Break-In

Dylan + wink

Hi, friends! I hope everyone is doing well.

If I have time this week, I'd like to write some fluff for the twins (Stiles and Stuart) trope, but I don't have any ideas or inspiration. If anyone does, please let me know! I absolutely love hearing from you all! Thank you! 💜

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.

Aw thank you, I do my best! And what can I say, I have some great inspiration. I can't wait to see that creative mind flow again once your strange illness, or whatever it is, is resolved! 💜

Guys, I appreciate the support, but @obriengf knows I exist... Let the poor gal be 😭

THE GRAY HAIRS? HIS HAND? OH MY GOSH?

Slow Morning

Word count: 339

As Dylan slowly and comfortably begins to wake up from one of the best rests he's had in a while, he pulls his girlfriend closer, pressing her back to his chest. He hums contently and mumbles softly against her hair, "Morning, sleepyhead."

When he doesn't feel any movement in response from her, he lifts his head and looks at her peacefully sleeping face, bringing a smile to his lips. Evidently, she's still recovering from the previous night of fun they had after not seeing each other for a week, which felt like forever to them. He moves her hair away from her neck and presses lazy kisses against her skin.

"Wake up, sleepyhead... I need my morning affection," Dylan whispers as his pecks to her face and neck continue, causing her to softly groan and recoil, curling up into a ball underneath the covers. He chuckles, noticing her desperation to keep sleeping. "Hey, come back up here," he says, while wrapping his arms around her torso and pulling her back into the cuddle.

She sighs softly, letting her body relax again, until she feels a gentle bite to her neck. In a groggy and somewhat whiney tone, she protests, "Dylan..."

He chuckles again and uses an innocent tone, "Hey, I was being gentle. Just relax and let me wake you up."

"I don't want to wake up though..." Her words slur a bit due to her present sleepiness.

His hold on her gets a little tighter, "But think about all the benefits of waking up, like eating breakfast, and kissing your boyfriend, and listening to LA traffic, and kissing your boyfriend, and... and kissing your boyfriend..." He laughs lightly and buries his face into the crook of her neck.

A small smile appears on her face, yet she keeps her eyes closed. Her tone becomes more content and even a little cheerful, "Ok... But give me like, ten minutes."

Dylan laughs again and nuzzles into her neck more. "Ok. Ten minutes. But after that, I need your cooperation."

"Deal."

I suddenly wish I was a snorkel...

How do you think stiles would react to finding out his gf was cheated on in the past?

He gets busy and forgets to let her know he’ll be late to their movie night and she immediately assumes the worst and he’s shocked to find her upset and self conscious and insecure when he finally makes it home.

I bet he would feel so bad even though he genuinely didn’t do anything. He would be absolutely flabbergasted that anyone would dare step out on her. He would probably even get genuinely angry at the idiot when she tells the full story.

Oh my gosh, this is so sad yet sweet at the same time!

Since he doesn't already know that she was cheated on, walking in to see her in tears and unable to keep eye contact with him would be beyond confusing and concerning for him. He'd rush over to her, immediately wanting to hold her and talk everything out, asking what was wrong, only to painfully watch her take a step back from him.

"Where were you, Stiles? Where the hell were you?" she'd sob out, keeping a cautious hand between them.

He'd be thrown off by the question, not expecting an interrogation and stuttering his words out. "I-I was just helping Scott with a lead after practice, that's it, I swear..."

"Call him." she'd order, trying to sound like she has a grip on the situation, but her insecurity is evident.

"What?"

"Call him!" At this point, she's desperate, needing certainty and concrete proof that he's telling the truth.

Stiles almost jumps, still so confused about why she's so upset. "Ok, ok, I'm calling him right now. See?" He takes his phone out of his pocket and turns it so she can see what he's doing. He calls Scott right away.

Without giving him any context or revealing her presence, Stiles asks him to tell him all about their previous whereabouts. Scott speaks casually and simply but is clearly lost on why he's doing this. However, she knows he's telling the truth because he's not really known for his lying abilities...

