Can I Help?

Summary: Being a single parent is far harder than Dean ever thought it would be. When he meets a woman who sees him struggling and asks if she can help him will he accept her help and let her in or keep his walls high and push a chance at love away?

Characters: Dean Winchester, Sam Winchester, Charlie Winchester (OFC), Julia Winchester (OFC/ mentioned only), You

Warnings: mentions of loss of spouse, Dean's self-loathing makes a tiny appearance, single parenting, parental stress, parenting a language delayed child, single dad!Dean (yes that's a warning), angst, fluff, guilt, and probably some bad language words because ... if you've read my stuff you already know.

A/N: This fic fill my @jacklesversebingo square for "It looks like you're in trouble there. Can I help?"

A/N 2: I am not a speech therapist but was in a language training and it gave me the idea for this fic. I hope you like it. Also this can be read as a one-shot or the first part of a 3 part mini-series (I guess) I wrote all 3 with the same characters in mind. If you're interested in the next two parts keep your eye out for Backyard Campout, and Doppelganger.

Word Count: 8,217

Cover created by me using Canva and my own photos, divider also created by me in Canva

Written: 10.24.24 – 11.04.2024

Dean knew that being a single dad would be hard but he hadn’t expected it to be this hard.

He sat on a bench at the park watching his precious daughter play in the sand box a few feet away and for a split second he wished that Charlie could just jabber and talk like the other little girls she was playing near. She was hard to understand and the other children already seemed to shun her over it and that was enough to break his heart but it was even worse when he couldn’t understand her himself.

They’d already lived through so many tears and tantrums it was enough to make him snap at this point.

Slinky

Summary: You and your baby were saved by the Winchester brothers. One day while Dean is out on a supply run she wants his slinky. Will he be ok that you took it and began playing with her and showing her the slinky?

Characters: Dean Winchester, Sam Winchester, You, Sophie

Warnings: mentions of death of family, werewolf, fluff, Dean being awesome with a kid,

A/N: This fic came about from a conversation about Dean's slinky, the @spnfanficpond November prompt of pie, and my @jacklesversebingo square "Are you sure you know what you're doing?"

Word Count: 1,170

Cover image made by me in Canva (bunker war room from here, jackles and jj from here, and the rest from spn wiki).

Writtwn: 10.31.2024-11.02.2024

When you’d arrived at the bunker, you’d been a trembling mess; barely able to hold yourself together, let alone handle parenting. You’d been grateful for Sam and Dean helping to walk Sophie up and down the halls as she adjusted to the new surroundings. Several times in that first week you’d noticed the giant slinky in Dean’s room.

From what you’d seen of Dean that item seemed – out of place, didn’t describe it well enough.

Amnesia

Summary: A car crash changes everything - you and the Winchester brothers were injured but the situation becomes more dire when you learn that Dean has amnesia and life is going to change in many more ways than you could ever have imagined. 

Characters: Dean Winchester, Sam Winchester, Donna Hanscom, Jody Mills, Zeppelin Winchester (OMC), and you Y/N

Warnings: car crash, angst, hospital stay, injured character, pregnancy, Dean gets the ending he deserved

A/N: This fic fills the prompt for amnesia for the @alphabetquest (I know I did this once for this prompt already but I had two ideas and had to write them both).

Word Count: 4,684 Cover and divider created by me in Canva

Written: 09.08.2024 – 09.22.2024

“Dean, come on man you gotta wake up,” I heard Sam state as I stepped into the room.

“Coffee?” I asked.

“Thanks,” he accepted the warm beverage and offered me a sad smile. “How’s your neck doing?”

“I’m fine, Sam. No worse than I ever am,” I answered, probably a bit flatly. “Sorry, I couldn’t sleep last night,” I explained as I sat on the couch next to Sam. 

“You should go back to the motel tonight. I’ll stay here and guard him.”

I focused on my coffee for a moment, “Maybe,” I sighed. “I just want him to wake up.”

You Can't Save Me. Just Go!

