I made it on Wormkingg's Total Drama Maker from Picrew!! 😊💕💕

Wincott & WinNS Headcanons and Oneshots

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Oneshots and headcanons about Scott Pilgrim x Winter Lightstone and Nega Scott x Winter Lightstone.

Masterlist:

Scott Pilgrim x Winter Lightstone

Nega Scott x Winter Lightstone

Scott x Winter x Nega Scott (poly)

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Request Rules:

Symbols

💕- Fluff

🌶- Kinda Spicy (Like touches, neck kisses, makeouts & hickey)

⛅️- Angst + Fluff End

🔪- Yandere

💫 - AU

🍥- Headcanon

🌟- Oneshot

🎶- Songfic

🎄- Christmas

🎃- Halloween

💝- Valentine's day

🐰- Easter day

❄️- Winter fluff

☀️- Summer fluff

🌷- Spring fluff

🍁- Autumn fluff

Stuff I really like

- Oneshots

- Headcanons

- Fluff

- Romantic relationship

- Poly relationship

- Angst with happy ending

- Yandere (only Caring & Protective types of Yandere)

- prompts & AU

Stuff I really dislike

- Suicide

- Self-harm

- Full angst (It really break my heart😭)

- Cheating Scott (Banned!😡)

- Evil Nega Scott (Banned!😡)

- Yandere R#pe (Banned!🤢)

You choose any pairing for request:

* Scott Pilgrim x Winter Lightstone

* Nega Scott x Winter Lightstone

* Scott x Winter x Nega Scott (poly)

Prompt Lists for request

Requests are open! 😊❤️

Please don't forget to check on request rules before you request, okay? 😊

Prompt: "Hm? Oh, sorry. I couldn't help but stare at you."

Sure! 💕 Thanks for requesting! 😊

Movie Night 💕🌟

Requested by @dr3am-caf3

Pairing: Scott Pilgrim x Winter Lightstone

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"It’s just… you know," Scott stammered, pulling his gaze away from Winter and back to the glowing laptop screen, "this movie is really… intense." He gestured vaguely at the anime playing, a fantastical battle unfolding with vibrant colors and exaggerated action. Winter, snuggled into his side on the worn couch, chuckled softly. Her hand, previously resting gently on his arm, squeezed lightly.

"Is that your way of saying you were distracted, Scott Pilgrim?" she teased, her emerald eyes sparkling with amusement as she looked up at him. She was, as always, utterly captivating – even in oversized pajamas and with her usually long blonde hair tied loosely into a messy bun that threatened to escape. The soft light from the screen painted her face in gentle hues, highlighting the delicate curve of her cheek.

"Hm? Oh, sorry. I couldn't help but stare at you," he blurted out, a faint blush creeping up his neck. He immediately regretted how clumsy it sounded. He’d meant it to be charming, but it came out more like a default reflex. He was still trying to be cooler than he actually was, even after all this time with Winter. It was a comfortable, familiar kind of awkwardness that she seemed to find endearing.

Winter’s smile softened, her gaze tender. "It's okay," she murmured, leaning her head against his shoulder. "I don't mind." The warmth of her touch, the scent of her subtle lavender shampoo – it all conspired to make his heart do a little happy jig. He finally felt like he was winning at something, and that something was her.

They had been together for a while now, past the chaotic days of battling evil exes and navigating the confusing labyrinth of his emotional baggage. Winter, with her quiet strength and unwavering kindness, had been the calm in his storm, the melody to his often-discordant life. She was patient and understanding, even when he slipped back into old habits of saying the wrong thing at the wrong time.

"What are you thinking about?" Winter asked, breaking the comfortable silence that had settled between them, a silence punctuated only by the dramatic sounds of the anime.

Scott sighed contentedly, wrapping an arm around her, pulling her a little closer. "Just... us, you know? And how lucky I am." He rubbed his thumb over the soft fabric of her pajama top. He looked down at the top of her head, feeling a surge of warmth.

Winter hummed, a soft, purring sound that vibrated against his chest. "I feel pretty lucky too, Scott." She reached up, gently tracing the line of his jaw. "Remember that time we first tried to watch a movie together? You kept pausing it to explain obscure video game references."

Scott groaned, a playful grimace on his face. "Hey! That was important context!"

She laughed, a bright, clear sound that filled the room. "And then Wallace showed up with half a pizza and decided the movie was better without sound."

