#dean/bobby

[natti-ice]

being completely obsessed with him stretching you out

18+ mdni

Reblogs and comments are greatly appreciated<3

⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡ ⟡

he’s always been very well endowed, when you first started hooking up you realized he’s much bigger than anyone you’ve ever been with before- at first it was intimidating, until you found out how much you love being filled up by him. He gently runs his tip up and down your slit, making you whimper as it gently grazes your clit, he lets out a pleased hum as he watches your reaction. “Easy baby, I’ll be gentle I promise- stay still for me” you try so hard to ground yourself, gripping onto the bed sheets as you anticipate his entry, you could feel your arousal dripping down to your ass. He lines himself up with your entrance and slowly slips the tip in, immediately his girth starts to stretch you, you always gasp softly no matter how many times you’ve done this it still feels like the first.

A deep groan rumbles through his chest “shit, you’re so fucking wet for me sweetheart.” your eyes shut as the pleasure washes over you, he slowly pumps into you adding a little bit more of his length with each stroke until he’s all the way in. You can feel every detail of his cock against your walls, you’ve never known such bliss before- you didn’t even want to cum, you wanted to stay in this moment forever.

[billiewena]

thinking about how the only time bobby and cas interact in season four is when he knocks him out cold to talk to dean alone. and the next time bobby sees him, cas is powerless and just comes to steal dean's necklace in a weird interaction that had to be filmed close-up because dean and cas are just inches from each other's face. the next time is an offscreen interaction where he just gets dean's address from bobby and probably left immediately after. combine this with the fact that bobby knew dean had a male siren the season before (and tried to be supportive) and let cas be in the family photo a few episodes later, there is a nonzero chance bobby singer was the first destiel shipper.

[strawlessandbraless]

Dean in Denial - The Fall ‘24 collection

7x02//11x23//12x11//12x11//15x09

[pastelsbuck]

[gabriels-golden-kazoo]

[mischieviem]

That natural soup show or whatever

[ilovejohnwinchester]

Thinking about early days on the road before John started leaving Sam with Dean and was still going around and talking to hunters trying to learn everything he could. Imagine you’re some hunter and you get a call that the new guy in town wants to meet at the roadhouse and talk demons or werewolves or witches or whatever, then he shows up with a 4-year-old and a baby. He’s real serious and writes down everything you say in his journal but he also has to get up halfway through to sing and bounce a cranky baby to sleep on his shoulder while the kid stares at you with a mouth full of French fries. No wonder every hunter in John’s generation seems to remember Dean and Sam whether Dean and Sam know them or not.

[beebox-illustrations]

Happy Easter!! ✨🐝

Thought the boys deserved at least one nice, happy Easter egg hunt and in my mind Bobby did so too :)

Have a fantastic Sunday 🌻

[cosmicanakin]

𝐌𝐈𝐋𝐄 𝐇𝐈𝐆𝐇 𝐂𝐋𝐔𝐁 ⟢ | dean winchester.

adult content | minors do NOT interact.

𝐏𝐀𝐈𝐑𝐈𝐍𝐆. dean winchester x female reader.

𝐒𝐘𝐍𝐎𝐏𝐒𝐈𝐒. you and dean slip away from sam and bobby for a moment to indulge dean's neediness in the backseat of the impala.

𝐖𝐀𝐑𝐍𝐈𝐍𝐆(𝐒). smut (wrap it up folks), praising, explicit language, semi public sex, pet names, sam teasing both dean & reader.

kari's note ⟢ ݁⋆ i know that i've been slacking with writing nowadays, i'm so sorry. i was—am focusing on myself to better my mental health. but to make up for it, i give you this. so i hope you're taking good care of yourselves & i love you so much. xoxo <3

you couldn't believe this was happening. here you were, bouncing feverishly on dean winchester's cock in the backseat of the impala, his hands gripping your hips as he moaned in pure ecstasy.

the case you were supposed to be working on with sam and bobby was the furthest thing from your mind right now. all that mattered was the delicious friction building between your bodies, the way dean's thick, throbbing length filled you up so perfectly.

"that's it, baby," dean growled, voice gravelly with lust. "ride my dick just like that. you're such a good girl, taking me so well."

you whimpered, your nails digging into the firm muscles of his shoulders as you picked up the pace, your hips rolling and grinding against him in a desperate rhythm. the sounds of your bodies joining together echoed through the confines of the car, only spurring dean on further.

"fuck, you feel so goddamn good," he groaned, his fingers tightening their grip on your hips. "my gorgeous little slut, riding me so fucking good."

the praise sent a shiver of pleasure down your spine, and you felt the familiar coil of tension building deep within you. you were so close, teetering on the edge of ecstasy, and dean could tell.

