Jealousy At It’s Finest
Summary: Y/N could have any other guy, that lives a normal life but she still continues to leave with Dean making him question what’s so special about himself.
Pairings: Dean Winchester x Reader
Word Count: 2,004
Warnings: Insecure Dean, but everything is pretty fluffy.
A/N: This was requested by a lovely anon, who asked for an insecure, jealous Dean. This is what I came up with, please let me know what you think of this. Thank you so much for requesting! I want to give special thanks to @jennylovelyheart for helping me out, love you!
Dean always thought he wasn’t a jealous type. He always said that he didn’t care when others looked at his partner, it only made him feel proud that he was able to score someone who turned heads. But that changed once he started dating Y/N. Ever since then, he hated when guys stared at her like she was a piece of meat. However, he didn’t like to show his jealousy, because it wasn’t only jealousy that made him think dark thoughts. It was also his insecurities that tied into his jealousy that made him question the reason to why Y/N was still with him.
The thing is, Y/N is everyone’s dream girl. Not just with her looks but with her personality as well. She was kind, generous and humble, especially when people complimented her looks. Her cheeks would flush with redness, as she giggled at the sweet comment. Even though she looks made Y/N the most confident it also made her want to scream since most of the time people looked at her looks. They never cared about how smart she was or how she was a responsible, independent women. It annoyed her when others assumed that she didn’t eat or that she was stuck up; making them hesitate to even start a conversation with her. Which resulted in her not having a true friend nor a real boyfriend since every guy assumed she was just an easy lay. But that everything had changed ever since she met the Winchesters.
Ever since they saved her from a dragon, Y/N had been the happiest version of herself. She had a loving boyfriend, Dean, who constantly made sure to shower her with love every day. He always wanted to keep her happy because that’s what mattered the most. It wasn’t only him who brightened Y/N’s life, there was also his brother, Sam, who grew to be Y/N’s best friend and the older brother she always wanted. And then there was Cas, who managed without a fail to make Y/N smile with his innocent comments and acts. Together, they were a family. But most importantly, Dean and Y/N were each others’ best friends.
The two were two peas in a pod. They told each other everything, no matter what; even if it was the grossest thing to share. They loved going on supply runs together, as a chance to spend time with each other. Which confused Dean because he never thought he could have a real relationship with someone who wasn’t a hunter. And sometimes he hated himself for dragging Y/N into this life; a life that was on the road filled with every kind of monster. He managed to avoid listening to those dark thoughts, whenever Y/N smiled at him or held his hand. However, there were times where his mind kept on reeling on how happier Y/N would be with another guy.
But Y/N wasn’t completely blind to what was happening. She knew there was something, especially when Dean’s mood would turn sour. He would stop making random jokes or sing whatever song was playing in his mind. Often times, his knuckles would turn white from how hard he was holding the steering wheel which confirmed that there was something wrong. Yet, each time she asked, he refused to tell Y/N what was going on in his mind; fearing that she would find him childish to think that way. So, he kept his thoughts to himself until their recent hunt that made him spill all of his secrets.
It had been awhile since Y/N joined the brothers on a hunt. Since she wasn’t raised as a hunter, Dean found it safer for her to either to stay back in the bunker or back in the motel they were staying at. Y/N didn’t mind, she knew Dean just wanted the best for her and it worked out perfectly since Y/N loved doing research. Her favorite part was reading about the different creatures and monsters that existed. Most of the time, Dean would find her asleep on one of the lore books as she spent night reading. This week was Y/N needed this break with the brothers. She hated how stuffy the bunker was getting and knew she was in desperate change of scenery. And hoped for alone time with Dean which unfortunately didn’t work out since they ended up sharing a room with Sam. Despite that, Y/N still had fun with Dean; laughing with him at the programs that were playing on the old television. It was a fun, happy trip, that ended at the local bar as a celebration of the successful hunt. Y/N wore her casual outfit that consisted of her favorite pair of jeans and a flannel; which made Dean’s mind and heart race. He felt like he didn’t deserve Y/N and hoped, that tonight would end on a good note.
Dean stiffened once they entered the bar as he noticed a couple of men drawing their attention to Y/N as a whistle came from a man in the crowd. A tug on his left hand pulled him from his thoughts as Y/N and Sam found the perfect table at the far corner of the bar. The three got situated as they waited for a waiter to come there way. While Y/N and Sam were having their own conversation, Dean was in his own world as he could see a couple of men blatantly staring at Y/N as if they never saw women in their life. Y/N could see that Dean wasn’t in the same mood that he was in when they left a motel. She gave him a sweet smile but the only response she got was a half smiled, as he went back to picking at the table. She assumed he was hungry and hoped that his mood would lighten up after he ate. However, she truly hoped that he would open up to her; wanting to take away his concerns.
