Summary: Although the reader now hunts with Sam and Dean, they weren’t the first brothers to introduce her to the supernatural. Salvatore is just as much a meaningful last name as Winchester to the reader. The past is brought up when a trip to Mystic Falls leads the reader to run into her past love, Damon. Let’s just say Damon is perfect at making Dean jealous.
Word count: 2818
Author’s Note: I love the vampire diaries and Damon just demands to be written. If you guys are fans too I think I’m going to start writing TVD imagines too!
The Winchesters hadn’t been the brothers to introduce you to the supernatural, but they were your family now. As it always went, you’d had a life before you’d met them. You’d never really talked about your past life, Sam knew certain things. Keeping your past life hidden, meant keeping a past love hidden, Damon Salvatore.
You didn’t know where to begin when it came to Damon, he’d helped you through so much. The reason you’d kept him somewhat of a secret was because your current feelings for Dean. You knew how Damon was, and if he knew you were hopelessly in love but too shy to do anything he’d intervene.
The problem was that your current case called for a trip to Mystic Falls. You were sitting at the table with Sam as Dean was making coffee. Sam spoke up, “So (y/n) is today the day we meet the infamous Da-”. Sam knew you were head over heels for Dean, and he was totally up to something. You cut him off, “Maybe if you stay alive to actually work on the case today”.
Dean didn’t miss anything, “Who are we talking about?”. You sent daggers at Sam, “Oh uh no one”. You hoped Dean would just give up, he had his own past love affairs, so many in fact that why would he even care about yours? Sam continued regardless of your glares, “Not just anyone from what you’ve told me (y/n)…”.
You choked on your coffee and Dean raised an eyebrow. You blushed, “You guys aren’t the only two that have past loves”. Sam smirked at watching Dean’s reaction as he questioningly asked, “Past loves?”. Blushing you got up from the table, too confused as to why Dean cared so much when he never made a real move.
Sam smiled, “Well guys let’s get on the road today should be fun!”. He was loving Dean being jealous because he knew his brother just needed a push to really accept how he felt. You were Sam’s best friend, and if anyone were to be with his brother it should be you. Everything was packed and within a half hour you were on the road.
The ride included Sam hinting at your past and Dean getting jealous. You didn’t understand how he was so jealous because on every hunt you ran into someone Dean had known on a…more personal level…so why wasn’t it okay for you? Regardless his emotions were getting the best of him.
Finally the impala pulled into Mystic Falls and you lead the boys to , “The Mystic Grill” because you knew burgers and beer would lighten the mood. You were sat down at a table and when the waiter came to take your drinks she said, “The man at the bar ordered you this shot, said he remembers how you like it”.
You smiled and rolled your eyes, this had Damon all over it. You looked to the bar and there he was, smirking raising his drink. Dean spoke up, “Little early for a shot-”, but you were already gone from the table. Walking over to the bar you took him in, sexy as ever but then again he didn’t age.
Damon smiled, “So (y/n) I can’t tell if you miss me and that’s why you’re here or if I’ve been replaced”. He looked to Sam and Dean and you smiled. You hugged him, “Damon no one could replace you”. For a second he pretended to be the carless wild Damon many knew him as, but he soon melted into the hug and held you tight.
He whispered in your ear, “Next time don’t go so long without calling”. When the hug ended you explained yourself, “ Life has been so crazy I’m sorry”. He raised his shoulders telling you that all was forgiven, then he grabbed your hand and made you do a slow spin. He clicked his tongue, “Hmm hmm hmm, time does you well”.
Before you could speak he raised an eyebrow, “Okay why is the shorter lumber jack giving me a death glare right now?”. He must’ve been talking about Dean, and you had to admit it was a funny description. You decided to take the shot before explaining but he knew you too well.
Damon let out a sigh, “You’re in love huh? Please don’t tell me-”. You shook your head, “Damon he’s just too good for me, and he doesn’t seem to care, so I’ve kept my feelings quiet”. Damon got that look in his eyes, the classic “I’m about to put things in motion” look.
He raised his eyebrows, “Doesn’t care, if I’m hearing correctly short lumberjack is asking tall lumberjack just who the hell I am and why I’m all over you…I can work with jealousy”. Damon was a vampire which meant super hearing, and you had to trust what he said.
You put up a finger, “Damon no, do not-”. Too late, he’d set his mind on something. He compelled the waiter to give you another round of shots, alcohol would make things interesting. Smirking evilly he asked, “Never too early for a body shot right?”. Before you could object the bartender was back with salt, lime, and tequila.
