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officialnighttime · 8 months ago

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reblogging because I love this and I'm reading it again but also:

mind opting into the boops babes? I wanna boop you. You deserve a boop for each chapter. Pretty pleeeeeeeeeeaaaaase babes

Chapter 5 - Last Names (Taking Chances)

Summary: After a random encounter introduces you to Dean Winchester, you can't shake the magnetic pull you feel towards him. For years, you've felt like everything in your life is under control--a promising career, financial stability and no real responsibilities. Dean's a hunter; it's his life and job. But somehow when you meet, your worlds are flipped upside down and you have to decide if it's a chance worth taking.

Chapter Warnings: MATURE CONTENT, please do not continue if you are under the age of 18, language, fluff

Pairing: Dean Winchester x female!reader

Word Count: ~4.8k (this is a doozy, possibly one of the longest chapters I've ever written!

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You had never consumed (nor had you seen someone consume) a burger so quickly before in your life. It was a good burger, but that wasn’t what you could focus on.

When Alice came back to the table to check out–ahem, on–you (but mostly Dean), his gaze didn’t even move from yours.

“We’ll take the check now, Alice,” he said carefully as he watched you. The way his eyes studied you made you feel naked. It was like nothing else existed in the world but you. Heat climbed your chest in blotchy patches until they formed islands on your neck, your cheeks. The way your heart pounded against your sternum felt so loud, you could hear each beat in your ears. This man was doing something to you, and that was something you hadn’t experienced in too long.

“Here you go, sugar,” Alice gingerly placed the bill in the middle of the table. She watched Dean intently, certainly hoping for maybe one more look into those beautiful green eyes. He glanced quickly with a smile as he fumbled in his pocket for his wallet. He tossed enough cash to cover the meal and the tip on the table, then back to you.

“Thanks, Alice,” he said, without missing another beat. He stood and held his hand out for you to take. “You wanna get outta here?”

Words seemed to fail you for a second, so you just nodded very quickly. Before he could pull you towards the door, he grabbed the grocery bag with the cherry pie you had brought.

“Oh, you forgot to eat your pie,” you murmured as you followed him through the diner.

“I was thinking we might have a different dessert tonight,” he paused at the door as his eyes looked over you once more. You realized he was asking if that’s what you wanted, too. Yet again, all you could do was nod.

Dean’s fingers laced through yours as he led you across the parking lot. The rapid beating of your heart hadn’t slowed, but there was a brief moment you felt the pad of his thumb brush the top of yours to your knuckle and back that made your heart skip.

After a second or two, he had spun you so your back was pressed against his back passenger door. The sound of the grocery bag rustled as he tossed it into the front passenger seat and turned his attention back to you.

You mentally (and physically) gulped.

The way his eyes searched your face one last time, the way his hands cupped your cheeks. It was electric, or maybe even more magnetic. Every time you lost contact with his skin, you craved more. It was as though there was this pull between you that kept drawing you back.

“God, what is it about you?” He breathed the question, and you couldn’t blame him. You had been wondering the same about him. How you couldn’t stop thinking about him after your random encounter in Atlanta. Or the way you couldn’t sit still long enough to meet him in Salina the night before. And now tonight–the way you couldn’t compose yourself after he started blatantly flirting with you.

“Ever since you kissed me last night,” you tested your bravery as your eyes moved over his lips and noted how they glistened in the yellow glow of the street light he had parked under. “I’ve wanted more.” You looked back to his eyes just long enough to see the shadow of his lashes as his lips curve up in a smirk.

After his gaze moved from your eyes to your mouth once more, his lips pressed against yours and moved slowly.

Your hands found his wrists as he still held your face. He moved one hand down to wrap behind you so you were caught between him and his car. The way his body blocked over you made your head spin. Dean tilted his head a bit to get a better angle, and you felt his tongue gently move over your bottom lip. Without wasting another moment, you welcomed him inside.

The skin of your back felt cool as it pressed against the metal of his car and the glass window, but there was warmth where his hand held you–pressed against your lower back carefully, but strategically to apply just the right amount of pressure so you could feel every inch of his chest, his hips, his thighs…

There was a pause from him and the sound of your kiss ending echoed in your ears. You searched his eyes for a moment, and you saw hesitation.

