#dean/bobby
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natti-ice · 5 months ago
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being completely obsessed with him stretching you out
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Reblogs and comments are greatly appreciated<3
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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.
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billiewena · 7 months ago
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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.
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mischieviem · 7 months ago
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That natural soup show or whatever
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greatcometcas · 2 months ago
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It's good to see you.
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strawlessandbraless · 2 months ago
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Dean in Denial - The Fall ‘24 collection
7x02//11x23//12x11//12x11//15x09
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pastelsbuck · 7 months ago
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gabriels-golden-kazoo · 5 months ago
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ilovejohnwinchester · 7 months ago
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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.
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beebox-illustrations · 2 years ago
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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 🌻
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seasononesam · 1 month ago
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Okay. What's going on with you two?
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inacatastrophicmind · 8 months ago
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Being a Destiel shipper: A mood
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miiilowo · 7 months ago
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bobby's boobytraps (supernatural shitpost)
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natti-ice · 6 months ago
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18+ mdni
Reblogs and comments are greatly appreciated<3
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Being so horny all day at work so much to that you go to your boss, who just so happens to be your secret lover and ask him for some assistance. He immediately agrees and tells you to hop on his lap so he can help satisfy you. You feel his warm breath on the nape of your neck as he whispers “relax baby, I’ll make it all better.”
his hand finds it way into your soaked panties and immediately gets to work “gonna take such good care of this needy little pussy.” He whispers as he circles your sensitive and swollen clit, applying just the right amount of pressure to have you squirming in his lap.
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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
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katherinehoughtoncastle47 · 1 month ago
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unhinged-jackles · 2 years ago
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