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#dad dean
anakinism · 1 year
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dean with babies <3
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archervale · 3 months
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🎉Happy late Birthday Dean Winchester! 🎉
Annual trip to the beach to celebrate his birthday!
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valeron99 · 1 year
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Cozy early morning together 🫐🍓
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13x02 · 8 months
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Castiel's speech in 12 x 10 , Lily Sunder Has Some Regrets // Team Free Will 2.0 parenting Jack
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zuzajs14 · 1 year
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I made myself soft...
Come here, you little menace 💛
Little Jack, my beloved 🥺
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deancaskiss · 1 year
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“papa?” jack said, walking into the living room and going straight to dean’s side of the couch. “I think it’s time.”
dean immediately sat up, nudging cas back out of his arms and moving on the couch so that jack could sit between them. jack usually went to cas when he needed help, always a call for “dad?” that cas immediately reacted to. but this time, it was something dean knew he could help with.
“time for what?” cas asked, hands settling softly on jack’s shoulder, moving towards jack’s forehead to feel for a fever.
“my tooth,” jack replied, reaching for dean’s hand.
“what?” cas said at the same time dean brushed his thumb across jack’s cheek softly.
with a grin, dean said, “buddy has had a loose tooth for days. think it’s ready for you to lose that first tooth of yours?”
jack nodded eagerly.
“how loose is it? show me those pearly whites,” dean said, peering at jack’s front tooth as the 6 year old wiggled the tooth. “perfect, looks like you’re ready kiddo,” dean said, grabbing one of the tissues from the tissue box he’d deliberately put there that morning specifically for this moment.
dean looked over jack’s head, catching his husbands eyes as cas settled back against the couch cushions, watching the exchange between dean and jack with the fondest smile. giving cas a smile of his own, dean leaned fowards and asked jack, “you’re sure you want me to do this?”
jack nodded again, giving dean that bright smile that was a mirror image of cas’. “I want it to be you,” jack said.
dean felt his heart melt in his chest. “alright, brave little bud. one little tug and it’s over. ready?” once jack gave him a thumbs up, just like he’d done for sam all those years ago, dean gently used the tissue and tugged the tooth, feeling it slide free with ease.
“awesome!” jack cheered, immediately flashing a toothless grin at dean before he turned that smile towards cas. cas smiled back, leaning forwards to press a kiss to jack’s forehead.
“time for you to go back to bed,” cas said, moving up from the couch and catching jack’s hand.
“what about my $2?” jack said, batting innocent eyes at dean.
“I’ll discuss it with the tooth fairy,” dean said, sneaking a quick kiss against cas’ cheek before grabbing jack’s other hand. “c’mon, your dad said bedtime.”
jack hummed happily all the way back to the bedroom as dean and cas tucked him back into bed. “good night dad, good night papa,” jack mumbled sleepily.
“good night sweetheart,” cas replied, dropping a kiss to jack’s forehead again.
“good night brave lil rockstar,” dean said, kissing jack on the cheek and walking out the bedroom with cas by his side.
but instead of walking them back to the living room, cas gently bumped dean into their own room and he softly kissed dean then and there in their doorway.
“what was that for?” dean asked, chasing cas’ mouth in another kiss.
cas smiled, sweet and beautiful, as he murmured, “I always knew you’d be a good dad.”
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deanspunchingbag · 4 months
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the way dean would have been such a good dad. he would have been so terrified he was doing to all wrong, and constantly trying to make sure he didn't turn into his dad. of course he would have his moments, make mistakes and get angry, but all parents do. but you know what he wouldn't do? forget a single birthday or holiday. he wouldn't miss a single ball game, recital, play, or anything between. he would be the type to wear a costume to school drop off if his kids were embarrassed to wear something. he would be so involved in the things they liked. learning about a new video game or movie series that was out. watching youtube videos on how to do hair for ballet. he would give a 30 minute speech before teaching them how to drive in the impala, and wouldn't even get mad if they accidentally slammed on the breaks or ran on the curb (but would frantically check every inch of the car once they got home). he would be the kind of parent he and sammy always wanted.
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fl0-0ra · 2 years
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Suptober Day 2: Pillow Talk
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The first time Baby Jack wakes Dean up crying in the middle of the night, Dean doesn't even turn the lights on. He just rolls out of bed and goes to comfort the kid. He knows he's fine and just wants a cuddle, but he doesn't know how he knows, so he checks the kid for a wet diaper, for gas, for fever anyway, and then ultimately ends up singing him to sleep with a hoarse, tuneless rendition of Hey Jude.