"Wallace is Wallace," Scott conceded, shaking his head fondly. His best friend had a way of injecting chaos into even the most mundane situations. Tonight, thankfully, it was just the two of them.

"So, what are we actually watching anyway?" Winter asked, playfully nudging him. "It looks like something with, like, a thousand magical swords and a very angry, spiky-haired guy."

"It's called 'Legend of the Crimson Blade'," Scott explained, feeling a familiar excitement bubble up as he launched into a description. "It's about a hero who has to defeat the Evil Emperor Vile and restore peace to the Land of Eldoria. This scene right here, in fanfiction, Scott is shown enjoying discussing the Power of Understanding and fighting the evil persona, he's using the 'Power of Friendship' attack, which is super rare, only like, once every ten episodes!" He gesticulated enthusiastically, almost elbowing Winter in the process.

She leaned away slightly, a patient smile on her face. "Scott, darling, you're going to hit me with the Power of Explanation."

"Oops, sorry!" he said, pulling back sheepishly. "Right. Movie night. Cuddling. Less shouting about anime." He tightened his grip around her, pressing a kiss to her hair. "But it is good, right? Action-packed! Totally different from that romantic comedy you picked last week."

"Hey," Winter said, playfully swatting his chest. "You cried during 'When Harry Met Sally...', admitted it."

"No, I didn't!" Scott protested, his face heating up again. "It was just... allergies. Dust mites. You know."

Winter giggled. "Sure, Scott. Dust mites."

They settled back into a comfortable silence, the animated battle unfolding on the screen. Scott, despite his initial enthusiasm, found his attention drifting back to Winter. Her presence was calming, like a warm blanket on a cold night, or the perfect, slightly fuzzy distortion of his bass guitar. He loved these quiet moments with her, just being, without the pressure of fighting or impressing or even making sense.

He felt her shift, her head lifting slightly. "Scott," she said, her voice soft, almost a whisper. "Do you ever think about... the future?"

He blinked, surprised by the sudden shift in topic. His mind, usually buzzing with video game strategies and band practice schedules, felt momentarily blank. "The future?" he echoed, a little dumbly. "Like, tomorrow? Because if it's tomorrow, I think Stephen is making his famous tofu scramble for breakfast."

Winter laughed again, a little louder this time. "No, silly. Like... our future. Long-term. Where do you see us going?"

Scott paused, genuinely considering her question. He had spent so much of his life reacting, stumbling from one challenge to the next, that the idea of a planned future felt almost foreign. But with Winter, it didn't feel daunting. It felt... exciting.

"Well," he began, looking at the ceiling, trying to articulate the jumbled thoughts in his head. "I mean, I see us... still watching movies, for sure. Maybe with a cat, or a few cats. You like cats." He felt her nod against his shoulder. "And maybe a slightly bigger couch, because this one is getting a little cramped sometimes, especially when you hog all the blankets."

She playfully elbowed him this time. "I do not hog the blankets!"

"Do too!" he retorted, then continued, a more serious tone creeping into his voice. "And, I don't know, maybe Sex Bob-omb gets, like, super famous. Or maybe we just play gigs at the Bovine for the rest of our lives and that's perfectly fine, because as long as I have you and my friends, that's really all that matters." He squeezed her hand. Scott Pilgrim is portrayed as a good guy who is protective of his friends despite his flaws. He turned his head, finally meeting her gaze. "What about you, Winter? What do you see?"

Her eyes, those beautiful emerald eyes, looked thoughtful. "I see a cozy home," she said, her voice soft and dreamy. "With lots of books and maybe a little garden. And I see us still holding hands, still laughing at your goofy jokes, and still watching too much anime." She smiled, a sweet, radiant smile that made Scott's world feel impossibly brighter. "And I see us... happy, Scott. Just... happy."

He leaned in, gently cupping her face in his hands. "Happy sounds pretty good," he whispered, before closing the distance between them, his lips meeting hers in a soft, lingering kiss. It was a kiss that tasted of quiet contentment and a future that, for the first time, felt truly promising. A kiss that promised more movie nights, more goofy jokes, and a lifetime of shared happiness.

When they finally broke apart, it was with a shared sigh. The anime continued its epic battle, but neither of them was really watching anymore. They were content to just exist in that moment, bathed in the soft glow of the screen and the even warmer glow of their affection. Scott tightened his hold around her, pulling her close enough that he could feel the steady beat of her heart against his.

"You know," he mumbled, resting his chin on her head, "I think this movie is getting even more intense now."

