samuel dean winchester

The Arrangement Masterlist

Summary: in an AU where the Winchester family owns a multi-million dollar company, Dean’s in a bit of a pinch. Grandpa Samuel is threatening to cut him off if he doesn’t straighten out and stop getting into trouble. Instead of taking some responsibility, Dean comes up with an ingenious plan: find someone to pretend to be his girlfriend. You and Dean have never gotten along, but a fake relationship seems to be beneficial to you both… 

Part 1

Part 2 -  Sam disapproves of your little arrangement, and you and Dean have you ‘first date’

Part 3 -  Dean reflects on your first date, and makes plans. The second date goes a little better, and Dean finds out how good your acting skills really are.

Part 4 -  You spend the night at Dean’s place

Part 5 -  Dean struggles to deal with the rest of the morning, and then gets an unexpected call. The two of you go on a double date with Sam and Jess.

Part 6 -   Jess informs you about Dean’s past, and Sam teases Dean. After dinner, Dean brings you home to find someone unexpected waiting for you, and helps you deal with it.

Part 7 -  Dean meets your mother, and you go dress shopping with Jess.

Part 8 -  You and Dean head out to his hometown, where you finally get to meet Mary and John. The sleeping situation causes some minor problems.

Part 9You and Dean have an interesting morning, but Sam interrupts. Later, you and Mary have a little heart to heart, and Dean says something surprising.

Part 10 - The gala finally arrives, and Dean is absolutely floored by your dress. An interaction with Samuel leaves Dean fuming, but you calm him down. Dean finally admits his feelings.

Part 11 -  Dean reflects on the evening, and the two of you have a talk

Part 12 - someone delivers some unexpected and unpleasant news, sending you running. Sam and Benny confront Dean, and the three of them go looking for you.  

Part 13you head to the only safe place you can think of. A talk with your father gives you the courage to return to work, where Dean finds you immediately. But he’s not expecting your reaction. Charlie and Cas come to the rescue. 

Part 14Dean tries to cope with your breakup, and then gets a surprise visit from Crowley. Your friends take you out to try and cheer you up, but eventually you head home alone, only to find someone waiting for you.

Part 15You have an encounter with Mark, and Dean shows up just in time. The next morning, the two of you talk things out. Sam arrives with some news.

Part 16 (conclusion) -  Dean responds to Sam’s news. The two of you pay a visit to Samuel, who lashes out. Secrets are revealed and threats are made, leaving you reeling. You and Dean discuss the future.

Epilogue - A few months after the events of part 16. Sam and Jess’s wedding, a housewarming party, and revealing conversations.

Epiloge Part 2 - The Fourth of July finds you and the Winchester clan at the lake to celebrate the holiday. Jess shares some news and Dean surprises you with an important question.

The Arrangement (Part 16)

Originally posted by frozen-delight

Summary: Dean responds to Sam’s news. The two of you pay a visit to Samuel, who lashes out. Secrets are revealed and threats are made, leaving you reeling. You and Dean discuss the future.

Pairing: AU!Dean x Reader

Word Count: 3,600

Warnings: mentions of illness/heart attack, language, verbal attack/abuse, offensive name-calling, minor anxiety, lots of shouting, implications of smut

A/N: This is it, guys. I can’t believe it. This is really bittersweet for me. It’s been an incredible ride, and I’m so thankful for all of you that have shown your love and appreciation - you’re the reason this has kept going. 16 parts and 45,000 words (holy SHIT) over nearly three months, and we’re finally at the conclusion. THERE WILL BE AN EPILOGUE but this is the last official part. Enjoy everyone. Thank you for all your support.

A/N/N: Special shout-out to @deanssweetheart23 for being a sounding board, a cheerleader, and for being my beta especially for this last part. She’s the reason these parts have been coming out so frequently/regularly so y’all should be thankful. (also go read her stuff it’s incredible) And seriously, A- you’re such an amazing motivator and inspiration. Love you, dude.

Find the Masterlist for this series HERE

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9

SUPERNATURAL LOCKSCREENS // requested

  • Don’t remove this caption
  • MY EDITS, PLEASE DON’T STEAL, REPOST OR CLAIM AS YOUR OWN
  • Like or reblog if you save
  • Personal use only
  • Click for better quality
2

GIF NOT MINE CREDIT TO OWNER

Imagine: Dean sees you with a random boy in a bar and he gets jealous.


