Okay, how would I have to bribe you to share more stuff about Caleb/that extreme fantasy you mentioned? That scenario with him was so hot 👀

:’)!! pls feel free to send another ask about his most extreme fantasies cuz this got looong already!! i kinda wrote a similar post to this before but i feel like the way im writing him keeps changing little bits LMAO

notes: implied dubcon, implied abuse, incredibly unhealthy coping mechanisms, suicidal ideation (kind of,, more like just a general death wish)

Abuse is what Caleb wants, but it’s not what he needs.

Ever since his first love left him with a scarred heart, inside and out, it’s the only way he knows how to get attention. In his essence, Caleb is a very, very lonely person, who yearns for whatever attention he can get- And, over time, this is the way he’s deemed the most effective, as unusual as it is. (That doesn’t mean he’s still not a creep and can’t be manipulative, though.) Fear is not the kind of response he wants, and if that’s what he gets, he’s quick to back off. What he wants is aggression. He’ll hit on people who are clearly dating and out together, just to get someone to yell at him or throw a punch. He uses the sketchiest dating apps and websites for hookups, basically telling them there are ‘no limits’ and dealing with the consequences as they come to him. If he ends up in a situation he doesn’t like, it’s his own fault, right? He’ll wander the streets late at night after being kicked out of someone’s place, long after public transport has stopped running. Even if it did, he wouldn’t have the money to spare. 

This is as far as he’ll get with anyone, he thinks. This is all he’s good for, and all he’ll ever need. And he adores it! He genuinely does!! He gets an incredible kick out of it, and could cum from getting the shit beat out of him. The risks are no deterrent to him. He expects to end up dead in a ditch one day, or locked up in the back of a van and kidnapped. Caleb’s only surprised it hasn’t already happened. He couldn’t imagine a more fitting and deserving end for himself. He’ll die doing what he loved. What else does he have going for him, anyway? It’s enough. It’s what he tells himself. 

(But then why... Why does it hurt every time someone kicks him out, or treats him as disposable? When he returns home and texts them, only to find himself blocked? Why does his heart race whenever a decent person comes along, who actually patches him up after one of their ‘sessions’? Lows always follows his highs, and it always ends up with him feeling utterly dead inside.)

Caleb is not easy to love. He’s a lot more closed off and private than one would guess from his shameless behaviour. Any genuine kindness will be met with resistance, showing the absolute worst of himself, enough to scare most people of. It’s his ‘test of loyalty’, if you will. He wants to know if you won’t leave him before being vulnerable. Love won’t ‘fix’ him either. (One could argue it makes him worse, in ways.) But once you have him ensnared, he’s yours: Forever.

Pssst... you said you wrote things for that loser yandere of yours ? Care to share please i'm very interested 🤤

cw: choking mention (this is an older writing post. pls don't send me asks involving choking, thank u!), death mention, noncon mention

"You... You said I was gross, right? I know I am- I, I-" Caleb's breathing so fast he needs to take a moment to calm down. A laugh, closer to a giggle, leaves his mouth. "I'm glad you agree! But you said that- That you wanted me to stop following you around...? T-that I can't just keep trying to smell you...? I- I won't stop if you don't do anything. Definitely not."

His hand is wrapped around yours in a crushing grip, pressing your fingers down against the bottom of his throat. The flesh pulsates in time with his racing heart. He's shaking, not even crossing his legs to hide his arousal or keep himself from smiling as he stares straight into your eyes. You take a step back. In return, he takes three steps closer. Pressing your nails into his skin, you shudder as you feel him swallowing.

"Punish me. You want to make sure I never go near you again, so-! P-please... You're angry. You have to be, I'm disgusting and I've been stalking you and stealing your things, s-so... Take it out all on me! I'll-" Momentarily, he bursts into breathy laugher again. "I'll be your punching bag... Choke me, beat me into a pulp, insult me, 'r-rape' me..." His voice climbs higher and higher as he lists them. He's drooling, moving your hand up and down so you're clawing his neck raw.

