#dol bailey

[yetiwang2000]

betrayal

#baileden #edenbai #dol bailey #dol eden #eden the huntress #eden the hunter #bailey the caretaker #dol #dol pcs #degrees of lewdity

[shokujin-art]

After seeing Vrel's answer about Bailey, willing to be bought for a date in exchange of a good amount of money, my delulu ass had to draw something about it—

#dol #degrees of lewdity #dol bailey #bailey the caretaker #dol pc #myart #One day Bailey #One day-

[r2kisblog]

My weekly meeting with bailey, bye money T_T

#degrees of lewdity #dol fanart #degreesoflewdity #dol bailey

[0000xx10]

٩(◕‿◕｡)۶

#degrees of lewdity #dol fanart #dol pc #dol eden #dol bailey #dol avery #eden the hunter #avery the businessman #bailey the caretaker #my art #so there was a game and i addicted to play it--

[propertyofwhitney67]

Things I liked that I found on blogspot

#dol whitney #dol kylar #dol robin #dol sydney #dol eden #dol avery #dol bailey #dol jordan #whitney the bully #kylar the loner #robin the orphan #avery the businessman #eden the hunter #bailey the caretaker #jordan the pious #dol #degrees of lewdity #lore

[mellowwillowy]

𝐁𝐚𝐢𝐥𝐞𝐲 𝐢𝐬 𝐚 𝐆𝐨𝐨𝐝 𝐁𝐨𝐲 ♥

�� warnings — general yan warnings, gn reader

Bailey has always been a good boy. The two of you grew up together in the orphanage with joint hands, always backing each other from your caretaker's bitter ass.

Bailey is a good boy although he does have this sharp tongue that always finds a flaw in you, always teasing you for it.

Yes, Bailey has always been a good boy, never indulging himself in alcohol, cigarettes, and the likes of prostitution. And so, you become the subject of his carnal desires. What? Do you seriously expect him to only rub one out without feeling you clenching on his length? Dream on.

Bailey may be possessive at some point in time but he means well! In this town filled with nothing but perverts, you ought to cling to him even more. No, you don't get to sleep in your own room, you are sleeping with him. What would you do if a stranger sneaks into your room again? The idea of them feeling you before he could break their wrist and throw them out the window in fractured condition makes him snarl.

"You'll be sleeping in my room from now on, no retorting."

Bailey is a good boy, always waiting for you. Always waiting for you to finish your shower despite the 3 minutes rule that you break. Always waiting for you to finish your food despite going over 5 minutes on the dining room. Always waiting for you to come back home from your meetings with the others.

And always waiting for a miracle of you being alive.

Bailey has always been a good boy. The moment he sees you wandering in front of his orphanage, in the uniform you two once wore...

He knows it's you.

So why do you act like you have never recognize him?

"Just relax. I'll handle everything like always."

Bailey muttered into your ear as his hands held you in place. You were drenched in rain on your first day of school after you moved into this town not long ago. To shelter yourself from the rain in front of the orphanage's door step was not wrong. It was the timing. The moment Bailey's eyes met yours, he knew. He knew this was his only chance.

"You're coming with me and that's that."

---

--

-

Bonus because I wanna use some of his in-game lines.

Bailey stood by the doorframe, watching your figure sleeping peacefully in his room. He made you stay at his room with the reasons of 'rent-free room'.

How peaceful, how nostalgic. You, on his bed.

Just as the bed dipped because of his weight, your eyelids fluttered open.

"Sshhh... go back to sleep."

Was it a dream? You tried to sit up only to be hold back by a pair of hands.

"I told you to hold still."

From that, you were confident it was not a dream, especially with how firm his hold was. You pouted at him, glaring at him for holding you still. Unable to hold back, Bailey pressed his lip onto you, brushing it lightly. Upon pulling away, he relished in how your eyes widened in surprise.

"Surprised are you? You'll learn to kiss better soon."

Bailey pressed his lip against your face again, peppering it with kisses before pulling away and tucking you back into the blanket.

"Just something to remember me by."

To remember the night as something memorable and not a mere dream, for both him and you.

#dol #degrees of lewdity #yandere dol #yandere bailey #bailey the caretaker #dol bailey #yandere dol bailey #yandere x reader #x gn reader

[allfearstofallto]

I am going actually dumb thinking about being Bailey's favorite girl!!

Male Bailey x Fem! Reader

TW: 18+ MDNI, Dub/non-con, black mail, anal, virginity, unprotected sex, rough sex, finishing inside, squirting

Everyone knows that he charges you less or nothing at all, being sweet on you in a way that's almost uncanny for his character.