Winter chuckled, a playful smirk in her voice. "Oh, really? Or are you just easily distracted by pretty things, Scott Pilgrim?"

Sure! 💕 Thanks for requesting again! 😊

A Quiet Intervention ⛅️🌟

Requested by @dr3am-caf3

Pairing: Nega Scott x Winter Lightstone

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The final bell shrieked, an earsplitting assault that sent the typical torrent of high school students surging into the hallways. Winter Lightstone, with her neatly braided hair and a stack of textbooks clutched to her chest, navigated the chaotic tide like a seasoned sailor weathering a storm. The last place she expected to find herself was caught in the aftermath of a fight, let alone tending to the school's resident troublemaker, Nega Scott.

Nega Scott, the embodiment of everything Winter wasn't, usually occupied the polar opposite ends of the school's social spectrum. While Winter excelled in academics and avoided conflict, Nega Scott thrived on pushing boundaries, his rebellious reputation preceding him like a thundercloud. He was a familiar sight in the principal's office, a frequent visitor to detention, and the source of countless hushed whispers and worried glances from faculty. Yet, Winter had always found herself intrigued by the fierce spark in his eyes and the raw, untamed energy that emanated from him. She knew he wasn't a bad person, merely misunderstood.

The typical post-bell buzz was replaced by a more subdued, tense atmosphere. The usual rush of students seemed to avoid a particular section of the west hallway, creating a small eddy in the river of bodies. Curiosity piqued, Winter found herself drawn toward the area. As she neared, a small cluster of lingering students whispered, their eyes wide with the thrill of gossip. "Did you see it?" one hissed. "He really laid him out!"

Winter's breath caught as she peered around a corner. There, slumped against the dented green lockers, was Nega Scott. His signature dark clothes were torn and scuffed, a trickle of blood escaping from his nose, painting a grim stripe across his pale cheek. A dark bruise was already blossoming beneath his left eye, and his lower lip was split, a small gash that continued to bleed sluggishly. He looked disoriented, his usually fiery gaze now distant and unfocused. His chest heaved with ragged breaths, and he winced as he shifted, a low groan escaping his lips.

A wave of unexpected compassion washed over Winter. She was a good student, a rule-follower, but seeing him so vulnerable, stripped of his usual defiance, touched a nerve deep within her. He needed help, and at that moment, she found herself unable to turn away. She had a first aid kit in her backpack, something she always carried, a testament to her meticulous nature and preparedness.

Winter approached cautiously. The whispering students dispersed as she neared, leaving the two of them alone in the quiet hum of the emptying hallway. "Nega Scott?" she asked, her voice soft but clear.

He flinched, his head snapping up. His red eyes, though still clouded, narrowed slightly as he recognized her. "Winter?" he mumbled, his voice raspy. "What do you want?"

"You're hurt," Winter replied, her gaze sweeping over his injuries. "You need to clean those cuts before they get infected." She knelt before him, pulling out her first aid kit.

He scoffed, a flicker of his usual defiance returning. "I'm fine. Just leave me alone." He attempted to push himself up, but a sharp wince of pain shot through him, and he slumped back against the lockers.

Winter met his gaze, her expression firm. "No, you're not," she said gently. "And I'm not leaving until I make sure you're taken care of." She held out a small bottle of antiseptic and some gauze.

He stared at the items, then at her, a flicker of surprise in his eyes. He had expected judgment, disdain, maybe even mockery, but not this. Winter Lightstone, the quiet, studious girl, was offering him help.

"Just let me clean this," she said, nodding toward his bleeding lip. "It'll feel better, I promise."

Slowly, reluctantly, Nega Scott nodded. Winter carefully cleaned the gash, her touch surprisingly gentle. He gritted his teeth, but didn't pull away. The antiseptic stung, but the cool gauze felt soothing against his throbbing lip.

Winter continued to clean his cuts and scrapes, applying antibiotic ointment and bandages. She worked efficiently, her movements precise and sure. As she tended to his bloody nose, pressing a cool, damp cloth against it, he finally spoke, his voice barely a whisper. "Why are you doing this, Winter?"

Winter looked up, meeting his gaze. "Because everyone deserves a little kindness, even if they don't always show it."

A surprised huff of air escaped his lips, a mixture of amusement and disbelief. "You think I'm not kind?"

