#askbox headcanons

Lucifer:

Lucifer genuinely feels like he’s Fallen all over again. He didn’t just jeopardize the Exchange Program’s future, he also caused MC an incredible amount of pain when all they’d done is try to please him and take care of those around them. As the others start organizing efforts to find MC, Lucifer just sits in his chair thinking through every horrible thing he’d ever said to them, every achievement he’d dismissed, every threat he’d made, every flaw he’d criticized.

His pride won’t let him join the search or spam their D.D.D., but it will let him hole himself up in his room to wallow in his own guilt. He swears to himself that he’ll make this up to them, whatever it takes. If he has to, he’ll swallow his pride for a public apology. This man will not be able to sleep or work until MC is located. When he does leave his room, it’s in rumpled clothes and messy hair as he wanders the House of Lamentation, dark shadows prominent under troubled eyes.

Mammon:

Mammon feels like he’s about to throw up. The panic hasn’t left his body since he found MC’s room empty that morning, a note placed on the perfectly made bed explaining how they’ve been feeling and why they’re leaving. He hasn’t let anyone take the note, crumpled and stained with his tears, from him, not even Diavolo. This was the first person who ever treated him like he had any value and stood up to his brothers on his behalf, and in return, he treated them like dirt. The memories of every gift or word of praise they’d ever given him is simultaneously a million times more precious than the best of his possessions and enough to make him retch.

He’s the first to set out looking for MC, wandering the streets of Devildom while constantly calling their D.D.D. Every time he reaches voicemail and hears their voice on the greeting, his hearts sinks a little further as he leaves a rambling message asking where they are and begging them to call him back. He’d give all his treasures just to have them back, and he promises himself that once MC is found he’s going to spend the rest of MC’s life telling them everything he’s wishing he’d told them, even after they leave Devildom. He’ll never let them protect him from Lucifer’s punishments again.

Leviathan:

Leviathan initially allows himself to wallow in self-deprecation. Of course MC left, he’s a gross Otaku that messes everything up. However, as he listens to the others talk about how they treated MC, he realizes that this isn’t the time to make things about him. That’s when the guilt starts to set in. Once he realizes that all of MC’s attempts at friendship were genuine, it feels like his heart has been ripped out of his chest. All they’d ever tried to do was be kind to him. If he’d just trusted it, he could have had a friend to watch anime and play video games with. He had someone who actually sought out his company and he treated them like a thief.

He’s not one of the boys who will initially start the hunt for MC. At first, he sits alone in his room sending message after message to MC, willing the “sent” to turn into a “read” so he at least knows he’s reaching them. Then he’ll take to the internet, trying to find any traces of them. Finally, he’ll join the search in the 3D world for the first normie who he’d ever considered a friend. He just hopes he isn’t too late to tell them that.

Satan:

Satan is livid. It takes three of his brothers, including Beel, to restrain him from physically attacking Lucifer. Instead, he berates his brother for everything Lucifer put the exchange student through, eventually doing the same to each person present. When his brothers finally release him, he stalks out of the room to return to his own. After all, the only person left to be angry at is himself. He knew what was happening and didn’t do enough to stop it–maybe he even made it worse by giving them tips on how to please his selfish brothers.

He’ll join Mammon as soon as he hears there’s a search for MC. Not even cats are enough to distract him from the task at hand. He’ll send the occasional message, hoping like Levi for “read” to appear under one of the messages so he knows MC is at least receiving them. However, most of his messages are directed to those who stayed at the house in case MC came back, just in case they’d come home since he asked 30 seconds ago. Satan promises himself that if MC comes back, he’ll protect them better from his brothers. Nobody is ever going to make them hate themself this much as long as he has any say in the matter.

Asmodeus:

Asmodeus is absolutely inconsolable. He can’t believe that his darling devoted MC was going through this much and never told anyone. It takes him through the first day to figure out what the emotion gripping his heart is–guilt. He feels guilty for taking MC for granted, for not giving them the praise they so obviously deserved. He should have told them they were beautiful, how much he appreciated them, and that he loved them. He’d never had to charm them for their affection–they’d chosen to give it to him freely. Now he’s afraid he’s lost that for good.

