Title: Not supposed to pt.3

Pairing: Mobster!Dean Winchester x PI!Female!Reader

Word count: 2953

Published: 23 August, 2020

Author: Heloise Daphne Brightmore

Warnings: SMUT! 18+

Notes: I wrote this little piece for a tumblr challenge. It was supposed to be a one shot of some kind, but there will be 4 parts to it after all, because I kind of ran away with the story line.

Beta: Dream821 [Tumblr]

It was barely 6pm when a knock arrived from your door. You opened it to reveal a smirking Dean in your doorway, wearing a black suit and white button up shirt, just like in your dream. You gulped loudly, but shook off the thoughts.

"Miss me?" He asked playfully, but you just rolled your eyes.

"Whatever you say." You grinned and placed your hand on his chest, gently pushing him backwards to be able to close the door behind yourself.

"I think you were dying to see me." He tilted his head to the side, waiting for a reply as you walked down the stairs.

"Oh yeah, I was craving your presence. I just can't understand how I could survive without you for so long." You smirked at your acting skills.

"I know you meant it as a joke, but every joke is partially true." He shrugged, opening the door of your building for you.

You walked up to his expensive car, once again feeling the tension return into your body. You both took your seats and started off to wherever Dean was taking you. You looked at his profile as he was driving, his face serious, but still warm. You couldn't remove your eyes from his chiseled jawline and characteristic nose. You wanted to run your finger along the line of his profile to carve his features harder into your mind.

"As I said: you were dying to see me." He chuckled as you stopped staring at him and turned towards the road.

"Right. I was beyond desperate to see you." You scoffed, making him chuckle even louder.

"I love the way you play with your words." He spoke.

"Only because I talk about you highly and it's polishing your ego. If I was swearing and cursing at you, you would have a different opinion." You raised a brow, waiting for him to reply.

"Oh I would. I would find it quite sexy. I've got enough people to kiss my arse, it's refreshing when someone dares to speak freely." He shrugged, making you roll your eyes.

You arrived to a rather quite beach with a little restaurant by the side. The sun was setting, colouring the light waves of the water with all the different shades of orange and red. It was mesmerising and you loved everything about it. But it wasn't the kind of place you would imagine Dean having a relaxing evening. You raised a brow questioningly.

"You said you don't like the expensive restaurants so instead of a corner shop, I thought let's just meet in the middle. Is it better?" He asked with a playful grin. You were thinking for a second, taking your time to answer.

"It's acceptable." You giggled. He shook his head with a chuckle and led you towards the little restaurant.

You took a seat at a table beside the ocean, having the perfect view at the sunset. It was beautiful and you couldn't take your eyes off the sight in front of you. Dean ordered a large pizza to share between the two of you.

You looked at him, studying his face, getting lost in his green eyes. His smile grew wider as you stared at him for an inappropriately long time. He was beyond handsome and you just couldn't understand how such a beautiful specimen had any interest in you. You weren't complain though. His attention was everything you wanted, both physically and emotionally.

"You're staring again." He chuckled.

"Can't I?" You retorted, not denying your actions anymore. Your dream had been lingering in the back of your mind, somehow making you even bolder than you usually were.

"I don't mind." He smirked and nodded at the waiter as he brought your food.

"I haven't seen your bodyguards around." You stated, realising he has been alone the whole time you have been seeing him.

"I wanted to spend time with you alone. I gave them a couple of days off." He shrugged, cutting into his part of the pizza.

"Are you not scared?" You asked, not even touching your food. You laid your chin in your hand and waited patiently for a reply.

"Of what?" He asked with a raised brow.

"You've got some enemies." You answered.

"Oh sweetheart, I think I can protect myself." He chuckled.

"Why?" You asked, not even clarifying your own question.

"I grew up like this. This has been my life since I was born. I was taught differently. While you were playing with dolls, I learned how to shoot a gun." He shrugged.

"Cars." You replied with a grin. "I never liked dolls." You added, causing him to chuckle at your reply.

"You're just getting better and better, aren't you?" He asked with a raised brow, grin stretching his lips.

"I hope so." You smiled as you finally turned your attention to your food.

Your evening was full of laughs and witty comments. You were beyond surprised how easy it was to talk to him, even if he was a smooth talker for the ladies. He just matched you so perfectly, you were certain that you wanted him. You had to have him. You needed him.

