Tag Archives: bobby singer

Still Watching

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Important: This is the 5th last fic of the year! I’ll be taking the last half of December and first half of January off from posting. I’ll be back January 17th, 2025 with the first story of the new year!


Written: 24.10.17

Words: 492

Wee!Chesters, 2024’s Halloween fic


Bobby awoke with a loud gasp, flying into a sitting position. He rubbed his eyes as he looked around his dark room, chest heaving as he attempted to get his breathing back under control.

I’m not old enough to go choking on my own spit…

Bobby’s brows furrowed as he heard faint mumbling floating from up the stairs, what the hell? He reluctantly got out of bed to investigate, not missing the clock on his nightstand reading 3:30am.

He shook his head as the sounds got louder as he descended the stairs, the boys should know better than to leave the TV on. His frown deepened as he heard a scream then the unmistakable sound of a chuckle.

Not 100% sure if his tired brain wasn’t just playing tricks on him, he made his way into the living room, unable to hold back his exasperation as he saw Dean was laying down in front of the TV, fake fangs and empty candy bar wrappers sprawled out around him on the carpet.

“What the hell are you still doing awake?”

Dean jumped about a foot in the air at the sudden intrusion. It took a moment for his wild eyes to make Bobby out in the dim light, to which he let out a big breath of relief, “You scared me!”

Bobby walked over to turn the lamp on, “Do you know what time it is?”

Dean winced as the room flooded with light and he sat up, “The movie’s not over!”

The father-figure didn’t even bother glancing at the television as he raised an eyebrow, “No horror movie is 5 hours long.”

Dean averted his eyes at that and rubbed a hand at the back of his neck, “Well… I might’ve started it later than that.”

“No shit.” Bobby grabbed the remote off the table and paused the movie, “Bed. Now.”

“Oh, come on!” Dean looked back to the screen and gestured at it, “There’s only ten minutes left!”

Bobby narrowed his eyes, “You sure you’ll be able to wake up for school tomorrow?”

“I swear, Uncle Bobby. I’ll even wake up early!” At the look, a sheepish grin split the blonde’s mouth. “Okay, probably not early, but I will wake up on time!”

Bobby plopped down on the couch and rubbed his chin as he pretended to think, “I don’t know…”

Dean turned his best imitation of Sammy’s puppy dog eyes on the eldest, “Pleeeaaase?”

Bobby couldn’t resist chuckling at the face and waved his hand, “Fine. But I’m serious about you going to bed when it’s over.”

“Yay!” Dean practically bounced with excitement in place as he snatched the remote back off the table. “I don’t know why you’re so worried,” He sank back down onto the carpet just as he let out a big yawn, “I’m not even sleepy.”

Bobby couldn’t resist a yawn of his own as the movie came back to life and chuckled again, “Goodnight, Dean.”


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Come What May (Preview)

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Important: This is the 2nd last fic of 2023! I’ll be taking the last half of December and first half of January off from posting.

I’ll be back January 12th, 2024 with the first story of the new year.


Written: 23.09.01

Words: 1,833

Wee!Chesters, Fluff, 2023’s Christmas fic

Prompt: Eat with a Friend Day


“We’re making dessert!” Sammy beamed at him as he grabbed the wooden spoon and attempted to stir the creation. After finally dislodging it from where it was stuck in the plaster-like confection, his face fell, “I don’t think we did it right.”

“I’m sure it’s not as bad as you think.”

Bobby quickly grabbed a discarded spoon off the edge of the island and plunged it into the bowl. He had to bite the inside of his cheek as the spoon met the confection with a loud clink.

“Oh no!” Sammy dropped the wooden spoon and turned tearful eyes to his older brother – who was still hesitantly putting packages away, “We ruined it!”

Dean stopped mid-roll of a package before he placed his hands on the counter and hung his head between them, shoulders beginning to move up and down.

Bobby put the spoon back on the table and tried to keep his expression neutral, “Hey now, it’s not that bad.”

“B-but,” Sammy sniffed, beginning to take in huffing breaths, “E-everyone’s counting on us and we… we ruined Christmas!” He burst into tears then and all but jumped off the chair in his haste to hide his face against the kitchen table.

Bobby let out a breath as he stood between the two crying boys, heart aching. He took his hat off and ran a hand through his hair as he took a moment to think. I let them to cook because they were excited about it. I didn’t think they would take it so seriously…


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One Taste and I’m Done (Preview)

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Written: 22.11.01

Words: 1,603

General, C2C

Prompt: Irish Coffee Day


“Enough with the cryptic crap! Just tell me.”