Winter paused, considering her words. "You have your moments," she said diplomatically, a faint smile playing on her lips. "You have a good heart, Nega Scott. You just hide it under a lot of bravado."

He looked away, a flush creeping up his neck. No one had ever spoken to him like that before, not with such honesty and lack of judgment. He was used to being labeled, shoved into a convenient box, but Winter saw beyond the surface.

"Who was it?" she asked softly, her voice filled with genuine concern. "Who did this to you?"

Nega Scott hesitated, his jaw tightening. "Doesn't matter," he muttered, shaking his head.

"It does matter," Winter insisted, her voice gaining a touch of firmness. "You can't just let people hurt you and get away with it."

He finally met her gaze, his eyes shadowed with a mix of anger and something akin to shame. "They were talking trash about…" He trailed off, his voice thick with unsaid emotions.

Winter waited patiently, her gaze unwavering. She didn't push him, sensing he needed time to process his feelings. Eventually, he continued, his voice barely audible. "They were making fun of you."

Winter's eyes widened in surprise. "Me?" she exclaimed, her voice barely above a whisper.

He nodded, avoiding her gaze. "Said you were a boring bookworm, a teacher's pet, all that crap." He clenched his fists, a fresh wave of anger washing over him. "I told them to shut up, and then… it just escalated."

Winter stared at him, a myriad of emotions swirling within her. She was touched by his unexpected defense, by the fact that he, the troublemaker, had stood up for her, the shy, good student. It was a stark contrast to how everyone else saw them, and it further solidified her belief that he was more than met the eye.

"You didn't have to do that, Nega Scott," she said softly, her voice filled with a mixture of gratitude and concern. "You shouldn't have risked yourself for me."

He finally looked at her, his red eyes blazing with a fierce intensity. "They were wrong, Winter," he said, his voice surprisingly firm. "You're not boring. You're… you're smart, and kind, and…" He trailed off, searching for the right words, a faint blush creeping up his neck. "You're not like the rest of them."

A warmth spread through Winter's chest, a feeling she hadn't anticipated. Nega Scott's words, so unexpected and sincere, resonated deep within her. He saw her, not just the labels, but the person underneath.

"Thank you, Nega Scott," she said, her voice barely a whisper. "That means a lot to me."

He finally managed a small, hesitant smile. "No problem, Winter." The hallway was now completely deserted, the last lingering students long gone. The lingering scent of antiseptic and old gym socks hung in the air, a peculiar backdrop to their unexpected connection.

Winter finished applying a final bandage to a cut on his eyebrow. "You should probably go to the nurse's office," she suggested, packing up her first aid kit.

He shook his head. "Nah, I'll be fine. I've had worse."

Winter sighed, but didn't press the issue. She knew Nega Scott was stubborn, and pushing him would only make him retreat further. "Well, at least promise me you'll keep the cuts clean and change the bandages regularly," she said, her voice laced with a hint of motherly concern.

He looked at her, a flicker of surprise in his red eyes once more. "I will," he promised, his voice surprisingly soft. "Thanks, Winter."

Winter smiled, a genuine, heartwarming smile that reached her eyes. "You're welcome, Nega Scott."

*You go to the rehearsal of the band where you meet most of the members. Scott and Stephen were playing guitar, Kim was playing bass and singing, and Wallace was playing drums. They notice you*

Scott: "Hey! You must be Winter right?"

I nodded shyly at him.

*Scott got up and gave you a hug*

Scott: "Nice to meet you!"

*Wallace got up and shook your hand*

Wallace: "Hello, nice to meet you."

*Then Kim gets up and also shook your hand*

Kim: "We're the band, and I'm Kim."

*Stephen smiled at you*

Stephen: "Hey."

"Nice meet you too, everyone." I finally smiled purely at them.

*Scott smiled back happily*

Scott: "Wanna watch us rehearse?"

*Wallace grabbed his drum sticks and waited for a reply.*

I nodded shyly at him then I sit down on the chair.

*Wallace started playing the drums, Kim started playing the bass, Stephen played guitar along with Scott, and then all started singing a song together. The entire rehearsal sounded amazing*

Scott: "Okay guys, you nailed that! We're getting better."

Kim: "Yeah! But if we're really gonna improve, we gotta start doing it twice a week."

*Wallace and Stephen nodded in agreement*

"Oh wow... that's so amazing, Scott." I smiled shyly at him.

Scott: "I know right!? And you should hear us when we play live."

