#just cracked the biggest most joyous most devious smile

[books-and-catears]

Right everyone hold on to your feels, you will shortly be boarding Angst Express 101. Just look at this brilliant and angsty ask I'm speechless. Even the pairings you asked for are so unique and well thought this is a perfect angst concept. And I really hope I could do this justice. Thank you so much for this ask @saltypaperdestiny

So very sorry for the delay, this was the longest ask I've ever written and boy was I delighted. Though I have to admit I had to cry through some of them myself. This is PART 1. Rest of the brothers and the newly Dateables coming soon in part 2.

Who loved you first? Pt1

Lucifer : Simeon

It was time, he decided. After months of being in your presence, his prideful heart had melted enough to recognise his feelings for you. You were the only he'd truly humble down for, because the affection and care you displayed was unparalled.

"MC please get dressed in something nice. I'm taking you to Ristorante Six as a thank you for helping me with Cerebus and the council paperwork" He says to you, barely containing the excitement. He couldn't wait to see the look on your face when he confessed and how you'd blush when you kissed your knuckles and your cheek and wait - What is Simeon doing in your room at this hour?

He didn't want to interrupt, surely it might be nothing to bother about. He patiently waited outside until he heard what Simeon said.

Simeon: MC... You look beautiful, what's the occasion?

MC: Aw thank you Simeon. You're always so kind. It's nothing much, Lucifer is taking me out as a thank you.

Simeon: Oh do you have to leave right away...?

MC: Oh no no. It's okay I have some more time.

Simeon: Well I originally came here to invite you to try Luke's latest attempt at some new recipes but now there's something else I feel like I must tell you. *Blushes* Something I've been holding back for too long.

MC: *joking* Oh what have you been hiding from me, angel? Speak I beseech you!

Simeon: *laughing and then going solemn* MC... *Takes your hands in his* I love you. I love you with all my heart.

MC: ....me? You love..me? But I'm not nearly-

Simeon: You're the most beautiful soul I've ever met. You radiate kindness and forgiveness and everything pure, overcoming the seven biggest evils you reside with. How can I not love you? Tell me, MC, will you accept me as yours?

Lucifer had a half a mind to storm in and laugh in Simeon's face. What a failure this attempt was going to be. His pride grew inside him as he stifled a laugh. MC was his and only his and now he would take pleasure in watching Simeon learn that. Surely MC was going to turn him down nicely but still. He creeped closer to the door, looking through the open crack.

MC: *in tears* Oh Simeon, I love you too! I never thought an angel could ever love me back!

Simeon: *kisses her knuckles* So... It's a yes?!

MC: Yes yes yes! Oh of course it's a yes! *Hugs him tight* My guardian angel who protects me in the dark, oh how I love you.

Simeon: *laughing as he picks you up and spins you around* Oh how happy you've made me MC! I'm the happiest being alive!

MC: *kissing his cheek* So am I, Simeon. I love you with all my heart.

It took Lucifer all his strength to not collapse or go into a violent frenzy. He balled up his fists so tight, the gloves started tearing at the seams. He watched you smiling so gleefully in his arms, looking so radiant. When Simeon dipped his head down to kiss you, the moonlight poured in through the window as if blessing your union.

It was supposed to be him. If only he made it to your room sooner, it could have been him. Embracing all your beauty, being the cause of the shining smile. IT COULD HAVE BEEN HIM.

At his best

"Are you really that happy with him?" he asks you later that night. The blush on your cheeks and that cheeky smile says it all.

"Congratulations MC." You look so joyous even at the thought of Simeon, how could he ruin that?

His temper is worse, more unforgiving towards all his brothers. He has to bear with your absence in the house all day. The fact that he knows you're at Purgatory hall, sipping tea and arm in arm with him pains him to think.

You bring Simeon along to the council to help him too. He outright denies and asks both of you to leave.

He only ever feels calm to see you alone, but that is even rarer with his brothers around to hog his remaining time.

Eventually makes his peace with it, maybe you're better off with someone as pure as yourself than a demon like him.

At his worst

His wrath is back. It's almost bad enough to birth another Satan. His sense of entitlement is through the roof.

