#Somehow they ruing their relationship with him in both resets

[whosthere54]

Ruin by the Amazing Devil is prison duo coded. In this essay I will-

[undertaleimaginationland]

What about a SO that always encourage the lazybones (UT/UF Sans & US/SF Pap), complimenting them with many sweet quotes, gestures, saying how cool they are, because SO want to pump their self-esteem. SO often say how proud they are of the boys. (BONUS: what if SO are actually a therapist/ Psychologist wanting to help their mental issues?)

Daww this is great

Undertale

Sans-

Sans does the same thing with his bro to keep him pumped and confident, but its a different story when the compliments are thrown right back at him. With you always affirming him of his worth and value in this world, he gets this much closer to actually believing it himself. He also looks like a cute little blue lantern when you tell him how cool he is; it reminds him of Papyrus and if you value him as much as he values Papyrus, then that makes him feel a lot more secure.

Annnd somehow, the psychologist occupation failed to surprise him. No wonder you had this whole encouragement thing down to the bone. Hell, he figures if you don’t have a future in pshycology, you could’ve made hella cash by being a personal trainer.

Though he appreciates you trying to help, it’ll take him 5ever to fess up about the resets and nightmares. Its just too touchy a subject for him to talk about.

But somehow, he had a hunch that you already knew about those.And the boy was right. You knew, and you were determined to make him crack!

Underfell

Red-

Oh my goodness, please don’t compliment him in public. It makes him feel like a chubby weakling. But at home? By all means. Please compliment him in private. As much as he’ll mumble and grumble about you lying, he really does appreciate your sentimental compliments and affirmations. It almost makes him feel like he matters.

When he figured out about you psychology background, he froze up. How did he not see this before? The kind words, the great ability to listen, the patience… He feels even more like an idiot.

He’s extremely hesitant to spill the beans on his true inner issues (such as his nightmare +more), but with enough patience and coaxing, you might be able to reach him.

Stay Determined, S/o! He’ll open up to you with fully earned trust in due time.

Underswap

Stretch-

Stretch is a sucker for the domestic crap, so please do keep the flattery comin’. He’ll definitely throw some compliments right back at you because he loves you so and he’s a natural flirt. Couch cuddles become especially intimate as you and him whisper your flattering words and flirtatious encouragements to each other. It feel… nice, you know?

And like UT Sans, he is not in the least bit surprised when it comes to you being a psychologist. In fact, he somehow knew from the beginning of your super cereal relationship that you were some sort of mental health specialist. Its really no biggie to him.

When you try to help out with his health, however, he becomes a tol ball of internal screaming and anxiety. Why would you need to know about his personal brain biz? Oh wait… that’s your job (both as a psychologist and his partner). He’ll tend to give you extremely vague answers when it comes to counseling sessions, until he finally cracks and tells you everything.

Its both heart-wrenching and relieving to see him so… emotional for once. You’re one step closer to cracking down on his inner issues. Good on you

Swapfell

Rus-

Rus’ self-worth is as much as a wad of gum on the sidewalk, so for your sake and his, please continue your flattering ways. All he wants and needs is some sort of acknowledgement of his being and he’d live a happier life. Plus, its especially uplifting when the words of encouragement are coming from YOU, his deity.

Rus is not an easy person to lie to, so him figuring about your supportive occupation before you told him was pretty inevitable. He finds that sort of detail about you endearing, knowing that you go about your day fighting the inner evils of other people.

Annnd then you try to help him. Ho boy. He dares not to tell you about the full wrath of his nightmares (not wanting you to carry that sort of baggage), but he’s more than happy to talk about his self values and whatnot. It actually helps his confidence out quite a bit and since he’s talking about himself, you might as well talk about yourself a bit too, right?

The whole process of the counseling sessions not only strengthen himself, but your relationship as well.

[skelliesandfriends]

Can I ask about the UT/SF/UF skelebros best friend headcannons are?

They’d be great friends. Mostly xD

     ~ UndertaleSans (Sans/Classic)

~ Best science pal ever. He’s always super excited to talk about science stuff. Not super into science? No problem! He’ll tell you all about his recent stuff in terms you can understand. Alphys is usually too busy to listen to stuff, since she’s got Undyne and her work, on top of her own personal life.

~ The only person he trusts with his nightmares, and the truth about the resets. It gets to the point that Papy calls you when Sans has a nightmare or shuts himself in his room. You’re the only one that can help.

~ Platonic cuddles. He loves platonic cuddles. Just on the couch, watching really bad movies, making fun of said movie, and cuddling are his ideal hang out night. Warmth is always appreciated.

Papyrus (Papy/Papyrus)

~ COOKING TIME! Please teach him how to properly cook. I don’t think Sans could handle another person trying to burn down his kitchen. Regardless, cooking together is a best friend activity! He did that with Undyne before she got too busy.