*Kim looked happy that you liked it, but Scott couldn't take his eyes off you*

*The rehearsal was over an hour later and Scott asked you something*

Scott: "Hey, can I ask you something?"

"Sure, Scott." I smiled shyly at him.

Scott: "Well, can we go somewhere privately real quick? It's important to tell you something."

"Sure, Scott." I smiled shyly at him then Scott took my hand gently.

*They left the room and went outside somewhere private, without the rest of the band, except Wallace who followed them secretly.*

Scott: "Can I be honest with you for a second Winter?"

"Sure, go ahead." I smiled shyly at him.

*Scott blushed a lot*

Scott: "I know you can tell that my eyes keep on looking at you, but the truth is... I like you a lot..."

My cheeks went rosy pinker shyly at his words. "I really like you in romantic way too, Scott."

*Scott couldn't believe it, and smiled. Scott held your hand and put it on his chest so you could feel his heart beating out of his ears*

Scott: "Really? So you like me more than a friend?"

I nodded shyly at him then I give a soft kiss on his cheek.

*He blushed more and smiled again*

Scott: "Then can I ask one more thing?"

I nodded shyly at him.

*He took a deep breath and held your face*

Scott: "Can my next kiss be on your lips?"

My cheeks went redder shyly at his words then I nodded shyly at him.

*Scott gave you a soft kiss on your lips as if you were the most fragile thing in the world. He held you close to him, wanting you to stay there forever*

*His lips then let go of yours but he still held your face tightly, smiling*

Scott: "Is it okay if we start dating? That is if you want too of course..."

"Yes, Scott." I hugged him happily.

*Scott couldn't believe it, all his exes have rejected him time and time again but you actually accepted! He smiled happily as he hugged you back, feeling his heart pound as fast as his drums*

*Wallace still followed them secretly, hiding near by, but he heard the entire thing*

Wallace: "Wow..."

*He watched as you and Scott continued hugging, he smiled as he saw you guys happy, but he was also shocked because it was the first time he's heard that someone said yes to dating Scott.*

Summary: Winter decided to move into Toronto Canada and made friends with this band, this including Scott Pilgrim, Kim Pine, and Stephen Stills. With a few others like Young Neil, Julie Powers, and Wallace Wells. One day, Scott invites her to their band rehearsal and Winter decides to come!

Based off the Movie (Scott Pilgrim vs. the World) and Anime (Scott Pilgrim Takes Off)

Winter is 18 years old.

(Scott Pilgrim x Oc love story)

I don't own music videos.

Crossed-posted on Wattpad

Warning⚠️: lots of fluff

Winter's POV

The first thing Winter noticed was the quiet.

Back home—or what she had once called home—she had grown used to silence that felt hollow, like an empty hallway echoing back at her. But here, in Scott's small, messy bedroom, the quiet felt... safe. There was the muffled sound of traffic outside the window, the faint hum of a fridge somewhere beyond the door, and the steady rhythm of her own breathing.

The bed beneath her was soft, far softer than she had expected after the chaos of the night before. She sat up slowly, sunlight spilling across her white summer dress, her long blonde hair catching the glow like threads of gold.

For a moment, she almost forgot she wasn't in her own world. Then she looked around: posters of bands she didn't know, a cluttered desk, stacks of random comics. Her emerald eyes softened. 'This is Scott's world', she thought, pressing her hands gently to her chest.

And he had shared it with her.

Winter stood carefully, smoothing down her dress. She tiptoed to the door, curiosity tugging at her shy heart. The smell of something faintly... burnt drifted into the hallway.

------------------------------- Scott's POV

Burnt. Totally, absolutely burnt.

Scott groaned, waving at the smoke curling out of the toaster like he could chase it away. He had wanted to do something nice—toast, maybe eggs if he didn't screw them up—but of course he had screwed them up.

"Nice going, Pilgrim," he muttered, scraping black crumbs into the sink.

Wallace, sitting at the table with a mug of coffee, raised an eyebrow. "You do realize smoke alarms exist, right? Or are you planning to serenade the fire department first thing in the morning?"

Scott shot him a look. "I'm just... trying to make breakfast, okay?"

"Uh-huh," Wallace said, sipping his coffee with exaggerated slowness. "For yourself? Or for the angelic blonde girl currently staying in your room?"

Scott's face went red. "Dude! She's just—she doesn't have anywhere else to stay. I'm just being nice."

Wallace smirked. "Sure. Just being nice. Keep telling yourself that."

Scott groaned again.

