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angelsberrymilk · 22 hours
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obsessed with how sam stares straight ahead glaring, jaw clenched, while dean tries to persuade him that jessica's death wasn't his fault. but as soon as dean tells sam to blame him,
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sam looks up with the softest, gentlest expression on his face. like whole demeanor changes in a split second, just because dean has the audacity to suggest that he might share some blame in her death. like what.
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angelsberrymilk · 22 hours
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I woke up and I'm not Dean. I feel so betrayed.
When I turn 20 this month. I hope I will transform into Dean Winchester when the clock strikes midnight.
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angelsberrymilk · 1 day
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Literally when your teacher is yelling at you and your friend tries to make you laugh
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angelsberrymilk · 1 day
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Sam Winchester in SUPERNATURAL 7.08
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angelsberrymilk · 1 day
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Sam Winchester Appreciation Week 2024 ↳ Day Two: Favourite Sam Arc / Pre or Post Canon / Home / Liminality
thye're;b est friendss…
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angelsberrymilk · 1 day
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in houses of the holy when sam says “i just wanted to think there was something looking out for me.” and deans like “you have me” and sams like “yeah, i know. but you’re just one person. i wanted there to be something bigger, you know.” and dean looks offended. bro is offended that sam was praying to god because dean is there. how could he possibly want anyone to watch his back other than dean. oooooook maniac
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angelsberrymilk · 2 days
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a lot of fandom seems to gloss over the fact that cas is like, funny? like has a dry sense of humor. often it gets pigeonholed into naivete or cluelessness, which in the earlier seasons is sometimes genuine, but take, for example:
“But come on, dried dung can only be stacked so high.”
“I’m not ashamed to say that my big brother knocked me into next week.”
“It’s a shortened version of my name.”
“I’m an angel, you ass.”
“I missed television.”
“The bird represents God. And coyote is man, endlessly chasing the divine, yet never able to catch him. It’s…it’s hilarious.”
“[What the hell?] Guess again.”
“Uh, you could try….insouciant, maybe.”
“You should’ve seen Luke.”
“[Do I look like I’m joking?] …you never look like you’re joking.”
“Just so you understand….why I can’t help.”
“[How was Jerusalem?] Arid.”
“[What was riding in a car like?] Uh…slow.”
“[I’m dead?] Condolences.”
“Don’t ask stupid questions.”
“[How’d you get here??] I took a bus.”
“[‘Hello? Hello??’] Uh…that is still the term.”
“It seems this is going to require talking to people.”
“Less dumb, less ass.”
“I got this. I don’t got this.”
“[to a cat] Hey, I’m not through with you.”
cas’ humor is weird and offbeat and esoteric because….he is? cas is weird and offbeat and esoteric. luv it.
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angelsberrymilk · 3 days
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photos i think sammy would have on his canon powershot a5 that he definitely owned (1999-2001)
pt 1 ⏐ pt 2
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angelsberrymilk · 4 days
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Things i sooo badly need right now: Sam getting face slammed to the wall and having his pants shoved down before getting fucked rough and brutal with no lube but little spit and no preparation. And i'm not even gonna say noncon because he's insane and he knew exactly which button to push and which fight to pick to get him fucked against the wall like an animal and oh he is so gonna enjoy every painful burning second of it and laugh and tease for more until he screams and cries
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angelsberrymilk · 4 days
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angelsberrymilk · 4 days
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sam and dean watching silence of the lambs for the first time as teens and dean points at the screen and goes "would you wear me as a skin suit" and sam goes "yeah" without hesitating and dean goes "awwww that's sweet"
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angelsberrymilk · 4 days
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dean being almost cloyingly sweet to sam, praising him, petting his hair, kissing his forehead, calling him his pretty baby brother all while doing despicable things to him, fucking his mouth till his face is a mess of precum and tears and spit, post orgasm torturing him, jerking him off until he's squirming and crying and begging dean to stop, fucking his tight, pink little hole until sam is lying boneless on the mattress not being able to do anything but drool and moan incoherently
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angelsberrymilk · 4 days
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wincestiel is funnier if its sastiel together but they didnt want dean to feel left out so they included him in their relationship
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angelsberrymilk · 4 days
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if sam had a cunt dean would be using it as his own personal stim toy
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angelsberrymilk · 4 days
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sam "thirsty for his brother in every timeline" winchester
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angelsberrymilk · 4 days
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SAVE A HORSE, RIDE A WINCHESTER🤠
Extra sketches below cut :D
Dean helping sam apply his lipstick😗 and the sam sketch plus a couple scribble deans~
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(hopefully i’ll finish the lipstick one i quite like it)
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angelsberrymilk · 4 days
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