“Dude, relax,” Sam said to his brother once he noticed how Dean was getting angry or well, jealous. “Are you seeing her? You are…” Dean answered, not relaxed at all. “If you don’t want her to be with that guy, go with her.” Sam interrupted his brother. “I’m pretty sure she’s doing that just to make me jealous.” “And she’s succeeding,” Sam added with a smile in his face, mocking of his brother.
“Indeed.”

FULL STORY?

Cas meeting a dog for the first time
  • Dog: *bork bark*
  • Cas: Dean?!?!
  • Dean: Cas what's wrong?!
  • Cas: *pointing at the dog* What is it?!
  • Dean: Awe Cas don't tell me you're afraid of a dog.
  • Cas: it's making loud noise maybe if I make a louder noise back he'll stop...? I AM AN ANGEL OF THE LORD YOU ASS!!!
  • *Cas kept yelling this. Dean shook his head*
  • Dean: Alright, enough outside time for you *he threw Cas over his shoulder like a small child as he continued to yell and brought him into the bunker*
The Arrangement (Part 10: The Gala)

Summary: The gala finally arrives, and Dean is absolutely floored by your dress. An interaction with Samuel leaves Dean fuming, but you calm him down. Dean finally admits his feelings.

Pairing: AU!Dean x Reader

Word Count: 3,300 (hold onto your hats kids it’s a long one)

Warnings: Language, sexual tension, anxiety, mild smuttiness

A/N: It’s here it’s here it’s here it’s here the gala is finally HERE I’m so excited for you guys to read this part!!! It’s long, so settle in! This part is inspired by the song In Case You Didn’t Know, by Brett Young (ohmygod now I’m so nervous to post this aaaaahhhhh)

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Dating Sam Winchester Would Include

Originally posted by sooper-dee-dooper-natural

SO GET THIS

  • Sam is such a geek when he starts liking you
  • It’s like he’s staring at his world
  • Dean always teases him
  • When he finally asks you out Dean screams ‘Finally’
  • Sam being such a gentlemen
  • But he can also the biggest shit
  • Steals your clothes as an excuse to see you in a towel
  • Sweet “I love you” sex
  • Hard “I need you” sex
  • Make up sex
  • Angry sex
  • Lazy sex
  • Lots of sex
  • Calling him a moose
  • Because he’s so tall
  • Giving him head while he researches
  • Eating burgers with Dean
  • Throwing away his salad
  • “(Y/n) where is my salad”
  • I’m sorry herbivore but you need to eat meat”
  • Explaining jokes to Cas
  • When Cas dies you comfort him and Dean
  • Mary loving you as a daughter in law
  • Then she leaves
  • Taking care of the impala with Dean
  • Sam loves cuddling
  • Dean keeps you away from Sam when he was trying to drain out all the demon blood
  • When Sam gets kidnapped you’re the second person to show no mercy
  • First is Dean because brothers
  • Making breakfast for the brothers
  • Dean always makes the coffee
  • Watching LOTR with Sam
  • “Forcing” Sam to read Harry Potter books
  • Piggy Backrides
  • Tickle fights
  • “So get this”
  • “I know I say it a lot okay no need to rub it in”
  • Patching each other up after hunts
  • Dean always groaning when he sees you two having a moment
  • But he’s happy his brother found someone after Jess
  • You and Dean are the brother sister duo
  • Always ganging up on Sam with Dean
  • Dean telling you stories of when Sammy was little
  • “So Sammy was in the play called Our Town-”
  • “Deaaaaaaaaan”
  • “shh. ”
  • Pie eating contest with Dean
  • Sam sleeps with his arms wrapped around you
  • When your hunting Sam is staring at your ass most of the time
  • BIG WARM HUGS
  • Trying to make each other happy
  • But there is no need to try when you already are
The Arrangement

Originally posted by dean-sam-winchesterbros

Summary: in an AU where the Winchester family owns a multi-million dollar company, Dean’s in a bit of a pinch. Grandpa Samuel is threatening to cut him off if he doesn’t straighten out and stop getting into trouble. Instead of taking some responsibility, Dean comes up with an ingenious plan: find someone to pretend to be his girlfriend. You and Dean have never gotten along, but a fake relationship seems to be beneficial to you both…

Pairing: AU Dean x Reader

Word Count: 2,700

Warnings: language, general rudeness (from Dean), mild angst?

A/N: so this is my new idea for a series! It’s all my brain will do right now. It’s a little rough right now, but I’m hoping you guys like it. Also the title is terrible but it’s all I could come up with.

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