“This thing…” Dean brought a hand up to rub at the back of his neck, “It feasts on livers – kid livers. And…”

After a moment of silence, Sam raised an eyebrow, “And…?”

“And you can supposedly hurt it by making it drink alcohol.”

Sam turned confused eyes to their father figure, “What?”

“Yep.” Dean nodded, “Alcohol literally burns the thing from the inside out. We think it’s tied to the feasting on kid livers but… there’s like zero lore on this thing. The only reason we know that is because of the coroner.” Dean gave a half-shrug, “Apparently they hunt in packs.”

Sam opened his mouth, only to close it a moment later in silence, brows furrowing as he turned over this new information.

Dean nodded at the look on his face, “Told you.”

Bobby let out a sigh before digging out his wallet, handing over a ten-dollar bill, “Yeah, yeah. Here.”


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Nothing But You (Preview)

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This is the last fic in the Unlearning Series!

Started; 22.01.15

Finished: 22.01.19

Words: 3,955

Destiel (Implied), Sabriel (Implied), Crobby, C2C, Unlearning Series Fic #10


“I thought you were gonna drop it?”

Dean sputtered, gesturing to the bedroom, “Dropping it isn’t the same as giving him my blessing.”

Cas rolled his eyes, plopping himself down on the bed, letting out an annoyed groan. He’d been trying to talk Dean into finally agreeing to let Crowley pop the question for weeks – to no avail. Hell, all of them – him, Sam, even Gabriel had tried, but Dean was nothing if not stubborn. And when Dean Winchester had made up his mind about something, he was hard pressed to change it.

Not that it stopped them all from trying. None of them could understand why the blonde was being so stubborn. Crowley had saved his life – same as Gabriel – but that apparently didn’t matter. Dean just wasn’t budging.

“Are you forgetting he saved you?”

“Oh, please!” Dean crinkled his nose, waving a dismissive hand at the angel, “I’m so sick of hearing that! It’s not like I asked him to save me!”

Cas felt the anger bubble up in his chest again, and he rose from the bed, “So you would’ve been just as happy if he didn’t? If that demon had killed you, oh well?”

“No, Cas, you know that’s not what I mean!” Dean scrubbed a hand through his hair, whole body tense, why can’t I make you understand? “It’s just-”

“What, Dean? He’s what?”

“H-he… he’s still….”

“Yeah…?”

“He’s still him!”

“He’s changed!”

“People don’t change!”

“But he’s not even a person!”

“Exactly!” Dean let out a humourless chuckle, “If people don’t change, demons for sure as shit aren’t gonna!”

Cas threw up his hands, “How can you still be so…. so you about this?” Cas forced himself to take a deep breath, and walked the few steps over to the now-retired hunter, “He makes Bobby happy. Don’t you think he deserves that?”

“Of course I do.” Dean’s tone was lowering to match the angel’s, even though his chest was still huffing, “I just don’t think Crowley is right for him.”

“Okay, fine. Then who would you pick?”

Dean blinked in surprise at his angel, “What?”

Cas gave him a pointed look, crossing his arms over his chest, “You think you can do a better job finding someone for Bobby? Go ahead, pick someone.”

“W-well,” Dean shifted his weight, “I… I don’t know anyone off the top of my head-”

“Uh-huh.”

The corner of the blonde’s mouth twitched, “You know what? Fine! I will find someone better for Bobby, and when I do, all you guys have to drop this.”

“Fine,” Cas stuck out his hand for them to shake on it, pulling the ex-hunter in close once their hands touched, “But if you can’t, you will give Crowley your blessing.”

Dean’s eyes narrowed, searching the angel’s face for a moment, before he nodded, “Deal.”


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Shut Eye

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Request #24, from hallmarkdestiel (Tumblr): I have another idea. There was only one bed. But it’s Crobby.
Started: 21.04.02
Finished: 21.04.05
Words: 1,425
Crobby

“I told you I’ll be fine,” Bobby growled into the phone as he shifted the file he was holding to dig out his motel key. “I did used to hunt solo before you idjits needed me to run phones on every case, y’know.” He wrenched the door open after a moment, tripping on the lip of it, “Balls!”