Summary: You wake in a panic, next to a naked stranger and life only gets harder to deal with after that. You find out you have amnesia - can the Winchesters help you get your memory back?

Characters: Dean Winchester, Sam Winchester, Jody Mills, Castiel, Y/N/ "Cody"

Warnings: heavy on the angst, memory loss, memories of Dean being a demon, panic... I apologize if I've missed any warnings.

A/N: This fic fills a square for my @jacklesversebingo square "You can't save me. Just go!" I am also using the prompt Amnesia from @alphabetquest

Written: 09.01.2024 – 09.22.2024

I opened my eyes to a pitch-dark room – everything hurt but mostly my head. I sat up against the headboard and tried my damnedest to remember why my head would hurt so bad.

Had I drank too much last night?

I don’t remember going to a bar but maybe I just forgot – however that wouldn’t explain the painful knee – it was definitely swollen.

Male. Late 20s. No ID -CH 20 - "It's Hardly Brain Surgery."

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. After being asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader, Crowley, Mary Winchester, Jack Kline

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

Chapter Warnings: pregnancy/ labor (not described in great detail, a couple of time hops and lots of fluff!

A/N: this fills my jacklesverse bingo square for "it's hardly brain surgery."

Word Count: 947

Divider and Cover Image by me

Masterlist | Series Masterlist

“You’re having a baby we gotta get you to the hospital,” he told me sounding so clear headed it made me want to scream.

We made it three steps out of the kitchen before I had to stop, “Dean, this isn’t happening, I can’t make it to the car let alone the uggh.”

Male. Late 20s. No ID -CH 15

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. After being asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader, Crowley

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

Chapter Warnings: this covers the episode Red Meat and then reader is kidnapped by a demon when she's on the way to help the boys, mentions of torture and being injured. Reader learns who Chuck is

A/N: This fills my @jacklesversebingo square for Interrogation

Word Count: 1,256

Divider and Cover Image by me

Masterlist | Series Masterlist

It was a non-stop fight between fall and spring – the boys went to the Lizzi Borden house in the fall and things just went downhill from there. By the second week of March, we were all losing our damn minds – Sam suggested a hunt – werewolves in Grangeville, Idaho.

The werewolf shot Sam in the gut and me in the leg – Dean and I got the bullet taken out of Sammy and I got some gauze over the wound; it was a lot easier to deal with my injury – the bullet went through my leg it was mostly a flesh wound, but it would slow me down pretty badly too. The vics Corbin and Michelle, didn’t want us to leave them alone in the cabin because of the other wolves. We marched out and down the hill with the injured woman and Sam fading quickly, then we found an old tourist center building.

Male. Late 20s. No ID - CH 13 - We Can't Do That Here!

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. After being asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader, Zachariah, 

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

Chapter Warnings: Reader and Dean dealing with The Mark, the book of the damned is found and the gang starts to research it, Dean has a misunderstanding, reader finally admits something to Dean about The Mark, implied smut, and a bit of crack

A/N: fills my jacklesverse bingo square for "we can't do that here!"

Word Count: 2,198

Divider and Cover Image by me

Masterlist | Series Masterlist

The next day after getting the best sleep I had in forever I went to Sam; I explained my theories on The Mark the fact that it had to be some sort of curse and it was twisting Dean’s soul – but because we were soulmates it felt as though it was starting to affect me.

I explained the rage that burned within me whenever someone I cared about was in harm’s way and even the tiniest things were setting me off.

“What do you mean by that?”

Male. Late 20s. No ID -CH 10 - Pining and Gummy Bears

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. After being asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader, Zachariah, 

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

Chapter Warnings: Dean returns from Purgatory and reader finds him, Dean offers to break their bond if they can find a way 

A/N: this whole fic came from this one image

This chapter fills the jacklesverse bingo square for last bag of gummy bears in the machine

Word Count: 1,852

Divider and Cover Image by me

Masterlist | Series Masterlist

I’m looking at a still of the image to verify, I can see it looks like he was at some gas station to fill up. I play the video and see that he’s driving some random vehicle; he took off toward a state highway. Typical Dean avoiding interstate highways as much as possible. As I’m studying the image and trying to guess what his next move is I get another ping – he’d stopped off in Kearney; before I can make a conscious decision, I am throwing things in my go bag and double checking the two sightings. I decided this is the track he’d take to get to Whitefish, Montana; the location of Bobby’s hunting cabin, and that’s where I’m heading. If I’m anywhere close to being right Dean and I will end up arriving at a similar time.

