#degrees of lewdity bailey | Explore Tumblr Posts and Blogs

ilovedarius666 · 7 months

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倫恩好可愛...

#degrees of lewdity bailey #degrees of lewdity wren #degrees of lewdity leighton #degrees of lewdity Remy #degrees of lewdity #my art #dol pc #wren the smuggler #bailey the caretaker #remy the farmer #leighton the headmaster

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nopecho · 8 months

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IS NO ONE GONNA TALK ABOUT THIS?????

I feel like my mind is exploding.

Whitney?? A good father?? Sir????

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bobsquatley · 2 months

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MY ORPHANS ARE ALL MORONS

#bob schuff 🐌#dol #bailey the caretaker #bailey dol #degrees of lewdity bailey #degrees of lewdity #this was brewing in my head for like 3 days #twas bound to happen

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allfearstofallto · 1 month

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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

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suemuehasthoughts · 1 year

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are you tired of being nice? don't you just wanna go apeshit?

idk, just wanted to draw Sue lookin like she's on max stress and trauma, she's been having it good on my drawings lately

#degrees of lewdity #degrees of lewdity kylar #degrees of lewdity whitney #degrees of lewdity eden #degrees of lewdity harper #degrees of lewdity jordan #degrees of lewdity robin #degrees of lewdity bailey #degrees of lewdity remy #degrees of lewdity pc #dol pc #kylar the loner #bailey the caretaker #whitney the bully #eden the hunter #harper the doctor #robin the orphan #remy the farmer

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ffishballs · 18 days

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‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾‧͙⁺˚*･༓☾.・゜゜・

PE WHITNEY and Bailey dump. kinda want to sit on baileys lap...tsk tsk. (. .)

(Currently on a mental health leave because college and work got to me, so drawing is keeping me afloat. ⸜( ´ ꒳ ` )⸝ ♡ hopefully I draw lots. Also currently working on a new header for myself. SPOLIER: ITS TOJI BECAUSE I LOVE HIM.)

✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .✧ ˚ · .

#dol #whitney the bully #my art #degrees of lewdity whitney #degrees of lewdity #bailey the caretaker #degrees of lewdity bailey

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savepc2023 · 11 months

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Sirris when Sydney says he's going somewhere: where are you going? Are you going with a friend? Do you need me to drop you? What time will you be back?

Bailey when PC says they're going somewhere: Don't die(optional)

#it isnt optional actually itd be a huge loss if you died💖#🖤journal #degrees of lewdity #dol #sirris the science teacher #dol sirris #sirris dol #sydney the faithful #sydney the fallen #dol sydney #sydney dol #degrees of lewdity Sydney #degrees of lewdity sirris #bailey the caretaker #dol bailey #bailey dol #degrees of lewdity bailey

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mrsabamiso · 2 months

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my PC and his interests //except Bailey, he's there because I also like EdenBai 🤭

#sabamiso arts #dol #degrees of lewdity #dol pc #degrees of lewdity pc #dol kylar #degrees of lewdity kylar #dol morgan #degrees of lewdity morgan #dol eden #degrees of lewdity eden #dol bailey #degrees of lewdity bailey #illustration #artists on tumblr

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woshibaixianggua · 6 months

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#WIP#Dol#Degreesoflewdity

問就是斯德哥爾摩-貝利

回SAN塗鴉，還沒畫完但SAN差不多回完了（合掌

先告一個段落等下次要回SAN在撿起來畫

補一張花絮

#Dol #degrees of lewdity #degrees of lewdity Bailey #digital drawing #digital art #fanart

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kittiesandkillers · 3 months

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Vrel said that Eden is traumatized. I wonder why. Was it multiple small traumas or one huge trauma? Is it the reason that Bailey and themself are afraid of the loft? Is it the reason that Eden's grades started out good but got worse as time went on? Is it the reason that they dropped out? Is it the reason why they and Bailey aren't close anymore? Is it the reason that they're paranoid? Is it the reason that they live in the woods? So many questions!

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

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yallaliyalla · 4 months

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

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vanillacigare · 1 year

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Bailey and my PC

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

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nopecho · 4 months

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Yearbook quotes part 2!

Oldies edition~

I know @\necros-writing-stuff mentioned that Eden likely got bullied at school, this breaks my heart💔 I imagine him being way bigger than his classmates and struggling at shaving his face properly. Constantly made fun of for his excessive body hair in the gym locker rooms. My poor boy couldn't wait for that nightmare to end. He likely never reached senior prom.

Bailey is just... Bailey. But I do think he was good buddies with Eden. I can imagine him sticking up for him.

Harper is creepy now, and he definitely was creepy before💞 I imagine him vaguely femme as well. He definetly had painted nails. Not a single bastard wanted anything to do with him. So now he gets to gaslight everyone 💋✨💅 such a girlboss!

Avery likely went to a private highschool. I HC that she was just born filthy rich. Never had to actually work to gain that much money, rather she worked to mantain it.