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DATING WOULD INCLUDE... || Stiles Stilinski 'Teen Wolf'

Pairing — Stiles Stilinski x Gender Neutral reader

Summary — Some headcanons I have for dating Stiles!

Memo— This is probably kind of ooc because I'm so overdue for a Teen Wolf rewatch but I think these fit well!

Word Count — 543

Stiles is the type to send you a million texts throughout the day—some sweet, some completely unhinged. One minute, it’s “Thinking about how cute you looked this morning” and the next, “If I turned into a dog but still had my head, would you still love me?”

He constantly finds ways to make you laugh, whether it’s dramatically re-enacting entire movie scenes, putting on ridiculous accents, or just making weird faces at you from across the room.

Despite all his chaos, he’s actually incredibly attentive. He notices when your mood shifts, when you’re overwhelmed, and when you just need a moment of quiet.

If you’re having a bad day, he shows up with your favourite snacks, a hoodie that smells like him, and a marathon of your comfort show queued up—no questions asked.

He definitely overthinks things sometimes, but it just means he puts extra effort into making you feel special. You offhandedly mention liking a certain kind of drink? Now your pantry is stocked with every flavour from that brand.

Stiles is obsessed with holding your hand. Walking? Holding hands. Sitting on the couch? Your fingers are laced together. Driving? One hand on the wheel, the other squeezing yours.

He makes up the most ridiculous pet names for you, and the worst part is they change daily. One day it’s “Sugar Muffin Supreme,” the next it’s “Detective Snuggle Pants.” You never know what’s coming next.

He will 100% go out of his way to find the weirdest, most specific memes that he knows will make you laugh and send them at random times—especially if he knows you’re busy and trying to be serious.

He’s your biggest hype man. Whether it’s a new outfit, a school achievement, or something as small as getting out of bed on a tough day, he’s right there cheering you on like you just won an Olympic medal.

Loves teasing you but gets so soft the second you give him a look. His sarcasm might be legendary, but the second you pout, he’s pulling you into his arms and muttering apologies against your hair.

If you’re having trouble sleeping, he’ll tell you the most nonsensical, rambling stories until you eventually pass out. Half of them involve conspiracy theories or supernatural creatures, but his voice is so soothing that it doesn’t even matter.

Absolutely insists on dramatic forehead kisses. Any excuse to lean in close, pause for dramatic effect, and press a slow, lingering kiss to your skin like he’s in a romance movie.

Stiles is a huge cuddler. He’ll dramatically sigh and drape himself over you like a human blanket, whining if you try to move away. Whether it’s spooning, you lying on his chest while he traces patterns on your back, or tangled limbs on the couch while watching TV, he always has to be touching you in some way. If you get up in the middle of the night, he groggily mumbles “Nooo, stay,” and tries to pull you back into bed. He doesn’t even care if he’s boiling hot—he will suffer in the name of cuddles.

Stiles loves you with his whole heart, and he’s not subtle about it. He's loud, ridiculous, and a little chaotic—but also warm, unwavering, and completely, hopelessly devoted to you.

Dylan O’Brien working out at Queens Park Waverley in Australia. (February 3, 2025)

📷©: jaydenseyfarth Instagram Story

Such a silly individual...

I thought I was going to write today, but then I passed out, landed on my nightstand, and injured my back, so... I don't think that's happening anymore.

You're too kind, I can't take it! I might just faint-

Cute

I'm a little late, but here's more of the twins, Stiles and Stuart Stilinski! And bis thanks to @darkintothedawn for the inspiration! I couldn't have done it without your phenomenal ideas!

Word Count: 965

She couldn’t remember falling asleep, nor how she ended up so perfectly snuggled between her two favorite boys. She did, however, know exactly who was who, just by feeling them breathe against her. Stuart was lying on his back, his arm bent so that his hand held the back of his neck, creating the perfect nook for her head to rest on his chest. Her arm was already wrapped around his waist when she instinctively pulled him closer. Stiles, being the more deliberate twin, was behind her, spooning her and keeping her in a tight embrace while his nose stayed buried in her hair.  

When the three of them began dating, snuggling was sometimes more comparable to a cold war: no physical attacks, but verbal arguments and even threats about who should be where and what positions they should lay in. The poor girl had to be the mediator, begging them to compromise somewhere in the middle for her sake. They had been whipped since they first met her, so it’s no surprise that they listened, although somewhat begrudgingly.  