Male. Late 20s. No ID - CH 9 -I'm Gonna Give You a Hug

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. After being asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader, Zachariah, 

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

Chapter Warnings: after years apart reader becomes ill and believing it's supernatural related she tries to reach out to Bobby and Sam, Jody has to break the news to her of Bobby and Dean's deaths, mentions of hospitals/ medical tests, reader figures out Dean isn't dead

A/N: this whole fic came from this one image

This chapter fills the @jacklesversebingo square for "I'm gonna give you a hug."

Word Count: 2,114

Divider and Cover Image by me

Masterlist | Series Masterlist

There were times when I felt a twinge of sadness that I wasn’t volunteering; however, my self-preservation skills had kicked in and I continued to find new ways to make money where I was hiding. I was friendly with the locals and became part of the town eventually, but I gave the story that I was a writer and lost the love of my life so I’d come to his old family cabin to write and be left alone. The story worked and nobody bothered me unless I meddled in town affairs and got sucked into things – which I mostly didn’t. I wrote and took on any little side gig I could while also keeping an eye on things around my little town – once I’d had to contact Bobby for help – a werewolf was causing trouble in the town a few miles away and I was able to “handle the situation.”

Male. Late 20s. No ID -CH 1

Summary: You're a writer, but in your free time you volunteer at the local hospital and that's how you met him. A very beautiful man found alone and dying in an abandoned warehouse. You're asked to sit with him and see if your presence causes him to wake or at least respond you do, but that choice may change you in ways you could never have imagined. 

Characters: Dean Winchester, Sam Winchester, Bobby Singer, Marla (OFC), You/Reader

Warnings: hospital stay, mentions of death both in the hospital setting and the reader's past, show level violence/ gore, angst, fluff.  Expect more/ new warnings as each chapter requires. 

A/N: this whole fic came from this one image

A/N2: This chapter fills my @jacklesversebingo square for, "You smiled. I saw it, so no denying it."

Word Count: 2,270

Divider and Cover Image by me

Masterlist | Series Masterlist

“Bye Marla,” I called as I passed the nurse’s station. 

“Y/N wait up,” she called.

I slowed and turned to face her, “did I do something wrong?”

“No, hun. You’ve been great,” she assured. “I know you have been sitting with Mr. Jin and Mrs. Gonzalez but if you’re coming in tomorrow can you sit with our new patient, if he’s still with us.”

“Um, sure,” I answered hesitantly, where is he?”

The Secrets He Kept -CH 12

Summary: You've known the Winchester family since you were very small. You love Dean, you always have and you'll do anything to help your friend no matter the cost. You've helped Dean get his singing career off the ground but now that he and his wife, Lisa have moved back to Kansas and settled into a massive property you have started to notice some changes. Can you help him without ruining your relationship? 

Characters: Dean Winchester, Sam Winchester, Mary Winchester, Lisa Braden-Winchester, you/ Y/N, Jody Mills, Castiel Novak, Ketch, Meg, 

Warnings: Heavy angst, domestic violence (male receiving), friends to lovers, slow burn, some fluff, and lots of language (but it's me so you probably knew that already). 

Chapter Warnings: a lot of feels, angst, fluff, and love

A/N: some of the things described in this fic come from what I saw with the experience a friend of our family had with his ex. Violence at the hand of a significant other is very hard to spot sometimes, but if you (no matter gender) are experiencing abuse please reach out. Many towns/ cities have a local group that can help you but if you don't know who to reach out locally or are concerned about privacy you can go to this website they have an option for backing out and deleting your browser history if you need the extra security. Please don't suffer alone. 