Stiles hangs up right after she gets her proof. "There. Do you believe me now? Or can you at least tell me what's wrong? I hate seeing you like this, you know I hate it when y-" He stops at the feeling of her body practically crashing into his as she clings to him tightly, letting a few more soft sobs out. His mind goes blank for a second before he gets his bearings and wraps his arms around her in a firm embrace. "Hey... It's ok. I got you. Just talk to me. What's going on?"

With a shaky voice, she tells him everything. Certain details are harder to get out than others, so at some point, Stiles leads them to the couch, still holding her close as she curls up against his chest.

Empathizing with people can be hard for Stiles sometimes, but never with his sweet angel. A menagerie of emotions swirls inside of him as he listens to her well - guilt, anger, disgust, sympathy, protectiveness, the list goes on and on.

He gently holds her face in his hands, looking straight into her eyes as he makes her a promise to never do anything horrible like that to her, to never show her any disrespect, to always be faithful to her, and to always let her know if he'll be running late from then on.

Still cradling her against him, they decide to watch something innocent and peaceful, and land on Bambi. Stiles will never admit it, but he teared up at the mother's death, squeezing her even tighter. Thankfully, she fell asleep before the movie ended

Thank you so much for your submission! I'm pretty sure I switched tenses halfway through, but I am far too tired to reread and edit this... My apologies, we'll all just have to deal with it. 💜

I can't stop thinking about clumsy Stiles...

Butterfingers

Word count: 460

Everyone knows that Siles Stilinski can’t be trusted with something fragile for too long. His dad didn’t let him hold baby until he was twelve. And where was the sheriff? He was less than a foot away with his hands ready to catch the infant, just in case he knew his son as well as he thought he did. 

Now that Stiles has the girl of his dreams, he does everything he can to protect her from any possible threat, no matter how big or small: open cupboards, hot plates of food, table corners, you name it. If he has to take the pain for her too, he will without hesitation. He welcomes those small, mysterious bruises for her sake.  

Though, sometimes he can’t stop those threats, and sometimes he’s the cause of them. Accidentally, of course, because everyone knows about his slippery fingers. Just like last week. 

His precious girl was perfectly draped against him as they relaxed on his bed. Thank goodness he remembered to hide the heap of laundry that was in their place just a few minutes before she came over. Anyway, her head settled perfectly against the front of his hoodie and she kept her arm tucked around his waist. Even as he scrolled through his phone, he couldn’t help but let his eyes flick downwards, unable to resist and needing to make sure that moment was truly real. 

Everything was so peaceful. Until it happened. This was far from the first time that his butterfingers got the best of him, and it wouldn’t be the last.  

The poor girl’s body jolted immediately after a hard block of technology crashed right into her head. Stiles’ eyes widened and his jaw dropped. He brushed his phone away as she lifted her head to look at him with a pout. 

“Oh my god, I am so sorry, I swear I didn’t mean to do that.” His words stumbled out of him as quickly as his hands began to gently caress her little injury.  

“Every single time, Stiles.” 

He looked at her with sympathetic eyes, frowning. “I know, I know, I’m the worst.” 

“No... You’re just a butterfingers,” she mumbled, settling against him once again and hoping the incident wouldn’t result in a headache later. 

“Yeah,” he chuckled. “Guilty as charged.” He massaged her scalp, forgetting all about whatever he was looking at on his phone. 

“If I end up with a lumpy head because of you, I’ll kill you.” 

Stiles couldn’t contain his smile as he spoke softly, “Hey, I’d still love you. You wouldn’t have to go that far.” 

“Ok, fine. You can live,” she yielded, sighing as comfort washed over her again. 

“Oh, what a relief. Just don’t go bald, ok? I don’t want to see the damage.” 

P.S. I'm considering going back and adding word counts for all of my little imagines because they are so convenient and I just got a new laptop! Shout out to writers who add word counts lol 💜

Also, if you want to take a peek at my future plans/ideas, here you go. No pressure though!

Dylan O'Brien with his cousin Declan when they were hanging out with Tommy Alter recently. (2025)

📷©: talter on Instagram