At this point, they have nearly mastered the art of going with the flow or, in other words, letting her get comfortable first, and then sliding in on either side, always taking turns facing her. Many things are like this in their relationship since their circumstances are somewhat unusual. 

As if on cue, they both lifted their heads to look at her and she looked between them in turn.  

“There she is,” Stiles said with an adoring grin. 

“It’s about time,” quipped Stuart. 

The last time she was conscious, Stiles was driving them back to their house after their date at the zoo. Seeing her beam about each animal as they wandered through the park ignited more love in their hearts for her. There wasn’t a single thing she could do that wouldn’t make them ruminate on her excessive amounts of ‘cuteness’, as they say. Apparently, all of that walking and enthusing tuckered her out, because she was out like a light, slumped against Stuart’s shoulder in the backseat. She figured one of them must have carried her inside and upstairs. 

“What time is it anyway?” she said before yawning. 

Stuart glanced at the alarm clock on the nightstand. “Almost eight.” His fingers traced random patterns on her arm, still wrapped around his waist. 

“Wow. I’ve been asleep this whole time?” 

“Yeah, it’s very cute,” Stiles said, nuzzling into her hair blissfully. 

“Again, with the ‘cute’ thing? Aren’t there any other words you can use to describe me?” As of recently, she’d been growing tired of their teasing insistence. ‘Cute’ was basically their new favorite word. 

“Nope. You’re cute, it’s time to accept it,” Stiles stated simply. 

“I’m not rejecting it!” 

“Yes, you are. And it’s not very nice,” Stuart added. 

She couldn’t believe they turned this onto her, yet again! The few times they actually work together are spent teasing her. Not when she asks them to stop bickering about nonsense, no, that would be too easy. They just have to throw a wrench in the works. 

“What!? How am I not being nice?” she exclaimed. 

“You know exactly how. Don’t try to act all innocent.” Stiles was too sly for anyone’s good. 

“I’m not-” 

“Oh, come on. We all know what you’re doing,” interjected Stuart. “You’re fishing for compliments! You know, your greed is gonna catch up with you eventually.” He wore a poker face that was convincing enough to make her face flush, turning rosy. 

Stiles lifted his head and caught a glimpse her warm pout and chuckled, saying, “Oh, don’t do that, you know we’re just messing with you.” 

“Whatever. I’m hungry.” 

“So that’s why you’re so grumpy,” Stuart started, but stopped and furrowed his eyebrows when he felt her begin to release herself from their holds. “Wait, where are you going?” He and Stiles both tightened their grasps. 

“To the kitchen. I’m hungry.” Her repeated words were blunt because, to her, it was obvious. 

“Woah, wait a damn minute, you can’t leave yet!” Stiles said. 

“Why not?” She narrowed her eyes at him, looking behind her. 

“Because.” 

“Because? That’s it?” 

“Yes!” he asserted. 

“What he means,” Stuart glared at his twin, “is that we... uh... really, really don’t want you to.” He wore a pained expression, knowing full well that his reasoning was probably only hurting their cause, and Stiles gave him the death stare right back. 

She sighed, beginning to move again, and he knew this meant he only had one choice left. “Ok, ok, we’re sorry, we’re sorry... Please don’t get up. Seriously.” He paused to think, then continued, "Hey, how about you stay here, and someone brings food to you?” 

The girl smiled slightly and began to relax into the bed again. “Alright. I can agree to that.” 

Stiles’ face lit up. “Perfect! Stuart will go.” 

Stuart’s eyes widened with rage. That scheming bastard! he thought, and he sat up with malintent radiating off of him, causing Stiles to practically duck, burying his face in her hair yet again. He huffed, knowing that he can’t beat his brother’s ass when their girlfriend is anywhere near him; he would not take that risk.  

He took a couple of seconds to relax (for now, he’d get his revenge after she went home), then leaned down to press a sweet kiss to her forehead. “Anything for the cutest girl in the world.” 

Seeing her soft smile almost made the trip downstairs worth it, but he knew tackling Stiles and throwing him down those same stairs later would cure him.  

As soon as Stuart left the room, Stiles pulled her impossibly closer, relishing in the few moments of alone time. 

“You know Stuart is going to kill you, right?” 

“Yeah, I know.” 

I NEED to have this man in my arms immediately. Especially in your Recoil oneshot? HELLO? YES PLEASE. ARE YOU SHITTING ME?

Sorry lol I just needed to rant about baby Stiles. Love ya!