“Maybe we should slow down a little bit,” he half-heartedly chuckled as his eyes fell over you.

“Dean?” You made sure your eye contact with him was solid so he knew you meant it. “I live the most mundane life. If you looked up the definition of boring, my life would be next to it as an example.” Dean laughed softly but brought his fingers up to brush a strand of your hair back that had blown freely with the wind. “Meeting you has been one of the most serendipitous things that’s happened to me, I think. I want this. I want you.”

Another moment passed before Dean’s lips were back on yours, but more slowly this time; purposeful.

“Okay, then,” he said softly as he broke away once more, the lowness of his voice sent another shudder below your skin. “Serendipitous.” He repeated before he kissed you once more. The word sounded like magic as it rolled off of his tongue.

His hands moved more freely now as they both gripped your hips. His thumbs looped in your belt loops as your hands roamed his chest.

“Can we go to your place?” You asked, breathlessly. You were even slightly surprised at your forwardness, but you didn’t let it stop you. His eyes darted between yours and you sensed hesitation.

“I can’t, my, uh, my brother’s there,” his answer sounded hesitant, but you were distracted by the way your heart pulsated in your chest.

You nibbled on your bottom lip for a moment as you tried to think of a solution. The fire in the pit of your stomach didn’t help, but instead urged you to come up with something.

Dean quickly opened his passenger door once more and held it open for you. “I’ll find a place,” he motioned. There was a sense of giddiness that overtook you as you slid into the Impala. It was something about the recklessness that you never allowed yourself to encounter, and the man practically jogging around the front of the car. The smell of leather of the seats mixed with Dean’s faded cologne, you could hardly contain yourself. This man was like a drug, and you were officially hooked.

He pushed the key into the ignition and the engine roared to life. You couldn’t help but slide over the bench seat so you were pressed to his side. As he put the car into drive, your lips found the soft spot just below his ear lobe. Your lips smoothed over the stubble covered skin, and your teeth nibbled gently.

“Jesus, sweetheart,” he practically hissed through his teeth. “You’re makin’ me crazy, here.” A gentle chuckle rumbled in his chest.

“Sorry, I couldn’t help myself,” you pulled back but felt a different kind of heat pull to your cheeks; this time, it was slight embarrassment. “I’m sorry, just something with you…this just feels so different.”

“Oh, you mean you don’t usually jump your date?” Dean eyed you with a glance as he drove, but a small smile formed on his lips.

Ugh, the embarrassment took over (after your insides tingled a bit at the way he said ‘date’) and you pulled your hand over your face.

“Hey, now,” Dean took one hand off the wheel and gently pulled yours away from your face so he could see you. “Don’t go hiding on me. There’s nothin’ wrong with this, sweetheart. I was just kidding.” His words were gentle, but you could still hear the roughness in his tone as his blood pumped through his body from your closeness to him. “I just want to be very clear—whether anything happens tonight or not, I’ve had the best night I’ve had in a long time.”

The car was filled with darkness as he turned down a road with limited street lights. But in the glow of the moonlight, you could see the white of his teeth and shadows of his features that told you he was telling the truth.

“Me too, Dean,” your words came in a whisper. “But to answer your question,” you cleared your throat and looked down at your hands now in your lap before you continued. “No, I most definitely do not jump my dates. Especially ones who I don’t even know their last name.” You laughed, the song Last Name by Carrie Underwood played for a moment in your brain..

“Ha,” he laughed out loud as stole another glimpse at you before looking back at the road. “Fair enough. And it’s Winchester.” He answered with a smile. Winchester, you made a mental note.

You offered up your last name before the next question came. “Do you…do you regularly seduce your date on the…” you contemplated. What date was this, exactly? “Second date?” It came as two questions, really. The first being if Dean did this on a regular basis; the second questioning which date this was, exactly.

Dean turned into a parking lot of a quaint building. As he pulled into a parking spot, he answered. “Well, first of all, no. I, uh,” he cleared his throat somewhat uncomfortably as he continued. “I haven’t been in this kind of situation in…a while.” That was a relief. “And secondly, this is our third date, not second.” You did the mental math and realized he was kind of right, counting when you met in Atlanta. “Technically it could be our fourth…dinner in Atlanta and then hanging out in the hotel.” You rolled your eyes.