He adores just watching you walk around the orphanage, never making you go out into that harsh town to sell yourself off. Work for him, he tells you, your labor will pay off the debt slowly.

But his eyes always look at you hungrily, his hands always squeezing at the flesh of your thighs or the fat of your ass. He bends you over his desk one day as you sob and beg him not to take your virginity. Bailey just sighs, running a hand through his dark hair, he instead angles the head of his cock towards your puckered asshole.

He won't be gentle as he defiles you right there, dick painfully going in and out of your ass as you grip the desk for purchase. You're still whimpering as he holds your hips, grunting as his balls slap against your cunt. You hate the way it feels. You hate how much his big, thick, hairy cock is stretching your butt. But you still cum for him. His large fingers rub at your clit while he fucks into your ass and you feel your pussy begin to squirt, you feel it drip down your thighs, puddling onto the floor below you.

"That's my girl," he'll mutter into the crook of your neck.

He'll finish inside your ass, pulling out and gripping one of your cheeks so the gaping hole can stay open and he can watch the cum leak out, your body shaking from the tears and the orgasm that was just forced from you.

Expect pussy inspections daily. Expect him to tell you to climb up on that desk and spread your legs. He'll look at your soaking entrance like it was sent from the heavens above, a finger going in and out of your tight hole, watching the way you squirm.

"Still a virgin for me, aren't you?" He'll ask while making you cum on his fingers, getting them wet and slippery. You'll nod, babbling words promising that you haven't done it with anyone else. Then he'll stand from his office chair, dropping his pants, you'll gulp at the sight of that large cock, twitching and leaking precum. He goes for your ass again, pounding into it and knocking the wind out of you.

#maiistalking<3 #degrees of lewdity headcanons #degrees of lewdity #degrees of lewdity bailey #dol #dol bailey #bailey the caretaker #bailey smut #smut #mdni

[yun7]

from vrel Q&A (source: here) 😭💕💕💕💕

#degrees of lewdity #bailey the caretaker #dol #dol bailey

[morgana-ren]

How would you feel about the concept of self aware!Bailey who slowly becomes obsessed with the person controlling the PC?

Oh shit, that's actually brilliant. Like, he's known PC their entire lives, but suddenly they develop an entirely new personality, presumably much different than the one they had before. Suddenly, they're extremely competent, or intelligent, and they're certainly attracting attention that they weren't before. Obviously, it's his business to know things, so he starts paying extra attention. Acutely studying things that happen. And it seems like their moves are almost calculated. Some moments, he starts to notice, seem like they last ages. They can change their attitude at will. Sometimes, it's like they know what's going to happen before ever does. Like they've lived it before.

When he tries to deviate from his routine, it seems like something won't allow it. Baily is a canny guy. Enough of a change and he'd figure something out.

You enter the orphanage, only to run smack into Bailey. He glares at you for a moment before grabbing your shoulders. You flinch, thinking he's going to hurt you, but all he does is stare into your eyes for a moment before releasing you.

He leaves without a word.

+ Stress

It starts to drive him a little crazy. There's something he can't put his finger on; something he can't control. The more he thinks about it, the more it seems like his life tends to revolve around the PC. He knows he interacts with other people-- he has memories of doing it. But it seems like he's never actually doing it. Only knows that he has.

How are they getting all this money, anyway? His demands are purposefully outrageous. They are making more money than most people in the entire town and have some to spare. No one is that good at surviving here.

No one. Unless they're cheating somehow.

Someone enters your room. It's Bailey.

"Time to pay up." You hand him the money, and he cards through it for a moment, seemingly counting it out. There's a strange look on his face, and he looks at you with suspicion.

"How'd you get this?" He holds it up accusingly.

You stare at him with confusion on your face. He's never cared how you got it before. In fact, he deliberately avoids asking.

You don't answer.

He snarls and leaves, slamming your door shut as he does.

It hits him one day. As insane as it sounds, he understands. Everything fits a little too perfectly.

He doesn't tell a soul. He doesn't want to end up in Dr. Harper's care.

Or would this place even allow him to tell anyone? Would Harper even have protocol for that, or would they just stare at him lifelessly like they tend to do sometimes?

Bailey gives you a creepy stare— and yet, it seems he's looking right through you. Almost something behind you. You peer behind yourself, and there's nothing.

"I know you're there," is all he says before returning to his paperwork, dismissing you without an explanation.

It gives you the chills.

