the rat pack

Sammy Davis Jr., Frank Sinatra & Dean Martin photographed by Sid Avery on the set of Ocean’s Eleven, 1960

Can’t Go Back

Originally posted by justjensenanddean

This is for ma hoe @wayward-mirage​​​​ Rat Pack Challenge. I got the song ‘You’ll Never Know’-Frank Sinatra.

Characters: Y/n, Dean, Sam

Pairing: Dean x Y/n (GENDER NEUTRAL READER)

Warnings: Angst, argument, abandoned reader, regret, self hate. Just all angst.

Word Count: 1861

Summary: Dean finds himself back where he should be. But Y/n isn’t with him.

A/N: Ok, so some angst cos…this song just gave me a load of angst. I’m hoping it’s really angsty. I have no idea. Either way, hope u like it!!

Tagged Peeps: @waywardsons-imagines@whywhydoyouwantmetosaymyname@sallyp-53@salvatorexwinchester@helvonasche@notnaturalanahi@wayward-mirage@riversong-sam@nerdflash@miss-miep@impala-dreamer@mypeopleskillsarerusty0203@greek-geek481@chelsea072498@deals-with-demons@plaidstiel-wormstache@impalaimagining@deathtonormalcy56​ @scorpiongirl1 @the-latina-trickster@aingealcethlenn@squirels-angels-and-moose@meganwinchester1999@cubs2019-blog@lucifer-in-leather@p–trick​​ @straightestgay-voice@professsionalsinner

Masterlist


“No. No. NO!”

Dean frantically scratched at the floor, the doorway, anything he could get to, so he could get back to you.

He turned back to Sam, eyes pouring with tears, not caring who saw him.

“WHAT THE HELL DID YOU DO?”

Sam swallowed hard, his heart pounding as the rage poured out of Dean.

“I…I did what I had to”, he stuttered, knowing Dean wasn’t going to accept this. 

Not with you still there.

“You…yo-you…”

Dean choked on his words, his vision completely blurred as he felt his heart break.

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The Way You Look Tonight

Pairing: Jensen x Reader

Summary: At a cast party, your favorite song starts playing and you ask your best friend Jensen if he’ll dance with you.

Word Count: 995

Warnings: this might give you a cavity, drunk!Jared, cursing

A/N: Written for @wayward-mirage‘s Rat Pack Challenge! Sorry it’s past the deadline, I really suck.


“You almost ready?” Jensen called from the living room as he buttoned up his cuff links. 

You hummed and stepped into the hallway, black heels clicking on hardwood floors. Jensen looked up from his task, his eyebrows shooting upward.

You look… amazing.” He coughed and stood, meeting you by the door.

He helped you into your jacket as you blushed, unsure of how to respond to his compliment. Opening the door for you, the two of you made your way to the cast party to celebrate the 300th episode of Supernatural.

“There they are!” Jared’s voice boomed toward you, followed closely by his hulking figure.

“Hey Jare, few drinks deep already, huh?” You chuckled and adjusted his bowtie for him.

“Been waiting for you two! What took so long? Some pre-party fuckin’?” He wiggled his eyebrows.

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