#Toby Is So Adorable And Funny

[frary-us]

Toby Regbo ready "to go back into nonexistent NPC mode"

Nowallslive with Toby Regbo, James Northcote and Claire Lim on Twitch Part 2 -- July 31, 2024

A confused Toby making sure he wasn't involved in the Twitch Raid and then finally understanding what it was after James & Claire explained.🤔🎮💡😂

PS: Happy 33rd Birthday, Toby! October 18, 2024🥳🎂🎉🎈🙌

[frary-us]

July 24, 2014 -- Oh, Toby....😂

[cool-thymus]

Today i finished watching Naruto! And i found this gem in the ending credits: one pure team Minato hug! 💜🧡🩶

[frary-us]

Toby: "James, pull. Pull us, James. Pull, James! No, James!! James!!!"🎮😱🫣😂

Toby Regbo, James Northcote & Claire Lim all can't bear to look after their avatars fell playing Chained Together during the July 11, 2024 nowallslive on Twitch.TV

#31 Pull James. Pull James. Pull James. The dispair!! (x)

[ayy-lmao0]

Guys what if Toby Fox pulled some shit like

Imagine in the last chapter you finally discover who that strange someone was and it's the annoying dog beecause he's the creator of the game

[frary-us]

The 10th anniversary of Toby, Adelaide & Megan @ SDCC July 24, 2014 is a good excuse to rewatch/enjoy again this funny interview as they previewed Reign's S2.🤗😂

Reign stars Adelaide Kane, Toby Regbo and Megan Follows held court Thursday at TVLine’s San Diego Comic-Con interview suite, where they served up some royally awesome scoop for Season 2 of the CW drama.

[s1xseasonsandamov1e]

Joe Locke just posted this on his insta story😭

[iicarused]

##let us adore you

jeff the killer x reader / eyeless jack x reader / ticci toby x reader / UNEDITED

synopsis: general headcanons in which how you met them

beware: DARK THEMES / yandere traits, stalking, implied manipulation, mentions of murder &&* gore //: if there is any that i missed, please let me know !

envelope from the author: masky, hoodie, and kate chaser will be pt 2 of this:)

JEFF THE KILLER

he met you at a convenience store, how funny. this man planned on killing the cashier, take the cash and leave a meal for his cannibal friend out back, then hop to the next town over. yet, you walked through the aisles of the store at the dark of the night. do you know what kind of creeps are out here at this hour?

he waited for you to leave before he got the job done. you should feel relieved, you should feel like the most luckiest person in the world and it’s because he spared you.

“no, i’m staying back.” he would tell his eyeless friend. “it’s my business to know and for you to fuck off,” he’d argue. “i have a… dilemma.” jeff confessed. for someone he only caught a glimpse of, for a voice he only heard a faint whisper from, he didn’t know whether to stay just for you or to leave while he can.

you were a plague in his mind, because he searched for you. it took three days at most to finally find the dorms you stayed in, and another three to know your roommates schedule. everyone in the area was shaken from the murder, everything including you. but why?

he could not understand why you would lock your windows and double check if the door was locked. both of you lived in a secured building where security littered the grounds and constantly checked ID. jeff would know, he stole a carbon copy of himself (in terms of dressing style) just to make sure of your safety on campus.

“hey, watch it!” jeff barked at the random who sped by you. he fixed his mask and came to your aid, a gloved hand coming over yours to help you up from the grass.

“oh, they’re probably just late to class,” you breathed. “it’s fine, but thank you.”

through the thin lens of his sunglasses, jeff drank in your appearance. “they could’ve bumped you on to the curb side — it really ain’t, sweetheart.” you smell great by the way.

“but they didn’t.” you finally looked at him and smiled. “are you a med student?”

you’re so sweet. so pure, and he wanted to corrupt that. he wanted to see those pretty doe eyes flutter up at him like that again, for the sweetness behind your gaze was enough for him to melt. he wants you, no, he needs you.

EYELESS JACK

you were a curious one, a little too curious in this scenario. a detective in a case of which you were to figure out why bodies were missing organs — or why people were waking up with soreness to their abdomen to only find a stitched up wound.

you took this case as an eager detective who wanted to solve the biggest mystery of north america — but you felt as if you just signed your life away. in the next eight victims that fell to their demise, you made notes of when and where it occurred. it would not be until a night after talking with the sheriff and little too much rum, you found something.

to your horror, the first letter of every street spelled something. two words that nearly sent you running if it weren’t for something stopping you from leaving

“found you.” his voice was a gentle whisper, and almost incoherent if it weren’t for the dead silence in the room. you dared not turn but you felt if you didn’t, it would come closer.

the pistol is on your desk and you’re ready to make a ruckus for anyone on the street to hear. “what? was this just some silly little game for you to show me you could spell?” there were only two regrets you had in your entire life.

the first regret was that you wished you never lied to your mother of who broke the plate that was on the floor. the second regret was turning around and facing a being that was too intricate for you to understand.

“i like playing with my food.” he replied before lunging at you.

you made it out alive — but at the cost of remembering how those sockets were nothing but a void. the liquid that cried on to your face when he was on top of you, and that second, you took your pen and stabbed his side. — but that encounter made you more determined than before

this case turned into a game of cat and mouse, and neither of you know who is cat or who is the mouse. chasing each other became a source of entertainment, and conversations ensued between physical fights

he never intended on killing you, oh no. you were too… fun. the chatting, the hunting each other, the thrill of it all made him go crazy. with time, maybe he can finally sink his teeth into your skin without the murder aspect. he just wants to taste you.

