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The two of you, Tobi and (Y/N), sat in a small inn along the outskirts of a quiet village, far from the chaos of your current mission. The night air was cool, and the soft glow from the single lantern hanging in the room cast shadows on the wooden walls. You were tired after a long day of travelling, but Tobi, as always, seemed to have boundless energy. You could feel his gaze on you, even from behind that ridiculous mask.
“Tobi is a good boy!” he chirped, bouncing onto the bed next to you, completely disregarding your need for personal space. His voice was loud and high-pitched, instantly shattering any hopes of peace for the evening.
You groaned, leaning back against the headboard. “Tobi, can you give me a break? We’ve been running around all day, and I just want to rest for a bit.”
But, of course, Tobi wasn’t having it. He scooted closer, practically glued to your side, and leaned in until his masked face was inches from yours. “But (Y/N)-senpai, Tobi wants to make sure you’re having fun! Isn’t it better to relax with some company?”
You blinked, immediately suspicious of his behaviour. Sure, Tobi was always weird, but lately, his antics have been… different. He seemed to invade your personal space more than usual, always finding excuses to be close. And the mask — the way he always gave you little peeks from behind it, almost as if he was trying to see your reaction.
He leaned closer again, and though you couldn’t see his face through the mask, you could feel his eyes on you. “Wanna see Tobi’s face? Just a little peek, (Y/N)-senpai?” he teased, his voice light and playful.
You swore you saw him shift the mask slightly, giving you just the tiniest glimpse of his face beneath. It wasn’t the first time he’d done it either. It was like some sort of strange game for him — always pulling you in close, always teasing with that mask of his.
You narrowed your eyes, uncomfortable but also curious. “Tobi, what is it with you and that mask? You’re always showing me little peeks. It’s… weird.”
Tobi tilted his head, giving a mock gasp of surprise. “Weird? Senpai, why would you say that? Tobi just likes being close to you!” He leaned even closer, and you could feel his breath through the small opening in the mask. “Tobi thinks you’re special.”
There it was again — that bizarre, almost too-close interaction. And every time, it sent your mind racing with questions. Was Tobi… flirting with you? Or was it just another one of his insane jokes? You couldn’t tell. He was always so unpredictable.
“Okay, okay, seriously.” You shifted uncomfortably, pushing him away slightly. “You’re acting really… I don’t know, kind of gay? You’re always leaning in close, giving me little peeks. It’s weird.”
Tobi let out a playful laugh, completely unfazed by your comment. “Gay? Silly (Y/N)-senpai! Tobi just wants you to have fun! Isn’t that what friends do?”
You weren’t sure how to respond. Tobi, with his unpredictable nature, was impossible to figure out. Every move he made, every strange comment, left you wondering if he was messing with you or if there was something more going on in that chaotic brain of his.
But then, as if to prove your point, he suddenly leaned in again and pressed his mask softly against your cheek, as close to a kiss as he could manage with that thing on. It lasted only a second before he pulled away, giggling like a child who had just played the most harmless prank.
Your face heated, and you glared at him. “What the hell was that?”
“Tobi is just being affectionate!” he said in a sing-song voice. “It’s how friends show they care, right? Right, (Y/N)-senpai?”
You sighed, running a hand through your hair. Maybe it was just Tobi being Tobi, or maybe… you didn’t even want to think about it. “Whatever, just… go to bed.”
Tobi laughed again but finally backed off, hopping into the other side of the bed with a carefree hum. “Good night, (Y/N)-senpai!” he chirped, as if nothing unusual had happened at all.
You rolled your eyes and pulled the blanket over yourself, trying not to dwell too much on how close Tobi had gotten. Just as you were about to drift to the sweet promise of rest, you felt Tobi‘s presence getting closer to you. Nearly caging you between the wall and him.
You tried to ignore the closeness and drifted off.