He snaps three weeks later when Simeon and you tell everyone about it and decide that you'll be moving to Purgatory hall soon. Everyone claps and rejoices while Lucifer, drunk off Demonus, crashes the fun.

"Simeon, you dirty cheat, pretending to be all pure with your white wings and devious smile. How dare you?!" He says in calm and deadly rage.

"Lucifer... what's wrong-" You approach him to ask. He looks at you and you see the little tears in the corners.

"MC WAS SUPPOSED TO BE MINE THAT NIGHT. MINE. NOT YOURS. THE ONLY BEING THAT CAME CLOSE ENOUGH TO STEAL MY HEART AND YOU TOOK HER AWAY FROM ME."

Lucifer was louder now, hysterically angry, throwing his glass on the floor. "AND I KNOW THEY WOULD HAVE PICKED ME IF I GOT TO THEM FIRST! I LOVED THEM TOO DAMNIT." Simeon stood in front of you to protect you from Lucifer's rage. You hid your face in your hands, breaking down in sobs. What is happening? Where did you go wrong?

"Look at them, Lucifer. Look. At. What. You've. Done. And don't tell you've forgotten how many times you've threatened their lives before." Simeon said, holding you tight as you cried into his chest. "How dare you still feel like you deserve them?"

Lucifer sees you broken down, clutching onto Simeon for dear life, crying. You were smiling just a minute ago what has he done? Simeon blocked off his view with his pearly white wings. A reminder of what Lucifer used to be and cannot be again.

Mammon: Asmodeus

You were his human. And he was your first demon. No one was more territorial about you than him. So he finally made up his mind to seal the deal. No more lying about his feelings. He was going to claim you, once and for all. He imagined you smiling and running your hands through his hair and kissing him returning his feelings.

"MC! I brought the movie of the day!" He barged into your room excited, but you were nowhere to be found. Where could you have gone? It was your movie night with him. You were supposed to be waiting for him inside. He asked his brothers and they said you were with Asmo. He stomped his way up to Asmo's room and called out your name. No response. Not till he peeked inside the dark washroom. You were holding Asmo who looked very unstable and weak, sitting at the side of the bath.

MC: Asmo why don't you listen to me when I tell you not to drink so much!?

Asmo: I'm sorry MC *hic* I needed it today...

MC: Why? What's so scary that you don't have the confidence to do sober?

Asmo: MC do you think I look beautiful?

MC: Of course Asmo, you always do.

Asmo: Even with my runny make up, red nose and swollen eyes and this horrible complexion?

MC: *grabs his face* You're always beautiful to me MC.

Asmo: I...I stopped sleeping around MC. I couldn't do it anymore. *tearing up* Because to them, I'm only beautiful with a perfect covered up face.

MC: Asmo...they're blind and shallow demons who don't know anything! I know you, and I know how much more beautiful you are inside out. Don't listen to them.

Asmo feeling insecure about his appearance? What a big fat lie. Is this his new ploy to get to you? How irritating. It's not going to work, Mammon knows you're smarter than that. The Avatar of Lust can manipulate in many ways. Surely his human was smart enough to see through that!

Asmo: MC, I knew you were the one only who truly loved me. And today, I found the one I love too. Much more than I love myself. So I needed a drink to tell you this.

MC: Asmo...

Asmo: *holding your face gently* MC you saw past this pretty face. You saw the things I do more than what I am. Or what I pretend to be. I know it's hard to believe coming from the Avatar of Lust... But MC, I truly really love you. *looks down and sobs* But you probably can't believe me right?

MC: Asmo. Look at me. *You run your fingers through his hair and he looks up with teary eyes* I believe you. And I've loved you too. You're the only one who never hurt me. The one who willingly made a pact with me. You've been so sweet to me since I came. How could I love anyone else?

Asmo: MC I want you all to myself. Will you be mine? Only mine? I swear I'll keep you happy always!

MC: Of course Asmo. I'll all yours. I'm your little human. *giggling and kissing his head*

Asmo: *grabs and kisses you* MC, if you want, I can be your actual first tonight.