"I don't care what you do! I just want it to be you!"

in between commission stuff i am having brainrot about my personal little blorbo again <3 just a few sentences

notes: CONSENSUAL SN-FF FILM (CONSENSUAL MURDER) ROLEPLAY(? with caleb as the victim, obv <3) humiliation, implied unhealthy relationship 

filming the intro to caleb’s personal snuff film! he looks like a wreck, face flushed a deep red that runs down in blotches to his neck, eyes never meeting the camera for a moment, and constantly twitching. for a bit, you make him talk about how pathetic you think he is, and how much he deserves to die in the worst way imaginable. how his family will be so much happier without him leeching off of them.

when you ask him how he wants you to hurt him, it’s like he becomes a different person entirely. he’s smiling, wide, and rambling about what type of blade he’d like you to use (blunt, short) and which body parts he’d like you to maim first. maybe... maybe that ‘s too needy of him, but he needs you to take his time with him. he wants nothing more than to slowly bleed out underneath your care, rather than be taken out instantly. take his fingers, his arms, then his legs... inject him with adrenaline when he almost passes out, and slap him back awake. he wants you to kiss him as the light bleeds from his eyes, to suck in his final breath through your lips and take it as your own. 

Secret confession: I'm still thinking about your oc Caleb and I want to wreck that boy 👀 If he's so desperate to be taken apart, then why not fulfill his wish?

CALEB !!! he is my personally created freak <33 one day i will make a post explaining how his brain works and why he's Like This (if anyone wants to hear me ramble LMAO)... have this kind of little,, fantasy thing of his, i suppose? notes: cnc, blood, knives, biting, humiliation, overstimulation, choking

Caleb just wants you to use him!

To pretend that you're breaking in and finding him curled up in bed, and deciding that he's too pretty not to abuse. You put your hand around his throat, squeezing down hard until it feels like his eyes are going to pop out of his skull. While he’s heaving for air, you cut off a part of your shirt to bind around his mouth To keep him from screaming. (Though you both know he never, ever would. But perhaps he'd be moaning loud enough for the noise to be comparable.)

You've been waiting for something like this to happen, haven't you? You whore. You tell him as you climb on top of him, cutting away his clothes. Staring at the plethora of scars adorning his chest and arms, you laugh. And I haven't been the first one to get to you either, clearly. He's so hard already, bucking his hips up into the air, but you elect to ignore him entirely. You put the tip of your blade against the heart cut into the middle of his chest and trace it as he whimpers and whines. He can’t for a moment pretend that he’s not enjoying this, and you hadn’t expected him to.

He wants you to force a toy that's too large into his hole, buzzing and pressing against his prostate with every move as you milk him dry until his balls are empty. Every time he cums before he gets you off, he gets a 'punishment'- A new cut added to his chest. He wants to hear an endless string of insults coming from your mouth but, in the end, you cum around his cock anyway. He’s not satisfied until he’s passed out from exhaustion.

Hiiiii <3 i was wondering what your oc caleb would do if he let himself be vulnerable with someone he trust ^-^, also how good is he at aftercare ?

Earning Caleb's full trust takes a looong time. (You definitely have to get him some therapy as well.) Now, getting him to like and be attached to you is not very difficult- A bit of genuine attention is enough for him to latch on. But getting him to trust you is a different matter entirely. In the back of his mind, there's always a nagging thought that you don't really like him. That you'll disappear again soon enough. This is the main reason he acts as desperate as he does.

Sex is the one thing that, over the years, has gotten him the most attention. It’s what he falls back on with you as well, and he might be pushy as a result. If he fully trusts you, his sex drive will go down because he no longer feels like he has to make himself useful to you. His masochism will never leave, but he’ll be able to set his own boundaries, rather than let you do whatever you want. Plus, he starts to actually recognise what he doesn’t really like. He doesn’t try to make you hurt him anymore since it’s what he’s used to. Letting you be affectionate with him in general is a sign that he trusts you.