A/N 2: This chapter fills my jacklesversebingo square for Unequal Social Status

Word Count: 709

The images for the cover and dividers are from IG and Supernatural Wiki and edited by me.

Once they made it back to the house Dean turned to her and asked, “so you love me?”

“I have for most of my life,” she responded, without any hesitation.

“What?!” he looked shocked.

The Secrets He Kept -CH 8

Summary: You've known the Winchester family since you were very small. You love Dean, you always have and you'll do anything to help your friend no matter the cost. You've helped Dean get his singing career off the ground but now that he and his wife, Lisa have moved back to Kansas and settled into a massive property you have started to notice some changes. Can you help him without ruining your relationship? 

Characters: Dean Winchester, Sam Winchester, Mary Winchester, Lisa Braden-Winchester, you/ Y/N, Jody Mills, Castiel Novak, Ketch, Meg, 

Warnings: Heavy angst, domestic violence (male receiving), friends to lovers, slow burn, some fluff, and lots of language (but it's me so you probably knew that already). 

Chapter Warnings: character in hospital, mentions of past abuse (emotional and physical), attempted murder, arrest, (legal mumbo-jumbo made up by me, sorry I'm not an attorney nor have i had much dealings with one in a court setting ... thankfully)

A/N: some of the things described in this fic come from what I saw with the experience a friend of our family had with his ex. Violence at the hand of a significant other is very hard to spot sometimes, but if you (no matter gender) are experiencing abuse please reach out. Many towns/ cities have a local group that can help you but if you don't know who to reach out locally or are concerned about privacy you can go to this website they have an option for backing out and deleting your browser history if you need the extra security. Please don't suffer alone. 

A/N2: this chapter fills my jacklesversebingo square for “When were you going to tell me? (prompt used 2x)

@deans-baby-momma thanks for your help with this one!

Posting a few hours early... remember I love you all

Masterlist | TSHK Masterlist | Word Count: 2,073

The images for the cover and dividers are from IG and Supernatural Wiki and edited by me.

The next afternoon Y/N arrived at the door Sam had instructed her to enter, Cas escorted her to the end of the hallway that Dean’s room was in, “wait here until Sam waves you in. I’m going to ask her to step out and explain what she remembers from the last two days. Don’t worry I’m planning to take notes, but uh she has cooked up the idea that I’m assisting in the investigation and a PI of sorts so nothing I get from her today can really be used in court. However, if she says something to me that might tip something off, I’ll let the lead investigator know which line of questioning to lead with.”

“Castiel, thank you.”

The Secrets He Kept - CH 4

Summary: You've known the Winchester family since you were very small. You love him, you always have and you'll do anything to help your friend no matter the cost. You've helped Dean get his singing career off the ground but now that he and his wife Lisa have moved back to Kansas and settled into a massive property you have started to notice some changes. Can you help him without ruining your relationship? 

Characters: Dean Winchester, Sam Winchester, Mary Winchester, Lisa Braden Winchester, you/ Y/N, Jody Mills, Castiel Novak, Ketch, 

Warnings: Heavy angst, domestic violence (male receiving), friends to lovers, slow burn, some fluff. Language! (you should just assume this with me. LOL).

Chapter Warning: Dean realizes his friend is struggling financially so he offers some help, Lisa finds out and isn't pleased, reader accidentally catches a glimpse of the marks left on Dean (he has a flashback of the event which is italicized between the two dividers if you want to skip over that part). 

A/N: some of the things described in this fic come from what I saw with the experience a friend of our family had with his ex. Violence at the hand of a significant other is very hard to spot sometimes, but if you (no matter gender) are experiencing abuse please reach out. Many towns/ cities have a local group that can help you but if you don't know who to reach out locally or are concerned about privacy you can go to this website they have an option for backing out and deleting your browser history if you need the extra security. Please don't suffer alone. 

A/N2: this chapter fills my jacklesversebingo square for "Adulting" will be in bold.

@deans-baby-momma thanks for your help with this one!