Mammon fell to his knees. He wanted to barge in and scream. He wanted to wrestle Asmo to the ground. He wanted to break his face for saying the words that were special to him and you. But your response had him paralysed. You...accepted him. You agreed to be his.

Silent tears streamed down his face as he watched you embracing Asmo, peppering kisses all over his face, running your hands through his hair, laughing and frolicking in the water with him. The colored moonlight through the stained glass danced on their skin like a scene from his favourite movie.

At his best

He cries to himself for days. Spends as much time outside as he can.

Maybe he is an idiot for thinking he had a chance with him. How could he compete with Asmo's charms.

Maybe it hurt more because Asmo didn't even have to use his charms.

Only ever tries to talk to you if he's sure your alone. One time he barged into your room and caught you and Asmo tangled up together and it broke him all over again.

He watched as you twirled around in a new outfit Asmo bought. He scoffs. He could have bought it for you too.

You both look so cheerful and in love, he decides to accept it. For the sake of his little brother and the human he loves.

At his worst

Breaks down and lets his emotions out in the worst way possible. Too desperate to win you back somehow.

Asmo and you were just telling Solomon and Simeon about your relationship when Mammon barged in through the doors of Purgatory halls.

"MC look! Look what I got you!" He came in all ragged. He knelt down and pulled out a ring. "Take me instead! I was your first wasn't I MC? Don't let him take my place please!"

"Mammon no... No please don't be this way...I'm sorry..." You kneel down next to him as he screams and sobs like a child. You feel guilty. You caused this. You lead him on. You fight your own tears as you keep apologising.

Asmo yanks you up and wraps his arms around you, staring down angrily at Mammon. "Mammon, leave."

Mammon lunged at Asmo. "I was going to tell them. That night was our movie night. You stole that night from me. YOU STOLE MY CHANCE AND MY MC!"

Asmo mocked at him with a sardonic laugh. "You still assume MC is yours without even telling them. You kept lying about your feelings and hurting them in the process. And yet, when they finally look happy, you come and make them cry. You are a scumbag Mammon."

Mammon looked at your tear stained face, nestled inside Asmo's arms and wings. He really felt like nothing but a scumbag.

Leviathan : Belphegor

Levi fell in love with you since your first act of kindness. As a shut-in whose only conversations were with his own eccentric and dismissive brothers, you were an angel who had brought him the gift of true companionship. Honestly he was okay being your best friend, until the day he started craving more. So he decided it was time to tell you.

'MC come to my room! I have a new game to show you!' It was a virtual dating game where he was going to confess digitally. You always loved his creative ways of doing simple stuff after all. He decided to play your favourite game while waiting for you. He even left the door ajar. Now he wished he didn't.

Belphie: MC do you have a minute?

MC: Yeah I was just heading to Levi's room what's up?

Belphie: I think I fallen in love with you, MC.

MC: .... Huh?

Levi almost burst out laughing hearing Belphie's confession. What kind of a bland confession is that? How can someone say that so easily? No that was definitely a joke on MC or something. Surely MC wouldn't take this seriously.

Belphie: I had a dream just now. About you.

MC: Uh huh?

Belphie: In that dream, we were up in the sky, among the stars. And you looked so pretty glittering along with them all. So I kissed you impulsively. And you kissed me back.

MC: ...that's a sweet dream. *blushes*

Belphie: *takes your hand* I woke up and my first thougt was I wish that was real. And then I realised it can be.

MC: ...

Belphie: I want to be able to kiss you always. I want to be able to take you far away. I want all your time. I love you MC. Be mine.

MC: Belphie I-

Belphie: I know, how can you possibly love your own murderer...? *Sighs* I cannot undo what I did. I'm sorry MC. I can only swear that I won't ever let that happen again.

MC: *smiles and cups his face* You were locked away for 3 millenia I can imagine your endless anger and grief for your sister. I forgave you long ago.

Belphie: So does that mean you'll accept me?

MC: You're already mine, silly. And now I'm yours. You're the only one I can relax with in the whole realm.

Belphie: MC... Come here. *holds you close and kisses you*

Levi's game screen displayed the message "GAME OVER: You lose". Levi couldn't see it clearly. His vision was blurred by the tears brimming on his eyes. You and Belphie looked to distant shadows on the moon.