It was well past midnight when you finally stirred, groggy and half-asleep, only to feel an unexpected warmth pressed against your back. For a moment, you thought it was a dream—until you realised, very quickly, that it was anything but…
Tobi.
Your eyes shot open as the weight of his arm draped lazily across your waist, registered. The soft, rhythmic sound of his breathing was right behind your ear, way too close for comfort. His bare face, mask discarded somewhere in the room, was resting lightly against the back of your neck. He was hugging you or more like spooning you, really.
“Seriously?” you muttered under your breath, the irritation building as you fully woke up.
You shifted slightly, trying to break free from his hold without waking him up, but his grip only tightened in response. His breath hit your skin again, warmer than it had any right to be at this hour.
“Tobi…” you hissed, trying to wriggle out of the awkward position. “What the hell are you doing?”
But there was no answer. Of course there wasn’t. He was fast asleep, and judging by the way his body was pressed so intimately against yours, he didn’t have a care in the world.
A leg of his was positioned between your legs, you realised after trying to wiggle out again and the leg pressed more up, making you grind on it involuntarily. A strange tightness formed in the pit of your stomach.
How had you even ended up in this situation? Sharing a double bed with Tobi of all people. There was only one room left at the inn, and it came with one bed—one damn bed—and of course, he had convinced you that it’d be “fine” and that “Tobi is a good boy!” It was ridiculous, and now here you were, trapped in his ridiculous, clingy embrace.
You sighed, more out of frustration than anything else. His hold on you was surprisingly firm for someone who looked like a child in an adult’s body. His arm wrapped securely around your midsection, keeping you pulled against him like he was some over-affectionate pet. His hair—without the mask in the way—brushed against your neck, tickling you enough to make your skin crawl.
You grumbled under your breath, feeling a mix of annoyance and confusion. Why was he always like this? He invaded your space, poked and teased, and now—he was hugging you like you were some sort of stuffed toy.
“Is this guy serious…?” you muttered to yourself, trying to gently pry his arm off you without waking him.
But, as if sensing your attempt to escape, Tobi shifted in his sleep, mumbling something unintelligible and burying his face even deeper against the back of your neck. You could feel his breath tickling your skin, sending an unwanted shiver down your spine.
“This is so gay…” you muttered again, heat rising to your face as you realised how close his lips were to your neck.
Normally, you'd expect this kind of behaviour from him during the day when he was wide awake and playing his usual irritating games, but this? Hugging you from behind, face-to-face contact—without his mask? That was a whole new level of weird.
You groaned, shifting more aggressively now, hoping to wake him up in the process. Anything to get out of this awkward position. “Tobi, seriously, get off me.”
But Tobi, even in his sleep, was relentless. His grip tightened slightly as he shifted his body, now pressing even closer, his grown erection prominent in that position, like he was trying to get into your back. It was maddening.
You could feel your patience thinning with each passing second. The softness of his breathing, the warmth of his body against yours, the fact that he was clinging to you and being apparently turned on by whatever fucked up dream he aparently had, made you feel like some sort of pillow—it was too much.
“Tobi…” you growled, voice low but seething. “Wake up.”
A sleepy mumble escaped his lips as he finally stirred, his body twitching slightly as if he was coming out of a deep dream. "Mmm… Senpai?" he mumbled drowsily, his voice softer and way more deeper than you’d ever heard it, which would have caught you off guard in any normal setting.
You rolled your eyes. “Yeah, if you ‘senpai me ’ one time.” You growled when he didn't go completely off.
He finally blinked his eyes open, still half-asleep, and you felt him register what was happening. Slowly, as if the reality of his position hit him, he let go and shifted back, pulling away just enough to give you some breathing room. But his voice still carried that playful, oblivious tone as he chuckled softly.
“Aww, (Y/N)-senpai... Tobi just wanted to stay warm,” he mumbled, not even fully awake yet.
You turned over to face him, which quickly failed with Tobis hand securing your position to not see his face. You resorted to glaring in the dim light of the room.