He’s going to be one who waits to see if MC gets home, posting updates on social media asking people to send in any potential leads. Every new comment makes his heart leap, but for the first time in his life, he’s disappointed by ones that just contain empty praise. Like Mammon, he’s blowing up their phone with calls that always end in tearful voicemails. He promises himself that he’s going to shower them with the praise and pleasures MC deserves if they ever come home.

Beelzebub:

Beelzebub is heartbroken. This gentle giant never wanted to hurt MC, and he actually loses his appetite when he realizes they were going hungry to keep him fed. His head is full of MC’s smile and kind words as he listens to Satan’s angry words, absorbing and accepting every single one. He feels repulsed by his sin and how it clouded his judgement, never letting him see how much MC was sacrificing for him and the others.

You’d think he’d be one to join the search. However, his guilt manifests in a different form–Beel starts cooking in anticipation for MC’s return. No matter how much his stomach rumbles, he won’t touch anything he’s made, opting to eat leftovers out of the fridge. These dishes are for MC when they get back, and he’s going to keep cooking until they’re here to eat. He’s dedicating himself to making sure MC never goes hungry again, especially not for his sake. While he cooks, he keeps his D.D.D. handy, checking obsessively for news.

Belphegor:

Belphegor is about to realize he doesn’t hate one human as much as he thought he did. This is reinforced by the guilt and grief he can feel from Beel that mixes with and highlights his own. When he tries to go sleep it off, he realizes he can’t. All those times he faked not being able to sleep unless MC was with him have unfortunately made that a reality. He confines himself to the attic to sulk, tossing and turning restlessly in bed as he thinks over his mistreatment of MC. Belphie wonders how much of their life he disrupted for his selfish games as the pit in his stomach steadily grows.

Belphie absolutely wants to go search for MC, but the sheer exhaustion from lack of sleep makes him more of a liability than a help. Instead, he stumbles between the kitchen, where he makes sure Beel remembers to eat occasionally, and MC’s room. He lies on their bed, burying his head in the pillows that smell like them in hopes that it’ll be enough for him to go to sleep. He wants to text and call them like everyone else, but genuinely doesn’t believe he has the right to after all he put MC through. He decides that if they ever come back, he’s going to actually put in the effort to befriend them and remind them of how much he and his brothers care for them.

Diavolo:

Diavolo is furious with himself–it’s the only reason Satan gets away with his beratement. This human was his responsibility, he should have realized they were in pain and done better. Now they’re gone and could be in danger. He was so selfish, so blind. When he and Barbatos are alone again, he has to ask if the butler knew, if his order to not interfere with the future is what let things get to this point. Barbatos doesn’t have to answer–Diavolo already knows the answer.

If any of Devildom’s inhabitants choose to look outside their windows over the next few days, they’ll most likely be met with the sight of their prince in civilian clothes, mud and litter clinging to his shoes as he searches his kingdom, D.D.D. in hand. His work is abandoned on his desk at R.A.D. as Diavolo dedicates himself completely to finding MC. He practices in his head what he’ll say when he finds them, how sorry he is, how important they are to him and everyone else, and how that will never change.

Barbatos:

Barbatos seems indifferent, but on the inside he’s frantic. He’s picking through every possible future where they find MC, trying to piece together where they might be. Every time he runs across one where they never find MC or, even worse, find them dead, his blood runs cold. For the first time in his long, long life, he resents Diavolo’s orders to not use his powers, wishing he could put an end to all this and bring MC home.

Though he knows he shouldn’t, Barbatos nudges search efforts towards the places he sees most often in the future paths. He stays at the castle–just in case MC decides to go there–and takes a similar approach to Beel. He prepares food, tea, and a guest room, trying to check his D.D.D. as infrequently as possible. It’s almost always bad news, one of the spots he suggested coming up empty, but at least it isn’t the worst news. Still, every time the damn device beeps, Barbatos’s heart stops.

Simeon:

Simeon feels numb. He knew something was wrong and he didn’t try hard enough to fix it. The angel occupies himself by taking care of Luke, but the younger angel falls asleep eventually, leaving Simeon alone with his guilt. He finds himself in the sitting room of Purgatory Hall, a place where he and MC had often shared tea and chatted together, thinking about them. Are they somewhere safe? It looked like it was about to rain last time he looked outside, did they bring a jacket with them?

