I've been thinking about these two a bit lately so you can have some of my crazy disjointed thoughts and ideas I might or might not put on paper one day… As always with them [cw: kidnapping, torture, mention of SA, self-harm and suicide, forcefemme, incel shit etc…]:

• Sydney only giving Shiloh milk to drink because surely he would believe the common myth that it increases oestrogen AND the superstition/meme you see in manga that it will make your boobs bigger because of course he would… If he's dumb enough he might alternate between cow's milk and soy milk for variety. Shiloh hates it but it actually turns out to be kind of a godsend when Sydney withdraws food as a punishment; that's a lot of yummy nutrients he still gets to have.
• Maybe surprisingly, but Sydney really insisting on not having sex (read: penetrative sex) with Shiloh because he wants it to be mutual and special and romantic so so bad, holding hands kissing missionary style. Also him often bringing up how ungrateful Shiloh is because at least he's not raping him (the bar is in fucking hell).
• Rewarding Shiloh when he plays his girlfriend role well with comforting junk food, getting that high sugar high salt high fat shit for extra positive association. It feels nice to hug, kiss, cuddle and say corny stupid shit when it's followed by delicious greasy pizza with all the toppings you want or the comforting bite of that bacon cheeseburger with jalapeños and extra burger sauce when you were fed only rice crackers and milk for a while. Even just a fucking pop tart, a handful of cheezies or a funsize chocolate bar for smaller things hitting like a truck.
• Shiloh sleeping in a dog crate Syndey got off of craigslist… It being not big enough to stretch his legs or sit up comfortably because it had to fit under Sydney's bed, which he managed because he had a crawlspace under it (a bit like those bookshelf beds I've seen floating around that look like, super hazardous) his uncle built him when he was a preteen, with a little curtain in front of it for ✨extra privacy✨. From cry corner to escape the world to girlfriend bedroom… Even if it's not like sleeping together, Sydney finding great comfort in sleeping above him (Shiloh not so much).
• Sydney's attendance at college starting to suffer after he abducts Shiloh because he would rather spend time with him but still having to go avoid too much suspicion so he gags and lock Shiloh into the crate for the whole day. This leading to Shiloh starting to beg Sydney more and more not to go to college because he starts dreading being locked into that small dark space all day, maybe even developing full on claustrophobia after a few months of this shit. Naturally Sydney would delude himself (helped by Shiloh agreeing to anything not to get the crate) into believing it's heartwarming that his girlfriend wants them to spend more time together ♡ why not stay home one more day to play video games and watch anime while cuddling with his girlfriend, yay ♡
• Shiloh trying to create an opportunity to escape by asking Sydney to let him sleep in his bed without restraints or the chain and getting false hopes when he agrees only to drug him with so much sleeping meds he's functionally unable to stand up even if he tried…
• Sydney spending his big boy allowance to buy cute outfits for Shiloh, shoplifting at hot topic when his uncle starts asking why he needs money for clothes so soon already because women's clothes is surprisingly expensive. Using his own black eyeliner to doll him up and buying cheap flavored sticky gloss at Claire's to cover his chapped lips, all while he has gone unwashed for weeks to keep him grateful when he does allow him to shower, happily scrubbing him of all the grime.
• Shiloh managing to choke Sydney and really, really trying to kill him but ultimately failing because he has lost so much muscle mass and strength from lack of exercise and shitty nutrition. Sydney getting out of his reach and instead of getting angry crying his eyes out, nearly more hysteric than Shiloh because he's tried so hard to get him to like him and yet he tried killing him again. Him leaving the basement for what feels like hours only to return with a knife and fresh scars blabbering about how maybe there is no hope and how he's going to kill both of them and Shiloh scrambling to change his mind and try to convince him not to kill him by telling him he does love him and he didn't know what went over him and begging to give them another chance, even resorting to trying to soothe him through sexual attention. Who knows how it does end up for them there, we'll see when I make up my mind（◕ω◕）