He blamed himself for even thinking he had a chance with you. But maybe just...maybe if he had gotten there before? He stared at the screen and then at his spare console that he had declared yours. He picked up it, and locked it inside. Probably won't be needing it anytime soon.

At his best

He barely comes out of his room anymore. He tries to return your smile at breakfast but then returns hurriedly, leaving Beel to finish most of his food.

"Are you sure you want to play games? Wouldn't you rather go up to the attic" He mutters under his breath sometimes and then says it's nothing when you ask him.

Pains him when he sees you curled with Belphie in random places, dozing off. Might cover you with a blanket. Just you though.

Spites Belphie. A lot of people have said they look and act alike. But somehow you like sleeping more than anime and gaming?

Just accepts it as his fate. Atleast he's still your best friend, right?

At his worst

He's called the Avatar of Envy for a reason. He can barely hold it in seeing the both of you together constantly.

Belphie you and Beel were having a jolly time watching a movie and eating snacks while Belphie slept curled up in your lap. Levi happened to walk in while you were rubbing Belphie's head soothingly.

For some reason, Levi couldn't hold it in anymore. "UGH YOU FUCKING NORMIES!" he screamed out of frustration.

Belphie woke up drowsily when you stopped at stared at Levi holding back tears in the doorway. "Levi..what's wrong.." you call out to him.

He barges in and pushes Belphie off you and grabs your hands, tears falling and him screaming. "Why do you care, MC?! I'm a just disgusting shut in otaku right?! But guess what even as that I do more than just sleep and drool all fucking day! AND MORE IMPORTANTLY ATLEAST IM NOT THE ONE WHO KILLED YOU! So why him? WHY NOT ME MC?!"

"Levi...no..." You plead with him to calm down, tearing up yourself. You should have known. You should have known this would happen.

Belphie violently pushed Levi off you and grabbed him by the collar. "You were the first one to attack MC in this house. And I'm sure you would have killed them if not for Lucifer. So stop pretending you're better than me, you ridiculous creep. A shut in like you is worthless. The only thing you're good at is making MC distressed."

Levi looked at you trying to pull Belphie back, tears streaming down your face and hung his head low. It was simply an Otome game and MC didn't choose him.

Satan: Solomon

Satan took his time to fall. With late night studying session, every cat cafe date, every trip to the museum - he fell more and more each time. To the point where he wanted to spend every waking moment with you. And he was ready to tell you.

For a whole week, he kept writing and scrapping the perfect love letter for you. Then he realised you were someone who preferred simple honesty. "MC please wait for me in the library I'll be there shortly." He'd said before he dashed out to bring a boquet of your favourite flowers and a book which reminded him of you. He'd almost made it to the library, he saw you waiting inside for him eagerly. That was until someone flew in through the window.

Solomon? What's he doing at this hour? Satan peeked in through the half open library door. He wanted to be alone with you so he'd wait till Solomon was gone. He shouldn't have waited.

MC: Solomon! You scared me silly!

Solomon: *laughing* Your face just now MC...so adorable! Like a scared kitten!

MC: You wooshed in through the window!

Solomon: Okay okay my bad. Now what are you doing in the library so late at night. I went to your room and couldn't find you.

MC: Oh Satan called me out here. Told me to wait for him. Maybe there's a new book he wants to read.

Solomon: Do you guys do that often? Reading books this late?

MC: Haha yeah usually we just read in my room or his at night, in case we fall asleep.

Solomon: *sigh* So unfair.

MC: What's unfair?

Solomon: You and I are the only humans here. Why did they put us in different houses? Shouldn't we... be together more often?

MC: Well logically yes we should. Just classes and magic lessons aren't enough! You should live here too!

Solomon: I doubt Lucifer would be okay with that. But well.. here's the real reason I'm here now. *brings out a little basket*

MC: That's...that's a kitten! Hi baby! What's her name!?

Solomon: MC.

MC: Yeah what?

Solomon: No I named the kitten MC. This way I get to call your name as much as I want haha. The silly things us humans do for love, huh?