He wants to be out searching, but he knows if he went then Luke would want to go to and the smaller angel might slow the others down. Instead, he texts the rest of the search party regularly requesting updates and suggesting supplies to bring with them for all of the possible scenarios MC might be stuck in–food, water, blankets, fresh clothes, medical supplies, anything. If he can’t be there when they find MC, he’s definitely going to make sure all of them are prepared for any of MC’s potential needs.

Luke:

Luke feels like his world is crashing down around him. He was supposed to be MC’s guardian angel, but all along he was hurting them! He’s no better than the demons. Luke ends up sobbing in Simeon’s lap until he falls asleep. However, even in his dreams, he sees MC’s face. These dreams slowly turn into nightmares where he can see MC, sad and alone, but can do nothing about it. After hours of him crying in his sleep, Solomon is finally enlisted to charm him into a dreamless state so he can recover.

He desperately wants to go search for MC, arguing fiercely with Simeon when the older angel denies his request. Finally, he gives up and heads to the kitchen to bake. He bakes everything he remembers MC liking, pushing away the lingering worry that they only pretended to like it to make him happy. He won’t make them eat any of it, it’s just the thought that counts. Still, he decides when they get back he’s going to sit down with MC and ask them about their interests, likes, and dislikes. He’s going to be a better Guardian Angel from now on.

Solomon:

At first, Solomon thinks this is a sick joke, all part of MC’s master plan. Unfortunately, as the story starts to come out, he comes to the unfortunate realization that there was never any master plan, only a human desperate to prove themself and be of use. He should have treated them better, shouldn’t have made them do all of his chores, should have tried to be their friend. He let jealousy blind him, and now he’s paying the price. He can feel how distressed Asmo and Barbatos are, so he tries to tell himself any distress he feels is just from them. He’s wrong.

His job is to head to the Mortal Realm on the off chance that MC managed to make it back there. His only guide is the folder about them from the beginning of the Exchange Program, which gives a vague idea of their background and where they’re from. He walks the streets of their hometown, wondering how homesick MC must have been–nobody in Devildom had treated them with any sort of kindness, especially him. He occasionally texts MC using his D.D.D., begging them to tell him where they are, telling them how sorry he is, and promising that if they come back safe he’ll do all of their chores for the rest of the exchange program.

Louis Moriarty

How They Met: Louis stood in on William’s meeting with the prospect Moran had dragged back with him. He didn’t trust her in the slightest, keeping a firm grip on the knife concealed behind his back, ready to move to his brother’s defense at the first sign of danger. However, he had to admit that she seemed competent, though not quite as good as his brother, and Louis had often worried about how many facets of the plan rested on William alone. If his brother seemed to trust this person and her services could relieve William of part of his workload, Louis would allow her to live.

When He First Noticed Y/N: He’d dubbed himself as Y/N’s evaluator, taking notes of all her actions and keeping an eye out for anything suspicious. After all, no one would simply be that friendly to him without a good reason. Louis begrudgingly allowed her to assist him with meal preparations after confirming that Y/N didn’t have any poison hidden on her person, though he still handled all of William’s food on his own. Once his suspicions died down, he found himself enjoying the cryptographer’s company–no one besides his brother had ever gone so out of their way for him before. It felt… nice.

When He Realized He Had Feelings For Y/N: William and Y/N had both been out on a field mission–Louis was worried, just as he usually was whenever William was in potential danger. However, when Fred told him that someone had been hurt, he vaguely registered in his panic that it wasn’t just William he was worried for. This realization was confirmed when he saw his brother, completely unscathed, arguing with the bloodied cryptographer in an attempt to get her to sit still until Louis could stitch up whatever injury she’d received. It took all of his willpower to stop his hands from shaking as he tended to her wounds–the relief that her injuries were easily treated, combined with the sheer shock of discovering that his heart had room for someone besides his brothers, was enough to send his normally calm mind reeling.

When Y/N Realized They Had Feelings For Him: Y/N wasn’t quite sure why she felt such a need to make a good impression on the youngest of the Moriarty brothers. She could tell that he didn’t trust her, even though the rest of the team was welcoming. That’s how the cryptographer found herself following Louis around like a lost puppy, eager to help him with all of his tasks in order to prove to him that she wasn’t a threat. As Y/N spent more time with Louis, she grew to admire his work ethic, his unwavering loyalty, and his quiet intelligence, with this admiration only driving her to work harder to get into his good graces. The realization of why his opinion mattered so much to her, however, came when her heart sped up the first time he complimented their cooking. The sudden giddiness and lightheadedness that accompanied his off-hand praise of her to William caused Y/N to choke on her drink, much to the cryptographer’s embarrassment.