That was when he heard it: soft footsteps behind him. He spun around.

Winter stood in the doorway, blinking shyly, her smile small but warm. "Good morning..." she said softly.

Scott forgot how words worked.

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Winter's POV

Scott stood frozen, a piece of burnt toast still clutched in his hand, looking like he had just been caught stealing cookies from a jar. Winter tilted her head, her long blonde hair sliding over her shoulder like silk.

"I-is something wrong?" she asked gently, stepping into the small kitchen.

Scott coughed, hiding the toast behind his back. "N-nope! Everything's fine! Totally fine. Breakfast is... fine."

Wallace snorted into his coffee.

Winter glanced toward the counter, where the toaster still smoked faintly, and then at the frying pan on the stove with what looked like... charcoal masquerading as eggs. Her shy smile trembled, and she tried to hold back a laugh. "I... see."

Her emerald eyes softened with kindness. "May I... help?"

Scott blinked at her, heat rushing to his cheeks. 'She wants to help? In my gross kitchen? After I nearly poisoned her with smoke-toast?'

"I, uh—yeah, sure. I mean, if you want to. You don't have to. But if you do, I wouldn't stop you, because, like, you probably won't burn the place down, and I already almost did, so..." He trailed off, groaning at himself.

Winter giggled softly—the kind of sound that seemed to float right into his chest. "Then I'll try," she said.

She moved with quiet grace, opening cupboards until she found a clean pan. Her hands, delicate and careful, cracked eggs without spilling, stirred them gently, added just enough salt. Scott watched like he was witnessing some kind of magic spell being cast.

Wallace leaned closer to him, whispering behind his mug. "She cooks. She's polite. And she hasn't run screaming from your mess of a life yet. If you don't marry her, I might."

Scott's face turned crimson. "Shut up, Wallace."

------------------------------- Scott's POV

He tried to play it cool, but inside he was melting. The way Winter tilted her head thoughtfully while stirring the eggs, the way her shy smile never wavered even in this cramped little kitchen—it was... different.

Not forced, not sharp-edged, not like the whirlwind that had been Ramona. Winter wasn't trying to be mysterious or unattainable. She was just... kind.

And for Scott, that kindness hit harder than any bassline.

When she finally set the plates down—soft scrambled eggs, buttered toast that wasn't burnt, and even a cup of tea she'd somehow managed to brew—Scott stared at it like it was a gourmet feast.

"Uh. Wow." He scratched the back of his neck. "This is, like... way better than anything I've ever made."

Winter's cheeks pinkened. "I'm glad you like it."

He picked up his fork, heart thudding, and muttered under his breath: "I think I like... you."

Winter tilted her head. "Hmm?" Scott choked on his egg. "NOTHING!"

Wallace nearly fell out of his chair laughing.

------------------------------- Winter's POV

They ate together at the small table. Wallace's teasing continued, but Winter only smiled softly, unbothered. She looked at Scott often, her green eyes bright with quiet gratitude.

Every time she caught him looking back, Scott nearly dropped his fork.

And Winter thought, with a fluttering heart: 'Maybe this strange world isn't so frightening... because he's here.'

-------------------------------

Scott's POV

After breakfast (and after Wallace had finally stopped laughing long enough to leave the apartment), Scott found himself standing awkwardly by the door with Winter beside him.

"So, uh," he started, rubbing the back of his neck, "you probably don't wanna stay cooped up here all day, right? I mean, it's not like my apartment is super exciting unless you're into band posters and ramen wrappers. We could... you know... go out. Walk around. Toronto stuff."

Winter looked up at him, emerald eyes wide and hopeful. "I'd like that very much."

Her shy smile made his heart stutter. Scott yanked his hoodie zipper up, hoping she wouldn't notice the way his ears turned red.

------------------------------- Winter's POV

The city was overwhelming, but with Scott walking just a step ahead—constantly glancing back to make sure she was still there—Winter felt safe.

Streetcars rumbled by, their bells clanging. People bustled on sidewalks, carrying shopping bags and coffees. Neon signs flashed above shops. Winter slowed, marveling at a display window where a mannequin wore jeans and a graphic tee.

"Clothes here are so... different," she whispered, her fingertips brushing the glass.

Scott tilted his head. "Huh. Guess I never thought about it. You don't... have malls where you're from?"

Winter hesitated, then shook her head. "Not like this."