He landed hard on the motel floor, file and cell phone shooting out from his hands. He got himself to a sitting position, removing his ball cap to run a hand through his hair as he watched all the papers from the file flutter to the floor. He let out a long sigh, before grabbing the phone off the ground, “Yeah, yeah, I’m fine, Dean. I just tripped.” He got himself back to his feet and closed the motel door, “Who’s bright idea was it to put a step on a ground-level room?”

Bobby shook his head as he locked the door, resisting the urge to sigh again, “Listen, Dean, I’d love to continue this conversation, but unlike you boys, I don’t keep a pee bottle in my truck, so unless you wanna-” He cut himself off, face splitting into a smile as the line disconnected, I’ve gotta remember that one more often.

He kicked his shoes off before collapsing on the bed, letting out a groan as he sank into the mattress. He checked the time on the digital clock beside the bed, before his eyes slipped closed, I have time for a quick nap before meeting with the coroner.

 

 

“Bobby…”

Bobby rolled over, toward the voice of his wife, not bothering to open his eyes.

She chuckled as he flung his arm over her middle, pulling her closer, “Bobby, we don’t have time for that. You’re late.”

“J’s five m’re minutes…” He felt her roll over, arm falling onto the bed and he frowned, “Nooo…”

“I’d love to stay, Darling, but you’re really going to be late.” His tired brain was unable to place what sounded off with her voice, so he finally decided to crack an eye open – to see a brunette with a beard starring back at him, “Morning Sunshine.”

Whoa! Bobby startled awake, grabbing for the gun under the pillow, firing off a shot before his brain caught up to what was in front of him. He heard an annoyed sigh, before the springs of the bed creaked as the man got up, “Are you going to shoot me every time?”

Bobby finally placed the accent and stood from the bed, “What the hell are you doing here?”

“Well I was checking on you,” Crowley huffed, checking out the new bullet hole in his suit, “But apparently even asleep you’re protected.” He shook his head, eyes going back to the hunter, “Seriously, I’m gonna have to start billing you for my dry cleaning.”

“Dean sent you to check on me?” At the nod, Bobby scrubbed a hand down his face, “That boy needs to calm down. I haven’t even been gone a whole day yet and-”

“Uh, what?” Crowley shook his head as Bobby blinked at him, “You’ve been gone three days, mate.”

“What?” Bobby dug his phone out of his pocket, “No, that’s not-” he cut himself off as his eyes landed on the date in the corner, that can’t be right. “I’ve been asleep for three days?”

“I know you’re getting up there, but that seems a tad overkill, don’t you think?”

Bobby shot the demon a look, “Aren’t you like three hundred years old?”

Crowley scowled, “Nevermind that.” He crossed the room, making a whiskey glass appear on the small kitchen table, “You weren’t snoring.”

“Excuse me?”

The demon took a swig from his glass, “You weren’t snoring.” At the unchanged expression, Crowley sighed, “Just… trust me, you snore when you sleep. But not this time. Ergo…”

“I wasn’t asleep.” Bobby’s brows furrowed, I was drugged? I haven’t even been in town- His face changed as he remembered the diner, “Shit.”

The corner of Crowley’s mouth pulled up into a smile, “Care to share with the class?”

“The diner,” Bobby scrubbed a hand down his face, “I stopped for a burger last night. That’s gotta be where the thing is hiding.”

“Excellent!” Crowley took a few steps forward, finishing his drink, “Then let’s go.”

Bobby raised an eyebrow, “You’re not coming.”

“Why not?”

“Because I don’t need your help?”

“Pfft, please. You just lost three days because of a burger.”

Bobby rolled his eyes, “Tell Dean I don’t need a babysitter.”

“Fine,” Crowley held his hands up in mock surrender, “Go without me. But don’t expect me to swoop in and save you when things go sideways.”

Bobby snorted, “Deal.”

With that, the demon was gone. Bobby took in a deep breath, looking around the motel room, noting the file was sitting on the kitchen counter – back together. He shook his head before shoving on his shoes, heading for the door, let’s hope whatever it is is still there.

 

 

Bobby dug his key out of his pocket, shaking his head, what the hell kind of monster is this? I’ve never seen a body that- He stopped himself just inside the door as he spotted Crowley sitting at the kitchen table, “What the hell are you doing back here?”

“My job.”

“Right,” Bobby closed the door, tossing his jacket down on the bed, “And since when does the King of Hell take orders from hunters?”

Crowley bristled, getting up from the chair, “Well excuse me for not wanting to stay indebted to those denim-clad nightmares. I do have more important things to do than sit around and wait for them to call.”