Rolling his eyes he said, “ Come on, he’s jealous and he should be. You’re too good to wait around for something, I’m showing him what he’s missing”. You hated to admit it but he was right, and Dean deserved a taste of his own medicine. You smiled, “ You’re right, but don’t go falling in love with me again”.
You both started to laugh, “Same goes to you (y/n), but we should make this look real”. Damon placed the salt up your next and you happily took the lime between your lips. He pouted, “Missing something” and before you knew it the shot was placed between your breasts. Your mouth opened but you laughed, this was classic Damon.
Damon took down the shot and winked at you. His tongue slowly licked up your neck and to add effect he sucked a little, of course leaving a mark. He whispered in your ear, “Oh this is funn”. His lips soon met yours as he took the lime in his own mouth. When it was over he licked his lips, “My work here is done, the dynamic duo is walking our way as we speak”.
Dean was the first to speak, “Let me guess this is Damon”. Before getting up to greet Dean he took his thumb and wiped the lime juice from the corner of your mouth before dragging down your bottom lip slowly, man was he good at this. Damon smiled, “Sorry, had a little something there”.
Damon got up and went to shake Dean’s hand, “The one and only”. Sam looked to you and you just grinned. Sam tried to defuse the anger, “Well I’ve heard a lot about you from (y/n)”. Dean added, “You know I can’t imagine you two having a past”.
You opened your mouth to speak but Damon spoke first, “Oh (y/n) and I had fun, you know I might still have a couple scratches on my back to prove it”. Deans jaw clenched and Sam tried not to laugh. Damon continued, “Wasn’t it fun (y/n) sneaking around trying not to get caught, but you were always too loud..but I mean I’m not really complaining”. Now Dean’s fists were clenched and you wanted to break the tension.
Sam beat you too it, “You know I have a feeling (y/n) was totally different back then”. Damon looked at you and winked as he said, “It’s always the quiet ones”. Dean was about to combust and he barely got out the words, “(y/n), outside”.
He pulled your hand and dragged you to where the impala was parked. You were telling him stop and within a flash he was suddenly pinned against the impala. All you could say was, “Damon?”. Dean was trying to push him away but Damon had a couple hundred years on him, “Why so angry?”.
You went next to them and pushed them away, “Okay Damon that’s enough, point proven”. Dean fixed his jacket but looked angrier as ever. Damon backed off but not before asking, “You know you can’t be angry, she’s not even yours”. With a flash he was gone, all he really wanted to do was emphasize the fact that you were never Deans.
Dean ran his hands through his hair, “Vampires, it had to be fucking vampires”. At this point you were angry too, you never acted like an ass when you saw him hitting on girls on cases. Crossing your arms over your chest you answered him, “Damon’s right Dean, why are you so angry? Why do you get to be angry?”.
He looked lost for a moment, trying to find the right words. He let out a sigh, “ I don’t know okay? All I know is that I didn’t like some guy all over you as I watched”. The irony caused you to laugh. Really? Rolling your eyes you spoke the truth, “Dean what do you think I’ve had to watch every hunt, but you don’t see me freaking out. You know what why are you freaking out, the thought that someone might want me is too much for you?”.
Walking closer to you he uncrossed your arms, “I’m sorry that’s not what I want, or think. I just, I’ve…never been in love and-”. Love, were you hearing him correctly? Dean continued, “I was scared of what I felt, Winchesters don’t have a good track record when it comes to love, but that was no excuse”.
You were still hurt, “You’re right it wasn’t”. He laughed and took your hands, “Damon just got me so angry you know? All his little remarks”. You couldn’t help but shake your head and smile, “ He’s known to have that effect on people”. It seemed like Dean was still not telling you something so you raised an eyebrow.
Finally he spoke up, “Was what he said true?”. You were confused, “About what?”. Suddenly you were catching on and you grinned. Biting your lip you replied, “What do you think?”. Dean stepped even closer to you, “I think I’ve done enough waiting”. His lips were on yours, a mixture of whiskey tequila.
His hands frantically roamed all over your body, trying to makeup for lost time. You smiled, “Dean I think we’d both be a lot happier somewhere more private”. Dean was already one step ahead as you heard him open the impalas door for you.
Dean turned on the radio and you slid closer to him, the best part of the impala was the fact that there wasn’t individual seats. You started to kiss his neck and he laughed, “ Where is somewhere more private?”.