TICCI TOBY

your name appeared on the file of people to “take care of.” why? he doesn’t know and quite frankly, he cannot care. you were just another name on the list that needed to be gone.

he would not lie that it took him ages to find you. the town you were supposedly at was a total flunk, and when he told the boss, he was told to figure it out. at this rate, he wanted you gone for the sake of his own sanity. yet, after a month and hopping two towns, he finally found you.

everything he had on file sprouted nothing but lies because you were a doll, quiet literally if he fixated on your skin. he watched the way you moved and the way you made it seem effortless to walk on two feet. he often tripped over his when gawking over you. your scent is just how he imagined it when he peered over your sleeping form.

you made him forget why he was in search of you in the first place. toby fantasized a lot about you: your curves, your voice, your walk, your life. he often daydreamed of it when watching from afar, especially when you went through mundane tasks such as grocery shopping. the only time he remembered why he was told to end you was when he questioned why you were such a threat.

turns out you were friends of a friend who was a foe to his boss — the eyeless man. he made it no secret when in turn he went to find jack, but he didn’t expect to meet you so soon! oh, this is way too soon, how does he look? is it okay, this setting isn’t the right place, i mean, you were supposed to be

“toby? just toby? that isn’t quiet threatening for a man like that, isn’t it?” you werent speaking towards him, but instead asking jack who snorted in return.

you were a prize on the shelf, and toby wanted to keep you behind glass doors. “listen — pal, friend — how about we make a deal.”

while jack couldn’t see it, your gaze was locked with toby’s the entire time. there was something behind them, something that you couldn’t quite place. you weren’t sure whether if it was a good or bad thing considering the work you found yourself in.

“i give you a useful warning from a boss, and i... tag a long sometimes.”

[koolaidoverwriting]

Hii! Could I request some general dating head canons for Toby?

GENERAL DATING HEADCANONS

CHARACTERS: Ticci Toby, Gender Neutral Reader

A little late, sorry! I did include the waffles joke. I will never exclude the waffles joke.

CW: It's All Fluff, He's Socially Awkward and Cute, Mentions of Childhood Abuse

TICCI TOBY

Toby was born into a life of violence; he's been exposed to it, been a victim of it, and he's committed it himself. You, along with his colleagues, are an escape from the raw and harrowing reality of his life. You are the person he holds at night, whispering to you how you make him better — how you two complete each other.

He vows to never treat you like his father treated his mother. He wants to keep you happy and satisfied, doing everything he can to provide you support But, he's insecure about the relationship and will often ask you for reassurance.

He's overly affectionate. Toby will want to spend a lot of time with you. You go on a date at least once a week — even if it's something small like watching a movie together in the living room. He's also real touchy, holding your hand whenever he can, caressing your skin just to feel your warmth, and giving you small kisses over your body that make you all bubbly.

There's gonna be some biting involved between you two. Playful little nips on your collar. Toby sees biting as a form of love, but he'll stop if you ask him to. He just likes hearing your flustered laughs.

Sharing clothes is a huge yes. Toby thinks you look adorable wearing his t–shirt or hoodie. In the winter time, he'll be sure to pass you his coat — even if you're already wearing one; he wants you to be warm! "My goggles look so funny on you!" he jokes all the time.

If you make him waffles for breakfast (or for any meal, really), he'll be overjoyed. He has his own waffle–maker collection and will absolutely look at waffle–makers on Amazon with you.

Toby got hurt a lot. He couldn't feel the pain, so he often joked about it. Now that he's with you, and he's seen how worried you get, he's started to take care of himself more. Toby's new–found self preservation is shocking to the other proxies, but to you it's sweet.

Toby likes playing with fire. Hell, he'd have the greatest time committing arson with you if it wouldn't endanger your life. On cozy nights, you may go to the backyard, start a bonfire and burn random stuff. He claims the stuff was found in the cellar; but you've definitely seen these items in Jeff's bedroom... Maybe that's why they have such a rivalry.

Toby's gallery has an album dedicated to you. Pictures of you he's taken; the selfies you've sent to him; pictures of you two. Toby loves it all! He's the type to spam your messages with compliments after you send a picture of yourself.

!!! toby having a waffle–maker collection is such a funny idea to me and only me i am so sorry guys. i love him though. fun guy. i definitely think he's a jokester type too. always cracking puns and joking about him getting hurt when it's not funny at all... then apologising when he sees your concern.

[frary-us]

Can never get enough of Tobelaide interviews --- especially the adorable & hilarious Toby's responses.😂💖

Adelaide Kane and Toby Regbo Talk REIGN Season 2 SDCC 2014

[veaspo]

gf who has cats and has cat hair all over her and when she hugs her bf he gets it too (jeff and ej and toby) :3

i fw cats💯

CREEPS X CAT.LVR!READER

JEFFERY WOODS // JEFF THE KILLER

-> he gets SO mad everytime you hug him

-> jeff likes cats but he cannot STAND the shedding some of them do

-> he thinks its funny how much cat hair you always have on you no matter how much you lint roll.

-> he loves you and your cat though.

JACK NYRAS // EYELESS JACK

-> lowkey in love with your cat more than he's in love with you

-> he just loves how adorable your cat is.