Because of how secure he feels, he becomes generally happier! He has the energy to better take care of himself, and tries to find a job again at some point. 

Caleb sucks ass at aftercare, though. He’s often had less than stellar aftercare himself, and he’d get very uncomfortable when someone genuinely put in the effort. You’d actually have to sit down with him and tell him what you want out of it, or make him read some articles or something.

everyone thank @dei-os for amazing, nutritious caleb food <33!!!

bet caleb wouldn’t even know what to do if someone were to just try and date him the “normal” way. taken out and wined and dined and receiving flowers. tries to send dick pics? gets a like but also a paragraph asking how his day is. wants bondage play? sure, but he’s also getting aftercare and cuddles. caleb out here trying to be freaky and accidentally stumbling onto a healthy relationship is just hilarious for absolutely no reason.

You're right, he'd be at a complete loss.

Caleb's scared of getting too attached. He fucks around with people and has them do weird shit to him, sure, but it's never anything more than that. If that's the only time he sees them, then that's something he can live with. It's okay. He knows what kind of game he's playing. As long as he no one tries and actually gets to know him, he won't get his feelings trampled on. Won't expect too much out of what is ultimately shallow.

But you're... You're being nice. You invite him over and he's expecting to get his ass wrecked but you're all dressed up and roses in hand. (He's wearing like sweatpants and a gross hoodie. Save him.) Offering to take him out for a nice night. It's okay if he doesn't have the money, you didn't tell him beforehand, so you'll pay. He's usually such a chatterbox, but you've left him completely tonguetied. Kicking his feet underneath the table and nervous about every question he answers. Every honest answer is going to show how far away from dating material he is. (and he shouldn't care. he shouldn't even be considering it. but the truth is, he really is just so fucking lonely.)

He knows he's falling way too hard for you when he stumbles out of your bed, rope marks still on his skin, shuffling off to get his clothes. But you reach out and pull him back by the wrist. Where does he think he's going? You're not done yet. And he's just like. Oh, wow. He's not sure he could cum again, but he's not going to miss out on a chance to get touched more. Then you pull out the cream and ask him where it hurts. He's taken so off guard he just sputters, so unable to speak he points to the spots instead. When you press a kiss to his cheek and have him be the little spoon, you won't see he's tearing up.

You've dug your own grave, really. He's learnt from the past, and won't let you go.

oh man I'm very curious how Caleb would react to someone who is usually soft and quiet, but then they finally snap at him after he again tried to piss them off... and not just snap, straight up full flip in their personality, pure rage and all that. and then he'll get ghosted and avoided by that person because they're ashamed and feel guilty 👀

How he would react? Creams his pants if you hurt him, gets very horny if you simply yell at him. This is exactly the response he wanted. You're usually so adorable, quiet like a mouse, but you've got a completely different side to you! One that he's managed to bring to the surface!! He's just so overwhelmed by this development that he can't latch onto you like he wants to. Caleb doesn't want to interrupt you out of fear of snapping you out of your anger. Insult him more, push him around more...! Make his ears ring with how you're screaming in his face!! But it's easy to misinterpret how much he's shaking, how he's burying his face in his hands not to hide tears but how red his face his. If any place is leaking, it's his dick.

Totally confused as to why you're avoiding him after. He thought you two were having a real moment there! Maybe... Maybe you're playing with him a bit to get him more desperate? It's working. Caleb gets more antsy every minute he doesn't hear from you, whether it's through text or in person. The thought that you might be feeling guilty doesn't even occur to him. He'll try to find you, and basically throws himself at you once he finds you. When the first thing you do is apologise, he's stunned into silence. What are you saying sorry for? For avoiding him? That's okay, fuck, j-just please let him get off now... He hasn't even touched himself, it's been years since he hasn't done that lately... He just didn't want to cum without you. Touch him, yell at him, hurt him-! Caleb doesn't care, just do something, anything, please-!