Who Confessed And How: The shaking of Louis’s hands as he attempted to stitch up her injury was what gave him away, ultimately. Much to his chagrin, Y/N took his nervous shaking as illness, which caused her to start trying to make him go rest. She insisted she was more than capable of finishing the stitches herself. “Louis, if you’re feeling unwell, please go rest. I can finish this up on my own–there’s no need for you to stress yourself on my account.” “I’m perfectly fine to continue–unless my shaking is causing you pain, of course. I simply have a tendency towards nerves when someone dear to me has been hurt.” The words had tumbled out before he could stop them, something he was not used to, and caused him to tense up in preparation for rejection. However, when Y/N reassured him that the feeling was mutual, he allowed himself to relax enough to start planning his next moves. Any courtship, he knew, would have to be rather unconventional due to their lines of work, but he’d never been one for leading a conventional life.

Fred Porlock

How They Met: Fred hadn’t had to cross paths with the nosy civilian who’d interrupted the original mission. Since his skills in disguise and acting were particularly needed, that honor fell to Moran. Fred had seen her as nothing but an annoyance, the flaw in an otherwise perfect plan. However, when Moran signaled for someone to get Y/N out after their target was killed, Fred didn’t hesitate to grab her by the hand and drag her after him. Unfortunately, that would be his only interaction with the new cryptographer until a few weeks later when she cornered him, adamant at properly introducing herself to her rescuer.

When He First Noticed Y/N: The fact that Y/N had cared enough to track him down and thank him for his help left a big impression on Fred. After all, he’d grown used to not receiving recognition for his actions outside of William and the rest of the team who he’d known and worked alongside for years. That sincerity and kindness were what drove him to put in serious effort to get to know the cryptographer. It also helped that she was more willing to contribute to the housework than Moran was–Fred especially appreciated having someone to help him in the garden.

When He Realized He Had Feelings For Y/N: It was during one of the missions where Y/N had to accompany them, leaving the safety of the house. She still wasn’t used to fieldwork and made an amateur mistake, not enough to ruin the plan but still enough to put her in danger. Fred had immediately dropped his part of the mission to run to Y/N’s aid, despite Moran’s orders to the contrary. The panic that he’d felt when he knew she was in trouble was what finally put all the pieces into place for him.

When Y/N Realized They Had Feelings For Him: For Y/N, developing feelings for Fred was less of an “if” possibility and more of a waiting game until “when”. She’d immediately taken a liking to the quietest of her new teammates, going out of her way to spend extra time in his presence, whether that be helping him with his chores or learning how to assist him in the gardens. However, Y/N didn’t realize how deep she was in until she broke a plate after Fred’s hand accidentally brushed against hers as he went to take it from her while helping clean up dinner.

Who Confessed And How: Moran did it. He got tired of watching the two dance around each other awkwardly and Fred seemed to reject all of his brilliant advice on how to woo someone. The moment was far from romantic, with Moran dragging Fred by the collar of his shirt and unceremoniously dumped him in front of the cryptographer’s desk. “Sort out how you two feel already. I’m tired of yer starcrossed lovers, stolen glances bullshit.” Fred would have preferred to make his declaration on his own time, ideally with a planned speech and some flowers. However, it did work, much to his surprise and delight.

James Bonde

How They Met: Bonde had met up with Fred after he extracted Y/N from the scene of the crime. He’d been the most friendly of her rescuers, introducing himself politely and placing a gallant kiss on the back of her hand. After all, James always liked to make a good impression, especially on pretty girls. He was also the one to explain exactly what Y/N had gotten herself into, and the person who offered to help her settle in after William decided the cryptographer would be joining them.

When He First Noticed Y/N: Immediately. James’s type is pretty, intelligent, and capable, and Y/N checked all of those boxes. He knew better than to press her with any flirtation off the bat, instead focusing on building up a proper friendship with her and getting to know her as a person. He was a frequent visitor to the cryptographer’s office, often insisting on being the one to bring her instructions from William, and he’d always offer to be her guard during field missions.

