#jackwena

[tintentrinkerin]

Jack almost crushes the bones in Dean's hand while clinging onto him, that's how nervous the boy is. Well, sure, Dean gets it. It's not his first occasion but Jack's and as the experienced, the mature, he has to take care of Jack's well-being.

“Cool down boy, you lookin’ great. They'll love it.”

Jack utters a tiny, desperate whimper. He's like a puppy. It reminds Dean of Sam when they were younger. It's kinda adorable. Also, Jack moves a lot, it itches and tingles everywhere, and sitting for even 15 minutes straight in their position is indeed something that makes you struggle. He'll get used to it.

“You think?”, Jack asks, he's scratching his neck right under the collar.

The old white, brand new, genuine leather collar with his name on it. Everything Jack wears is white and brand new. Tailored just for him. Dean shouldn't look, even though Jack is just drop dead gorgeous and all that lace, the leather, the straps. And that tiny thong. It's perfect.

“Yeah. They'll love it. Probably just swallow you in one delicious bite.”

Big blue eyes and pouty lips that part, expose a tooth gap. Jack's pink glossy lips are... Fuck. Kissable. Maybe they will allow Dean to...

Jack is silent for a moment. “Pink satin looks so hot on you, was it her idea?”

Jack's tongue flicks over his bottom lip.

“Nah, don't smudge the lipstick. It'll get ruined early enough.”

“Jesus Christ, Dean, is that an attempt to calm me down or work me up even harder?”

Dean huffs. “Sorry, maybe both.”

Dean shakes his head an chuckles. “No, babe, that was a woman I knew about 20 years ago... She put me in her underwear and liked it to humiliate me. Fast forward. Here I am, sitting on the floor in front of a damn cane.”

Jack's forehead crumbles. “Yours is a cane. Mine is a paddle.”

“Yeah. Going easy on you, newbie.”

“Hfffmpfff old man.” Jack teases. “My heels go numb.”

“Wiggle your toes and try to get up just enough to let the blood flow. But under no circumstances, change your position. We are only allowed to go nadu when...”

The bell rings.

Dean us silent suddenly and only hisses a “nadu... NOW” in Jack's direction. Both kneeling men open their legs and then present the palms of their hands on their upper thigh, fingers showing to their knees.

Jack is close to crying, Dean knows it. He looks down, in his crotch, cock hidden in a cage. Jack is allowed to be without.

Jack looks down, too but when he hears them approaching he whines softly in excitement. He knows he shouldn't make a sound.

Sam's voice is ice tea. "Subs, collar position."

Jack and Dean take their hands behind their heads and stretch their back. “Look up.”

Sam is dressed all in black suit and Jack is about to burst into tears by the look the Winchester's face, his stern, rock hard and dominant appearance. He puts a matching leash on the collar.

When Jack dares to look over to Dean he sees Rowena, beautiful, graceful, oh so overwhelmingly powerful Rowena, dressed all red silk, a hint of cherrie blossom perfume. The look in Dean's eyes. The adoration.

Jack looks up to Sam. It's a mistake, but he can't help it. “Am I as beautiful as Dean?”, Jack needs to know. Sam pulls him up on his feet using just the leash and minimum pull.

“You, my dear, are divine. Let's go. We'll show you the way.”

And Jack follows, proud of the leash, proud that Sam picked him today. Ready to be atomised and rebuild like Dean explained it to him.

White is just a colour. But it looks the best on a boy with the face of a Greek half god. Or an angel.

[artichokedoesnttrustyou]

The Grass was Soft and so was She.

Summary: Jack wants to experience what it means to be sexually active. Rowena is the first to say yes. Or Rowena shows Jack what a blow job is and he loves it. 

Characters: Jack Kline, Rowena MacLeod, Sam Winchester (mentioned), and Dean Winchester (mentioned) 

Ships: Jack Kline/Rowena McLeod (JackWena)

Tags: First Time, Blow Jobs, Face-Fucking, Outdoor Sex, Non-Penetrative Sex, and Age Difference

1750 words

A/N: At no point did I ever say I was a good writer. So please keep that in mind. Also, this is the very first time I've written smut with a female in it. Look at me gooooo. However I don't mention any of her genitalia, it's a working process. One day you'll get a good smutty fic that worships the female body, but today is not that day. 

This fic contains blow jobs, and first time. But there's not penetrative sex. Sorry to disappoint.

Ao3

Please be nice and leave a comment.

And I cant stress this enough- MINORS DO NOT INTERACT. DO NOT READ IF YOU’RE UNDER THE AGE OF 18. GO AWAY. Thanks.

Important Tags: @kinky-things-happen @jackklinebingo

Bingo Card Fills: Face Fucking + Virgin (Kinky Things Happen Bingo), First Time (Jack Kline Bingo).