~ Sleep overs gallore! Movies and healthy snacks! He’s so excited to spend time with you that he just can’t help it! Honestly, though, you’re the only one that knows how insecure he really is. Please talk with him while you are hanging out. He needs an honest talking buddy.

~ Working out! If you can’t handle working at his level - no one can, really - then he’ll just carry you. He couldn’t possible leave his best friend behind!

     ~ UnderfellSans (Red)

~ How did Red even decide to be friends with you? Chances are, it probably happened when he was drunk. Thanks for not killing him when he was so drunk that it would have been so easy to dust him.

~ He practices his best flirts on you, simply because you both know its platonic and you’ll give him an honest opinion. It’s nice to have someone that’s not afraid to tell him like it is. He never got enough of that underground.

~ Red crashes at your place to get away from his brother. It’s a nice way to let things cool down at his own home, plus he gets to hang out with you. If he wants to relax too, he might take you to Grillby’s. He’s probably going to get drunk again. It’ll be like when you met!

Papyrus (Edge)

~ Chances are, this relationship started just because Edge needed someone to teach him about humans. He was starting to get sick of the constant berating he received for acting ‘incorrectly’. As it went on, he started to view you as someone important to him. Lucky you.

~ He likes to have you test his puzzles for him, though he always removes whatever possibly deadly addition was there before you try it. You’re one of the few humans he doesn’t want to kill.

~ People who are mean to you tend to suddenly… vanish. Occasionally, you’ll see them around, but they turn tail and run. Huh. Wonder why they would do that.

     ~ SwapfellSans (Black)

~ Let’s be honest, here. Black probably threatened and/or made fun of you when you first met. Whether it’s because you were somewhat submissive or talked right back to him, he decided that you were okay. Black doesn’t have a lot of friends. Most are only his ‘friends’ to get in his good graces. The fact that you don’t share that same concern immediately make you his best friend. Regardless of your status, whenever he wants to relax and stop keeping up his facade, he’ll kick Rus out and call you up.

~ He tells you everything, even things Rus doesn’t know. It’s not he doesn’t trust his brother, but he doesn’t want to give his brother anything more to worry about. You, on the other hand, seem to always be ready to listen and help lessen his burden. He’s not fond of putting his problems onto you, but he’s grateful that you’re there. You can talk to him, too.

~ Where’d all those people who made fun of you go? One of them was one you knew sort of well, despite not liking them. Oh? Why’s there a missing person’s report out on them? Have you heard anything, Black? “NO.”

Papyrus (Rus)

~ He’s willing to go outside more often to hang out with you. He doesn’t quite understand why someone like you would want to spend time with someone like him, but he wants to work to keep this going.

~ He’ll never refer to you as his best friend. On top of worrying that it will offend you somehow, he doesn’t want to decide that on his own. What if he says it and you don’t agree? If you call him your best friend and he sees or hears it, he’ll be so happy.

~ Similar to Red, he’ll use your place to get away from Black. However, chances are he feels a need to reimburse you a bit. He’ll bring food from Muffet’s, probably buy a couple movies that now belong to you, and a gift or two. If you finally convince him that he doesn’t need to, he’ll still bring food.

[enchanted-flowers]

Alright, time for angst and feels (just as I promised, dear~). Hm, let's go with mix today (US + UF Skelebros + SF Pap + UT Sans). So, imagine they had a child with their S/O, truly happy times, but unfortunately they lost it prematurely (around age of 10) to a tragic accident or disease (cancer maybe) and they couldn't save it. So, kid is dead, S/O in deep depression and grieving... Go! (How's that for heart clenching?)

let’s say the kid died from a car accident

tw: drugs, suicide, alcohol, panic attacks, violent imagery

Underswap

Sans

Blue has always looked on the bright side and see an unfortunate event, though as sad as it can be, a step toward a brighter future. But this? How is he supposed to recover from this?! What bright future can possibly come from the loss of his child? After losing them, Blue’s not Blue anymore. He barely puts any effort in training, he stops eating healthy and resort to instant food because he doesn’t feel like cooking anymore, and he even took up Stretch’s smoking habit. He tries his best to be there for you, but he lost the love for life. He still loves you of course, but life in general? Everything is so gray now. 

It takes the support of all your friends and family to lift you two back up again, and even that takes years. Blue can’t even look at a child anymore without feeling a hole in his heart and he becomes extremely clingy to you because he’s afraid that he’s going to lose you too. Eventually, Blue does get better, but he will never be the same, hopeful ball of energy again. 