+ Stress

He's left irritated, but more than that, he's curious. What is it you want? Do you get off on this? Watching this wretched little shithole suffer?

What does this have to do with PC? Why did you take over them? Why are you helping them?

You're not a God-- he's relatively sure of that. But you have enough power to get this little orphan out of trouble. Enough foresight to keep them safe and somewhat healthy.

What do you want? Why do you let it all happen?

...Or is this what you want?

Bailey drags you to his office. You aren't sure what you've done. You've paid him, and that's usually all he cares about.

Once you're inside, he locks the door, slamming you against it with a hand on your throat. Again, he's not quite looking at you. It's somehow more unnerving than if he was glaring.

+ Stress

"What do you want?" He snarls, baring teeth at you.

You don't understand what he means. You try to respond, but only wheezing breaths escape you as he clenches your neck.

+ Willpower

"Why are you doing this?" He hisses, squeezing harder. You feel bruises forming.

+ Pain + Arousal

He holds you like that for a moment, quaking in anger, before he suddenly releases you in a moment of clarity.

"Get out. I don't expect you to have the answers."

You scramble through the door holding your throat, not wanting to give him another chance to attack you.

W̴h̵a̵t̷ ̵t̵h̷e̶ ̵h̷e̶l̷l̶ ̸w̷a̴s̸ ̴t̶h̸a̷t̵ ̶a̴b̶o̴u̷t̸?̴

Once he notices it, it's impossible to ignore. They win every competition. Commit crimes but evade the police. They can do things with such ease that it's unnatural.

He can't see you, but he knows you're there. Knows you're watching. You're aware of his presence and now he's aware of yours.

Maybe that's it. Maybe you're a voyeuristic little whore. A talented one, but still a whore.

Perhaps you get off on this. Is that it? You like watching? Or do you live vicariously through his orphan somehow? Maybe that's what it is.

Maybe you wish it was you.

You wake up with a start to find B̷̤̹́̿a̸̮͈̗͗i̶͎̳͈̽̈́l̵̙͚̈́͝e̴̱̓̏͝ÿ̴̮̝̼́͋͝ climbing on top of you. You try to scream, but he claps a hand over your mouth.

"I know you want this. Don't you? Is that what this is about?"

You can't speak with his hand still clamped over your face, but something tells you it doesn't matter. There's something about his eyes that terrifies you. You feel him hard and throbbing in his slacks, but again, he ï̷̩̠s̵̲̠̒̐n̴͚̜̓'̴̹͕̈t̸̛̮̓ ̵̦̫͐͘q̶̗́͑u̴̝͋̐i̷̝̅̄͜t̶̢̥́́ë̷̝͍́ ̵̯͂l̴̋͜o̷͙͎̚ǒ̸̻̻̈k̴͇͎̊̂i̷̛̪͒n̴̳͂̽g̵̖̏ ̴̦̌a̵̤̟͌ẗ̸͔̞́ ̵̝͇̀̅y̶͉̹̑o̸͇̝͊̌ụ̶̹͐̆.

Your sense of control cracks.

He rips at your clothes, tearing your pajamas to shreds. His left hand pulls down his slacks. His right hand holds you down.

+ Trauma

+ Stress

+ Arousal

He looks eager. He looks aroused. He looks incredibly pissed off. He looks {n̷̺̤͘u̷͙̎ͅl̶̰̈́ḷ̴͖̈́̓}

He can't touch you, but he can touch them all over. That's what you want, isn't it?

He wouldn't have looked twice at them before. Even now, something inside of him fights. Tells him no. A voice that isn't his. Something trying to control his movements. Control his thoughts. Control him.

Oh, no. He doesn't fucking think so. But if you can get in here, he can get out. He's aware, and he knows that wasn't mean to happen. But now that he is, he just needs some time. Some time to prod at the fraying seams of reality to find a crack.

No, he can't touch you.

Y̶̩̰̋ė̸̥̗͑t̶̻̆.̶̛̫͙̍

#morgana and friends #degrees of lewdity #bailey the caretaker #dol bailey #Just a goofy lil thang #Love the concept #he's so aloof and doesn't give a shit #what if he found out that was a manufactured feeling #he isn't even in power here #YOU are #and power is attracted to power #oooh you gunna get it when he figures out how to get out of this place #the laws of his reality are made up #maybe yours are too #you have power here #but maybe he has power *out there*

[hakuyukii]

made this bailey for @bobsquatley !