I remade my kinky things happen bingo card so I could read it easier.

...

This fic is written from Jack's point of view.

“I���ve never-“ Jack starts unsure if he should continue his statement. He looks shyly at the soft Irish green grass beneath him.

“Oh?” Is all Rowena says.

“Well that’s a shame.” 

Jack looks back up away from the grass. His curious light chocolate eyes met her warm and welcoming dusky brown as he searched for an answer on her face. “How could it be a shame?” He asked.

“Well,” she starts, her hands playing in the grass as she spoke. “Sex is fun *if* you do it with the right people and for the right reasons. When sex is consensual, it can help release the stress of the day.” Her voice was still smooth and sing-songly as usual.

“I’ve always wanted to have sex but Sam won’t let me.”

"Sam won’t let you?"

“He claims I’m not ready.”

“Sweetheart, only you can decide when you’re ready.”

“Oh.”

Jack focuses on his hands unsure of what to say with this new information. Tracing the creases in his palm with his fingers he sat in the new found silence that had arisen between the two of them.

“Jack, do you feel like you’re ready?” Rowena asked him, breaking the silence first.

He takes a moment to answer. 

He is his own person, he should be able to control what happens to his own body. But he usually only does what others say he should do. Dean says he should start now so he can experience all the wonders in life. Sam says he should wait a little while longer. 

But he should make the decision for himself. He *wants* to make that decision for himself.  

He looks back up to Rowena confidently. “Yes.”

“It is very good that you know what you want.”

“How does it work?” Jack asks.

“What do you mean?”

“I mean, Dean has shown me what the internet has to offer on the subject, but Sam told me sex is completely different from what’s on the screen. So how is it different?”

“For starters we’re not actors. We aren’t exaggerating for a camera.”

“I don’t … understand.”

“It’s pretty hard to explain. It’s better if you were shown.”

“Can you?” He asked a little hopeful that she wouldn’t turn him down like Sam and Dean. “Can you show me?”

“Um… Jack,” her voice was hesitant. 

“Please? Sam told me it should be with someone I trust and I trust you. You told me it should be consensual and I consent, will you?”

Jack watched her think it over. Hopefully he was convincing enough without prying and pushing her too much to say yes.

“Ok.” The words passed through her lips and Jack felt a wave of relief and excitement. For once someone didn’t turn him down.

“Have you ever touched yourself?” She asked him.

“Yes. It was weird at first but soon I got the hang of it.”

“Good. Let’s start with that.” She gestures toward him as a way to say begin. 

Jack reached for the button of his faded light blue jeans. Unfastening the material he reached his hand underneath his jeans and began to stroke himself through his boxers. In under a minute he had made himself hard. It was probably more from the excitement of this finally happening then from him touching himself. He shimmied his jeans down over his butt to the mid of his thighs.

He paused here unsure if he should continue. He’s only touched himself while he was alone.

“Um?” He made eye contact with Rowena. Then she crawled closer to him, closing the distance between the two of them.

“Shhh, it’s ok darling I’ll show you.”

He felt her fingers underneath his chin angling upward so that his lips were captured by hers. 

The kiss was soft.

Tender.

Something that Jack has never experienced before. Not like he’s kissed many people. 

He kissed her back. She tasted like what Jack could only identify as chili. Like the amazing chili that Dean makes every now and then when it's his turn to cook. She also tasted like crisp ripe green apples that Sam would sometimes feed him in the autumn month of September. Granted this was an odd combination when thought about together, however Jack felt himself loving the taste even craving it, wanting more as each second passes.

Her other hand pats his inner thigh. Almost in a dull ticklish manner and if he wasn't restricted by his blue jeans he was sure he'd feel more. He felt himself open his legs for her as wide as he could with the restricting material.

All he knew is that he needed more of this.

She pulls apart from him, Jack still tasting her on his tongue.

“Let’s get these silly pants off of you,” she says, reaching for his jeans and pulling them down his legs.

She leaned down and kissed his inner thigh. Then licked it. The wet spot bringing a tingle through his body.

“Oh.” 

He could hear himself gasp out without thinking. The sensation of something warm and wet in that area felt- Well lets just say Jack wasn't prepared for that new sensation. 

He felt her hand rub up against his dick, a thin layer of fabric stopping skin on skin action that he really needed right now. Her tongue still dancing circles around his thighs, he began to murmur needs and Rowena hummed against his skin in response.

“Lay back for me,” she says as she lifts up for a bit and Jack follows her orders. 

Little strays of sunlight could be seen peeking through the leaves of the trees above him. He felt her fingers dance up his pelvic bone to the edge of his waistband and slowly bend back the fabric of his boxers.

He lifts up his butt to help her remove the article of clothing. 

The grass underneath him wasn’t itchy or prickly like he expected it would be. Instead it was like a bed, if a bed was green and alive.