HAHA I love this so much and I completely agree! He's the perfect cuddle bug and I'm sure he feels the same way about us readers. In fact, his need might even be more intense... I can already see his demanding pout.

Thank you! Sending lots of love your way 💜

He cut his hair 😭

Dairy Queen Dream

Word count: 1,030

I'm so sorry that this took me so long to write, but here it finally is! Big thanks to @sleepyminyard for the encouragement! I'm considering making a second part someday, but I'll let you guys decide. Also, if you've seen American Assassin, I used Victor's name and description (kinda) from that movie to help myself visualize better. My sincerest apologies for the slight angst, but I hope you enjoy!

Stiles walked into work with a sigh. He was officially an employee of Dairy Queen for a whole week, though it already felt like it had been a year. He thought working at a fast-food establishment would be easy; he was wrong. Training nearly killed him, thanks to that stupid ice cream machine. Maybe it was his clumsiness that made using it such a struggle, but he believed the thing had it out for him. If his Jeep wasn’t in grave shambles and didn’t require every penny he had, he might consider walking away and finding some other job. But alas, Dairy Queen was a necessary evil. 

He supposed it was sort of fun sometimes. He enjoyed discreetly tossing a few bits of candy into his mouth now and then, and talking to the costumers in the drive-thru with the headset made him feel like he was receiving orders from his captain on a spaceship.  

However, he already had six little burns on his poor fingers from the fry oil, and he accidentally exploded another blizzard yesterday – the fourth one thus far. The manager gave him a warning, but they both knew that Beacon Hills’ DQ was quite understaffed. They needed him, or someone like him. Stiles was the only applicant in many months.  

Hearing the bell above the door chime, signaling that another customer was entering, he made his way over to the counter, not paying any attention to what was in front of him. “Welcome to Dairy Queen. What can I get for y-” Stiles froze as his eyes made contact with hers.  

Just looking at her made his face flush, turning a deep red, and his hands suddenly felt clammy. He had never seen someone with such pure beauty. Every little detail pierced him as his gaze took her in. She was almost overwhelming.  

Her smile at the awkward moment reeled him back in and he cleared his throat, blinking a few times. “Sorry, uh... How can I help you?” 

As she gave him her order with that euphonious voice, he felt dizzy. And when the blizzard she asked for was the exact same as his favorite (since he was five years old), he almost felt out of breath. He couldn’t stop the grin that formed on his face. Stiles was smitten! 

He could see it all, right then and there: the sparkling ring he’d put on her finger, the long white dress she’d wear, the quaint home they’d live in together, the fuzzy puppy they’d adopt. Everything would’ve been perfect. Until he watched painfully as a tall, well-built, Ryan Gosling lookalike wrapped an arm around her waist and began listing his order too.  

A pit formed in Stiles’ stomach, making him nauseous. He knew nothing about the guy, yet he already hated him. He unknowingly blocked out everything he said, too busy with the jealousy that began to spark inside of him.  

He rubbed his forehead, trying to get his bearings. “Um, what was that?” 

An annoyed sigh left the ‘man’ before he recited his order again: the most disgusting concoction Stiles had ever heard. Yep, he definitely hated him.  

Stiles stared at him from around the corner as he made his blizzard, s He was too consumed to notice his hands drifting away from the mixer, causing ice cream to splatter everywhere, including all over him. “Fuck, not again...” he muttered, his eyes closing and his head tilting back in frustration. The only bright side was that it wasn’t her blizzard that exploded.  

That stupid guy had the nerve to look over and laugh, pointing a finger at poor Stiles. “Oh shit! Is it baby’s first day? Do you need a napkin?” he mocked, followed by more obnoxious laughter. 

Holding back because he knew his manager was in his office, Stiles bit his lip. To his surprise, a voice did come through to defend him. 

“Knock it off, Victor. He’s just trying to do his job.” The angel of a girl stepped in front of him and urged him to take a seat in one of the booths. She then looked back at Stiles and gave him a sweet, sympathetic smile, which he returned. “I’m really sorry about him.” 

“It’s alright. I’d probably laugh too.” 

“Maybe, but that wasn’t just a laugh...” She lowered her voice as she continued, embarrassed by her boyfriend’s actions, “That was an outburst.” 

Stiles suddenly felt horrible for her. The look on her face showed that this wasn’t an unusual occurrence, and the guilt she clearly felt wasn’t fair. Everything inside of him told him to hop over the counter and save her – run away with her, hug her close, and make her feel safe, loved, and appreciated. Unfortunately, that wasn’t an option, and Victor looked like he could knock him out with one good punch. 