"go ahead, darlin', come for me," he demanded, his thumb brushing against your sensitive bundle of nerves. "show me how much you love my cock."

with a sharp cry, you surrendered to the overwhelming sensations, your body trembling as wave after wave of mind-blowing pleasure washed over you. dean followed closely behind, his hips snapping up into you as he spilled himself deep inside.

for a moment, the only sounds were the heavy panting of your breaths and the occasional contented hum from dean. then, finally, he pulled you down for a searing kiss, his hands caressing your flushed skin.

"damn, sweetheart, you're fuckin' perfect," he murmured, his lips trailing down your neck. "i could do this all day."

you chuckled breathlessly, your fingers tracing the strong lines of his jaw. "as much as i'd love to, we should probably get back to helping sam and bobby," you said, reluctantly lifting yourself off of him.

dean groaned in protest, his hands sliding down to grip your thighs again. "do we have to?" he whined, his eyes pleading. "i'm not done with you yet."

you laughed, pressing a quick kiss to his lips. "yes, we have to," you said firmly, already starting to redress. "the sooner we get this case wrapped up, the sooner we can come back here and pick up where we left off."

dean pouted, but he knew better than to argue. with a resigned sigh, he began to clean himself up, already mentally planning all the ways he was going to ravish you once this job was done.

⎯⎯BONUS PART . ݁ ⋆

by the time you and dean finally emerged from the impala, faces flushed and clothes slightly disheveled, sam was waiting for you with a knowing smirk on his face.

"well, well, look who decided to join us," he quipped, his eyes flickering between you and his brother. "and just where have you two been, hmm?"

you felt your cheeks burning with embarrassment, your mind racing to come up with a plausible excuse. but one glance at dean's guilty expression told you that sam already knew exactly what you two had been up to.

"we, uh, we were just—" dean began, only to be cut off by the gruff voice of bobby, who came storming out of the motel room.

"where the hell have you two idjits been?" he growled, his brow furrowed in frustration. "we've been waitin' on you for over an hour! sam and i could've used your help, you know."

you cringed, fully prepared for the tongue-lashing you and dean were about to receive. but to your surprise, sam stepped in, his expression far too innocent to be believable.

"oh, i'm sure they were, uh, otherwise occupied," he said, his lips twitching with amusement. "isn't that right, you two?"

dean shot his brother a withering glare, but sam only grinned, waggling his eyebrows suggestively. you wanted nothing more than to disappear into the ground, your mortification notable.

"what the hell are you talkin' about, boy?" bobby demanded, his eyes narrowing suspiciously.

sam chuckled, jerking his thumb in your direction. "well, let's just say our dear friend Y/N/N here has been, uh, keeping dean "company" while the rest of us were working."

your mouth fell open in shock, and you could practically feel the heat radiating from dean's body as he shifted uncomfortably beside you. bobby's eyes widened with realization, and a gruff, disapproving grunt escaped his lips.

"oh, for the love of—" he muttered, shaking his head in exasperation. "you two idjits couldn't keep it in your pants for five minutes, could you?"

you felt the embarrassment coursing through you, and you resisted the overwhelming urge to bury your face in your hands. but dean, ever the quick-witted one, managed to find his voice.

"hey, come on, it's not our fault you two were taking forever!" he protested, his tone defensive. "we were just, you know, passing the time."

sam burst out laughing, slapping his knees in amusement. "oh, i'll bet you were," he chuckled, his eyes twinkling with mischief. "just try to keep it in your pants from now on, huh? we've got work to do."

with that, he turned and headed back towards the motel room, leaving you and dean to face the wrath of a thoroughly exasperated bobby. as the older hunter launched into a lecture about professionalism and work ethic, you couldn't help but wonder if this was the most embarrassed you'd ever been in your life.

but as you glanced over at dean, the sheepish grin on his face told you that he wouldn't have had it any other way.

[inacatastrophicmind]

Being a Destiel shipper: A mood

[miiilowo]

bobby's boobytraps (supernatural shitpost)

[give-bucky-his-boyfriend-back]

John, somehow in heaven, looking at Destiel: They've corrupted my son! My boy is not gay! He's a man, god dammit.

Bobby: The fact that your son is bisexual doesn't take anything away from his masculinity

John: He acts like a teenage girl

Bobby: Says the one that keeps a diary

John: ITS A JOURNAL

[unhinged-jackles]

[tofumango]

When the card declines at therapy and they wipe my memory and make me watch the series finale of supernatural for the first time

[nimblefoxes]

This started with “Dean totally has orange cat energy” and just kept going and now I’ve lost all control???? Also nobody tells you cat anatomy is WEIRD. Why so bendy???

Special thanks to @lordcrowcifer for his suggestions for Crowley & Gabriel! (He made a strong case with the perfect photo of an angery looking Scottish Fold 😂)

More suggestions are, of course, welcomed because I have nothing better to do than draw dudes in plaid as cats.

[captainchilly]

"Screw the angels and the demons and their crap Apocalypse." ↳ 5.01 - SYMPATHY FOR THE DEVIL