Dean Winchester Imagine
shadowhunter324 said “Hey, I love your imagines! Is there any way you can write one where Sam and Dean fine out you used to love to swim before you became a hunter, so they surprise you and take you out to the beach, or a lake, or something like that. If you could that would be amazing!”
Thank you so much! I work really hard on them :) OMG okay so I know it’s been so long since you requested this but I promise there’s a reason. Up until today, I literally could not think of a way to execute this imagine. I was like… hmm I have no idea how to pull this off. And then, when I was in my car on the way back to the beach, this popped into my head. Hope you like it! I decided to make it a little Dean-centric, hope you don’t mind.
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It was late on a Wednesday. Sam and Dean were helping you move all your stuff into storage. Now that you were going to be hunting with them, you didn’t really need your house, so you were selling it.
"Thanks for helping me, you guys." you say as Sam passed you with another box. The three of you were currently cleaning out your closet. Dean was inside it, dropping things into boxes and closing them up.
"No problem, (y/n), happy to help." he said. You leaned against the wall, relaxing for a second. "Damn, who’d you buy this little number for?" he asked, appearing in the doorway holding up some black, lace lingerie that you’d had for years. You rolled your eyes. He was trying to embarrass you, but you knew the Winchester boys too well. Nothing embarrassed you anymore.
"When I was still in college, my boyfriend bought it for me. You remember me telling you about Jonathan?" Dean’s face fell. He remembered.
"So you want me to burn it then?" he asked. You laughed and grabbed it from his hands.
"Nah. I’ll keep it. I might find someone I want to use it for later." you said. He nodded.
"Maybe you could, uh, try it on for me later?" He asked with a wink. He held it up, pretending to dance behind it. You blushed and opened your mouth to respond, but Sam walked in.
"Uh… What’s that?" he asked, pointing to the lingerie.
Panicking, you pulled your knife out of your boot and launched it at Dean. It pierced the fabric of the lingerie and pinned it to the closet door. You smiled at Sam’s terrified expression.
"Nothing." He furrowed his eyebrows and nodded slowly. Dean picked up another box and pushed it under one arm. He walked by you to take it out to the truck. As he passed you, his hand brushed yours and you jumped. You swore you heard him laughing. You sighed and shook your head.
Dean came back and they continued to rummage in your closet.
"(y/n)?" Dean called, "What’s all this?" he brought out a box.
"Hmm?" You looked over the top to see medals and fabric. "Oh that’s my swimming stuff!" You took the box and smiled at the contents.
"Swimming stuff?" Sam asked.
"Yeah. I was a competitive swimmer in high school and a bit in college." The two of them stare at you. "What?"
"Seriously? Competitive swimming?" Dean asks, walking to you. He pulls a couple of the trophies out. "Are all of these first place?"
"Uh… I think so." You say, trying not to sound full of yourself.
As the three of you go through the box of trophies and swimsuits, you progressively get sadder.
"What’s wrong, (y/n)?" Sam asked. You shrugged.
"I don’t know…" you said, "I guess I just miss swimming. I haven’t been able to since I started hunting. I don’t even know when the last time I saw a pool was." You sighed and shrugged again. "Oh well. Pack it up!"
——-
It was a few hours later, when you were supposed to be on the road, that Dean pulled the Impala into a parking lot.
"Uh, where are we?" Dean and Sam shared a look. You narrowed your eyes, "Guys?" Instead of answering, they simply opened their doors and got out of the car.
Dean came around to your door and opened it, offering you his hand.
"M’lady." You furrowed your eyebrows but took his hand and allowed him to pull you out of the Impala. By the way he was holding it, Dean was not planning to release your hand so you had to pull it away on your own. He tried not to let the disappointment show on his face.
The boys led you through a dark room using flashlights. Then, at the back, they opened another door and Dean flipped a switch.
"What-"
When the lights came on, they were under water. You, Sam and Dean were facing a huge pool.
"Guys?" But when you turned around, they were already stripping down to their boxers. Sam ran and jumped into the water. Dean stood and looked at you.
You gulped, finding yourself trying to pull your eyes away from his body and back to his face.
"Was this your idea?" You asked. Dean smirked.
"Guilty." You bit your lip, smiling like an idiot.
"That was actually really sweet. I’m impressed at the lengths you’re taking to get into my pants." He looked at you.
"That’s what you think this is about?" You shrugged. Dean came closer to you and took your hands in his. "I didn’t do this because I want to have sex with you, (y/n)… even though I do." He chuckled, "I did this because I really like you, and wanted to make you smile."
"Well…" You stood up on your tiptoes and kissed his cheek. "It was really sweet." Dean rolled his eyes before cupping your cheek and pressing his warm lips to your own.
You were taken aback, but melted into the kiss in seconds. You only broke apart when you were suddenly hit with a splash of cold water.
"What the hell?" Dean yelled. Sam giggled like an eight year old from the pool.
"Are you two getting in or am I going to have to get the hose?" You blushed.
"We’re coming! Damn." Dean said, turning back to you. You were already stripped down to your bra and panties, causing his jaw to drop a bit. You held your hand out to him. He smiled an took it. He leaned down so that his lips were right next to your ear. "By the way. I’m not trying to get into your pants. I’m trying to get you out of them." He pulled away and winked. You giggled and play slapped his arm. He laughed and motioned with his head to the water.
Together you ran and jumped in.