Only afterward, when he heads to the kitchen to get himself a cup of coffee--because no way is he going to get back to sleep now--does he realize that every light in the bunker has blown out and Sam is on the floor of the library, clutching his bleeding ears.
Turns out Dean is one of those special people after all, at least when it comes to his son.
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annmariethrush · 1 month
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Does anyone have a fic rec for TFW baby proofing the bunker?
Any baby and any ship except w*nicest is good just thinking about those motherfuckers trying to figure out how to secure the bunker for the use of a 1 year old who knows how to open doors
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anakinism · 1 year
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uh oh he really wanted to keep her huh
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archervale · 26 days
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Let this man be a dad please
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valeron99 · 1 year
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"Happily ever after" doodles.
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luna-nigthshade-wood · 2 months
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AU: Jack, having a crisis while talking to Dean
Jack: Well, how did you know?
Dean, holding Cas hand under the table, confused: How did I know?
Jack: You know, that you liked males as well
Dean, laughing: Doesnt everyone find everyone attractive?
Jack:....
Cas:...
Sam, in the other room:...
Dean: Dont they?
Dean: No, seriously, dont they?
Jack: You know what? Nevermind.
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mikeluciraphgabe · 3 months
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Girl Dad Dean Winchester truther✊
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deancaskiss · 2 years
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“Dad?” A hand reached up, a tiny fist grabbing hold of Cas’ trenchcoat and tugging insistently. “There’s a monster under my bed.”
Cas quirked his head at the 3 year-old standing next to the couch, and Dean startled, instantly moving from his curled up position next to Cas to get off the couch. Dean flickered his gaze over at Cas, his hand already moving to pick up a gun as his hunter instincts kicked in, but Cas shook his head softly; easing his husband’s worries with just a glance.
Instead, Cas leaned down, scooping Jack up and settling the toddler on his lap. There was no way any actual monsters could get into their house, Dean had made sure of that. Salt laid out on very first day they moved in, devils traps painted on the floor and covered with rugs, and sigils hidden behind pictures on the walls.
Safe. That was what Dean called it. And seeing the way Dean relaxed after the house had been secured, it made Cas feel safe, too.
That’s how Cas knew there wasn’t anything under Jack’s bed. And… okay, maybe he checked under there every night, and in the closet, just to make sure nothing would sneak into Jack’s room during the night.
Tucking Jack against his chest, Cas pressed a soft kiss to the top of the toddlers head. “There isn’t any monsters, sweetheart. But, would it make you feel better if Papa went to check?”
Cas glanced over Jack’s head at Dean, and he saw the way Dean’s shoulders relaxed, as if the idea was somehow soothing to both his husband and his kid.
“You’ll fight the monsters, Papa?” Jack asked, peeking over at Dean with wide eyes.
Dean bent down, crouching in front of the couch until he was at eye-level with Jack. “I’ll fight all the monsters for you, Squirt.”
Jack smiled, reaching up until he found Dean’s hand, squeezing it as tightly as he could. Shifting forward, Dean pressed his lips against Jack’s knuckles before flashing him a wink. “I’ll be right back, after I’ve slayed all the monsters for you.”
Once Dean had slipped out of the room, Cas shifted Jack onto his hip and picked him up. “How about we get some apple juice?”
Jack grinned, tucking his head into the crook of Cas’ shoulder as they made their way to the kitchen.
By the time Dean found them 5 minutes later, Cas and Jack were settled at the kitchen table, finishing their juice. Jack looked up, making a grabby motion for Dean. Scooping Jack up, Dean leaned down to steal a sip from Cas’ cup.
“Did you get the monsters, Papa?”
Ruffling Jack’s hair, Dean replied, “No monsters to slay this time, buddy. You’re safe.”
Jack smiled, resting his head against Dean’s chest as his eyes fluttered shut and he yawned. Dean smiled softly and kissed Jack’s forehead.
“Time for bed?” Cas asked, standing up from the table and sliding a hand around Dean’s waist.
Nodding, Dean carried Jack to bed. Cas tucked the blankets around Jack once the toddler was settled comfortably in bed. They both whispered their ‘good nights’ to Jack before tiptoeing out of the room.
Once they’d made their way back to the living room, Cas pulled Dean close and kissed him softly.
“What was that for?” Dean asked, nudging his nose against Cas’ before leaning in to steal another kiss.
Cas grinned, letting his hands settle on Dean’s lower back. “For being a monster slayer.”
Dean chuckled, pressing his forehead against Cas’. “You’re not so bad yourself, Angel.”
Cas laughed, happy and sweet, and when Dean leaned in to kiss him again, it felt like home.
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