As you were driving home, your eyes wandered to him once again. You couldn't take your eyes off his long, dark eyelashes. Your eyes followed down to his hand holding the stirring wheel firmly, while the other was holding the head of the shifter. You could see the tiny veins pop out of his skin and for a second you let your mind wonder how strongly he would hold you, ow powerful his grasp would be, how hard he would squeeze your curves.

Before you even realised it, he moved his hand from the shifter and placed it right on the top of your thigh shamelessly. Your eyes widened at his bold move and your head shot up to look into his eyes.

"What are you doing?" You asked, but he just chuckled.

"Resting my hand. It's tiring to drive for so long." He gave you a cocky smile and a wink before his eyes went back to the road.

Your face heated up, a dark blush appeared on your cheeks. Your heart quickened in excitement. You could feel his heat against your naked skin and each time he moved it for a better position, tiny goosebumps appeared on your skin, which he did not miss. "You seem uncomfortable." He said nonchalantly.

"Your hand is on my thigh." You spoke. You didn't even understand yourself, why you have not removed it just yet.

"What an amazing observation." He joked, which earned a deadly glare from you. You took his hand into yours and placed it back on the shifter, crossing your legs, whilst looking out the window of the car.

You could feel his palm on your hand, but this time, he didn't move it anywhere inappropriate. He turned your hand upside down and linked his finger with yours. You gave him a questioning look, which he simply smiled at.

"Just let it be..." He spoke softly and turned back to the road. If you had to be honest, you enjoyed the warmth his hands provided and you loved the way your fingers hugged each other perfectly.

As you arrived to your building, you got out of his car letting him follow you to your door. You opened the lock an turned around, feeling his hands on your hips as he stepped closer, leaving nothing but a mere inch between you two. You felt his breath on your face, the tip of his nose tickling your own.

"I have had an amazing evening." He spoke in a low tone, which wasn't his usual voice.

"So have I." You breathed, feeling as if you were under a spell. He placed one of his palms on your cheek, gently caressing your lip with his thumb. You didn't understand what he was waiting for. You just wanted to feel his lips against yours.

But he didn't move. He looked at your mouth, keeping his gaze on your quivering lips. You were beyond impatient and when he didn't make the first move, you did.

You attached your lips to his plump, pink ones, melting your body into his strong arms. He didn't need to be told twice to return the kiss or to take over the lead, he bit into your lower lip roughly. You moaned into the kiss locking your arms behind his neck, just like in your dream.

He pulled on your hips, making you jump. You obeyed his order and locked your legs around his hips, feeling his bulging trousers between your legs. He moaned at the rough sensation, squeezing your thigh hard to control himself.

You moved your lips down to his neck, hinting small kisses on his skin, listening to his heavy breathing under your attention. He opened the door with one hand, holding you securely with the other. You seductively licked across the vein on his neck before reaching his earlobe and biting into it harshly. He growled loudly as he walked up to your bedroom, unzipping the back of your dress and throwing you on the bed.

"You don't play fair, do you?" He asked as he removed his suit jacket, throwing it on the floor and crawled over you, leaning down to capture your lips once again. You ran your fingers through his hair, tugging on its end. He moved his lips to your neck, making you a moaning mess as he found your sweet spot. Your hips jerked up involuntarily, making him groan at the sensation.

He slowly pulled down the dress from your shoulder and started leaving sweet kisses on your skin. He grabbed your dress and pulled it down, his eyes wandering down your half naked form as he threw the piece of clothing on the floor. His green eyes were a shade darker than usual, full of lust and need.

"You are beautiful." He breathed as he kissed you once again, hungrier than before. You pushed yourself up into a seated position, keeping your lips locked as you undid the clasp of your bra. He looked down at you, drinking in your naked chest. He kissed your neck as he took one of your breasts into his hand, squeezing it hard. You moaned his name in anticipation. His mouth wandered down to your breast, leaving tiny kisses all over your body. You were a moaning mess, your head dizzy, your mind drawing a blank.

He abruptly removed your underwear, breathing heavily against your core. Your breath hitched as you felt his lips between your legs, accompanied by his thick fingers. Your thighs shook erratically at the sweet sensation appearing in your lower abdomen in the form of a knot, before coming undone around his fingers.

He hovered above you, kissing your lips as you tasted your own juice on his lips. You locked your arms around his neck, pulling him down to be able to change the position. He chuckled at your efforts, helping you to move on the top. He let out a loud groan as you straddled him, his member aching against the material of his boxer.