-> jack loves when you hug him because its you and then he also has a piece of your cat with him

-> he hates trying to get the cat hair off of him though

TOBIAS ROGERS // TICCI TOBY

-> he cuddles with your cat and you a whole lot

-> so he has an equal amount of cat hair on him too

-> when you two hug, you two literally exchange the cat hair 😭

----------

bark

[frary-us]

tobyregbo Here come The Mitfords! First look at OUTRAGEOUS in @vanityfair (link in bio). Passion, prison, rebellion and Nazis. Coming to a screen near you (and your eyes) next year x. (x)

So happy to see Toby Regbo promoting his newest acting project. I can't wait to watch it.🎬🎭💖🙌

[heartfullofleeches]

ITS MY BIRTHDAY TODAY🎉🎉🎉🎉 I was wondering how my favorites would wish me a happy birthday, Tobi, the cafe, host, static, the supernatural harem and the fast food, if that’s too many you can shorten it but I really wanted to have some of my favorite characters from my favorite writer congratulate me on my special day! BTW I’m the one who sent the Prince leash ask, I don’t know if you got it but I accidentally did it anonymously

(The Cafe was a bit too much for me to get this out to you the same day, but I hope you like this regardless! On the bright side, I did get your Prince ask and am working on that too. Happy birthday, chief!)

Tobi:

Has never had a birthday himself, but they know what they are and their significance to humans other regular people. Tobi's the kind of guy to surprise you with presents year round, but as your birthday rolls around they keep items you've had your eye on in their back pocket to gift you on your big day.

Its too embarrassing for them to give you in person, but Tobi creates a collage of all their favorite pictures of you to put up somewhere in your bedroom. Tobi loves baking and cooking so a homemade breakfast, dinner, and your treat of choice would be on the top of their list of surprises for you.

Host:

"Looks like it's a special someone's birthday- Those only come around once a year, you know? If - that's how you want it, anyway."

That time already? Time is a tricky thing for Host to wrap his head around. He could've sworn the last one was just yesterday. It hardly matters. Everyday could be your birthday- Contenstants come and go, but you'll always be his star.

That would, of course, wear the novelty of it all thin. Host is more than happy saving the pinnacle of his gratitude for you as his co-host for that one day. That day's contestants better be too if they want to leave with all the parts they came with intact.

Which is his funny way of saying they won't get any cake.

Static:

"Happy birthday to you.... Happy birthday to you...."

Hunts for every variety of birthday song they can find to serenade you with the second daylight bleeds into your room. Static's disappears predating your birthday can swiftly be explained by the trinkets they bring you, majority centered around the shows and movies you've watched together it knows you adore most.

They'd attempt to rope you into another movie night with you in full control of the remote since it's their favorite way to bond with you - and it's optimal cuddle time.

Supernatural Harem:

"Baron, must you make everything a challenge?"

"Piss off! I left enough room for you two to put your names on the cake.... Maddox more importantly than you, but still."

"We appreciate the consideration, but... Where are we supposed to write "happy birthday"?"

Nothing like waking up on your big day to your Demon husband roommate swearing today will be the day he slaughters your Angel husband roommate. Luckily, your Grim Reaper spouse roommate has the expertise to ķeep you soothed until things cool over long enough for all of them to prepare breakfast for you.

Baron stalks you around to shower you with mandatory birthday kisses- only to get pouty when he's done before noon and continues well past the age you're turning. You'll be older than all three of them by the time he's through.

Maddox, as usual, fills their journal with sketches of you to unveil at the end of the day. Their art skills is the only thing they're proud of in themselves and monetary possessions don't hit quite the mark they're trying to reach when it comes to presents they like to give. If you're a gamer/a fan of stuffed animals they'll pick up a couple so they can use them when you're away and they miss you.

The first birthday you celebrate with Alasdair has to be one to remember. He's watched you from the sidelines for years and now it's finally his chance to do what he's always wanted. It may be a tad selfish of him in hindsight, but he'll pull you aside the day before or after to enjoy a relaxing evening with just the two of you.

Fast Food:

"Code C! I repeat, Coqde C - The clown is loose!"

Birthday? Well you can't expect to have a celebration without the designated party planner, can you? As everyone closes up the restaurant early to commemorate your big day, Twister hoovers over the crew to insure everything goes swimming. The Janitor follows behind it with their trusty spray bottle to keep the clown in check - its the only excuse they have not to give their present to you by hand because they're too embarrassed.

The bathroom Succubus would insist on you opening her gifts to you first - if a certain goat wouldn't pout over it all day as a result. The ballpit hands shower you with all the shiny items lost in their depths. The Storyteller reads you the tale of someone who's birthday happens to fall on the same day - where nothing bad occurs and the universe smiles kindly in their favor.

The ice cream machine ghost whispers in the ears of customers they'd better wish you a happy birthday or be prepared to have dairy filled nightmares

[frary-us]

#41

Toby Regbo live with James Northcote on Twitch | July 31, 2024

[or0ch1maru]

So lately I’ve been noticing I get sudden urges to bite things I think are cute. I think it’s called cute aggression? But anywho, how do you think the Akatsuki members would react to their S/O biting them out of the blue as a means of showing affection. Or someone who doesn’t communicate in the normal way and uses more touchy-feely means of communication?

Omg this is so freaking cute. What’s funny is, I’ve been having the same urges too. One day I’m like let me sink my teeth into Tobi’s arm(only if he was real) but on a real note, I’m feeling sm better. I’m still stuffed up but that can’t be helped lol

Warnings: mention of head, sexual innuendoes(just had to spice this up just a lil bit)

Hidan:

•idk why or when this thought came into my mind but I fully believe Hidan gets turned on when bitten. (Please tell me at least one of you see that too)

•anyway, when he figures out it’s an affectionate thing, you know damn well he’d show off his bite marks from you with pride.