🥺🥺🥺 Caleb in DoL would be a Bad Idea TM

It’d be great for him, at first, when he’s still chasing after strangers fucking him up. There’s no shortage of lewd perverts and rapists in town after all!

But he has a soft heart under all of that. He’s not in it to cause you pain, unlike some other LIs. Living in town would break his heart in the long run if he got to know you, date you and love you, only to see everything else that happens to you.

I guess in a way, he can rationalize bad things happening to him since he thinks so lowly of himself, but if he softens up and does his best AND you still get the short end of the stick?? That’ll probably shroud him in helplessness. You’ll end up having to reassure him you love him nearly every day, he gets lost in his own bad thoughts so easily :(

(Yes, greasy, creepy sex offender boy can get his heart easily hurt is a favorite headcanon.)

cw: implied noncon

It's all good until he finds someone he cares about! (And someone who cares about him in return.) Caleb doesn't care if he ends up getting the shit beat out of him and left alone in some alleyway, he was asking for it. He always is. The cum drying on the inside of his underwear is enough of a testament for how fucked up he is. He's a literal cockroach, no matter how many times he's stepped on, he always comes back. That's one of the ways he sees himself, at least.

But he can't do that when someone is out there worrying for him. It'll still happen from the reputation he's built, however, he doesn't go looking for it anymore. (It's his own fault for being like this.) Knowing the town's nature leaves him restless. He sees you as a better person than himself, as most of the people there, and it kills him inside to know the things you're going through. Have gone through, before meeting him. Caleb's a freak yes, but you're right, he never sets out to scare anyone. Doesn't move with the intention of hurting anyone but himself.

...I can see him throwing himself back into dangerous sex work (paid, this time), so he can both get you a ticket out of that place. If he doesn't die before then.

WHAT CAN I SAY, CALEB BRINGS OUT PEAK SADISM <3

Now here’s a few more rambly thoughts:

Caleb? Walking??? Nononono he’s not allowed to walk until he’s healed up, he’s spending the week in bed and getting spoiled for having been such a sweetheart. He’s getting literally spoonfed and cream to heal his wounds and his hair pet. Wiped down and put in fluffy, comfortable PJs. Gets to be the little spoon at night and sleep in your arms, all safe and sound.

The thought process of your local sadist is this:

Caleb, on a regular basis? Adorable, submissive and breedable, deserves to have his guts rearranged as a treat. Takes a little coaxing and positive reinforcement to get him to do actual self care but that’s what you’re around for, to make sure your degenerate darling is taken care of in the end.

Caleb going out of his way to try and love you properly and showing you care, because he knows it’ll make you happy? Triggers such a high rush you can’t help but give into every fantasy Caleb has ever wished for but denied for his safety on any other day.

(My favorite dynamic? Caleb/Secretly unhinged, a thread away from snapping, loving yandere sadist <3 a walking monster in a pleasant “normal” mask, only tamed by love.)

On the surface and in public, you seem normal and mismatched with him, who you’ve tamed just enough to lotion his hands and take a shower with you every day. At night, you enjoy watching him squirm, like every normal sadist. Too bad Caleb hasn’t quite caught onto the fact that you’re just better at hiding the ugliness clawing inside you and keeping you barely sane. You’re so much closer to snapping than he is, and your baby doesn’t even realize it, it’s so sweet. You wouldn’t hurt him, ever, but for the sake of everyone around you, he should just stay with you. You’re just so lonely, he can understand that, right?