#bailey doesn't smoke but i didn't know that when i was drawing this :[ #this was rushed at the end sorry T_T #i have mixed feelings about this one but i hope u like it #bailey the caretaker #dol bailey #dol #degrees of lewdity #my art

[leaflessfae]

TW!! Noncon. Some degradation? Idk this is the first time I'm writing smth

Thinking about Bailey, who panics the first time he fucks you on his desk, in his office, and kicks you out as soon as he cums.

Thinking of Bailey, who angrily shoves your legs open, bullying his cock into you when you refuse to pay him and start fighting. Who shoves his fingers into your mouth to silence you and tells you to take it like the slut you are. It's either his cock or some stranger's that he was going to sell you off to, he says. What's he supposed to do? Gotta discipline you from fighting back.

Thinking of Bailey who sits alone in his office, disbelief and disgust on his own face as he jerks off to a photo of you that's been going around on the internet. Bailey who doesn't want to admit that he's slowly giving in to his sinful urges.

Thinking of Bailey who greets you at the door of the orphanage as you come back way past midnight, his fingers curling on your shoulder and demanding you to pay. Bailey, who shoves the money down his pocket before dragging you to your room, pushing you face down on the mattress and forcing your head into the pillow.

Bailey, who shushes your confused and panicked whimpers as he drills into you from behind. Poor thing, you made sure to pay him this week and not fight him like the last time, but ended up getting the same treatment, if not worse.

"This cunt was mine from the very start, anyway," he snarls right into your ear, his hips unrelenting as they smack against your ass, "it's only natural I use what's mine."

He sinks his fingers into your hair to push your head further into the sheets, telling you to be fucking quiet or he's gonna split you open even more. His hand moving beneath you to bully your little clit; not for your pleasure, but his. He loves the way your tight little cunt clenches around him when he does so.

Bailey, who's balls deep inside you when he cums, sending ropes upon ropes of sticky white. He even thrusts a little, slowly as he fucks his semen inside you. He even groans quietly, his breath wavering a bit as he speaks. "You better be on the fucking pill, bitch."

Bailey, who pulls out and watches his seed spill from your hole and drip down your thighs, your legs trembling and sliding down until they're flat against the mattress as he lets go of your hips. He huffs when his cum mixed with your juices soak the sheets, and tells you to clean it up later.

Bailey, who smacks your ass and leans down next to your crying face. "This, is a part of your debt. Fight it and face the consequences."

He leaves the room afterward, leaving you crying and whimpering and hicupping as you burry your face into the pillow to silence your cries.

Bailey, who, true to his words, repeats this every week, saying it's a part of your payment.

#bailey brainrot bailey brainrot #dol #degrees of lewdity #dol Bailey #bailey the caretaker #please let me fuck him more oh my god #dol pc #cw noncon #okay i go study now

[yetiwang2000]

what if PC shows fanart of Eden & Bailey to them?

#baileden #bailey the caretaker #eden the hunter #dol bailey #dol eden #dol #degrees of lewdity

[shokujin-art]

Also don't forget to give some love to the old man 💖👌 ~

#dol #degrees of lewdity #dol bailey #bailey the caretaker #myart #Annoyed old grump #gonna tear in half the post it and just eat the chocolates without thinking too much about it #sdflkjg

[wicked-bluebird]

#dol #degrees of lewdity #dol whitney #whitney the bully #switching to whitney content for a second #i must know what they said #bailey x whitney #dol bailey #bailey the caretaker

[mothinabottle]

Magic! ✨

Inspired by a tumblr post by @propertyofwhitney67 (and my beloved Saint Tail)! Go check it out :D

This was supposed to be uploaded like 2 days ago, but I've been watching Kusuriya no Hitorigoto jasjaj. Anyway, there are various references in the drawings, although some can't be seen clearly

Hope everyone has a good day!

#dol #dol fanart #dol pc #jordan the pious #dol jordan #moth art #dol bailey #bailey the caretaker #Player the Forgotten #degrees of lewdity pc #degrees of lewdity #art #lmao Bailey magical girl #would #I mean #adorable #:)

[propertyofwhitney67]

THEY ANSWERED MY QUESTIONS!! Kylar being scared of a Yan!Pc is so funny.

More lore

#lore #dol #dol whitney #whitney the bully #degrees of lewdity #dol bailey #bailey the caretaker #dol wren #wren the smuggler #dol robin #robin the orphan #dol remy #remy the farmer #dol sydney #sydney the fallen #sydney the faithful #dol eden #eden the hunter #dol alex #alex the farmhand #dol kylar #kylar the loner #dol jordan #jordan the pious