“Oh, come on—if we’re counting that as our first date, it definitely only counts as one,” you smirked, which caused Dean to chuckle again.

“That was the longest first date I’ve ever been on,” Dean had turned his body so he faced you now.

You contemplated that. “Huh, ya know, I think it was the longest first date I’ve ever been on, too.”

“See? It should count as two,” Dean winked. His fingers found yours on what little slice of seat was left between the two of you. “In all seriousness,” he glanced down at your hands where your fingers melded together. “This is a bed and breakfast. I’d love to spend the night with you here, even if that means just watching old horror classics and talking like we did in Atlanta.”

His words brought a wave over you that you managed to wade through. It was different. While you hadn’t been with anyone in a long time, you were still used to a different pressure with guys pre Dean. He wasn’t like the others, and that was clear.

You nodded just as Dean brought your hands to his lips and left a soft kiss. “Good,” he gently dropped your hands and turned to open the driver's side door. You scooted back over to the passenger door and opened it to step into the cool Kansas air. Dean waited just in front of the Impala for you and smiled as you approached, with a reach for your hand.

Being with Dean felt easy; freeing, almost. The two of you walked through the front door of the bed and breakfast and smiled at the older woman behind the counter.

“Oh, hello!” She beamed. “Checking in?”

“Wanted to see if you had a room, by chance,” Dean fished for his wallet out of his back pocket and you took in the surroundings. This place was charming. It was an older building, but had modern updates. Dean paid for the room and the woman handed over the key.

“Check out is at 11am, but we can make an exception for later, if needed,” somehow you thought you saw a wink in there. Jesus, all the women love him, the thought played through your mind as you smirked with a shake of your head. Maybe it wasn’t just you who had a magnetic pull to the mysterious Dean Winchester.

“No problem, thank you so much,” Dean smiled as he took the key and turned towards the stairs with you. The woman watched as you ascended, probably wondering where your luggage was, which made your cheeks warm again.

“I forgot, I have to be at the airport in the morning. I’ll have to leave by four if I want to make it,” you whispered to Dean as you approached the door with the number 7 on it.

“Ah, shit. I didn’t think about that,” Dean hesitated for a moment. “It’s only about 9 now. You wanna stay, or head back? I don’t mind either way.” He gave you another out, just in case (which you appreciated).

“No, no,” you shook your head and took the key from him. “I’ll be fine. Who needs sleep anyway?” You slipped the key into the doorknob and turned.

The door opened to a quaint room—light gray walls with white molding. There was a king-sized bed up against a wall facing a flat screen television. Another door opened up into a beautiful bathroom with white marble tiling and a glass shower with a small vanity.

“This is so nice,” you muttered as you took in the room. It felt elegant and like something you wouldn’t find in Lebanon, Kansas.

“It really is,” Dean took in the surroundings, as well. “I’ve always heard good things.” He moved to pull his leather jacket off to reveal a dark green t-shirt.

Your eyes traveled down his torso—the way it formed to fit every muscle in his chest, and the way it clung to his biceps. You’d be a remiss if you didn’t acknowledge the way it took your breath away.

“So, what’ll it be? Horror movie? Comedy? I’ll even suck up a chick-flick if that’s what you’re feelin’,” he had reached for the remote but his eyes were on you; you could feel it even before you turned to see it for yourself.

This is crazy, you barely know the man. But you felt like you did. You knew of the things he had been through; the pain and trauma. You knew he had kind eyes–sometimes a little mischievous as they practically undressed you in the diner.

“Dean?” Your eyes watched him closely as you stepped towards him. He seemed hesitant, maybe. A little unsure of what your intentions were.

“Hmm?” He hummed back and you noticed he rocked on his heels for a second.

“Kiss me?” It came out as a question, though you had hoped it’d be a clear statement.

His eyes darted from your gaze to your lips, then back once more. And then his lips were on yours again, this time more intense than the last. It felt as though he had given you every opportunity to change your mind, and upon realizing you hadn’t, he kissed you in a way you truly felt you had never been kissed before.