Caleb manages to jam both the 'sadist' and 'mother instinct' button in my brain TT

!! It takes him soooo much trust to get to that point but Caleb would just. Love to be completely babied <3 Once you tell him to, he doesn't dare get out of bed without your permission, and he's just completely dependent on you in such a sweet way... He gets super clingy. Feels comfortable enough to just!! Give you a bunch of kisses once you're in reach. Looks so smug about it too. Honestly, I can see him pretending to be hurt for longer than absolutely necessary just so you'll continue to take care of him <3

I feel like Caleb could really, really adore a loving yandere sadist <33 He's perfect to keep too, because he barely goes out of the house already, much less so when you get to spending time with him regularly. But he still goes out and talks to people. Still is his regular, gross freak self when others interact with him. (Though it's more like he's gushing about what kind of stuff you two get up to together, rather than asking anyone to fuck him.) Still, you don't like it. He gets the loneliness more than anything else.

...If you ever took things more extreme, he'd be one of the most willing victims you could ever find. Practically volunteers to get kidnapped.

On a scale of 1 to 10, how bad would Caleb take it if you broke up with him for similar reasons to him wanting to get you a ticket out of town? I can imagine that if you’re already notorious, openly having someone you care about is a horrible idea. They keep targeting him! Only so many hospital visits you can take before you do some dumb shit like pretending you’re being selfless by sending Caleb away when it’s your fault he’s in this mess. A hurt, bandaged Caleb snoozing away in bed, high on painkillers, still with a hoodie he’s has on for days is …. </3

Solid nine. A feeling of abandonment / being unworthy of loving is the main root of his issues. The only worse way you could hurt him is if you actually never loved him in the first place. Caleb's quick to get horny and fuck around with people, but he's not quick to love. If he's dating you, that means he doesn't see you leaving him, and doesn't want to break up with you either. He's in it for the long haul, basically. His first love never returned his feelings, but you did, or it seemed you did, and gave him a taste of heaven before discarding him like all the others. He's heartbroken and feels betrayed. You've probably turned him away from the idea of dating for the rest of his life. (How could he ever have thought in the first place anyone would want a relationship with him?)

He's filled with self loathin after, but if you tell him it was for his own good or whatever, he'll actually get mad. For his own good?? You didn't discuss anything with him! You just decided on your own what he wanted!! He wouldn't have cared how many times he got the shit kicked out of him, if it meant they wouldn't take their anger out on you. If it was for you. This hurt him far more than any broken bone ever could.

He's hurt. A lot. But in this specific scenario, not beyond saving. Though it'd be a long time before you regained his full trust, don't expect to just hop back into a relationship after you've apologised.

Oh Caleb what a sweetheart, trying so hard for the anniversary!

Sounds like he deserves a reward. How about waking up to a nice CNC roleplay as a treat? He can be the pretty thing you saw on the street and just had to have for yourself. Break character just long enough to kiss his forehead and remind him of the safewords you two have. But you’ll push your own limits to see how far you can push him to the limit he’s always begged for. He doesn’t even have to worry about being broken, because you always take the time to lovingly put him back together afterwards.

But then you’re shoving his face in the bed and breaking him in with your thick, ribbed strap til he screams. It’ll get him nice and warmed up for the next activity you have planned. You’ve always wondered how much he can actually take in him. What he can take in him. You got creative with the objects you plan on squeezing in him and you look forward to taking pictures of his flushed, teary face while he’s all stuffed up and bound. You’ll give him the album as a present afterwards.

He doesn’t know this, but you’ve bribed a few cops to look the other way when you give Caleb one of his gifts: getting his insides rearranged in a dirty, grimy alley. Paid a few people to walk by and gather around while you break your little cocksleeve. By this point he’s so sensitive and overstimulated after a whole day of being brought to the brink and back, but you’re still slamming in him as if you’d just started.

It’s all for your sweet, darling boyfriend who took you to a restaurant in his suit and did his best to make you happy. When you’re done with him, you take his red and blotchy face and pepper kisses all over, telling him how much you love him. Happy anniversary.

