral relationship (in Jack's eyes, that is)
"I do really like the idea tho that Benji took it a lot more seriously than Jack was aware of. like Benji wasn't a super touchy feely or romantic person but he did really like jack, and he loved that jack was similar. he liked having someone he could protect and care for, and also someone who seemed to rely on him without being too needy.
and then things ended, and Jack made the right choice but Benji is still bitter." -Xavier
Rosa:
They’re way too cute together (both romantically and platonically). Probably met in high school, she helped him with Spanish classes and he helped her with literature classes, and they started dating from there <888 in the present whenever they talk/meet she still quizzes him on Spanish to see if he still remembers her lessons. He doesn’t, but he tries <8
There’s probably still romantic feelings there for each other but, Rosa’s the one who broke things off because of the whole “Dark God” thing (guardian angel type thing? Family religion? She’s still a conduit somehow for supernatural shit) to keep Jack safe. Jack was reluctant at first but for some reason Shhhhh really hates him so it didn’t take that much convincing for him to stay away from her
Rosa’s technically not even in the Evil Exes club, it’s just Shhhhh. She’s just there along for the ride lol
Tony’s a jealous loser abt their relationship (can he tell they still like each other or does he not like them being friends still?) and Rosa can see it. She’s really polite to him in front of Jack but she’s very clearly trying to hint to him, “Seriously? This guy?” with her eyes. Ofc Jack is immune to nonverbal communication and she knows that, but Tony doesn’t, so it only pisses him off more. (Xavier note: "the world needs more subtly petty/bitchy rosa and i am THRIVING HAHA")
Jack doesn’t help with the way he’s asking him not to hurt her too badly. “SHE’S ATTACKING ME WITH PLANTS, JACK. WHAT AM I SUPPOSED TO DO HERE”
JACK JUST LIKE "HEY I'M ACTUALLY STILL FRIENDS WITH HER PLEASE BE NICE" "JACK I AM FIGHTING FOR MY FUCKING LIFE OUT HERE." (-X)
Jerry:
Jerry counts as Jack's 6th ex despite having met him before Benji due to the fact that they kept dating off and on again for a while (with Jerry being a rebound between a few exes)
Pre-cult Jerry had long hair and got it lopped off about a month after he joined the Mathmetists, so Jack associates his short hair with this fucked up, brainwashed version of his (ex)boyfriend.
After the first few on-and-off breakups/getting back together's, Jerry realized this and started growing it out again. He stopped wearing the uniform around him, too; started dressing in his old clothes (the terrible fashion sense ones) whenever he hung out with jack.
Ofc, Jack saw it as a sort of "recovery" and they started dating... again. Jerry keeps acting like the old him (funny, spontaneous, flirty), but sneaking in tidbits and quotes of their beliefs into normal conversations. Jack tries to ignore it.
Jerry's smarter than he looks, he knows what he’s doing here: He’s lowering Jack’s guard. But he can't help but get excited at the idea of Jack joining him in this important mission, so he ends up pouring too much cult-stuff onto Jack all at once. Jack realizes that Jerry’s still into the whole “destroying the world” thing and breaks it off with him again. The cycle repeats multiple times 😔
Jerry might be hellbent on convincing Jack to end the world’s suffering with him, but he’s still a sweetheart. He’d never force him into this, that’s why he keeps trying to talk jack into it. (Jack has his number and every social media he has blocked, but Jerry somehow keeps reaching him through alts and new numbers)