You took the lead this time and let your tongue move across his bottom lip. Almost instantly, his mouth opened and allowed you in. Tangled breaths mixed between you as Dean moved backward with his hands pulling your hips until the backs of his legs hit the bed.

There was a brief separation as your eyes moved between one another, and then just as quickly, Dean pulled the hem of his shirt up until it was over his head. That was where you froze—your eyes traced from his freckled shoulders, down his chest, to his abs and landed where his jeans were buttoned.

“You okay, sweetheart?” There was a teasing tone to his voice as you caught his eyes once more.

Your tongue darted out to lick your lips quickly, and you managed a nod. “You are…” words failed you as you tried not to stare. There was an interesting tattoo on his chest–it almost looked like a sun, but you weren’t sure. Your eyes were glazed over with need.

“Your turn,” his words sent a shiver from the top of your spine to the tips of your toes. Your teeth instinctively found the inside of your bottom lip again.

Dean’s fingers were quick to settle below your chin, his thumb gently pulled down below your lip to release it.

“It makes me crazy when you do that,” his voice was so low and gruff. He pulled your blazer down off of your shoulders until it fell to the carpeted ground below your feet. Your fingertips found the hem of your blouse and pulled it over your head. It wasn't until then that you realized how hard you were breathing, as the tops of your breasts rose and fell.

Just as insecurities about your body began to drift back into your brain, you pushed forward to connect your lips to his. He faltered only for a second before he welcomed the kiss, his fingertips working quickly on the clasp of your bra behind your back.

The cool air nipped at spots on your skin that had been covered before. Dean pulled away for a moment to take it all in.

“God, you’re beautiful,” his chest rose and fell rapidly with each breath he took.

With the palms of your hands, you pressed against his chest so he fell back on the bed. He leaned back on his elbows with a grin across his face and you swore you could see a spark in his eyes.

“C’mere,” he urged, and you knew he didn’t have to tell you twice. You moved so you were on top of him, planting kisses on his lips, his cheek, his neck. You felt the slight swell of your lips as it scratched upon the rough stubble on his jaw line.

Dean wasted no time in rolling so you were underneath him, which elicited a small giggle from you.

His fingertips traced from your cheek, down your neck, to your collarbone. Then the top of your breast, until his thumb was strategically placed over your nipple where he rubbed until it sprouted into an even harder bud than it already was.

“Dean,” it came as a hiss. Your eyes had closed so tightly, you couldn’t even see the warm yellow glow from the table lamp. The soft cotton sheets pooled between your fingertips as you clutched for some stability.

“You ain’t seen nothing yet, sweetheart,” his lips replaced his thumb and you thought you might explode. His hand moved down your stomach, cradling your side smoothly as he continued his path until he reached the waistband of your pants. Seemingly expertly, he maneuvered his fingers until you felt the pop of the metal button being released.

When his hands urged your hips upward, you complied. You lifted your hips so he could shimmy the pants off of your hips until they collected near your ankles. One kick was all it took to send them to the carpeted floor.

Dean kneeled up on his knees as he undid his jeans painfully slowly, you felt. Patience wasn’t in the cards for you, so you sat up and moved your hands over his to undo them quicker. You didn’t miss the smirk across his face or the way his eyes bore into you as you worked.

Before he discarded his jeans, he reached into the back pocket for his wallet and retrieved a square foil packet.

Still on his knees, Dean eyed your burgundy panties and traced the small trail of wetness he found there with his thumb, causing you to moan out again as you tried to writhe against his hand.

“You’re already so ready for me, sweetheart,” he crooned just as he reached up to the elastic waistband and gave another tug.

There was no more room for insecurities; you were already too far gone. As Dean slid the panties down your legs, you felt the length of him against your knee.

“You seem pretty turned on yourself, Mr. Winchester,” you attempted your best flirtation back.

“Oh, and then some, Atlanta,” he breathed as his fingers found your folds and smoothed over them. The back of your head dug into the mattress as his fingers worked you over.

A fire burned deep in the pit of your belly, and the only person who could extinguish it was Dean Winchester, you were sure of it.

