anna x sam


get to know our members: sam’s favourite relationships [4/5]

↳ miel & sam, when the moon was ours.

[…] both he and she were creek beds, quiet when they were full and quiet when they were dry. but when they were half-full, wearing a coat of shallow water, the current bumped over the rocks and valleys in the creek beds, wearing down the earth. giving someone else a little of who they were hurt more than giving up none or all of it.


Actually, it’s my sort-of dream to eventually be the old lady in the neighborhood that’s like the crazy old lady, like crazy old Martha, and just have, like, messy white hair and, like, ratty clothes, and I just drive around all day dead-eyeing teenagers. It’s, like… it’s my dream. I can’t wait to be there for that.

Lily’s Hey Jude Lullaby // Dean

Summary: Dean was always the one to deny help when he needed it but when his wife and his separated when his daughter was a few months old. Life went down hill when Anna walked out on Lily officially. It left Dean with a full time job as both a parent and a career. What will he do?

Characters: daddy!dean x reader, Becky Rose x oldersister!Reader, Lily Winchester (OC), Sam Winchester, Anna Milton (mentioned), Bobby and Castiel Novak.

Words: 1788

Disclaimer: I do not own Supernatural or the characters. Nor do I own any gifs, images or songs used.

Warnings: Fluff and Becky’s stalker tendencies (mentioned)

Author: Caitsy

Tagging: At the end. Let us know if you want added or removed on anything.

A/N: This was completely adorable to write. Requested by @komunyska


Prompt List

Originally posted by dark-dagger

Dean was going to rip his hair out because Anna, his now ex-wife, had sent a invitation to her shot-gun wedding. It was sent to both him and Lily as if to spite him. He didn’t even know since she had left her daughter behind with documents to prove it.

It hurt more when the name on the invitation had his childhood best friends name on it. James Castiel Novak, he had to take another glance because it stated his first given name. Up until third grade when Castiel left they had had three other James in their class so he was called his middle name.

Cas had lost touch with everyone here and he wasn’t one to have a social platform nor was there an address. Dean didn’t think that Cas knew he was marrying his best friend’s ex-wife. Dean didn’t know if he should go with his daughter because she wouldn’t remember it. For godlike Lily’s only a ten month old baby.

“Sh. Baby.” Dean said rocking his little girl to sleep, “Daddy’s got you. I’ll always be here for you.”

Not wanting to put her down but knowing he had to get some sleep for the early morning tomorrow. He had to be at work at six in the morning due to the important client coming into work and it was important because after he had to get over to the shop.

“Night sweetheart.” Dean said kissing the sleeping baby on the forehead before laying her down. Dean smiled watching his daughter smile in her sleep before he turned the night light on and left the room.

He was tempted to get a beer but he was trying to cut back for his daughter and he had forgot to pick up more. He was barely floating with caring for his daughter while also holding down two jobs in order to himself pay off his student loans. Despite landing a cushioning sport scholarship he had had to pay for his last year once an injury costed him the scholarship and a sports career.

“Time for bed.” Dean sighed going around the house to double check the doors and windows before checking the alarm.

Once he was in his room he stripped down to his boxers with a t-shirt. He had to get in the habit so when his daughter was older she wouldn’t run into her daughter wearing little clothing. He stretched before falling sleep with a picture of Lily being the last thing he saw.


Dean was making breakfast when Lily’s cries had Dean racing off towards her room. She was standing up in the crib with glassy eyes, sweaty skin and sneezing. He groaned picking up up out of the crib.

“You had to pick this day to be sick.” Dean sighed trying to soothe her, “I have to find a sitter. There’s no way Jo will let you in the daycare.”

Lily curled into his arms while he rubbed a hand over his head and carried the fevered baby downstairs. He had one option that would gladly looking after her so he punched in the number. He was making faces at the grumpy girl before his mother’s voice answered.

“Dean? Is there something wrong?” Mary questioned. His mother’s caring voice did the usual job of calming down Dean. She was up always at his time by habit.

“Lily’s sick and I don’t know anyone that can help. Mom I have to be at work at six and then I won’t get off for a longer time. Bobby gave me another shift.” Dean exclaimed soothing his daughter with exasperation.

“Oh honey.” Mary sighed, “I can’t look after her. I’m sorry but your dad and I already have plans.”