Papyrus (tw: drugs) 

Stretch tries to be there for you, he really does, but he does it in a way where he repressed all of his feelings so he could tend to you. Instead of grieving together, he’ll just take care of you and act like it doesn’t affect him. Multiple family members have approached him about this, asking if he’s okay or if he wants to talk about it, but he brushes them off with a simple, “I’m fine”. Stretch keeps this act going until you’re better, and sometimes, he’s in denial  that he ever had a kid. When asked about what happened, Stretch will give them a confused, blank stare for a moment, then shrug it off, saying that he doesn’t want to talk about it. 

But, all those repressed feelings, one day, they all just come pouring out. He doesn’t even know what triggered it, maybe it was the sound of children’s laughter at the park, maybe it was seeing a child’s shoe, or even just a gust of wind brushing against his hand, reminding him of what it felt like to have them hold it. He has a panic attack right in public and you had to calm him down enough to take him back home. Stretch is not fine. His smoking habit kicks in and his addiction gets worse and worse to the point where he’s not even sober anymore, just as high as a kite all the time so he doesn’t have to face reality. You’ve tried getting him help and going to group meetings, but none of that helps. He just sits on the couch all day doing nothing and sometimes, he can’t even feed himself. You love him and he loves you, but this isn’t even a relationship anymore, you two are just sad and tired and there’s nothing you can do. You think about leaving him sometimes, but he’s done so much for you to help you cope, shouldn’t you do the same? But it looks like there’s no hope for him and it’s affecting you. What is your choice?

Underfell

Sans (tw: suicide and alcohol) 

After his kid’s death, Red loses it. He snaps at anyone that comes near him, including you, and will attack if anyone dares mentions his kid’s name again. He frequents Grillby’s often when he’s kicked out, he’ll just go to another bar. After spending all of your joint savings on drugs and alcohol, you two had to sell your house and move somewhere cheaper, without the support of your friends. This is Underfell, not many are so keen on helping out with grief. Besides, loved ones get dusted everyday, your family is no different. Red pushes you further and further away, sometimes downright threatening to attack you, though he never would. You two get into fights often, neither of you handling the anger well because you’re both hurting, have no support, and your financial situation has gone to shit. 

So you leave him. This piles on your pain, but staying with Red will only make things worse so you just leave. Red expected this a long time ago, but that doesn’t make it hurt less. He loved you, he fucking loved you, and you left him at his lowest point. What happened to “until death due us part.” Oh wait, it did. With you out of his life and his child gone, Red drowns himself in alcohol and jumps off a bridge. 

Papyrus

Fell doesn’t exactly know how to cope, and yet somehow coped the physically healthiest out all the skeles, though it’s not perfect and he still is messed up. He doesn’t fall to drugs or alcohol or some other form of debauchery, but instead he pours himself into his work and training so he doesn’t have to think about this grief. His hours grow longer, his magic grows stronger from the extra training, the bank numbers grow higher from his extra work ethic, but still, neither of you are happy. Fell doesn’t even speak to you anymore other than mindless, tired grumbles and nodding. He doesn’t help you with your grief and he won’t let you help with his. You even tried picking a fight with him but he just looks down on his paperwork and sips his coffee. 

One day, you decide to leave, and Fell doesn’t even notice until he job forced him to take a day off and he looks around, staring at all the empty space, the cold rooms, the forgotten pictures, and wonders how did his beautiful family ever come to this. 

Swapfell

Papyrus

Rus is there for you and you are there for him. Neither of you need the support from others because you two have each other, and although your loss tremendously shook your relationship, you two stay strong through this. Sure, his smoking habits spike up and you find yourself sobbing against the kitchen counter, but you’re always there to take the smoke pack away from him and he’s always there to hold you and cry with you. 

But despite coping in a healthy grieving process, you two become entirely dependant and clingy with each other. If either of you go a day without seeing the other, the panic attacks start and don’t settle down until you see each other again. Everywhere you go, he goes. You two think about having a child again, but due to your panic attacks whenever separated, neither of you think that’s a good idea.

Undertale 

Sans (tw: violent imagery) 

Classic has been through a lot. Between the repeating timelines and watching his brother die over and over, his child’s death has got to be worse because this time, there is no reset, no second chance to make things right. Sans goes through the same thing as Stretch, where he repressed all his feelings so he could be with you, but you and your friends are adamant about getting help and soon, you two go through counseling every week to help with your grief. His nightmares gets worse; sometimes it’d be his child’s horrific death, or the human slitting their throat. It gets so bad, he sometimes might even attack you during his sleep and the only way to calm him down is to wake him up and get Papyrus. 

Sans lost all of his motivation to work and even though his boss has given him a break because of what happened, he eventually gets fired. You and him get into fights about money issues often, but at the end of the day, you two still love each other and understand the grief. But your income isn’t enough to support the both of you, so you two move in with Papyrus and the others help out as well. It still takes a long time, but Classic heals faster than any other skele because of the support he receives, but is still traumatized by what happened and never has another kid again.