Sliding your body down you were now hovering over his pants zipper. You looked up to him, “Until we find somewhere more private I figured I could keep you occupied”. Before Dean could question what that could possibly mean you started to unzip his pants and pull them down.
You were still looking up at him and you could tell how flustered he was, “ Uh (y/n) I don’t..are you sur?-”. You cut him off by slowly taking his member in your hand. All thoughts left his mind as he watched you.
Laughing you reminded him, “ Uh Dean shouldn’t you be watching the road?”. He half smirked and reluctantly took his eyes off you and brought them to the road as he drove. You slowly licked up his shaft stopped before you got to the tip.
You were still watching him and you wanted to laugh as his eyes frantically darted from the road to you. Continuing you circled his tip with your tongue before sucking lightly. You put your other hand to use by lightly grasping his balls and massaging.
Suddenly you felt his hand slid up your back before resting on your head. You knew what he wanted to do and you encouraged him, “I like it when you take what you want Dean”. He then had the courage to guide you down onto him.
Dean was still being reluctant and to encourage him even more you took as much of him as you could into your mouth, which was a lot more than he’d originally thought. You took your mouth off of him and looked up at him smiling.
He was biting his lip and his grip on your head tightened, “ I want you”. You took as much of him as you could again and bobbed your head up and down. His hold on your head guided you and caused you to pick up speed. Dean’s moans and groans were so loud they rang out over the radio, “ Fuck baby”.
You took your mouth off of his penis to begin sucking on his balls and you thought he was going to crash the car right then and there. Your entire body moved as Dean took a turn. Looking up you realized that he’d driven to a dead-end surrounded by trees, as private as he needed.
His voice was coarse, “ That feels so good but I need more”. Taking the hint you straddled Dean, feeling him press into you. You smiled, “ I need this too Dean”, and with that you both took off the rest of your clothes as quickly as you could.
Dean had one hand on your hip while he held his penis in the other, “ You sure you’re ready?”. You wanted to laugh, you were dripping wet of course you were ready. To convince him you kissed him passionately, lightly biting his bottom lip. With that he entered you, and you instantly groaned.
Slowly you moved your hips and Dean’s hands grabbed them. Once again he started to guide you, making you go faster. You started kissing him again until he stopped to kiss down your neck.
Dean moaned, “You feel so damn good (y/n)”. This only made you want to go faster and before you knew it you were bouncing up and down. His mouth moved to your breasts, sucking your nipples tenderly.
You nearly screamed, “ Dean fuck, fuck”. Knowing it would feel even better you turned around, your back now to Dean. You leaned against dashboard, arching your back. He slapped your ass, “ Shit that feels good huh?”. You moaned, but that wasn’t enough.
Dean grabbed a fistful of your hair pulling you closer to him, “Talk to me princess”. Again your face was right next to his as your head rested in the crook of his neck. Looking at him you answered, “you feel so- fuck- so good Dean”.
One hand found your clit and began rubbing while the other lightly gripped your neck. He continued, “You’re so fucking beautiful baby”. Dean began to thrust deep and hard into you. You began to close your eyes, everything was too intense. Dean spoke again, “ No baby, open those eyes”.
You felt your orgasm coming, but you fought it. He didn’t slow down, “ You’re gonna come huh princess, tell me who’s making you cum!”. You were unable to reply so his grip on your neck tightened.
Your voice was faint but you answered, “ You are Dean”. Dean actually laughed, a new side of him showing. His hand and hips somehow went faster, and he knew what he was doing to you. He demanded, “ I want you to cum for me princess okay? Tell me who’s making you feel so good when you do”. You nodded your head in response.
Once again his grip tightened, “ Need to hear you say it baby”. It was now seconds away but you yelled his name out. You felt him coming undone as well, “ Fuck (y/n), fuck yes”. As Dean came so did you, everything was so intense.
Your eyes shut, and your body was trying to cope with every nerve suddenly being on fire. If Dean hadn’t been holding you up you surely would’ve fallen. As your orgasm shook over you all you could do was scream his name.
When you both finished all you could do was attempt to catch your breath. You turned around to face Dean again and saw the happiness in his eyes. He ran a hand through your hair, “ I really fucking love you princess”. Dean kissed you on the forehead, and it was your turn to beam with happiness.
You suddenly heard your phone buzz and saw you’d gotten a text from Damon. Out of curiosity you read it and it said, “ Nice performance, princess, next time try not picking a place so close to our house. Super hearing is a bitch”. You couldn’t help but laugh, and be insanely thankful for Damon. You kissed Dean again, realizing how lucky you truly were.