“Oh. I guess I can ask Sam and Sarah.” Dean pushed a hand through his hair again.

“Did you forget? They took the week off to go see Sarah’s parents before the baby is born.”

Remembering how his brother was telling how the family about the pregnancy in person didn’t help the situation. Dean growled in annoyance trying to remember anyone that could help him. He was drawing blanks because almost everyone would be working or lived in a different state.

“Give me a minute.” Mary mumbled placing the phone in the crook of her neck as she began going through the organized papers, “Becky, you remember her, she had an older sister about your age. She’s a elementary teacher so she’s on holidays now.”

“I don’t know. I’m not comf-“

“Dean, I know the girl.” Mary said not surprised at Dean hesitancy, “Give her a call okay?”


You were clicking your tongue not knowing what to do with yourself on the first day of summer holidays. It wasn’t warm enough for swimming nor did you feel like being around a lot of people. You were about to call your younger sister when the phone went off.


“Is this Y/N Rosen?” The deep male voice questioned.

“Depends on who’s asking.” You cautiously said.

“I’m Dean Winchester. My mom is Mary Winchester. She said you could help me.” The man, Dean, said, “My daughter came down suddenly with a cold and won’t be able to go to daycare. Is there any possibility you could look after her?”

“How old is she?” You inquired crossing on leg over the other.

“She’s just about one years old and rambunctious I will admit even at this age.” Dean admitted, “But she’s my Lily-pad.”

You bit your lip before agreeing to the information and gave your phone number with instruction to text his address. You got ready quickly before packing a bag to keep the young child interested and occupied.

The house you saw was small with a few toys laying in the front year that looked as if  they had been abandoned. You parked before strolling up the door, you gave yourself a pep talk before knocking. Even here you could the shrill scream of a child and fast paced feet that belonged to the man that had opened the door. Holding said child in his arms.

“I’m Y/N Rosen.” You said putting your hand out for him to shake.

“I’m Dean, thank you so much for doing this.” He sighed in relief, “Didn’t you drag your sister away from Sam?”

“She still likes him.” You muttered rolling your eyes. Your little sister was a pain in your ass and she had graduated high school. She still shouldn’t be wrapped around her childhood crush, “The amount of pictures have dwindled.”

Dean shook his head remembering how Becky Rosen was with her brother. She verged on stalker if both Dean and you were honest with yourselves. Becky didn’t even know about Sarah but with the amount of social media Sam blocked her on it wasn’t surprising.

“Who’s this little cutie?” You asked playfully making paces at the young child.

“This is Lily. Numbers and information is in the kitchen, there’s take-out menus sitting out if you want take-out or a frozen pizza.” Dean quickly said passing you his daughter, “Lily’s food is labeled and I made a sheet explaining what times to feed and what she needs.”

“Well planned out.” You chuckled. He sheepishly nodded before he was practically running to the nice car he owened.

“I’ll see you at around eight tonight!” He shouted practically speeding out of the driveway.

“Your dad is silly.” You laughed to the little girl. She giggled before pulling on your hair.


The day went by fast with Lily being content until in the last afternoon, she was screaming herself hoarse. You had given her medicine for the fever along with a soothing bath but nothing was calming the little girl. Her bedtime was creeping closer but nothing helped.

“Lily, come on. You need to sleep.” You muttered following what you saw your mom do when Becky was like this.

A bottle always helped and for awhile it worked for Lily but not anymore. You were having trouble figuring out what to do that you had no idea what time it was. You had turned on the radio in her room before you decided to sing to see if it would soothe her. You smiled when the song “Hey Jude” came on.

Hey Jude, don’t make it bad
Take a sad song and make it better
Remember to let her into your heart
Then you can start to make it better

Lily started to calm down more and more as the song came on. Her eyes were trained in your area.

Hey Jude, don’t be afraid
You were made to go our and get her
The minutes you let her under your skin
Then you begin to make it better

You were smiling largely at the the baby when she started to coo along with you but it was the new voice that had you blushing. Dean was home leaning against the door frame and singing.