Satan had a sick feeling in his stomach. Watching you and him sitting in the moonlight, surrounded by books, cuddling a kitten and confessing...that should be him. Him not Solomon. He didn't like where this was heading. But just like you can't help but stare at disaster - he couldn't look away. What was MC going to say...?

MC: Solomon... *blushes*

Solomon: Does my affection scare you? *reaches for your hand*

MC: Of course not...I.. *gets closer and intertwining your fingers together*

Solomon: Is this your way of showing-

MC: *blushes* Yes. I love you too.

Solomon: I believe I've lived for a 1000 years just to hear those words. *kisses you against the bookshelves*

MC: I believe you've gotten 1000 years worth of romantic lines stored away in that head of yours. *Laughs and kisses him back*

Solomon: Let's take this to the moon shall we?

Satan watched as he took you and kitten in his arms and flew out the window. Satan rushed in not wanting to lose sight of you, dropping the flowers and books. Balling his fists, he choked on his angry tears as he watched you both laughing and kissing against the bright light of the moon. He felt like his own happy ending was stolen from him.

When you disappeared from view, he let out a blood curdling scream, pulling at his own hair and knocking over the bookshelf against which Solomon kissed you. The wrath inside him made him thrashing around in pain, burning him inside out. The flowers he dropped, lay there next to his sobbing body, wilting in his pain.

At his best

He manages to put on his best fake smile and go about his day. Tries hard to hide his annoyance if you bring him up.

But you seem so happy and you often invite him to new cat cafes and shelters. So despite Solomon's presence, he feels calm because of you and the cats.

Is secretly happy you get to spend more time with him than Solomon. Takes advantage of that and hogs you all to himself while in the house

While he can't hold or kiss you the way the Solomon does, you're here next to him, reading his recommended books. That's enough to soothe his yearning heart.

At his worst

The war for love is on. He doesn't care if Solomon already won. He will still declare his love no matter what.

It started out as subtle, he did what he knew Solomon couldn't. Cooking MC's favourite dishes whenever it was his turn to cook.

Tries to subtly reinforce his intelligence over Solomon when you're around. What's 1000 years of knowledge worth, Satan has been there since the first millenia ever

But the day Solomon and you announced you'll be moving to Purgatory Hall, he charged at him, his demon form angry and glowing. "How dare you think you can take them away from us? You think you can win against us... against me? You may have taken my chance with them but I won't let you take them away! They belong here with me!"

You inched closer to Satan's form. You'd never seem him this angry. "Satan please calm down-" Satan wasn't listening. He let out a feral growl and attacked Solomon.

Solomon held MC by his side and made a protection shield Satan couldn't get through. You started crying, watching his wrath take over, he must be in so much pain.

Solomon felt you curl up against him in fear and guilt. Gritting his teeth, he grabbed Satan by the scruff of his neck, like you'd do with a misbehaving cat.

"You say you want to protect them and yet look what you did instead." Solomon said. Satan looked helplessly at you, crying with your face buried in your hands. Glancing at his horns in the mirror, he called out to you sadly, "MC..."

Solomon creeped closer and said in a deadly low voice. "You love fairy tales right Satan? Well in the story of Beauty and the Beast, they could only be together because the beast was actually a human." And Satan was far from being a human.

Asmo : Mammon

It happened the day Asmo looked into the mirror and felt something missing. Suddenly his own reflection wasn't enough anymore. He pondered what it was when you happened to walk into his room and hug him from behind. And then he found the missing piece. You. He simply had to make sure you would become a part of him now.

Now contrary to popular belief, he did get nervous while thinking of proposing. This man is all about lust and a little kid when it comes to love. It's a whole new emotion and he's unsure how to deal with it. With some advice from Satan's romance books he lights your room up with candles, groomed himself perfectly, waiting for you to return to your room. Only you don't come. "What's taking MC so long?!"

He headed out and found you in Mammon's room instead. Asmo saw in the reflection off the mirror, Mammon's shirt off and him lying on his front as you poured ointment over his scars.

Mammon: Oi MC please don't be so upset...

MC: You didn't deserve this. You didn't. I did.

Mammon: MC, not again.