ANON???!!!??/ THIS IS . SO GOOD. THIS IS ACTUALLY TOP TIER THANK U??? FOR BLESSING MY BLOG WITH THIS?? GENUINELY U WROTE THIS SO WELL I CAN'T ADD MUCH

Other people watching him has him warm all over. But he can barely focus on them. All he can think about is you, you, you- How you're splitting him open, how you're rubbing his back raw by dragging him across the floor. He's wailing so loud the entire neighbourhood must know what's up, his cock shedding tears just like his eyes are. When his orgasm slams into him, it's a sharp pain rather than pleasure. But he loves that too. It's all too much, way too fucking much... His brain overloaded with a fucked up cocktail of chemicals. He still manages to get a fucked out, hazy smile on his face. Just for you. What a whore.

He's so in love with you for having fucked him up so badly. Says that he loves you too in a whisper, which is all that's left of his voice after having screamed so loud. So clingy during aftercare that you have trouble getting him to let go of you long enough to help him wash up. Caleb's crying a lot, unsure as to why. It's just... All overwhelming. He feels tangled up inside. He's yearning for praise and comfort more than anything else, still shaking all over as he comes down from his adrenaline high. In the end, he only manages to fall asleep to the sound of your voice and your fingers playing with his hair.

You're going to have to help him out for a couple of days though, his ass is so sore he can hardly walk without falling over. (Worth it, though.) That album is going to be one of his biggest treasures. Genuinely. It's very perverted, obviously, but it's a sign of your love together nonetheless... How he gave himself to you.

High-key wanna see Kylar/Caleb with a dragon!s/o because of the possibilities...

Big tough dragon who turns into a huge softy for some messy gremlin and they're both obsessed with each other.

Kylar and Caleb just think you're hot, badass, and can list 10 million other reasons why you're so cool.

You're adding Kylar / Caleb to your horde of treasures and golds :)

are we going for full dragon or some hybrid / shapeshifter... yknow what ill act like it's full dragon because you're intelligent anc you can tall these two would NOT care <3

I KNOW this is kind of a standard plot for these kinda fanfics at this point but just like <33 Kylar being 'sacrificed' to the big baaad dragon, you, to appease you and you fall in wuv... They're not surprised they're the one who got chosen, Kylar's an oddbal with few connections, and he doesn't like the people there. You're so huge and beautiful, your voice so loud and rumbling it sends tremors through their body. You treat them well, as part of your hoard. They can't be blamed for falling in love if you're the first person who's been nice to them in ages, and you're the only one around.

Caleb hears of an intelligent dragon and takes fucking you as a challenge ^^

*dumps sad caleb content* caleb doesn't often have bad days, but when he does, he thinks. cw: me taking his character more seriously than i probably should (feel free to just keep treating him like a loser nd disregard this stuff HAHA), unhealthy coping mechanisms (implied porn addiction, self harm, dubcon done to him.)

there are plenty of lines on his body. most are on the inside of his thigh, pale and short. a name, in one spot. (can't remember their face.) an insult or three. and... caleb has a heart cut in the middle of his chest, too steady to be done by his own hand. at this point, it's years old. thoughts of 'refreshing' it plague his mind, before he can't make it out amongst the patches of his skin. sometimes, he'll sit down in front of a mirror and stare at it. (it took a few attempts. they were both fumbling, jittering with nerves. the blade didn't draw any blood the first time, just left behind a red line on the skin. they laughed, at a lack of anything better to respond with, and said they'll try again. something to remember them by.) it still aches, he thinks. he doesn't like to think.

no, he much prefer to jump from one dopamine hit to the next. his brain in a haze of familiar pleasures as he gets himself over the edge as soon as he has nothing to distract himself with. boredom is his greatest fear. his eyes are fucked up from sitting in a dark room, staring at a screen for hours and hours and hours. doing everything to escape into a life that was anything except his own. he'll live thousands of lives before he dies, ravenous in the way he devours their emotions, their connections. their love. (include tag: happy ending). it's his own fault he's here. destined to die in a shitty apartment in an even shittier neighbourhood, leeching off of his poor mom to keep from starving to death. at some point, he just... stopped trying.