And anytime you feel the pain, hey Jude, refrain
Don’t carry the world upon your shoulders
For well you know that it’s a fool who plays it cool
By making his world a little colder
Nah nah nah nah nah nah nah nah nah

Lily was asleep in your arms when Dean finished the small part. You both stared at each other as the song went on as if there was a new light in both of you. Dean carefully took Lily out of your arms to tuck her in before he grabbed your hand to take you downstairs. He pulled a beer each out at the table.

“My mom sang that to Sam and I when we were kids. Sam didn’t enjoy it as much, he wasn’t one for the good songs.” Dean said taking a long sip from the bottle, “How was she?”

“Her fever went down but I gave her some medication before she went to sleep along with what you said to give her.” You smiled admiring the caring father. Yours had walked out on the family was a twenty-something secretary with large boobs and a smart brain apparently.

“I forgot to mention she only calms down hearing the first half of Hey Jude.” He chuckled shaking his head, “Mom says she takes after me almost too much.”

“She’s a sweet little girl.” You sighed. Dean tilted his head seeing you in a different light and it scared him.

“I have a question. You’re amazing with my daughter and I would like to know if you would like to grab dinner sometime?”

“Are you sure?”


“Well it’s date.” You laughed before talking more about your lives.

Tagging List: If you want added or removed to any list let us know! If you url is crossed out it means it didn’t work!

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Steve’s getting’ bi

So has anyone else already thought about this…? (Watch in HD!)


Imagine Dean catching you chatting with Michael and right away he disapproves of your “relationship”


Dean: Serious? That’s all you’re going to ask?

You: YES!! Why?

Dean: Haven’t you forgotten what he was trying to do in the first place?

You: Really? I never did or said anything when you slept with Anna. Remember she tried to kill me? Because I wouldn’t let her near Sam

Michael: Actually y/n has a point

You: Dean stop!!

Michael: I’m not here to fight. I just came by to check on y/n since she wasn’t responding I thought I would come and see if she was ok.

Dean: You really care about her? I mean really care for her where you aren’t using her to get to me for a vessel

Michael: Yes, I do care for her. My intentions with her aren’t for you Dean. My feelings for her has deepened

Dean: You hurt her and I will end you the minute she gets hurt and I’m not afraid to use the angel blade”

You stopped Dean before he could even attack Michael once he got inside the room. Dean saw how Michael looked at you and knew that his feelings are real. He wasn’t going to let his guard down just because he has declared his feelings for you and he was going to keep an eye on you. Michael’s feelings for you are sincerely real for you and he wouldn’t know what to do if he ever hurt you but that wasn’t going to happen any time soon.


Welcome to Supernatural, where all your favorite ships come to die // There’s so many more and I’m still not over half of these - deanandidrinkcoffee

There are so many great fics out there that need to be recognized! If you find something you like on this list, be sure to show it the appreciation it deserves with likes, reblogs, and messages to the author! I hope you can find something to enjoy, and remember that if you’d like me to see your work, be sure to tag me in it!

Just a reminder that no all/mostly smut fics will be added. If they’re part of a series I will link non-smut parts.


  • “Damn it, can I just kiss you now?” by @writingbeautifulmen (Reader x Sam) - This was super cute, thanks for writing my request! Congrats again on your followers, you deserve it!
  • 90 Days of Autumn (Part 5) by @jpadjackles (Reader x Sam) - This is such a cute addition to your series, I loved hearing the different backstories for both the reader and Sam. I can’t wait to see how this turns out and if they can make enough good memories to cover up the bad ones! Please keep tagging me!
  • Demon Hunters by @imadeangirl-butimsamcurious (Reader x Dean) - I love carnival fics, and this was a great one! I loved the image of Dean walking around with this ginormous pink teddy bear, it definitely made me laugh. Great job!
  • Tear in my Heart by @waywardlullabies (Teen!Reader x Teen!Dean) - Another great fic, Laur! This was really cute and I love all your stories. I especially loved the part where Dean tells her she needs to work on her readings, I thought that was really cute and funny. Keep up the good work, you’re an amazing writer!
  • Fever Brain by @jpadjackles (Reader x Dean) - This was another really cute story this week, and I’m so thankful that you tagged me in it! I’ve been sick this whole weekend and so this was totally relatable. I love seeing fics where Dean’s caring side comes out, and I think you did a really great job with it.
  • Lazy Sunday by @torn-and-frayed (Reader x Dean) - I could totally go for a Winchester cuddle; this was super cute and made me just want to curl up and be loved! You did such a great job and this was so fluffy it was sickening! I loved it!
  • Shut Up and Dance With Me by @loveitsallineed (Reader x Cas) - I’m so glad I found some Cas fics this week! I’ve been on the hunt for fluffy Cas fics for a friend of mine and this is such an amazing one. I also thought it was really funny how Sam called Cas instead of just dancing with her! Great job!
  • Care for a Waffle, Agent? by @lipstickandwhiskey (Reader x Sam) - I woke up and found this in my activity, and it was an awesome start to my day. Not only did I crave waffles all day and then eat one for dinner, but it was super fluffy and made me smile. I think Sam would definitely be a knight in shining armor in situations like this. I loved this!