Scott shoved his hands in his pockets. He wanted to ask more—where are you from, really?—but he held back. She looked so earnest, so honest, that pushing her felt wrong.

Instead, he cleared his throat. "Well, uh, if you like clothes, there's this thrift shop nearby. They've got... stuff. Sometimes weird stuff. Sometimes actually cool stuff."

Winter's eyes lit up with shy curiosity. "May we go?"

Scott blinked. He hadn't expected her to want to. "Uh—yeah! Totally. Sure. Why not?"

------------------------------- Scott's POV

The thrift shop was small and cluttered, racks of clothes packed so tightly that Winter disappeared between them like a wisp of light.

Scott hovered awkwardly by a rack of jackets, pretending to browse while sneaking glances. Winter lifted a pale blue cardigan, holding it against herself in the mirror. Her shy smile bloomed when she saw her reflection.

Scott's heart lurched. 'She looks... really pretty.'

When she caught him staring, he nearly toppled into the rack. "I-I mean, uh, that looks nice! The sweater thing! Yeah."

Winter giggled softly, tucking the cardigan over her arm.

------------------------------- Winter's POV

She didn't understand why Scott turned so red whenever he looked at her, but she thought it was... sweet. No one had ever flustered so easily around her before.

As they stepped back onto the street, Winter clutched the cardigan to her chest, warmth blooming inside. The city still felt strange, loud, and new—but with Scott walking beside her, it wasn't frightening anymore.

She looked up at him, her emerald eyes sparkling. "Thank you for today."

Scott blinked, caught off guard. "What? Oh—uh. No big deal. Just... showing you around."

But Winter only smiled, shy and gentle. "Still... it's kind of you."

Scott's chest tightened. He tried to play it cool, but inside, he knew the truth: he was already attached.

------------------------------- Scott's POV

That night, back at the apartment, Scott collapsed on the couch, staring at the ceiling.

She had laughed. She had smiled. She had looked at him like he wasn't a screw-up, like he was... someone who mattered.

Pairing: Scott Pilgrim x Winter Lightstone

For Scott Pilgrim and Winter Lightstone, a "fluff" headcanon involving cuddling and snuggling would emphasize tender moments of closeness and comfort, possibly as a quiet escape from the usual whirlwind of Scott's life.

Cuddling & Snuggling Headcanon:

• After-Party Comfort: After a loud and energetic Sex Bob-Omb show, Scott might seek out Winter for some quiet decompression. Instead of going straight to bed, they'd collapse onto a worn sofa or pile of beanbags, Winter leaning against Scott, and him wrapping an arm around her, the lingering buzz of the music slowly fading into a comforting hum.

• Shy Initiations: Winter, being a kind and perhaps slightly reserved character, might not always initiate the cuddling, but she would certainly welcome it. Scott, on the other hand, might use it as a way to express affection without needing to be overly verbal, as one fanfiction suggests his actions can speak louder than words when offering comfort. He might pull her closer gently, or offer a subtle invitation with a leaned shoulder or outstretched arm.

• During Movies/Games: Their cuddling would be a natural accompaniment to shared activities. Watching a movie, playing a video game, or simply listening to music, they'd find themselves drawn together. Winter might curl up beside Scott on the floor, while he would wrap an arm around her, drawing her close as he intently focuses on the screen. In one fic, Scott's comfort is associated with physical closeness and the smell of hair, suggesting he uses closeness as an emotional anchor.

• Waking Up Together: Mornings would often begin with quiet snuggles. Neither of them would be eager to break the comfortable warmth, opting instead for a few extra moments nestled together, maybe with Winter's head resting on Scott's chest and the rhythmic sound of his heartbeat lulling them into a peaceful state.

• The "Big Spoon/Little Spoon" Debate (or Lack Thereof): Given Scott's sometimes childlike tendencies and Winter's sweetness, they'd likely have a fluid dynamic. Sometimes Scott would be the big spoon, holding Winter securely. Other times, perhaps when he needs a little extra comfort himself, he might happily let her be the big spoon, burying his face into her hair or neck.

• Simple Gestures of Affection: Beyond the full-on cuddling, there would be smaller, frequent acts of snuggling. Winter might lean her head on Scott's shoulder while they're out, or nestle into his side when they're sitting on a bench. Scott might affectionately ruffle her hair or gently squeeze her hand while they're snuggled close, reaffirming their connection. Scott's shyness in expressing affection in the moment, but deeper feelings underneath, is hinted at in one Wattpad story.