“I’m going to give you oral. It’s also called a blow job.”

“Ok,” Jack says, taking a mental note on the word. *Blow job.* 

“You let me know if you ever feel uncomfortable or if you want me to stop.”

She firmly grabs ahold of his dick at the base and began to pump it. It wasn't long before he felt her tongue dash across the tip. 

She was taking her time, Jack knew that for sure. He looked down at her and they held each other's gaze. He watched as her rose red lips slowly sinks down around his member. He watched as with no trouble she swallowed his dick like it was nothing, holding eye contact.

And that was hot.

"Oh Wena," he moans.

She felt amazing. Her mouth cozy and snug, nothing like Jack could ever imitate with his own hands when he is left alone at night. Warm, welcoming and totally in control of the current activity, she began to move her neck up and down. His sensitive head rubbing against the spongy slippery smooth insides of her oral cavity.

He moans again, closing his eyes and throwing his head back upon the grass. 

"Red please don't stop," he pants out. This must be what Dean means when he says it feels like heaven. Although Jack has gone to heaven, this sensation would be pretty close. 

This continued to happen for minutes, Jack laying back with his eyes closed enjoying the sensations of Rowena's wonderful mouth, but he couldn't help but wonder how it would feel if he fucked into her mouth. In this current position with him laying down and her on top of him, she was the one with all of the control. Granted Jack could thrust his hips up into her, and that also felt good but he wanted to explore it more. 

“Wena” he asks, lifting his head up from the ground to look at her.

She pulls off of him.

“Yes?”

“Can I fuck into you?”

“What do you mean?”

“Like…  fuck into your mouth?”

“Stand up.”

Jack watches as she repositions herself on her knees. He then stands up and gets closer to her.

Both her hands on his ass cheeks he felt himself slide into her warm mouth.

Somehow this was better than laying down.

Holding his shirt up he began to move his hips back and forth loving the feeling of her mouth. 

It was well.. it was wet as mouths usually are. But it was also pretty tight, tighter than what it was beforehand, especially the more he pushed the head of his dick into her mouth the more it enclosed around him. Maybe she began to relax but he could feel her muscles open wider, hallowing out and allowing him to fuck farther in. 

He reached his hand down and grabbed ahold of her red hair. It wasn't too tight of a grasp but she also wasn't going to pull back without a small struggle. 

“Fuck this feels so good,” Jack moans.

Soon his slow thrusts began to quicken but also stagger in stride as he felt an orgasm inch closer. 

“R-Red should I-” Jack starts. He interrupted himself by his own moan as for the feeling was getting too good and a bit overwhelming for his penis.  But he needed to know if he could come into her mouth. “Mm Red can I come in your mouth?” he asks.

He attempted to pull out but Rowena's hands were wrapped around his body keeping his torso where it was, stopping him from escaping her mouth.

"Fuck Red," he pants. It was definitely becoming too much. "Oh, fuck. Wena I'm going to come."

He orgasms into her, spraying long white streams of slightly salty sperm down her throat. The feeling of her swallowing became a bit painful to his now overly sensitive head.

"Ah fuck," his legs began to shake. She slips back off of his slowly deflating dick with a nice sounding wet pop. Traces of her saliva stringing back to his dick. 

“That wasn’t so bad now was it?” she asked him. Taking his hand and pulling him gently to the ground to sit beside her. She leaned up against a tree and pulled him into her lap, wrapping her arms around him.

“It felt great. I loved it,” he pants. 

“Thank you Wena,” he says softly, tracing imaginary lines on her arm. 

She kisses the top of his head. “ You're so very welcome.”

...

please comment.

[stemroses]

I started working on my fics for Jack bingo

And apparently the first thing I started writing without even thinking is Jack x Rowena so ig I’m sticking with it

If anyone cares it’s gonna be tied to this moodboard

[tintentrinkerin]

Jack's Birthday Party 🎂🎉

hosted by yours truly, me

I plan on celebrating Jack's birthday on May 18th with ficlets, dabbles, art, gifs, headcanons or general reblogs of popular posts featuring our beloved new God!

If you want to participate, please use the tag #jacksbirthdayparty from May 18th to May 20th.

I will reblog and boost everything on tumblr and also on Twitter! If you like tag me in your posts ❤️

Everyone is welcome to join and share their love for Jack Kline. Let's explore what could've been or will be.

What if Dean and Jack reconciled?

What if Jack befriended Claire?

How do Amara and him get along?

What do you think about Jack's gender and gender expressions?

Who's the cooler dad? Cas or Sam?

How's life as God? Does Jack visit his friends?

How's his relationship with Rowena?

What happened when Jack dragged Cas from the Empty?

-> these are just some ideas!

Platonic content is encouraged same as shippy content.