You kissed him, nipping on his lower lip seductively as you drew circles with your hips around his member. He grabbed onto your thigh, roughly digging his fingers into your skin to stop your movements, unsuccessfully. He growled into your ear as you unbuttoned his shirt. He sat up to remove it and sending it flying to the other side of the room. You attached your lips to his chest, trailing small kisses all over the smooth skin, strong heat radiating from his body. Leaving a trail of kisses and bite marks, you reached his trousers and palmed his member roughly, teasing him, just like he did to you.

You placed your finger under the rubber band of the boxer and removed both clothing with a swift movement as he raised his hips to help you. Your eyes widened at the size of him. You weren't sure if he could fit you, but you wanted nothing but to feel him inside you. You looked up to see a pair of lustful eyes and a cocky smirk on his face, but you just shook your head chuckling and hid yourself between his thick thighs, teasing, licking, sucking on his hard member. His breathing grew increasingly uneven under your work, whispering your name in pleasure. You could feel his body shake as he dug his fingers into your hair, moving his hips against your lips, throwing his head backwards until he finally came. You swallowed his juice, crawling over him, placing yourself above his hips.

You let him rest as you left tiny kisses on his lower abdomen, but his erection didn't disappeared. He wanted you even more.

You aligned his member with your entrance, letting him enter slightly before you removed yourself from him. You played your little game a couple of times, until he got tired of it and grabbed your hips, roughly pulling you down on him. You screamed his name as you slowly adjusted to his size. He didn't move, patiently waiting for you to feel ready.

"God, you are tight." He groaned, feeling you flutter around his hard member.

You slowly started moving with him, increasing the tempo as you felt your inside getting more and more impatient. He pulled you down to his chest, hiding his face in the crook of your neck. He raised his hip and started pounding into you frantically, making you scream in pleasure.

You sat up, the knot in your stomach appearing, the pulling feeling making your muscles contract under his quick tempo, hitting all the right places. You screamed his name, feeling your walls tighten around him, pulling him with you as you felt his warm come inside. You fell onto his chest, breathing erratically, heart beating in your throat.

"Fuck." You breathed as you were finally able to talk.

"Oh yeah." He chuckled as he hinted a quick kiss on your forehead. "Wait..." He spoke with wide eyes, his tone shocked. You raised your brows at his sudden outburst as he pulled out of you. "We didn't use protection." You chuckled at his words and reached for your bag, pulling out a little box of contraception pills.

"We did." You smirked at his panicked face. "Relax, big boy. At least one of us has a brain here." You giggled as he turned you around and hovered above you.

"You can't ask me to concentrate on protection when I have this in front of me." He whispered as he ran his eyes over your body and he placed a chaste kiss on your lips.

However your idyllic moment didn't last long. You heard a ringtone you couldn't recognise and you could see Dean's eyes searching. You got up from under him, picking up his trouser, handing it to him. He pulled you down for a quick kiss, before picking up his phone and you took your silky bathrobe, walking into the bathroom to clean yourself up.

Looking into the mirror, your hair was a mess, your neck had a couple of hickeys and bite marks around your breasts, but over all, you had a bright grin across your face. You were beyond happy.

As you finished in the bathroom, you walked out to see Dean dressing. You tilted your head as you sat down on the edge of your bed.

"I'm sorry sweetheart, but I've got some problems to take care of." He spoke as he sat down beside you, kissing your lips. You felt disappointed, but you understood. He was a busy man and he spent more time with you recently, than you expected he could. "I wish I could stay." He heaved a deep sigh, placing a hand on your cheek, caressing your skin with his thumb. "Next time, I promise I will stay." He kissed your lips again and you felt giddy knowing he wanted you for more than a one night stand. You knew he liked to change his women and it was always in the back of your mind, attempting to sway you.

"Don't worry, just go." You smiled sweetly and walked him to your door.

"I will call you when you wake up." He smiled, gently grabbing your chin and pulling you for a lustful kiss. You nodded at his words and waited in the doorway until his figure disappeared from your sight.

You plopped down on your bed, a big smile across your face, feeling like a teenage girl who got the hottest boy of the school. You shook your head with a little chuckle and pulled your duvet over you, enjoying his smell on your cover.

Falling asleep wasn't hard. Thinking about him and his body over you, helped you relive every moment of the night, even in your dreams. 

Notes: If you enjoyed it, don't forget to like the chapter. Thank you :) I am also taking requests. If you have any, please just let me know.

I do not accept requests with suicide, suicidal thoughts and self-harm. I'm sorry, but those are subjects, that I do not cover for personal reasons. Anything else, let me know.