After the three had their food and their fair share of drinks, Sam and Dean made their way to the pool table; having a friendly competition with each other. While Y/N sat at the side, laughing at the brother’s tactics, but it wasn’t long till a waitress strolled up towards Y/N with a drink in her hand.
“Uh sorry, I didn’t order this,” Y/N smiled.
“The guy at the far end of the bar did. He told me to pass on the message that if you need some company, you’re more than welcome to sit with him,” the waitress pointed at the guy who held up his drink making both, Dean and Y/N glace up at him.
“Can you do me a favor? Can you give it back to him and tell him that I already have company?” Y/N smiled once again, as she gestured to the Winchesters.
“You came with the two of them?”
“Yes but I’m with only dating one of them.”
“Which one? The tall one or the short one?” The waitress asked and Y/N could tell she was eyeing Sam. “Cause if you’re not dating the tall one, can you do me a favor?”
Y/N chuckled, “Of course. By the way, his name is Sam. And I’ll see what I can do.”
“Thank you so much,” the waitress tanked as she abruptly hugged Y/N and made her way back to the guy while Y/N went to work her magic with Sam. It didn’t take long for her to convince him to go talk with the waitress. As for Dean, he grabbed his jacket without announcing what was going on, making Y/N wear a confused look as she followed closely behind him.
“Where are you going?”
“Back to the motel,” Dean replied making sure to give the car keys to Sam before heading towards the door; leaving Y/N clueless. She tried her best to keep up with him as he strolled down the sidewalk and once she managed to catch up, she looked up at him to see him focused on the little pebble he was kicking.
“Why did we leave?” Y/N asked but Dean only responded with a shrug. “What’s wrong with you? Did something happen?”
“No,” Dean mumbled, not paying attention to Y/N who had fallen behind.
“Wait, Dean!” She yelled as she grabbed Dean’s arm making him turn towards her. “Please tell me what’s wrong. I hate when you’re like this because I’m supposed to be the one you tell everything to. So please talk to me.”
Dean sighed, “Fine. Do you want to know what’s wrong? I hate when guys look at you like who all these assholes were staring at you.
“This is all because you’re jealous?” Y/N scrunched her brows, she didn’t mean for it to come as a tease but she was genuinely confused on why Dean needed to be jealous.
“You see?! That’s why I didn’t want to say anything!” Dean stuffed his hands in his pockets.
“Dean, you do know there’s no reason to be jealous. You do know that I’m yours and yours only, right?”
“Yes, but Y/N, half of these guys could give you the things I can’t give you,” Dean started and when Y/N continued to look he continued. “A life that doesn’t consist of monsters, a life that isn’t on the road. A life that is normal that consists of having a family and a fricken pet. So, sue me that I hate when guys look at you but it’s because we both know you wish to have a normal life.”
Y/N continued to stand there, stunned by everything she heard. She didn’t care for a ‘normal’ life; she cared a life with Dean. “Dean, I don’t want a normal life. I don’t want the boring, everyday life that has a routine. This life with you, Sam and Cas, is different and fun and speac-.”
“But admit Y/N, it’s dangerous and annoying. Anyone would’ve accepted that drink from that guy,” Dean cut Y/N making her huff. She needed Dean to see the truth, to see what she felt.
“Who did I leave with?”
“What? What does that have to do with anything?” Dean groaned.
“Just answer the question, Dean. Who did I leave with?”
“Exactly. I left with you because I love you and I don’t care about other guys and what they have to offer because they can’t offer me a life with you,” Y/N’s eyes brimmed with tears. “You are my best friend, you are the only person in my life who cares so much about me and that is worth everything in the world to me. I don’t need a family because you are my family and that is enough. This life with you gave me so much, but most importantly it gave me happiness. So, no Dean not everyone would’ve accepted that guys offer. At least not me,” Y/N finished off wiping a tear that rolled down her cheek and leaned upward to place a kiss on Dean’s lips. She could feel him loosening up as they deepened the kiss and only breaking apart when a honking of a car ruined their moment. The couple let out a soft chuckle as their foreheads leaned stayed connected.
“I love you too, Y/N. Thank you, baby,” Dean sighed, thanking the stars for sending him someone like Y/N. “Now, let’s go back to the motel and take advantage of Sam not being there,” Dean smirked as he wrapped his arm around Y/N’s waist; no longer in a sour mood. As they walked back to the motel, Dean’s mind wandered into another thought. One that was brighter, one that consisted of making Y/N his forever. One that would make her his wife.
Want to be added to the taglist? Just Ask, I Don’t Bite 😁