•if he hasn’t felt your teeth sink into him at least once a day, he’ll get worried. Feeling that suddenly you don’t care for him. And he’ll cling to you until you bite him or at least give him some kind of reassurance. (He’s a big softy)

Kakuzu:

•would be caught off guard at first and will most likely hit you with the good ole’ “the hell you doing?” Question. Kakuzu would watch with a raised eyebrow as you explain your reasonings but shrug it off

•just like Hidan, he wouldn’t care who saw the bite marks, or what assumptions people would come up with when noticed. He’d be content that you have your own special way of letting him know you love him

•Kakuzu would purposely go without his cloak, or shirt for that matter, leaving his arms fully exposed just for you. His large arms would wrap themselves around you, pinning you to him just to feel your teeth in his skin longer(would genuinely enjoy the pain, a good hurt he’d call it)

Konan:

•would let out a soft whimper or even a moan when she feels your teeth sink into her skin. Cheeks flushed when she discovered the reason behind your sudden chomp

•really enjoys when you bite her forearms or collar bone area. Despite your constant apologies for making her bleed once(it left a scar) Konan loves it. Runs her fingers over the spot daily. A reminder of her love waiting at home for her

•the act of biting May come off aggressive or sexual to others, but Konan considers it a kind and intimate gesture. A love without having to use words all the time makes her heart flutter and loves actions as she isn’t one to talk too much

Pain:

•his curiosity is peaked the very first time you do it, he goes over the many possibilities of what it could mean. He gives you a soft smile and a gentle caress when you tell him “you’re cute, can’t help it” as an answer

•loves, and I mean LOVES when you bite near his chakra rods. His skin is so sensitive there and it just does something to him. Sometimes you might end up with your face buried into the mattress or better yet, in his neck, sinking your teeth into him as he fucks you like his life depended on it

•loses his mind when he looks down and sees you look up at him with your adorable doe eyes while your teeth are locked in. (Your favorite place to hangout is under his desk while he works on planning missions and tasks so time to time youll chomp his thigh or the one hand that sits in his lap)

Tobi:

•lets out a yelp the first time it happens, catching the poor boy completely off his guard. “W-what was that for senpai?” He’d stutter out, looking down at you through the eye hole of his mask. “You think I’m cute? Really? Aww you’re so kind to Tobi”

•after that first time, he’ll encourage you to do it. Wanting it multiple times a day sometimes. On other occasions, he’ll tease you, and make you work for it. “You want to bite Tobi? You oughta catch me first” he’d explain before bolting down a random corridor

•now, if you happen to catch him when he’s in a mood, Tobi will turn to Obito so quickly. “Baby thinks I’m cute eh? Why don’t you show me how cute you really think I am” his tone turns almost stern as he guides you by the neck until you’re on your pretty little knees in front of him, the tip of his cock prodding the back of your throat

Zetsu:

•would be very confused at first, and would take a while to process the whole thing. “You really think I’m cute? But why bite me? That’s kinda backwards isn’t it?” Black Zetsu would ask. “It’s a form of a compliment. I understand now” white Zetsu would coo towards you

•Zetsu would pull you into his lap whenever he’s feeling a bit more needy, giving you silent permission to sink your lil teeth into him.

•wouldn’t care where you bite him, as long as you’re careful/gentle when it comes to his leaf’s? Pinchers? Prefers you stayed below his neck. Arms, chest, thighs, are acceptable places to him.

Kisame:

•just like Hidan, would probably assume it’s you Initiating sex, would be turned on right away and would most likely end up fucking you that first time. Would feel bad that it was a sign of affection and he turned it sexual.

•LOVES feeling you dig your teeth into his biceps. And has asked for you to make him bleed. Wants his upper arms to be littered in cute teeth scars. Kisame adores physical touch, and truly cherishes any form of intimacy you give him even if to others it may come of bizarre

•isn’t worried about being vocal. Will let out groans, grunts, and the occasional moan whenever you sink your pearly whites into his skin.

Itachi:

•realized from the very beginning what your bites meant and he fell in love with you all over again. Apart from having someone love him the way he’s craved it all his life, the way you SHOW him love is what sends him to the moon

•plays with your hair, rubs your back, or caresses the side of your face, as sit against him with his flesh between your teeth

•finds your biting to be angelic almost. The feelings that wash over him when you show your love for him makes him euphoric

Sasori:

•like Zetsu, he would be kinda confused at first, also trying to understand the science behind ‘cuteness aggression’

•Sasori would become concerned, hoping you don’t hurt your jaw or fuck up your teeth(since the man is a living puppet I couldn’t imagine him being considered ‘soft) but let’s just say he was soft and flesh like, he would be intrigued by the feeling

•I feel like he wouldn’t get turned on per se, but would definitely get some kind of thrill from it. Would love when you focus mostly on his neck or shoulders

Deidara:

•like Kisame, our explosive babe would be rather vocal about it. But he’d be more whiny. Whimpers, soft cries, whines would slip from his lips every time he feels your lips touch his skin and your teeth dig into him(deidara gets flustered so quickly when it comes to you)

•would be down and into the idea from the very beginning. Doesn’t even question you, just shrugs and encourages you.

•if you happen to bite him and he gets in the mood, which happens time to time because our baby is so enamored with you, i definitely think he mouth hands would come into play somehow.

Orochimaru

•who are we kidding? This man is INTO it. He loves sinking his fangs into you in general so when you turn around and do the same back, he’s so ready to put a ring on it.

•would beg and plea for you to leave scars on his skin and make him bleed. Wants you to nip and bite in places that are visible, but also doesn’t mind if you go for his chest

•his hands would find your hair, or would gently stroke your back whenever you decide to grace him with your biting. Orochimaru would feel honored that you find him cute enough that words can’t express it, that you have to do something physical to show it

I hope you enjoy this! I can’t wait to be sent more and more requests😩I’m loving everything I’ve been sent in! Love you all😘😘

[detectivestucks]

The Bet

18+ Content, Minors do NOT interact

Pairing: Tobi x F!Reader

Summery: You are relatively new to the Akatsuki and your best friends Konan makes a wager with you. When you lose, you're forced to take Tobi on a date.