“Hey, really, it’s ok. Don’t feel bad on his behalf.” 

Her smile partially returned. “Well, thank you. I’ll make sure he gives you a good tip.” 

“Alright, I’m looking forward to it,” he said, chuckling. 

With that, Stiles quickly wiped up what he could and made a new blizzard for the douchebag, this time without making a massive mess and a fool of himself. Once all of their order was together, he carried the trays to their table, making sure to flip both of the blizzards. He completely ignored Victor’s existence and focused on the beautiful smiling angel instead.  

Walking away was harder than he thought it would be. In the short amount of time since he met her, he somehow grew attached to her. He couldn’t explain why or how, but he knew he felt something strong for her.  

He decided that watching her enjoy a meal with that scum was too much for him to bear, so he went on his lunch break and got some fresh air outside. He hoped that he’d at least see her lovely face one more time before they left, but when he came back inside, they were gone, just a crumpled ten-dollar bill left in their place, and his heart cracked. Stiles had no idea if he’d ever see her again, but he certainly hoped so.  

Sorry to ruin everyone's day, but Stiles holds hands when he cries, without a doubt.

Maybe he holds his love's soft palm against his own cheek while he speaks with a tremble, using it as a tether to help him work through his emotions. Their hands are practically soaked from all of his tears, but he doesn't even notice. He's only focused on her and all the love he feels radiating from her touch.

Or maybe she's sitting with him while he waits for his appointment with his therapist after a long, hard day. He squeezes her hand, trying to take deep breaths and ignore how much his leg is shaking. He wipes his face of the tears that escape with a bit of annoyance at his vulnerability in a public space. Sure, there's only a few other people in there with them, and they're all there for the same reason - to get help - but Stiles has always been good at bottling his emotions up. Why couldn't he do it now?

And especially during his panic attacks, when every muscle in his body feels like it's on fire and when his lungs can't grasp the air he's reaching for, he uses both of his hands to hold onto hers, so tightly that they shake. Sometimes he presses their hold against his chest or his forehead, needing to know that it's real, she's real, she's there with him.

Also, just imagine little Scott holding little Stiles' hand as they walk home from their elementary school after getting into another fight with the biggest bully in the second grade. Maybe boys aren't "supposed to" hold hands, like everyone says when they're eight years old and clueless. Stiles doesn't care, though, he knows he needs this (yes, he waited until they were in his neighborhood, away from any curious gazes).

The moral of the story is that sweet, sweet Stiles needs physical touch to survive. Everything becomes easier when he has a hand to hold, and this goes far beyond just crying.

Hi, how are you? So, I have a fic idea. I don't know if you've ever watched Supernatural, but it's kind of a mix of Teen Wolf and Supernatural. The character is Dean and Sam's younger sister (she's a witch, but doesn't know it yet.) One night, they were in a city, hunting monsters as usual, nothing out of the ordinary. Then she finds her father's diary and discovers that he didn't want to be with her when she was younger because she was something she had no idea about. She discovers that the thing that killed her mother is the same thing that killed Dean and Sam's mother. And she also discovers that this thing had killed her too, but she survived the fire, the whole house had not resisted the fire, but her crib was intact, no sign of fire. After she read the diary, she felt sick. Everything started spinning and a buzzing sound echoed in her head. She heard her brothers calling for her, but she was unable to respond after a flash filled her vision. When she woke up, she and her brothers were in a house and she had no idea how they got there. It takes place between the first season of Supernatural and the first season of Teen Wolf, right when Allison and her family arrive in town. The Winchester brothers too, but in that reality, they are related to the Argent's (I don't know if I wrote his last name right😭) Anyway, I don't know if you want an idea for a short story, but this would easily make a good fic. I have a big twist for the ending.

That's it, I think I got a little carried away lol. I hope this helps😋 (Sorry if I wrote something wrong, English is not my first language

Hey! I'm alright, thank you for asking. How are you?

Unfortunately, I have not seen Supernatural. But your idea sounds very interesting and well thought out! I would love to hear more about it, as well as your twist. And don't apologize - I enjoyed reading it!

So, since I don't know those characters and the storyline, I won't be writing a story about them. I'm sorry if I'm letting you down, but I wouldn't know where to begin and I don't want to not do them justice.

Thank you for reaching out though! Feel free to message me if you just want to get your ideas out. I find that very fulfilling and would love to do that for a fellow dreamer 💜