instead of finding work, he spends time on websites with names that would make most people cringe. sludging through lists, sending messages to anyone who looks like they could give him what he wants. sends ugly pictures. goes over to meet too quickly, spending his savings on a train ticket. caleb's seen plenty. people who don't look like the pictures they sent. buildings so disgusting even he wouldn't dare go inside. the knife to is throat, and nothing more, his stuff stolen. it's not all bad. there's the people who ask can i, is it okay, should i, i'm going to keep going, are you okay and he always nods always always nods, doesn't matter what they're saying.

sometimes, he feels... disgusting. dragging himself through an unfamiliar city wearing dirty clothes in the middle of the night. (could you leave? look, you were great, but i have work in the morning. doesn't even let him use the shower. he spends minutes looking for his shoes and feels terrible the whole time.) his hair smells like smoke, and there's blood underneath his nails. neck covered in marks from teeth and a blade, his nose pounding with every breath. it sounds clogged. maybe it's broken. he looks like someone tried to kill him, and he knows there's a decent chance- he couldn't imagine a more fitting way to go. can he say his boundaries are crossed if he doesn't set any?

he's doing that less and less. instead he bothers the people around him, shoving his reputation further down the gutter. it's less effort. he doesn't have to go out of his way to find people, and he still gets attention. even if it's looks of complete and utter disgust. even if it's threats to get his face split open. he keeps doing it, but every violent response he gets, he's mostly turned on, but in the back of his mind... he's a little disappointed.

what is it he really wants? what is it he really needs? what makes him keep doing this? what is he hoping to find?

his phone vibrates. caleb jolts and practically snatches it off of the bathroom sink, thumb trembling so much that it doesn't unlock. he's happy for an excuse to snap him out of his daze. the screen reads; god, what the fuck is wrong with you? go get a hobby. touch some grass. anything except this.

he smiles. obviously, this is all he wants.

You know the halloween special in DoL where whitney n gang grab kylar while whitney noncons you?

Cant help but picture thing and Caleb. I feel like the obsessive part of him would make something inside him snap ; ~; the aftermath of being at home making him want to erase the memories of others on you by fucking you himself but there’s also the part of him that loves you and doesn’t want to hurt you.

cw: noncon

Caleb doesn't go blank and quiet like Kylar does. He's yelling, spitting, biting and kicking. While in the usual scene, Kylar is small enough to be able to slip away unseen, he stands out far too much. Since he's the one who led you here, he feels terrible. He's close to foaming at the mouth, honestly. But with so many people holding on to him, he just can't wriggle himself free. None of the blows that are dealt to him feel good. He's way too engraged and terrified for your safety. At some point, he'll offer to take your place, in a desperate last move. He can take it, he's sure. It'll be better than you having to suffer through this. Though I doubt Whitney would take him up on it.

He's all over you as soon as they've 'had their fun'. Sobbing out apologies as he promises you he'll help, he'll make it better, he's going to try- You're half unconscious after the whole ordeal. Utterly exhausted. Caleb is terrible at handling this, and also panicking so much he's losing it a little. Digging his fingers inside you, he scoops as much of their cum out is possible, babbling about how he'll get you clean, he will, he will- To his credit, he eventually manages to slide you back into most of your clothes. Wraps an arm around you and gets you back on your feet to drag you home.

There's no way he's fucking you. He kind of wants to die for taking you there. Seeing you in such a state... Does absolutely nothing for him, and he doesn't know what to do now. Caleb wipes your face clean from tears and snot as soon as you get back, trying to just... Coax you into bed to sleep. He's staying up all night looking up things to do, and watching over you.

writing has rotted my brain i was on reddit just now and i read this and immediately thought of caleb 😭