Warnings: NSFW, canon violence, mentions of biting, fingering, oral-male receiving, unprotected penetration, facial.

Word Count: 4.8k

Anon Ask via DM: Been getting a lot of Kakashi request so I was happy to write for Obito again :)

Tobi always had eyes for you. 

Nothing happens in the Akatsuki without his approval but when Konan asked Pain to let you join their troop of miscreants, Tobi overwhelmingly approved of Pain’s decision. You were skilled, vicious, and adorable. You captured the attention of every man you came across. Even when fighting enemies your beauty captivated them. They shamelessly flirted with you as you battle to the death.

“Come on gorgeous, why don’t you drop the katana and I‘ll take you on a nice date?”

“Wow, strong and beautiful. Maybe after this I can take you to dinner.”

“Keep trying to kill me and I might just ask you to marry me.”

The pick up lines were pathetic and met with a resounding rejection that was usually followed by ending their lives. 

Yes, Tobi had eyes for you alright. He felt a twinge of envy for anyone who joined you on missions because you were a brilliant sight to behold when you hunted your target down. You weren't a victim to the harsh realities of the shinobi world. You were the harsh reality of the shinobi world. 

Always hanging around with Konan, the two of you whisper to each other whenever you’re at the hideout between missions. The other members always came over to talk to you, trying to impress you with boyish charm and corny pick up lines. They would leave you in a fit of giggles and whispers while Tobi watched from a distance. He wanted you as much as the other guys but he had a double life to worry about. He’d leave the rest of the crew to hopelessly fawn over you and your seemingly high standards. 

One afternoon the two of you are chatting away in the corner of the main room laughing at Deidara and Hidan who are putting on an impressive display for you both when Tobi walks through. He runs up to his partner and clings onto him for dear life, pretending to be a damsel in distress

“Oh Deidara! There was a mean man outside! Make him go away with your very impressive art.”

He tilts his head to the side and you just know he’s batting his lashes below his mask. You and Konan crack up at his ridiculous mini play. You enjoyed Tobi. He was funny and pissed Deidara off constantly. He was the much needed comic relief amongst a bunch of moody, brooding, arrogant rogue shinobi. However out of all the guys in the gang he was the only one you weren’t interested in. Even Zetzu had a better chance ending up between your legs than the orange masked idiot.

Konan sees you laugh a little too hard at Tobi and nuzzles her lips against your ear,

“What do you think Tobi’s like on a date?”

“Oh gods I hope I never have to find out. He’d probably cling to his girlfriend the way he hangs on Deidara.”

You both snicker at that, certain it’s true.

“Care to make a wager then?”

Konan piques your interest and you lift a brow at her.

“Next mission, the woman with the least kills asks Tobi on a date.”

You turn to her with your mouth open. “Konan! You seriously are willing to keep living here if you lose?”

“Oh I’m not losing.” she says, crossing her arms.

“Well I’m sure as hell not losing either.”

The both of you continue to stare at your animated comrades when you speak again.

“What does the winner get?”

Konan snorts “Not going on a date with Tobi.” 

“Besides that!”

“I don’t know.: She thinks for a quick second. “They have to invite their crush into their bedroom.”

Your eyes dart around the room, not sure who to choose. There were a lot of guys in your gang that you wanted to sleep with. Pain was off limits cause of Konan but Kisame was ripped and had that sexy predator thing going for him. You bet he bites and when he does, it breaks the skin. Then he probably soothes your wounds by licking up the blood while he fucks you stupid on his cock. 

Your eyes pan over to pretty boy Deidara who was gorgeous with hair you wanted to pull while his mouth lapped between your legs. You thought about all the sinful things the mouths on his hands would do to you and it makes you cross your legs.

You look at Hidan who was crazy hot and twisted. You could see him getting freaky during your period and you wanted to surrender to the ‘way of jashin’ for just one night, letting him do whatever he wanted to your naked body. 

Lastly you peer over at the quiet Itachi. Reserved, kept to himself, and well mannered. The kind of guy you could bring home to your mama but was probably a filthy boy in bed. You imagine him slapping you and calling you degrading names while his eyes glow red.

“Can’t decide, huh?” Konan says with a light jab. 

“Well not all of us joined the Akatsuki with our childhood crush.”

“Don’t worry, you won’t have to choose. Cause you’re gonna lose.”

You open your mouth and look at her pretending to be gobsmacked. “Oh it’s on!”

****************************************************

Konan picked a good time to wager her little bet cause your next mission was a full fledged raid. One thing you envied about Konan was her ability to make shuriken out of paper, leaving her with an endless supply of weapons while utilizing minimal physical effort. You on the other hand had incredible speed but only two kunai and a katana at your disposal. No one could match your lightning speed, not even the raikage himself. But you could still only attack up to two targets at a time. 

The night was long and the body count was high.

…and Konan was kicking your ass. 

You were desperately trying to take out more targets than her but her range was so much farther than yours. You were needlessly brutal, terrified of the horrible date night that was to come at the end of the mission. The first rays of light shone over the rooftops when the two of you finally made your retreat. 

“Your count?”

“78” you pant

“Ha! I win! 102”

“Shut up!”

She only smiles back at you.

“Fuck! Now I have to ask out Tobi.”

“Sucks to suck”

“Oh gods, what if he wants me to suck his dick?!”

“You better open wide.”

You shove her off the tree she jumped on but she caught herself by creating paper wings and flew the rest of the way home. Smug bitch.

