// After watching a romantic movie, Jack grows curious and asks you to teach him how to kiss.
“Hey Y/N.” You looked up, your eyes meeting soft blue ones. A smile automatically forming on your lips.
It happened a lot while you were around him and you had no idea why. No one else had ever had this effect on you. Not even the boyfriend you had when you were fifteen. Being a Winchester, you were always easily able to conceal your emotions, it was part of the job that you had adopted into your everyday routine. But there was something about Jack that made you face light up like a Christmas tree when you were near him.
Of course you never told your brothers how you felt. They would freak out.
You could have always confided in Cas but he had the unfortunate tendency of telling Sam and Dean everything.
“Hey Jack, what’s up?” An awkward smile appeared on his face and you couldn’t help but raise a curious brow as he closed your bedroom door and walked closer towards you.
“I erm… I have a question.” You innocently patted the empty side of your double bed and set down the lure book you were reading.
Taking a hint, Jack moved closer but refused to sit so you decided to stand up and walk closer to him. Smiling as his cheeks heated up due to your close proximity.
Curiosity was eating away at you. He had never blushed around you before.
“What is it?” You questioned, allowing your gazes to lock momentarily before looking away.
“I was watching a movie that was on the TV called ‘never been kissed’.” Well that was strange, you had never pegged Jack as a chick flick kind of guy but each to their own. Furrowing your eyebrows, you nodded at him to continue.
“I’ve never had a first kiss either and it got me thinking… I don’t know how to kiss. I’ve only ever seen it on TV.”
“Okay… and?” He wasn’t exactly explaining himself well.
He knew this but he didn’t know how to ask without it sounding weird.
“Well… I like you and I trust you.” Your heart rate began to pick up. You and Jack had always had a special bond, while your brothers were skeptical of him at the beginning, more so Dean, you had accepted him fully. That’s why Jack felt some comfortable around you.
“I was wondering if you could be my first kiss…” Your eyes widened slightly but he continued to speak. “… and maybe teach me how to kiss well.”
You looked at him in shock but it barley phased him as he grinned a toothy smile.
“You kissed someone before, haven’t you? You know what you’re doing and I really really want my first kiss to be you.” Your eyes met once again and you sighed. “I know first kissed are suppose to be special and your special Y/N.”
Finally you nodded and he thanked you honestly. Little did he know you had wanted to do this for months now.
Luckily for the two of you, your brothers had decided to go to the bar after coming home from a hunt and Castiel wasn’t back yet. This was probably the best time for the both of you to do it.
“Okay, well I don’t have as much experience as the boys but from what I know you lean in close.” You shuffled your body closer towards him, Jack’s eyes staring deep into your own and you didn’t dare break contact. He was asking you to teach him how to kiss, not to be his girlfriend. However neither of you could deny how right it felt to be so close to each other.
“And then softly close your eyes and press your lips against mine.” Once his eyelashes fluttered against his cheek you allowed yourself to smile and eventually felt your own eyes close.
The anticipation was eating you alive, but finally you felt his lips against your own. Neither of you confident enough to use your hands to pull the other closer.
Sparks flew and butterflies were flying around in your stomach. Nothing had ever felt so right in your entire life.
It barley last a couple of seconds and you both pulled back, looking at each other with a mixture of shock and desire.
“So… that’s kissing.” Nodding your head, a pink blush appeared on your cheek that mirrored Jack’s perfectly. “Well it was very enjoyable, I think I like it more than nougat.”
You laughed. Only Jack could say something like that after kissing a girl and seem utterly adorable. Maybe it was just you but you could hardly look at him without becoming a blushing mess. You always tried hard to hide it and you were sure you were doing a good job since no one ever questioned your emotions towards the boy. But now that you’ve kissed him, you knew it was going to become increasingly more difficult to hide your growing feelings.
“Is that all there is to it? It seems simple.” The Nephilim asked, his cheeks still rosey as he smiled and looked down shyly.
“I mean, there are different levels to it but that’s the basics.” You shrugged your shoulders like it wasn’t a big deal but the smile on your lips was sure to give away the way you felt about the situation.
“Would you teach me the other levels?” Seeing the hesitation in your eyes, Jack leaned forwards and gently lifted your chin up so you couldn’t avoid his curious gaze. “Please?”
It didn’t take long until you agreed. His small smile making your heart race as you did so.
“Okay, so just do what you did before, okay?” He nodded, nervously biting down on his lower lip. Once he stopped, he continued to look between your big eyes and plump lips and after closing his eyes, he obediently brought his face close to yours.
