50 Last Dates

Title: 50 Last Dates

Last day of the cas-one-week-writers-challenge

Prompt: I would assume those would be one of the times you would want me to lie?

Warnings: Teen and up

Characters: Dean, Charlie, Castiel, Ephraim

Tags: coffee shop AU, fluff, pining Dean, clueless Cas

Word count: 1300

Thank you for all your work this week @deanwinchester-af and @sis-tafics , and thank you for letting me take part in this :)

Dean let the wet rag swirl over the counter, inching closer to the far left corner with each swipe. His eyes were trained on the two tall men sitting 15 feet away from his position, at one of the small tables. He could see both their profiles and from the look of it, the brown haired, younger man didn’t seem to be all too happy.

The dark haired, scruffy guy leaned forward and tried to take the other man’s hands, but he pulled them away in a rather over dramatic gesture. Dean rolled his eyes and sighed, it was one of those guys.

“Is it the fifth dude he’s dumping or the sixth? In what, five months? Your crush is a heartbreaker.”

Dean jumped a little and threw his towel at the small redhead behind him.

“For the love of…Stop sneaking up on me, Charlie!” He resumed his cleaning and ignored her pouting face completely, trying hard to focus on the personal drama unfolding in front of him. A sharp pain shot through his shin.

“Did you just kick me? Ouch! What was that for, woman?”

Charlie turned his head with a surprisingly strong, one handed grip to his cheeks.

“Listen, loverboy, I know blue eyes there is kind of dreamy, but he only ever shows up here to get rid of his latest boyfriend.”

It was hard to talk with squished together lips, but Dean didn’t dare to remove her fingers.

“He does not! He gets a coffee to go now and then, in between, you know, relationships.”

Charlie dropped her hand and Dean massaged his aching face.

“I just don’t want you to get hurt, okay? You are like the big brother I never wanted and that man smells like trouble.”

Dean wanted to object, he smelled like cinnamon and watermelon, not that he’d sniffed the guy, that would be creepy, ahaha, but he kept that info to himself.

“Listen, Charlie, it’s not like I wanna date him, I’ve had opportunities to ask him out, let that old Winchester charme work its magic.” He winked but Charlie seemed utterly unimpressed.

“I just don’t wanna be the rebound guy or a feel good hook up. Dude comes in for more than a month without a new conquest,” he pointed his thumbs at his chest and wiggled his eyebrows suggestively, “it’s gonna be on like donkey kong.”

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Pairing: Castiel x Reader 
Reader Gender: Female
Warnings: sassy cas (Yes that’s a warning)
A/N: It sucks & I wrote it at 2 am
Tag: @deanwinchester-af & @sis-tafics

Originally posted by netflixruinedmylifeimagines

Cas and Y/N sat curled in one of the arm chairs in the library when Dean walked in. He looked at the angel and the hunter, smirking when he saw them curled around each other. He could tell Y/N was sleeping, though he knew Cas didn’t sleep he couldn’t tell if the angel knew he was standing there. But before the angel could sense his presence he backed out of the library, the knowledge of their relationship burning in the back of his mind. 

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