He slipped his index finger in and simultaneously continued circling your clit. Your fingers released the death grip on the sheets and tangled in his short hair. With the other hand, you traveled down Dean’s chest until you found what you were looking for. You moved your hand along his hardened cock under the waistband of his boxers, allowing your thumb to smooth over the tip.

“Jesus,” he murmured as you moved, his fingers matching rhythm with your hand.

Dean positioned himself over you again, his lips taking yours in a hasty kiss. The feeling of him pressing in all of the right places, paired with his lips on yours and the feeling of him in your hand, you thought you may combust.

“More,” was all you could muster out between the trail of his lips, but it seemed like he didn’t have to be told more than once, either.

He leaned back and tore into the foil packet with his teeth before removing the condom and rolling it onto his cock.

Goosebumps trailed your skin as you watched, and you couldn’t help but take your bottom lip captive between your teeth once more.

“What’d I tell you about that lip?” Dean moved over you once more as he settled between your legs and pulled your lip down with his thumb. Then, he dropped the volume but his voice rasped, “That lip drives me crazy.”

Your eyes met and just before he entered you, you quipped back. “Show me.”

It was 3:44 when Dean tilted his head to glance at the neon green numbers on the nightstand. You felt his groan rumble through his chest where your head was planted as you traced his freckles.

He dropped a quick kiss to your hairline. “We gotta get you back to your car, sweetheart. You have a flight to catch in a few hours.”

Your groan matched his as you buried your head in his chest, hoping that maybe if you did, you could stay there forever. “I don’t wanna.”

That elicited a chuckle from him. “Trust me, if we could stay like this, I wouldn’t have it any other way.”

Dean had extinguished that fire in your belly, but then relit it. And extinguished it again…and then once more in the shower. “I know, I know,” you grumbled as Dean reluctantly pulled away and swung his legs over the side of the bed.

“Back to reality,” he chirped with a quick smack to your ass.

“Hey!” You laughed as you turned towards him, your breasts exposed.

“Goddamn, woman. You gotta get dressed before you miss your flight,” he turned away to gather his clothes.

The Impala roared to life as Dean drove you back to your car parked at the restaurant. You sat similarly to how you did on the way to the bed and breakfast—pressed against his side, his fingers interlocked with yours tracing small patterns upon the top of your hand.

It only took a few minutes to get back to where your rental car was parked at Jiffy Burger. It was almost four o’clock in the morning and your body was tired, but your adrenaline was still pumping. You didn’t want the night to end.

Dean cut the engine as a sigh passed through his lips. “I hate how late it is and how far you have to go. You sure you don’t want me to follow you back to Salina?”

“I’m sure, Dean. It’s late, or early I guess, but I’ll be fine. Tonight was well worth it. Besides, I’ll just sleep on the plane,” your lips found his cheek for a quick kiss.

He groaned. “I hate that you’re leaving.” He sounded genuine, and you had to admit you felt the same.

“I know, but it gives us something to look forward to. For next time,” your teeth found the inside of your lip again, but Dean caught it with his thumb quickly this time.

“Guess I’m gonna have to get comfortable flying, huh?” He smirked before he pulled you close for a kiss.

As you both got out of the Impala, you walked slowly to your rental where he pulled you in once more. It was a kiss you wouldn’t forget, that was certain.

“Might as well sign up for a frequent flier program now,” you whispered with your eyes still closed.

“Does that get me an invite to the Mile High club, too?” He teased, a laugh escaped him as you poked his side.

“Only if I’m flying with you,” you half-teased back as you reached back to open the driver’s side door.

“I’ll fly every goddamn day if that’s what’s waiting for me,” he wiggled his eyebrows as you lowered the window and he leaned through on his forearms.

“Bye, Dean,” it came out in a breath as you pressed your lips to his once more.

“Bye, sweetheart. Call me when you get there,” it wasn’t a question.

“It’ll be like, six AM. You should be sleeping by then,” you said as you fastened your seatbelt.

“I won’t be able to sleep, trust me,” his lips pulled up in a small smile before he kissed you once more. He ran his hand down the side of your face and pulled away. “See you soon, Atlanta.”

“You better,” you called back as you took one last look at him before you put the car in drive.

“Drive safe,” you heard him call out, just as you eased on the gas.