Word Count: 1,904 | Masterlist | TSHK Masterlist

The images on the cover are from IG and Supernatural Wiki and edited by me. Dividers were also created by me.

The following week Y/N found herself at home sorting through furniture and clothing she could list on the local marketplace to sell; she managed to sell a desk and a chair and an ottoman that same day.

With help from her neighbor, she was able to load them into the back of her SUV and within an hour she was back home checking her accounts.

I'll Be Waiting

Summary: You and Dean met many years ago - he thought he wasn't good enough for you and eventually you couldn't take it and left the bunker. Chuck is gone now and Dean finds himself driving around listening to the local radio station and he hears something that reminds him of you. How will you react when he appears one random night at a bar where you're on a blind date?

Characters: Dean Winchester, Sam Winchester, You, Jody mentioned

Warnings: this fic is from Dean's pov, a little angsty, a little sappy, and a bit fluffy. I think that's it. Enjoy!

A/N: This fic fills my @jacklesversebingo square for "I'll Be Waiting," by Adele.

Word Count: 1,479

No beta so please excuse any mistakes (I wrote this yesterday afternoon). Cover created by me on Canva.

“I’ll be Waiting” by Adele

Written: 04.13.2024

I knew I hurt her – I knew I pushed her away but I had to. I was losing Sam to the trials, the world to Abaddon, and it was my responsibility to fix it. She was of course right about the fact that I’d chosen other things over her – such as taking the mark of Cain, but I had to make the world safe for her to live.

I knew she’d be better without me anyhow – she tried to stick through it all but the Metatron killed me and Crowley brought me back and whisked me away with him. So, it was no wonder she’d left – she was better off without me – but there was a selfish part of me that needed her back.

Truth Serum Pt 2 - Connections

Summary: Dean escaped Michael, he loves you and he's asking you to help him forget. He wants to forget everything that happened with Michael.

Characters: Dean Winchester x Y/N, Sam Winchester

Warnings: Dean's back from Michael and he's off, this fic takes place just before the episode Mint Condition. Angst. Fluff. and the sweetest fluffiest smut I think I've ever written. 18+ only please.

This fills the @jacklesversebingo square "tell me something I can do for you today."

Word Count: 2,245

Cover Image created by me on Canva

Dean was in the kitchen cooking breakfast a few weeks later, I clanked my coffee mug into the machine “accidentally,” so as not to startle him. One thing I’d learned about Dean in my many years with the boys was not to sneak up on either of them, especially when there were knives or any type of weapons nearby.

“Mornin’ Sweetheart,” he mumbled over his shoulder.

“You’re up early,” I remarked as I sat my coffee cup down and wrapped my arms around his middle.

“Couldn’t sleep,” he muttered, “Plus I wanted food before the kitchen filled up.”

Truth Serum

Summary: You have been with the Winchesters since Fall of 2005, when you met Dean on his way to Stanford; you should be used to losing one or both of them by now. Yet when Michael took off in Dean's body it nearly broke you. Now, now you find yourself on a mission to track down the archangel and hopefully save Dean - the demons have other ideas, will the plan to take you hostage work out in their favor, yours, or someone else's? 

Characters: Dean Winchester, Sam Winchester, Jody Mills, Y/N/ "Denver" 

Warnings: angst, anxiety, panic attack, kidnapping, torture, administration of unwanted medications, assumed character death, misunderstandings, fluff and a happy ending

This fic fills the jacklesverse bingo square Truth Serum

A/N: POV switch - Dean's POV is in bold. This fic had no beta so any mistakes are mine and mine only. 

Word Count: 3K | Masterlist

Cover image and dividers created by me

Written: 02.24.2024 – 02.25.2024

I struggled to open my eyes, the room I was in was disgusting – an old stained mattress in the corner, chains hanging from various places on the walls and ceiling, and for some ambiance a bit of blood spatter around the space. It looked like it was some type of medical office at one point, but I couldn’t’ be for sure.

I cringed, as much as I could with how well restrained, and drowsy I was.

 “Ahh welcome to the land of the living my pet.”

“Go to hell.”