When He Realized He Had Feelings For Y/N: Bonde knew he was smitten the first time Y/N responded to one of his flirts with her own. After all, it takes more than a pretty face to get him to fall. Once he’d established that they had chemistry, he’d be more forward with his advances towards her. Unlike Moran, however, his focus would be on charming and romancing his target. Flowers on her desks, little gifts in front of her door, and going out of his way to be a gentleman in front of her, et cetera. However, he made sure to leave no doubt that his intentions were genuine–he’d want Y/N to know that, if she was interested in him, he’d happily be hers.

When Y/N Realized They Had Feelings For Him: She’d been flattered by his flirtations–after all, who wouldn’t be when showered with attention from an attractive man? However, it wasn’t until she started noticing that his actions were giving her butterflies that Y/N started earnestly trying to learn if he was being genuine. She knew Moran was a scoundrel only interested in getting her into bed, but something about James made her trust that he was after more than that. That confidence allowed her to firmly decide that she reciprocated his feelings.

Who Confessed And How: Bonde left a rose and a handwritten note inviting her to dinner with him on Y/N’s desk once he was certain she would be comfortable with the offer. When he came by her room to pick her up, he was stunned by how beautiful she looked with her nervous smile and simple dress clothes. He immediately told her that, with his praise for her continuing well into their evening together. “Your beauty is always so effortless, my dear. Until tonight, I thought nothing could improve it. Now I’d do anything to keep that smile on your face directed at me~” James’s smooth-talking and charming nature net him a second date, then a third, until finally developing their relationship into a passionate courtship.

Von Herder

How They Met: Y/N was sent over to his workshop to pick up some technology William had requested specifically for her work. Of course, William had neglected to inform Herder of her impending arrival and Y/N of Herder’s blindness, which led to Herder assuming the unfamiliar footsteps belonged to an intruder. He found his mistake rather embarrassing, but still welcomed Y/N enthusiastically after offering a sheepish apology. It only took a few moments to completely forget his embarrassment, however, as he excitedly launched into an explanation of the inventions she’d been sent to pick up.

When He First Noticed Y/N: Unlike everyone else, Herder wouldn’t have a specific moment where he started seeing Y/N in a more complex light. He doesn’t often give his attention to things outside of his work unless given a compelling reason to.

When He Realized He Had Feelings For Y/N: Herder found himself actively anticipating visits from Y/N much quicker than he thought he would. When she came by, he’d make an actual effort to engage in conversation with her, even starting to keep things to make tea in his workshop just in case she stopped by. He initially brushed it off as simply being happy to have a new person to listen to his ideas, but that changed when he realized that the sound of her footsteps gave him butterflies. Unfortunately, Herder had never really dedicated time and energy to romantic pursuits, so the outcome of this discovery was an increase in his nervous energy. He’d ramble at top-speed until he started tripping over his words–it would have embarrassed him more if he didn’t find her laughs so enchanting.

When Y/N Realized They Had Feelings For Him: Y/N had initially found Herder kind of odd in an endearing way. He was incredibly intelligent and passionate about his work, but she could also tell that he was a bit lonely. Herder had almost no reasons to leave the workshop, and he only received visitors to pick up his inventions. She initially started visiting more often and staying longer out of pity, but it eventually became something she greatly enjoyed. One day, however, while the two were having tea together, she found herself simply staring at the eccentric man as he talked, a soft smile on her face and a warm feeling in her heart, instead of focusing on his words. When she realized he’d obviously asked her a question and is waiting for a response, she was incredibly glad that he can’t see her flustered expression, feigning fatigue from an early mission to excuse her rudeness.

Who Confessed And How: Y/N tried her hardest to subtly hint to him that she had feelings for him. Then she tried being obvious, bringing him small gifts, making more physical contact, and being more affectionate with his words. Unfortunately, his genius did not extend to the realms of flirting or courtship, leaving him oblivious to her advances while moping over his inability to tell her how he felt. Y/N’s frustration finally reaches a boiling point during one visit that she’d made specifically on her day off with no requests from William for Herder to fulfill. “Herder, I like you. Do you like me?” “Well of course I like you, Y/N– I mean, not in any improper manner. I’d never want to make you uncomfortable like that, and I know I’m not– Mmph!” Occasionally, the best way to get something through to a genius is to be direct, and cutting him off with a kiss definitely did the job. Y/N now has a pet inventor dedicated to keeping her safe–after all, dangerous inventions are Herder’s love language.