The two hour drive hadn’t been as brutal as you expected. There wasn’t any traffic, and Dean ended up calling you thirty minutes in, just to check in.

He kept your mind alert by talking about anything and everything. What your family was like, if you had any siblings. You told him that you were an only child, but you felt like you had a sister in your best friend, Jen. He told you about his brother, and the pranks they’d pull on each other.

Before you knew it, you were already back in your hotel parking lot.

“I’m here, Dean,” you murmured as you disconnected your phone from Bluetooth and pulled the device to your ear.

“Good,” his voice was gruff—he could fib all he wanted, but you knew he was exhausted. “Thanks for coming all this way to see me. I really, really enjoyed tonight.”

Your cheeks rounded as you couldn’t fight the smile that came from his words. “Me too, Dean. Get some sleep. I’ll text you when I land.”

“Night, sweetheart,” and with that, you both hung up.

You knew Jen would be waking up right about now, so as you gathered your purse and climbed out of the car, you sent her a quick text.

You’ll never guess where I’ve been all night…

You fished out your hotel key and headed for the lobby. Just before you got on the elevator, your cell buzzed.

Jen All night?! Bitch, it’s 6am. Have you not slept?!

Before you could even type back, another came through.

Jen NO YOU DID NOT. Mysterious Dean?! Airplane man?? Who are you and what the hell did you do with my best friend? Tell me you at least got his last name before you did the deed.

The elevator dinged as you reached your floor. You typed back as you walked the short distance to your room.

Yes ma’am, I did. He’s amazing. He’s kind and funny and sexy and god, it had been way too long. I’m proud of myself ;)

As your door clicked open, you sighed. You’d have to leave shortly for the airport, but you had a few minutes to spare.

Jen Well good, I’m happy for you. But you should still Google him…just in case. You never know these days.

You didn’t feel like you needed to Google Dean, but at the same time, there was a sense of yearning to know all about him (and who didn’t have an online footprint?).

As you picked at your cuticle, you sat down in front of your laptop and opened up Chrome.

“Dean Winchester”, you typed and hit enter.

And as the page loaded, you did a double take. Then, a triple take.

Your heart plummeted into your stomach and you felt like you might actually vomit. There were so many headlines, but the top one was enough, paired with a mugshot that matched his face: Suspected Murderer, Dean Winchester, Found Deceased

A/N: SURPRISE! I've been bit by the writing bug and I couldn't help but post this early. Mostly because after this chapter, I don't feel right making you wait a week to see what happens next. Sorrrry for the cliffhanger. <3

Chapter 6 will be posted on Thursday!

Chapter 6 Preview:

Whiplash. It was the only way you knew how to describe going from having, what you would describe as the best night of your life, to spiraling down to the worst feeling you had ever felt.

Jen was the only person you knew to call—she knew you and knew how boring your life was (and how long it had been since you had even looked at a man, let alone sleep with one).

“This feels really, really dangerous,” you could tell by her tone that she really didn’t know what to say.

“No shit, Sherlock,” you wanted to cry but you couldn’t even get tears to fall. You had never been in shock before, but you assumed it might feel something like this. “What do I do? Call one of those police departments? The FBI? …Homeland Security?” The thoughts were racing.

“Take a breath,” you heard her take one at the same time, and you followed suit. “He didn’t hurt you, right? Force you to sleep with him?”

“God, no,” you plopped down on the uncomfortable mattress and rubbed your temple. “I practically threw myself at him. It was…” your mouth couldn’t say what you felt. It had been amazing, ‘best night of your life’ material. But you couldn’t say that now. Not after what you had read.

“Maybe the articles are wrong? Maybe there’s more to it than what you’re reading. Oh! Maybe he’s in the witness protection program?” She tried to rationalize. But you had already done that before you called her.

“He wouldn’t have used his old name, Jen,” your words were so soft, you weren’t sure if she heard them.

“Shit, you’re right,” she took a sip of her coffee. “Listen. Just go to the airport, block his number and fly home. We will work through this together. Don’t call anyone yet. This sounds like something you don’t want to get mixed up in, babe.”

You nodded at her words and felt the first wrench of emotion in the back of your throat. “I’m worried I already have.”

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