MC: You took my punishment. You took the blame for the broken vase for my sake.

Mammon: I didn't want ya getting hurt ya stupid human!

MC: Don't be calling me stupid and then go off doing stupid stuff yourself! *cries*

Mammon: MC...no don't cry. Please I'm sorry.

MC: Don't apologize for this! Mammon you're too kind... You keep taking blame for others, and the others just UGH.

Mammon: I've gotten used to Lucifer's punishments, MC! I'm more used to it than my brothers so I can take it!

MC: .... You're such a sweet big brother. You can't stop protecting the people you love, can you?

Mammon: *turns around to lie on his back* Now you get why I need to protect ya, don't ya?

Asmo's eyes flew open as did yours. Mammon just confessed to you. Albeit indirectly, but really did. But he felt pity for his older brother. Sure he was caring and sweet sometimes, but mostly he was a thief and a scumbag who constantly gets into trouble. He didn't stand a chance against Asmo's charms.

MC: Mammon... You silly demon. I love you too. *Lays their head on his chest*

Mammon: *blushes and coughs* Of course ya love the Great Mammon, human!

MC: *smiles against his skin* Swear to me, you won't ever do that again else I will fight Lucifer myself!

Mammon: *smiles* He's attacked ya thrice and yer face still loses its colour whenver he's around and yet yer thinking of fighting him for my sake, MC?

MC: OF COURSE!

Mammon: But I don't want that. Ya did too much for all of us when ya sacrificed your life to bring Belphie back. I should know, I held ya in my arms. *Tears up* Ya know ye were smiling still?? So calm and undisturbed as if ya didn't care what happens to ya now that all the brothers are together?

MC: You caught me...

Mammon: And I never want to catch ya like that again, get that human!? I will be a good protector as I was meant to be.

MC: Mammon... you're far too kind to be a demon. *Kisses him and gets on top of him*

Mammon: *grips their arms and holds them close* Stay with me tonight.

Asmo watched as you nodded and took off your top and lay down over him again, your skins in gentle and intimate contact and you both wrap your arms around and you presses kisses onto each other. The moonlight danced on your entangled bodies.

He stared and stared, his insides burning with an alien feeling. He hadn't known envy till you came along. His signature move would be to call both of you out and suggest a threesome, but what you both seemed to have was impenetrable. And in the mirror where he saw your reflections, he couldn't see himself.

At his best

This demon had never known love. He might have if Mammon hadn't decides to confess that very night.

But who cares? What's done is done. It's time to root for the both of you. He still has his followers to turn to.

"Mammon finally confessed huh?" He asked jokingly. Until he saw you blush and nod.

"You both must have fun together huh?" He says with a dry laugh.

Your hugs and headpats still keep him going. He takes you buy new dresses knowing it's to impress Mammon instead.

Tries so hard to conceal his tears and tantrums around you. He doesn't want to lose the small part of you that he had left.

At his worst

He cannot stay home. The sight of you both together makes him irritated and stressed both very bad for his skin.

He drinks and parties uncontrollably, bringing home demons and succubi that always seem to resemble you.

One night, Lucifer had enough and caught him by the collar, forbidding him to go to his room. Asmo giggled until Mammon and you showed up.

He swiftly escaped Lucifer's grasp and lunged at you, holding your face between his trembling hands. You look at him closely, his make up was messier than usual, the cresent underneath his eyes was darker than usual.

"MC...look at me. Look at only me. Just for a little while." Asmo said and his eyes glowed. He'd turned on his charm on full force as he leaned into you for a kiss.

Mammon pushed him back and stood before you protectively. Asmo fell back, laughing like a maniac. "Stupid Mammon they are with you out of pity! How long do you think you can make them stay with that stupid brain and sub par beauty?"

You teared up and screamed, "Asmo stop saying things like that! You dont even know anything about him!" Mammon hugged you tight, trying to calm you down.

And then in a lowly growl he said, "Asmo don't let me see ya laying a finger on MC again. Ya would see how people really see ya if you learnt to look away from your own reflection!"

But Asmo did. He did look away from his reflection. He looked at you. Only you didn't look back at him.

Keep reading Pt. 2