“Great,” Bobby plopped himself down on the bed, kicking off his shoes, “Then why don’t you go do those more important things, and I’ll get on with the case?”

“Anyone ever tell you you’re crochet-y?”

Bobby snorted, “It’s been said.” He readjusted his ball cap as he watched the demon, who seemed hesitant. He let out a sigh, “Why are you really here?”

“I already told you-”

“Yeah, yeah, I know. You’re settling a score with Dean. But that doesn’t explain why you’re hanging around. You could’ve reported I was fine this morning and went about your business. But you’re still here. Why?”

Crowley shifted his weight from one foot to the other, “Can’t a friend just drop in on another?”

“We’re not friends.”

“Fine.” The demon sighed, swallowing what was left in his glass, “I thought this case maybe had something to do with an escaped Hellhound.”

“And now?”

Crowley shook his head, “I saw the body. If this was my girl, there wouldn’t have been that much left.”

Bobby took his hat off, running a hand through his hair, “And you didn’t tell me this at the beginning because…?”

Crowley let out an exasperated sigh, “Because I don’t exactly jump at the chance to announce I screwed up. I am the King, after all. I have to maintain a certain… reputation.”

You let a Hellhound escape?”

“See?” The demon pointed to his face, “That is exactly the kind of look I was trying to avoid.”

Bobby let out a sigh, “Fine. Stay and help. But it’s…” he checked the time on the bedside clock, “1am, so I’m gonna get some sleep.”

“Perfect.”

Bobby watched as he made his way over to the bed, “What are you doing?”

Crowley blinked at the hunter innocently, “What?”

“You don’t sleep.”

He raised an eyebrow, “So that means I have to stand on the hardwood for eight hours while you sleep?” He shook his head, “Watching hunters sleep is more Castiel’s speed than mine.”

“I was thinking more you could go to Hell.”

Crowley frowned, “And here I thought we were just starting to get along.”

“I’m serious. Go do your other royal duties.” Bobby placed his hat on the bedside table, before digging his phone out of his pocket, “Come back in four hours and I can fill you in.”

“Four hours?” Crowley tsk-tsked the hunter, “That’s hardly enough time to do anything productive.”

Bobby snorted, “Well we’re not sleeping together so…”

Crowley waved a dismissive hand as he pulled back the covers, “Get over yourself. This bed is big enough for two people with plenty of space left between. You won’t even know I’m here.”

Bobby let out a yawn, before nodding, “Fine. On one condition.”

Crowley perked at that, and turned expectant eyes to the hunter, half-sitting on the bed, “Yes?”

“Take your shoes off.”


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Game Night (Preview)

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Started: 21.03.25

Finished: 21.04.02

Words: 2,427

Sabriel, Destiel, Crobby

This is fic #2 of the Unlearning Series. (Living In The Shade is #1)


“Ten seconds!”

Dean stepped to the side of his notebook, turning expectant eyes to his love, “Cas, focus. You know what this is.”

Cas was on the edge of the couch, head tilted, brows furrowed, “Is it… an apartment building?”

“No!” Dean stomped his foot, tapping the marker next to his drawing, “C’mon, man! You’ve gotta get at least one!”

“A… School?”

“Time!”

Dean threw the marker down on the table, running a hand through his hair in frustration, “Fuck!” He made his way back over to the couch, collapsing in a huff as he picked up his beer, “I can’t believe you didn’t get any.

Cas let out an exasperated sigh, “Well it’s not like you helped much. You can’t just tap next to your drawing if I don’t get it – you try to draw something else!”

“Whatever.” The blonde took a long pull from his drink, “This is a stupid game.”

“You only think that because you guys are losing.” Gabriel smirked at the hunter from where he was sitting, placing the timer down, “I thought giving you an extra round would at least get you one point.”

Dean shot a look at the angel, “Well maybe the game is rigged?”

“Pfft, please,” Gabriel waved a dismissive hand, “I don’t need to rig a game to beat you.”

“Listen here you candy-loving, brother-crawling-”

“Dean!” Bobby shot the blonde a pointed look, “Maybe it’s time we switch games.”

“Maybe it’s time we switch partners.”

Cas scoffed, “You think this is my fault?” He pointed to the notebook, “Maybe if you didn’t have the artistic skills of a kindergartener we would’ve actually won a round!” Cas turned back to the notebook, eyes squinting as he starred at the drawing, “Seriously, what the hell is that?”

Anyone else here can clearly see what it is!” Dean turned expectant eyes to his brother, “Right, Sam?”


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