Chapter Text
He wasn’t back yet, and with every passing minute you grew more scared for him. You never should have let him go alone, leaving you here in a shoddy motel room all by yourself. Yet Dean Winchester, cocky as ever, had insisted he could handle a simple investigation and still be back in time to warm up the bed. That comment alone had you blushing as soon as the words fell from his perfect mouth.
You weren’t dating, not really. Rather you both enjoyed each other’s company and liked to flirt a lot. Although you’d be lying if you said you hadn’t entertained the thought of being exclusively his.
You were about to check the clock on your phone for the hundredth time when the door opened abruptly, startling you.
“Dean!” You breathed, a smile lighting your face before quickly fading away. He was bleeding.
“Sorry I’m late, Y/N.” He said rather calmly, unphased by his injuries.
“Are you alright? What the hell happened to you?” You asked.
“Uh.. That’s not important.” He said with a sheepish grin, clearly not interested in divulging how he came to be injured.
“Fine. Come here.” You said with a sigh, “At least let me take care of you.”
“How could I say no to that?” He teased with a horribly sexy wink directed at you.
“Perv.” You quipped back, even though he had you smiling. You gestured for him to sit down on the bed in front of you, as you rummaged through your things for first aid supplies.
Once you turned back to face him, he was laying down on the bed, his bloodied shirt removed. You swallowed hard. It wasn’t often you got to see him shirtless like this, and it was difficult to not admire his physique, especially when you knew he’d feed off that attention.
“Alright, since you won’t tell me what happened I’ll just have to figure it out myself.” You warned, sitting down on the bed next to him. You examined his chest, finding he had tiny cuts in a multitude of places. Except.. something was sticking out of one?
You raised an eyebrow and as gently as possible, picked out the foreign object from his wound. Dean winced, but otherwise did not move.
“…Glass?”
“Maybe.” Dean said, a mischievous smirk gracing his lips.
“Come on. You have to tell me now.” You chided, cleaning his wounds with a wet cloth, still making a tremendous effort to keep dirty thoughts out of your head. God. Just being near him was intoxicating.
“Hm. Alright. Promise you’re not gonna laugh?” He asked, quirking an eyebrow.
“Mhm. I promise.” You said with a sudden seriousness.
“Okay.. I might’ve fallen through a window in that shitty old house I went to check out. Well, on the first floor.”
You managed to keep a straight face for maybe five seconds, before giggles kept erupting out of you. The mental image was just too much. Here you had been imagining a run in with some sort of terrible creature, and the real aggressor was just a pane of glass.
“Hey! Didn’t you promise not to laugh?” Dean accused, though he too was smiling. You gasped as he pulled you on top of him playfully, your laughter dying down once you realized the position you were in. You were on top of him, straddling your long time crush on a bed no less. The urge to kiss him was just as strong as the urge to flee the room. Flirting was one thing, but being so close to him, this was a whole different level.
“S-sorry.” You stammered, trying to go back to cleaning his wounds in an attempt to set your thoughts straight. He was so chiseled, so strong, and here he was right beneath you.
“Y/N, thank you. For doing this for me.” Dean said softly, serious now, a large hand squeezing your wrist in acknowledgment.
“It’s no problem. I hate seeing you hurt.” You replied, your fingertips now gently skimming his chest where he was not damaged, tracing old scars. His body responded readily to your touch, his muscles rippling beneath the skin. The sight of that sent a jolt straight through you, right between your legs.
You had just finished bandaging him when you realized something strange. He had not spoken for a while and was being unusually still, like he hadn’t moved at all for some time now. Not to mention he had the strangest expression on his handsome face.
It wasn’t until you shifted your hips slightly forward to set the bandages aside when you realised what his problem was. He groaned softly as you came into contact with the rather large stiffness in his pants.
“O-Oh! I am so sorry.. I didn’t realize..” You tried for words, and failed, your mind racing now.
“No, it’s me. I’m so fucking sorry..” Dean said, looking incredibly guilty. His cheeks had turned an intense red, a red that was spreading from his cheeks to his neck as well now, his lips pouty.
If only he could see how adorable he looked right now.
“Dean.” You breathed, leaning forward, mindful of his chest, meeting his lips hungrily. It took him a few seconds of your feverish kissing to respond, too in shock. His bulky arms wrapped around you, his hands diving under your t-shirt and exploring your back. The sounds that came from the both of you were more explicit than even your dreams, as you began openly grinding against him.
The both of you were breathing heavily when you finally parted for air.
“Damn, Y/N.” Dean said affectionately, “Guess I’ll just have to fall through windows more often.”
“You don’t have to do that, I’ve wanted you ever since I first saw you..” You confessed, looking away from him.
“Why didn’t you say anything? You’re a total babe.” Dean said lowly, tipping your chin to look towards him.
“I don’t know.. I just didn’t think you’d want anything with me.”
“Well can you make me another promise? One for real this time?” He chided.
“Anything.”
“Promise me that you’ll be mine.”