You meet up just outside of the hideout, entering together. As soon as you walk through the threshold Konan begins to shout. 

“Tobi! Y/N needs you!”

“I hate you so much right now.” You grumble under your breath.

She sticks her tongue out at you, “Deal with it. I’m gonna go find Pain.”

She leaves in a twirl just as Tobi timidly enters the room. 

“You needed me, Y/N?”

“Yes…I have something to ask you.”

Tobi just stands there, staring at you behind his mask, head eerily tilted to the side. Gods he’s so creepy. You begin to wring your hands in front of your stomach, building the courage to ask the dreaded question.

“Tobi…would you…” you bite your lower lip in the most adorable way and Tobi can feel his heart twist in his chest. “Would you go on a date with me?”

“Oh.”

You stare at him, unsure of what to make of his response. Maybe he was going to reject you. Maybe you won’t have to go on a date at all. Thank the heavens.

“What do you have in mind?”

“I-uh…” Fuck! Now I have to plan the date too?! Konan I’m gonna kill you. “I hadn’t decided yet.”

There was a moment of silence between the two of you.

“Do you want to go or not? Cause I can go ask one of the others if you’re not interested.”

Tobi scratches the back of his neck and responds in his childish tone.

“Geh, Y/N, I’d be happy to go on a date with you.” He brings his hands together in front of him and tilts his head to the side in a feminine display, “I just wasn’t expecting it is all.”

It took everything in you not to cringe so instead you force a laugh. Maybe he was just trying to be funny. Yeah, that’s it, he was trying to be funny. 

That night you get dressed in a long flowy pale pink skirt with slits along each thigh and a fitted cream colored top with corset detailing around the bust. You hoped one of the other guys saw you in it and would knock on your door later to show you how a real man treats a woman. For now, though, you needed to focus on making it through your date with Tobi.

He knocks on your bedroom door and you walk over to answer it. Tobi stands before you in a fitted black shirt and black pants covered in a long black kimono adorned with a dark gray geometric pattern. It wasn’t a bad look but he hid every inch of his body from everyone as usual.

“Wowzah!”

You smile and roll your eyes. “What, never seen a proper woman before?”

You turn around and retreat back into your room to grab your cream square heels, sliding them on while balancing yourself with Tobi’s arm. 

“So where are we going?”

You look at him and smile playfully “You’ll see.”

You grab Tobi’s hand and pull him through the hideout, heading towards the exit. As you walk through the common area, Tobi looks to the side and sees the jaws of Hidan, Deidara, and Zetzu fall to the floor. He can’t help but feel a swell of pride at their jealousy. 

The date, however, was terribly awkward. You tried your best to be flirty but you had no way of telling how Tobi felt. You couldn’t see him smile or blush. You couldn’t tell if he was staring at you with interest or anger. It was extremely one sided and uncomfortable. You did your best to sell the lie but it was probably painfully obvious that you didn’t want to be holding hands with a big masked baby. 

On the way home you sway as you walk next to him, both arms hugging his right one, trying to maintain a normal conversation. It occurs to you that this might be your only chance to ask the burning question everyone in the Akatsuki is thinking.

“Tobi? Why do you wear the mask?”

“Because I don’t want anyone to see my face of course!”

You roll your eyes. “Okay but why don’t you want anyone to see your face?”

“That’s for Tobi to know.”

You shake your head “What, you ugly or something?” You squeeze his bicep flirtatiously. “You get stuck in a house fired and are covered in scars?”

Tobi goes stiff in your hold. You drop his arm and bring both your hands up to your mouth.

“Oh shit, I’m sorry. I was only joking!”

Tobi walked next to you in silence. If you thought it was awkward before, that was nothing compared to the embarrassment you felt now. 

“Tobi, you’d have nothing to be embarrassed about you know. It’s not like you’re the only freak in the circus. I mean. Kisame is practically a shark, Sasori lived inside a puppet, and Hidan drinks blood to become a skeleton.” A hot ass skeleton but Tobi doesn’t need to know that. “We’re all weirdos.”

Tobi still doesn’t speak but his body relaxes some. He was getting a little easier to read but you still couldn’t wait for the night to be over. He creeped you out and you still had no respect for him. He was a fool even if he was kinda funny. 

You finally make it back to the hideout and much to your disappointment, everyone has gone to bed. Tobi walks you to your side of the hideout next to Konan’s room and awkwardly gives you two pats on the shoulder before telling you he was off to bed in his high pitched kid’s tone.

You turn to unlock your room with a signature roll of your eyes relieved the night was over.

“Pfh, what a loser, bet he’s never even made a girl cum in his life.”

As Tobi’s walking away he overhears you and stops dead in his tracks. He knows that he’s playing a fool but it wouldn’t hurt to teach you some manners and show you who’s really in charge of the Akatsuki while he’s at it.

Just as you open your door you feel two gloved hands tightly grip your biceps. Someone had snuck up behind you.

“What’d you say?”

The voice was rich and deep. It was a cold blanket that covered you with fear and made chills creep down your back. Your breath falters. You didn't dare turn your head.

“Tobi?”

He pushes you into your room with a finger shoved into your spine between your shoulder blades.

“Would you like to test that little theory?”

You turn around, face painted in fear as you search Tobi’s orange mask for answers. He slams the door closed behind him. Tearing off his robe as he swiftly steps forward causing you to retreat away from him backwards. You’re too distracted by the sudden change in his demeanor to notice the bulging muscles poking through his skin tight shirt before he picks up a shoe and throws it against the wall to kill the lightswitch. 

