The Unrequited (Dean x Male Reader)

Fall For Me [SMUT]

"Dean, wait," You took Dean's hand as John and Sam walked into the diner. Even though Dean had told you that John had been furious after the whole fight with Wayne, John seemed chirpy enough when he greeted you the next morning. You figured that John had gotten over whatever it was but boy were you wrong. As soon as you had gotten in the car, you'd felt the tension right away. It wasn't only between John and Dean but even Sam looked visibly uncomfortable.

Dean looked at you and stopped. "Is everything okay?" You asked.

Dean turned around to look at the diner before he turned back to you. He put his hands on his hips and sighed. "Sam and dad got into a fight apparently. I don't really know what happened but you can see it on their faces."

"Do you think it's because of your argument?"

"I don't know, Y/N. Maybe. But Sam has his own issues and you never really know with those two. They'll fight over a piece of bread if they want to, honestly." He said. You nodded and walked around as Dean joined you. 

"I'm not really hungry," You said after a while. "Not for diner food, at least." You said Dean chuckled. 

"Yeah, it really gets on your nerves after a while." He said. 

"You love it though," You chuckled.

Dean laughed along with you, "Yeah well, I love a lot of things I wish I didn't." He said and looked at you, almost expectantly as if he was waiting for you to respond. One look into his eyes told you he regretted saying what he had and he was nervously anticipating your reaction.

You looked away quickly, not knowing what to say to him. Dean cleared his throat awkwardly as you two continuined walking. You realized you had circled around when you got back to the parking lot and could see the Impala.

"You want to go get something else?" Dean asked. "Sammy and dad will take their time with breakfast." He said, though he knew it was John who took time with breakfast. Ever since Mary had died, it took John a lot of time and effort to wake up each day. Mostly, he'd build himself up and take his time on the breakfast table. Dean had seen him, John's hand working meticulously through his breakfast but his eyes had always seemed distant. It wasn't as bad as it had used to be before but it was still there, how starting every day was still an effort for him. Dean felt bad leaving Sam alone with John knowing they had fought last night but again, fights between Sam and John were common enough.

"Sure," you said and followed him into the car. Just as he started the engine and put his hand over the gear lever, you put your hand over his. He turned to look at you when you leaned forward to kiss him a little to quickly as your noses clashed. Dean was a little taken back but you he laughed once you chuckled as you both held your noses.

"Sorry," you said as you sat back in your seat.

"It's fine," Dean said, still laughing as he checked to see if his nose was bleeding which thankfully, it wasn't. "Come here," he said, leaning over to your seat now as he kissed you. You deliberately smiled into the kiss as you let your hair go up to his head and you ran your fingers through his hair.

"Drive," you said as you pulled back. Dean looked at you for a second before nodding. Just as he pulled the car out of the parking lot, you moved your hand to his jeans. His hand faltered a bit on the steering wheel but he maintained his control.

"Wait, Y/N, you don't have to-"

"What if I want to?" You looked at him briefly before he turned his eyes back to the road.

You unzipped him quickly and unbuckled his belt as you pulled his jeans down a little. You pulled his briefs and took his cock. You only rubbed it a couple of times and he was hard. Dean drew a sharp breath as you took it in your mouth. He hadn't showered that morning and though you were expecting the worst, he was actually pretty clean. Better than the random hookups you'd had before.

He wasn't too big but boy was he thick. As you sucked on his dick, you realized how thick he was when you couldn't exactly wrap your lips around his shaft without hurting your jaw. This is going to take practice, you thought.

"Fuck," Dean breathed heavily as you pulled out and took him in again quickly, now bobbing your head up and down as you got used to his width and picked up a pace. "Jesus, Y/N," he moaned as you played around with your tongue on his slit. You felt the car stop and figured that Dean had pulled over. He pulled his briefs further down as he put his other hand over your head. "Slow down," he said through his heavy breaths as he slowly started to grind his hips to match your rythm. Before you knew it, he had positioned your head to stop as he thrusted into your mouth.

You knew he was about to come when his thrusts became more desperate and his careful hold on your head became a wanting grip. He gripped your hair, though didn't pull on it, as he fucked your mouth. You could hear his moans becoming louder, hardly caring if anyone would hear him in the road now. You felt his legs shivering a little so when he pulled your head back, you moved against him and kept his dick in your mouth.

"I'm going to come," he said, his voice quivering but you kept him in your mouth and swallowed when he came. His moans turned into sighs of relief and a series of "oof" and "that was amazing"s. You held yourself from hurling and spitting out as you felt the salty afteraste of Dean's spunk. If you didn't already know of Dean's unhealthy diet, this told it all. It was salty, a little bitter, and not nearly as sweet and bearable as Dwayne's had been. Of course, you tried not to think of Dwayne.

You finally pulled back and licked his cock clean before Dean pulled himself back and put on his jeans again. You saw the you-just-blew-my-mind look on Dean's face and finally understood that there was no going back from this. Dean would want more and he would only fall harder hereon. Dean drove you around until you spotted a Mexican food truck and decided to stop there. The smile from his face didn't falter the whole time and except from the time when you weren't eating, Dean held your hand throughout. Unlike most guys who just wanted to leave and forget about their orgasm, Dean's state of bliss continued. He remained giddy, best you'd ever seen him, and treated you like a prince. Even after going back and joining Sam and John, Dean saat with his arms around you in the backseat and you talked in low voices as John blared his songs on the radio.

Nonetheless, you couldn't help but worry. Dean's behaviour was unpredictable alright but you still hadn't expected him to light up this much with just a blowjob. That was until you realized that it wasn't about the blowjob, it was about you finally trusting him and opening up to him, quite literally. The more you observed him that day, the more you figured that it wasn't the post-orgasm bliss that kept Dean's smile going. It was you. Everytime you talked to him, the more you talked to him, he smiled brighter. How deprived was be of emotional support, really? He particularly loved it when you told him about your dad and how much you had hated him there. You showed him vulnerability and fell a little more for you. If you could work it out well enough, you could get him on your side and leave. Even if it meant leaving with Dean, you'd find your way out of it eventually, but for now, you had to get away from this. If you were going to play this game, losing it meant a life stuck with the Winchesters. Winning was the only option left.