#bottom!dean

[strawlessandbraless]

Cas whenever Dean Winchester is being a brat

[disguting-girl-reads]

my favorite type of bottom!dean is when he doesn't want to bottom bc he thinks he won't like it but he decides to try bc of sam and then he sees fucking god and comes in like 3 seconds and ends up obsessed with it

the 'i don't bottom' to size queen pipeline seems too believable to me when we talking about dean lmao

[shipeandoando]

I can totally see S1Sam fucking Dean's older version with such an energy.

So much dry orgasms for that old man with erectile dysfunction cause Sammy will be hitting on his prostate like an intense hammer

[szlez]

Fireworks - Suptober Day 28

My other Suptober art: Campfire, Lost, Orchard, Garden, Picnic, Pumpkin, Fortune Telling, Surprise, Poweroutage, Rainstorm, Blanket Fort, Sunrise/Sunset, Stargazing, Can You Hear Me?, Nightmare, Freckles, Crossover, Seance, Flying, Haunted, Ladies of SPN, Undercover, Carnival, Cemetery, Game Night, Witchcraft, Baking, Closet, Decorating, Halloween

[wincestwhispers]

Sam would ask Dean if he’s okay after pushing it (his too big cock) in and Dean would give him a thumbs up as his only response

[momomarjijo]

reading about dean being pregnant makes me so happy

i feel like everything would be so much better with dean pregnant. What if there's sibling drama? sam gets dean pregnant. What if the apocalypse is coming? sam gets dean pregnant. What if lucifer is back and causing trouble? sam gets dean pregnant.

[wincestragedy]

wincest drabble, nsfw

sam is so nervous the first time he fucks dean. it's not only his first time with dean, his big brother who he would do anything for, but also his first time with anyone.

so yes, he's nervous and notably anxious about how he will perform. he wants to be the best dean's ever had but he knows that's wishful thinking. because the first time sam slides into his brother, he's already close to coming. he's breathing erratically, trying his hardest to think about anything else but the warm heat around his cock, delicously squeezing the life out of him. not that he's complaining but he wants to last; for dean, for his brother, for the love of his life.

dean obviously takes note of his little brother’s struggles. he finds it endearing; not that he'd ever tell sam that. and since he's still a big brother, he decides to be an asshole about it: reaching up to cup sam's face, brushing his thumbs across his soft cheeks while cooing in a sweet tone "doesn't it feel so good, sammy?" "that’s what you needed, right? stuffing your big bro full with your cock, hm?" "you're doing so well, baby boy, you feel amazing"

sam is shaking above him, nodding and tearing up, rutting franctically into dean, little "uh huh"s leaving his lips in a hushed breath. dean looks so beautiful, so right, underneath him that it doesn't take much to fully lose himself in him, to stuff his big brother full of his cum.

[princessdeanwinchester222]

i love you so much princess omega dean winchester…..