You reach your arms in front of you, ready to push him away but he somehow passes through them and has a grip on your hair while he is sucking on the skin of your neck. An involuntary pleasured grunt escapes you, realizing he discarded his mask and has his lips locked on your skin. You keep trying to push him off but every time your hands pass through him while his grip against your hair remains solid. You couldn’t figure out how it worked but you were starting to no longer care as he created various bruises along your collarbone. You begin to pant slightly, feeling arousal pool between your legs from how he nibbled against your sensitive flesh. Your mind was slowly fogging over and in your haze you wanna hear his voice again.

“T-talk to me. I wanna hear you s’more”

“And say what, Princess? Tobi isn’t my real name?”

His voice was smooth and intimidating. It made your eyes roll to the back of your head. You lean your face against his.

“Yes, tell me more.” you whisper

“What do you want to hear? That I’m the actual mastermind behind the Akatsuki and you are all my little puppets?”

You begin to lift your leg and wrap it around his waist. Panting from how his baritone tickled your mind.

“or that I’m going to fuck you like a whore right now and turn you into my personal concubine.”

“Yes”

You lunge for his lips, hands clawing the back of his head to pull him into you. You had never been so attracted to a voice in your life. You had no clue what he looked like but you knew he had adorably messy hair and scars on his face. You could feel the tough skin with your lips. He backed you all the way over to your bed and switched places with you so that he could take a seat before pulling you into his lap. 

You straddled him, your heat pressing over his concealed boner, while you feverishly made out with him in the pitch black room. Your kisses left his lips and traveled over the ridges of his face, sucking and breathing on the battered skin he was afraid to show, before you licked a stripe up his cheek. 

He anchored you at your hips and pulled you down on him while he rutted up into you. You cried a needy moan into his ear as your fingers played in his hair. 

“My, my, I think I can make you cum without even touching you. You’ve got yourself all worked up over a little conversation and sitting in my lap.”

You groan at the sound of his voice and begin to grind on him, needing the friction while you kiss his lips. You rub your chest against him as you work yourself up into a frenzy. He reaches behind you, looking for how to take off your shirt when he gives up and opts to rip it off of you instead. 

You let out a small cry, partly in awe of his raw strength but partly because that was one of your favorite tops. 

“I don’t tolerate anything getting in my way.”

“Uh-huh” you agree breathily, cupping his face in your hands, recapturing his lips with yours. As much as you want to keep hearing that velvet voice, you want the lips that form the words to be interlocked with yours. Your arms wrap around his neck as you push your barren chest against his clothed one. His hands explored your soft back. You were glad to feel his fingertips dance over your skin and not his leather gloves. You wondered if you’d get to feel all of him tonight. You could tell how toned he was through his clothes and were dying to lick and nibble his chest. 

“Tobi,” you pant against his face, “please make me cum.”’

He hums and grabs you at your thighs flipping you onto your back and kneeling over you. Your hands continue to explore all over his upper body, running up from his forearms to his biceps, sliding over his delts, and tracing down his traps before sinking your nails into his rhomboids. He grunts into your neck. Arousal puddling in your underwear at the sound. 

You wrap your legs around his waist, lifting your hips and grinding into him some more. Panting and needy, the mystery of him increasing your desire. Tobi grabs the front panel of your skirt and pulls it aside, yanking your panties out of the way. You drag your lips along his jaw. 

One of Tobi’s fingers traces along your slit, collecting some of your slick and smearing it along your sensitive nub hidden within your folds. You twitch from the sudden contact and can feel him smile against your face.

“Someone's sensitive.”

A high pitched “mhm” comes from you as you push your face against his. His thumb casually rubs circles between your legs. Shuddered moans expel into Tobi’s ear as your arms slide back up to Tobi’s neck and wrap around him tightly. He lets a finger slip past your entrance, stroking in and out twice before being joined by a second. 

Your eyes snap shut. He pumps his fingers in and out of you. Your head falls back in pleasure as he scissors you open, playing you like a violin. You squeeze around him, soaking in how it feels to be touched for the first time in over a month. Back in your village you were a menace and well hated but you were never short of male companionship, even if it always ended terribly. Once you officially became a rogue ninja the world was much more lonely than expected. You had imagined it would be different once you joined the Akatsuki but to your own surprise, you didn’t take a lover till tonight. Short of breath you manage to wheeze out,

“Thank you Tobi”

“Good girl, you know your manners.” 

His condescending praise filled you with butterflies when spoken in his bassy tone. You respond by nibbling on his lower lip. You so badly wanted to rip off his clothes but you didn’t dare, too afraid he’d stop. Instead you softly beg into his ear,

“Please shove your cock into me.”

“Of course, Princess. How can I say no when you ask so nicely.”

A small cry of excitement whines past your lips. He darkly chuckles at your neediness. What a sharp turn from the bitch who tried to make a mockery of him by asking him on a date as a joke.

He’d make you pay for that. He intentionally wasn’t pursuing you before but since you sought him out with your farce, now he’d take full ownership of you. You were going to be his property now. He wasn’t talking dirty when he said you’d become his concubine. He meant it. You’d be chained to him, only let off your tether during missions. 

He opens the front of his pants and slips into your quivering entrance, stretching you uncomfortably as he pushed his excessive girth into you. A pleasured wail drew from your mouth.

“What a good girl. Tell me Princess, do you want more?”

“Yes!”

You cry the word. He pulled back slowly just to plunge back in. You sink down into your mattress, getting shoved into it deeper with every inward thrust. It was rough. There was nothing gentle about the way he fucked you. His swollen head pummeled into you, dislocating all your organs. He folded you in half as he pushed in. Your knees found a new home by your ears, his body pinning the backs of your legs, pushing your thighs against your chest. In the darkness he could see the whites of your eyes as they rolled back in your head to look at your melting brain. 