Go wild, peeps! We'll be poppin' champagne! 🍾🥂🎉

Tagging some people who might be interested in participating OR just give the celebration a little shout out 👉🏻👈🏻 @kansaskissedlips @sweetaspiesammy @writethelifeyouwant @writinginthesecrettrees @hellhoundsprey @venhedish @samsbighonkintiddies @oppisum @ohnoitsthebat @theboywiththedemonblood @nightmarecait @azrielrose @stemroses @ficforthought @dragonardhill @samanddeaninpanties @sacrificialtendencies @vulgar-library @bloodandbulletholes @john-winchesters-only-simp

[tintentrinkerin]

All I want is Jack being in a massive orgy with Mary, Rowena, Cas, Dean and of course Sam.

Him being a total untouched blushing virgin, begging for Sam to be his first and he doesn't care who comes after (◕ᴗ◕✿)

And Sam takes him, around these two Dean and Rowena, Mary and Cas get it going.

Jack will be fucked so good by Sam and then Sam will show him on Mary how to pleasure a woman right. ( ꈍᴗꈍ)

Cas and Dean doubleteam Rowena and Jack wants to have that too. He wants it from Sam and Dean, and later wants to try on Mary with Cas.

You get it. I want them to fuck each other silly and leave a big big mess. In the end all of them lie down on the blankets, it's impossible to avoid the wet spots. Sam will have Jack and Rowena in his arms, Mary will have her precious big boy Dean and the angel in her arms, coveting their foreheads in kisses.

When Mary finds out she's pregnant, there's a 50/50 chance the dad is either one of her boys or someone angelic.

[tintentrinkerin]

Let Jack Kline get strapped by Rowena

[tintentrinkerin]

New brainworm fodder:

Jack/Rowena

Just. Imagine.

The possibilities.

[tintentrinkerin]

Wincest: Oneshots

Sammy’s Sickness [explicit, Weecest]

Cabin Birthday [mature, Weecest]

Re-Union [teen]

True Unity [mature]

Scare [teen]

Profound Pain [teen]

Neutral Evil [teen]

Kintsugi [explicit]

King of the Wilds [bangfic]

Wolfmate [bangfic]

Golden Rain [teen, dark, gencest]

Wincest: Multichapters

‘the fortress that is your soul’

Cathartic Arrest [mature, Samdean, hell trauma]

‘The Boyking and His Knight’

Part one - adelphopoiesis [explicit, gore, Samdean, complete // can be read separately from Samael and Din]

Part two - The Book Samael and Din [explicit, gore, Samdean, ongoing]

Chapter One: Josephine

Winkline: Oneshots

Kissing people, forgetting things. [explicit, Samjackdean]

Curse’s Delight [explicit, Samjack]

Shared Property [explicit, Samjackdean]

Peep [explicit, Wincest + unrequited Samjack]

Sam’s Boys [explicit, Samjackdean]

Hard Candy [explicit, Samjack]

Yuletide [teen, Samjackdean]

soaked. [explicit, Samjack, piss kink!]

Sun and Moon and Samuel [explicit, noncon!, Samjack, Deansam]

Cursebreaker [Samjack, Deanjack, dubcon /TBA]

Winkline: Multichapter

‘Hedgehog Dilemma’

Part one - Innocence Lost [mature, Samjack, dysfunctional Destiel on the side, complete // can be read separately from Harnes & Spears]

Part two - Harness & Spears [explicit, Samjack, dysfunctional Destiel on the side, ongoing series]

Interlude & Chapter One: Basic Oneirology

Chapter two: Should I stay or should I go now?

Chapter three: Sacred Spaces

Chapter four: Collision Course

Chapter five: Father’s Eyes

Chapter six: This is no puppy love

Chapter seven: Bed of Thorns

Chapter eight: Angel Trap

Chapter nine: Caress every ache

Chapter ten: The Stars

‘The Fem!Jack Adventures’

The Fox, The Serpent and The Vulture [explicit, female!Jack, Samjackdean, oneshot that can be read on its own // more parts are WIPs]

‘Constellation’

[AU, Trans!Jack, heed the tags and warnings! Polyamory, Samjackdean]

Chapter one - Discovering the Escort

WINKLINESTIEL (yes, you read that right)

‘Meet Me On The Equinox’

[Omegaverse, very explicit, they all fuck, Jackwena at the side]

The Start: Waxing

Real Person Fiction

Infinity Pool [mature, J2]

The End Has No End [explicit, J2]

Ficlets (pairings vary)

mine. [mature, Wincest]

Hail the Queen [Samdeanwena]

Culloden Ghosts [Sastiel, autistic Jack]

[tintentrinkerin]

Macaron: Do you ship any rare-pairs or crack ships?

Jackwena is very rare.

[stemroses]

YES! Please and thank you

Let Jack Kline get strapped by Rowena