  • Just This by @blushingsamgirl (Reader x Sam) - This was a perfect mix of angst and fluff and I related to this fic hardcore. Thank you so much for writing this, it was amazing and I loved it so much!


  • Trials of Silence by @moonlitskinwalker (Reader x Dean) - I read this late at night and I was sobbing. I love Deaf!Reader fics, and I think that you portrayed both the physical and emotional aspect of it really well. This was beautifully written, great job! Please tag me in your stuff!
  • I Confess Part 2 by @deathtonormalcy56 (Reader x Dean, Reader x Sam) - Uhoh, is there gonna be another part to this? I have a feeling this won’t end well for anyone… You’re breaking my heart!
  • Imagine Being Possessed by a Demon and Dean Not Being Able to Handle Your Exorcism by @kaz2y5-imagines (Reader x Dean) - This was heartbreaking, Kazzy, and I’m so glad you’ve gotten the chance to write some little things here and there lately! Dean’s reaction in this is super realistic to the actual show and I loved it!
  • I Will Make You Hurt by @writingbeautifulmen (Reader x Dean) - No no no no! Why do you feel the need to hurt me like this? This was so angsty but I loved it, of course. I can’t believe that Dean would do that to the reader! Why didn’t they just get over it all and get together, goshdarnit?

Series Works

Links in the series section are always to the masterlist, or if unavailable, the latest post will be linked.

  • A Perfect Storm 16 17 Epilogue by @nichelle-my-belle (Reader x Dean) - Oh my goodness gracious! What an ending! I loved this whole series so much, and I think that both the path you took with the whole storyline as well as the way you decided to end it was so creative. This was such a fantastic series!

Non-Reader Works

  • Dean Winchester - Rockstar Headcanon by @myfand0msandm0re (Dean) - This was such a cute completion of the “Dean as a Rockstar” headcanon, I loved it! Sorry I can’t tag you!
  • Centuries by @everyday-supernatural-af (Dean x Anna) - I’m not normally a big fan of this pairing, but I loved this! It was really cute and I think you did a great job portraying all the characters. Great job!
  • A Perfect Storm - Sam and Riley by @nichelle-my-belle (Sam x OFC) - This is technically a reader insert since it’s part of the “A Perfect Storm” series, but it’s told from Sam’s point of view about an original character, Riley. This was super cute and I think it adds lots of depth to the series, I highly suggest everyone read it, even if they don’t like OFC fics!

“It’s crazy how sometimes your life can change in a flash, and all the things you were blind to or refuse to admit are suddenly staring you right in the face. And just like that, everything suddenly falls into place… Even if it’s not the way you thought it would…


Anna Faris & Chris Pratt | | Caitriona Balfe & Sam Heughan

“He is sexy, but more importantly he’s a great person. When I was falling in love with him, I loved how kind he was to people. I loved how smart he is, but he’s not pretentious at all. He doesn’t wear that as a badge - he kind of lets people slowly discover it. He’s humble, and he’s a great leader, and he’s an incredible father and a great husband. And I feel like, after years of dating people that weren’t the best for me, I found somebody who’s love I could really accept.” - Anna Faris

“It was quite instantaneous. When I first met Sam at our chemistry test…you know, he was just the nicest guy and he really just put me at ease and I was a little nervous and he’s just that kind of solid, grounded guy. And he’s a sweetheart. As a person he’s just incredibly generous and he’s the same as an actor and we just have really really good fun on set and we love working with each other.“ - Caitriona Balfe