Instinctively you allowed your heavy eyes to close and brought your hand up to his shoulder and ran it down his arm, starting off slow. You pressed a few soft, gentle kisses to his pouty lips until it wasn’t simple pecking anymore, you slowly transitioned into locking lips with the boy causing your heart to race against your chest. It was beating so loud you were afraid Jack could hear it but if he did he gave no indication of it. You smiled sweetly and pulled away only briefly to take his hand in your own and move it to your waistline.
“You can touch me, okay?” He nodded slowly, resting his forehead against your own to catch a breath. “Remember to breath, if you need a break that’s fine but you can breath through your nose, you know.” He laughed and took another breath and once he had a comfortable breathing pattern, it didn’t take long for you to move your hand from his shoulder, up to the back of his neck and into his hair as you stood on your toes and kissed him once more.
You felt him relax against you, you giggled quietly as he smiled against your lips and squeezed your waist growing more comfortable with the situation. The moment became all the more intimate as he pulled you closer, your hands gently tugging at the silky soft strands of dark hair.
Once you were sure Jack was happy with the way things are going, you decided to test the waters by lightly running the tip of your tongue over his lower lip, smiling into the kiss as he hummed in satisfaction and tried to replicate your actions causing you pull him closer.
You were practically chest to chest when you pulled away to breath.
“You know, I heard you can breath through your nose.” Jack cheekily said, brushing a lock of hair away from your face as you opened your eyes and looked into his.
“Okay smart ass.” He laughed. After all, he had always loved your sarcastic ways. “Ready for the last step?” He nodded so you smiled.
You couldn’t believe this was about to happened, you’d dreamt about such things but never thought it would become a reality. Yet here Jack was, proving you wrong.
“Good…” you paused, brushing your thumb against his warm cheek and pressing a soft peck to his waiting lips. “Next time I run my tongue across your lip, open your mouth.” He furrowed his eyebrows and you laughed softly. “Trust me.”
“Always.” All you could feel was butterflies. This must be a dream.
Being as soft and gently as you could, you closer the gap between the two of you. Your lips lingered against his until he grew angsty and closed the small distance, claiming you as his own.
This time it was different.
It wasn’t gentle anymore.
You allowed yourself to get lost in the moment, your fingers combing through his hair as his arms wrapped around you entirely, his hands rubbing up and down your back as the pair of you felt like you had become one.
Just as you allowed the tip of your tongue to move over his lower lip, Jack didn’t hesitate to open his mouth just enough for you. Once you had the access you wanted, you slipped your tongue in between his lips and gently ran it across his. The boy in your arms responded well, adjusting to the situation and copied your actions, moving his tongue against yours as the kiss grew needy.
Not having realised he had the initiative to do it, you felt yourself gasp as Jack pulled back to lightly nibble on you lower lip.
The kissing session lasted a few minutes longer until you heard the sound of the bunker doors opening, indicating your brothers had returned from their outing at the bar.
Heat had risen to your cheeks but you didn’t mind, especially when you looked over at Jack and realised the same had happened to him.
You felt him gently caress your cheek and press a lingering kiss to your lips before you decided to speak. “Did you like that?”
“I liked that. I like you. I would like to do that again.” He confessed causing you to smile. “I can understand why Dean is always kissing women now.”
You were about to reply but footsteps grew nearer your room causing whatever words you were about to say to become lodged in your throat. Panic soon took over your happy features. Your brothers weren’t fond on you dating anyone. You hated to think what they would do if they saw you kissing Jack. So to avoid the awkward conversation, you were quick to jump into your bed and pull Jack with you, opening the lure book and sitting it in between the pair of you as Sam walked in.
“Hey kids, there’s some pizza in the kitchen.” He spoke, constantly looking between you and Jack.
“Thanks Sammy… we’ll be down in a minute.” You replied, pretending to look at your notes while Jack smiled awkwardly at your big brother.
“Yeah well when you do, be sure to wipe the lipstick off Jack’s mouth will you?” He grumbled as he stepped closer to you, narrowing his eyes at Jack rather than you. “You guys aren’t allowed to stay alone together anymore… wait until I tell Dean!” You heard him say and before you could beg him not to, he walked out, sure to leave your bedroom door open in case anything else happened between you.
It didn’t take long until you heard your oldest brother’s voice booming down the halls.
“Jack, you son of a bitch. I’m going to kill you!”
// Credit to the creators of the gifs I’ve used.