"Stay warm somewhere else," you grumbled, rubbing your face in exasperation. "You're practically suffocating me."
You rolled your eyes, pulling the blanket tighter around yourself, as far away from him as you could humanely get. “Just... stay on your side, Tobi. And if you hug me again, I’m throwing you out the window.”
Tobi had a big smile on his lips and suddenly felt energised. “You sure you don't want some help with that problem from your beloved one and only Tobi?”He whispered behind your ear and grazed your neck slightly. Your reaction made him regret not activating his kamui.
You had flipped him over on the bed and straddled his hips and pinning his hands besides his black locks. That was the first time you saw his face, his pale complexion had you stare at his half scarred face. And his eyes, they were hypnotising you with their depth. They held so much admiration, that it slightly even creeped you out and at the same time appreciated in a twisted sense.
You just stayed like that for a minute, then you felt something grabbing your waist. With a panicked look down you only got a mischiefly grin as an answer.
A dark woody cold thing grabbed and tightened around your waist, going under your shirt.
“Tobi, just be normal for once” you snared slightly, too occupied to notice that Obito had something in his mind all that time and that he wasn’t even really listening right now. His sole focus was on how the moon was illuminating you in such a beautiful hue and how your eyes looked ethereal from that position.
He moved his arms to knock you out of balance and clashing on his half scarred lips. Obito enjoyed the moment, the wood wrapped around you tightens when you tried to pull up from the surprisingly soft kiss.
One branch snaked itself around one peck, letting Tobi feel your ragged heartbeat through the branch.
“Let me fucking go” You hissed against scared lip. Contradictory to your words your hips rutted back on the others bulge, getting a drawn out sigh of your name with a shudder from Tobi.
After one last push from you, you pulled yourself up with all the strength you could muster and clamped your hand on Obitos lower face. “Don’t even think about mentioning this to the others or you will end up dead” you threatened with a slightly trembling voice. Then his hand went from circling your thigh to your forming erection.
Your hips involuntarily pushed forward to meet with Obito’s lazy strokes as the vines started to travel under your undergarments, making you gasp as it grips your dick firmly. You leaned back, quivering but yearning more.
“Just lean back” Obito’s smooth voice could be heard but your mind was too occupied by the vine circling your tripping tip, making you spasm.
At first it was uncomfortable. The vine trying to wiggle in made you want to break out of the hold but Obito’s arms holding you there, didn't leave you any room to argue as tears pathetically were about to fall out at any given moment.
However after the small rod finally breached the ring, you felt invigorating for a small moment like it’s meant to be there inside of you.
Just soon after your world came crashing down with the gentle pressure he added. The unfamiliar but somewhat familiar feeling lets you relax into Obitos lap more and huff a bit for not feeling the imagined pleasure that was promised indirectly to you.
Just as you were about to protest a gasp was heared and you came undone. The resistance felt like a firework in your core as one of the vines nudges your prostate in a new way, you didn’t know was possible. Precum was lazyly dribbling from the stuffed hole and with one final push the pressure got too much.
You pushed your pants down, letting the white substance dribble into Obitos torso.
Black was already foaming on the edges of your vision and you began to lean down on Obito but just as sleep took you, you mustered out the rarely quiet voice of Tobi. “You look so beautiful like this” he reached out.
Obito had a tired but amused smile, stretching slightly before settling back onto his side of the bed however not really completely going to his side with you in his arms. “Sleep well...”
His face bare for once, looked almost innocent, even if his actions were far from it.
Obito’s laugh was soft, and somehow, even without the mask, he still managed to annoy your half asleep self. "Tobi will try to be gentler next time, senpai!"
You sighed, closing your eyes again, doing your best to ignore the lingering heat from where his body had been pressed against yours just moments ago. You just had to make it through the night. Only one night...
But deep down you hoped for another…
Maybe even more than just another

UmbrellaForTheRain Fri 03 Oct 2025 01:32PM UTC
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