Your mouth was left agape. You were babbling and drooling from his dick dragging in and out of you. You swear you’d never been fucked so good in your life. He brought you to tears on his schlong, pistoning in and out of you. Your nails digging into his back once more.

“Gods damn, Princess!”

Tobi was struggling to maintain his domineering composure. He was losing himself inside of your pussy. It gripped around him tightly. The pink muscle constricted around his member, attempting to milk him before he was ready.  “Eager little fucking slut.”

He husked between thrusts. You body fell limp. You became a rag doll under him. The only part of your body that was tense was your gummy walls which held onto him with a death grip. He pushed his sweaty forehead against yours. Holding the back of your head.

“Fuck this pretty pussy. It belongs to me now. You belong to me. Understand?”

You wished you could’ve answered. You would’ve told him yes. You would've told him that you’d never leave his side. That you’d bend over for him anywhere. You’d wrap around his dick whenever he needed you to. You would willingly degrade yourself in the middle of battle if he wanted. You were addicted to him and you weren’t ashamed to admit it. 

His speed increased. He was about to cum. He brought himself all the way to the edge before he pulled out. 

“Stick out your tongue, Princess.”

You opened wide as he shot his load all over your face and chest. Your body still bent in half; your feet resting over his shoulders. He took the palm of his hand and smeared his fluids all over you. Rubbing the glossy substance into your skin and pushing it into your mouth. You hummed happily which made him melt. He allowed your body to unfold and laid his full weight on top of you, arms possessively threading around your waist and pulling you close. 

You lost your breath. Your mind became a swimming intoxicated mess in his hold. You nuzzled your face further into his shirt while his cum dried on your face and skin. He never undressed. His shirt still on, his pants pulled up. He was a complete mystery to you and now you were invested in solving it. You were his but he was about to be yours just as much. Soon, you’d break him…soon. For now you slept sheltered in his arms.

****************************************************

The next day you both emerge from your room close to noon. The majority of the members of the gang were rough housing together in the common area. All turned still as you came out holding hands with Tobi.

“Holy hell…”

“You two?”

“Are you fucking kidding me?!”

You couldn’t bring yourself to make eye contact with any of them and instead chose to look up at Tobi’s mask. Eyes locked on the face you weren’t sure you’d ever see. Tobi though had a far different reaction. A smug idea popped into his sick mind. It was time to show everyone that you had an owner now and he wasn’t going to entertain any of these brutes trying to encroach on his possession. In his childish voice he called to his comrades.

“Look at my new toy everyone!”

He yanked on your hand so that you were whipped around standing in front of him, your back to the room. 

“Y/N, suck Tobi’s cock. hmm?”

“Yes, sir”

It was embarrassing and made your face heat up but you felt your mouth water as you knelt down before him nonetheless. On your knees, you open the front of his robe and untie his pants, pulling out his thick cock.

“What the hell…” you hear Konan behind you in complete disbelief. 

You let his pulsing length rest on your bottom lip while you look up at him. His chest rumbles as you slip your tongue out and under his weighty member before opening wide and sliding him all the way down your throat. He grips your hair with one hand before looking up at the shocked faces around the room.

“Y/N belongs to Tobi now. Look how good she’s taking my dick, slurping on it like a good little pet!”

Lewd gargles and squelching sounds came from your mouth as you bobbed back and forth along his cock. He was humiliating you in front of everyone and it was making you wet for him. Your hand came between your legs to rub yourself.

“Aww how precious. She’s even playing with herself for me. You see that everyone?”

You wanted to die from embarrassment but you couldn’t help yourself. The taste of him is addicting. He had you out of your mind.

“Here Princess, let me help you.”

He brings both hands into your hair and pushes you down on him. He thrusts into you at the same time causing you to gag around him. You hear him grumble in delight. You open your jaw and allow him to plummet all the way in. Throat constricting around his tip as it slips past your vocal cords. You hum in contentment, forgetting about everyone watching you. You close your eyes focusing on him and how he feels in your mouth. One hand rubbing your clit more harshly while the other clutches his thigh. 

Tobi’s facade almost slipped. He felt high from the way your warm mouth closed around him. He had half a mind to say he loved you. He opted instead to cease talking so as not to give away his cover and instead simply grunted as his hips snapped into your mouth. 

The remainder of the room watched in stunned silence at the pornographic scene before them. They watch the orange mask fall backwards, looking up at the ceiling as Tobi was close to cumming. The jealousy Deidara felt had him storm out of the room. Konan had an uncomfortable guilt crawl over her skin but little did she understand, you were in heaven. You whimper as you touch yourself, bringing yourself close to an orgasm. The sounds make Tobi hammer into you faster until you feel his hot spend shoot down your throat. Your walls clench around nothing and you bring both arms to wrap around Tobi’s wait, holding yourself all the way down on him as you hug around his waist. 

Tobi so badly wanted to coo in your ear and praise you. Tell you what a good girl you were but he couldn’t muster his carefree sound. Instead he pulls himself out of you and grabs your wrist. He yanks you back into your bedroom and slams you up against the door with the two of you on the other side. 

“Fuck Y/N, you’re such a good girl for me. Here, let me reward you.”

You mewl for him, your lip quivering at the return of his deep voice. He twists his mask to the side gaining you access to his lips. You pull them into you while he lifts you up, slipping his wet length between your folds and fucking you against the door.

The banging can be heard by the group on the other side, sitting in the common area.

“Shit…it was supposed to be a stupid prank.” Konan confesses. “What the hell happened last night?”

If only they knew…

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