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The Naked Jewel Thief (Reboot)

Summary:

Sitting on top of a rooftop while waiting for the sun to go down, Rouge is bored out of her mind with nothing to do other than wait. However, all of that changes when she spots a young fox boy with two tails being chased by a pair of fox bullies. Curious and eager to save him, the naked bat knocks them out before taking him back to her rooftop where she gets to learn more about him than she knows. And the young fox boy known as Tails is going to be learning more about her beyond just education.

Notes:

(See the end of the work for notes.)

Chapter Text

On a beautiful sunny day in San Francisco, everyone was going about their daily lives. Birds were chirping. Ships were pulling in. The adults were working their daily jobs and the children were playing and enjoying their lives with some families going to the beach. It was simply a very peaceful day. But there were some who lived outside of those conforming lifestyles and lived life their own way. One such being a naked, voluptuous bottom-heavy bat known as Rouge as she was sitting on a rooftop with only her smartphone and a pair of white thigh-high high-heel boots with steel-toed hearts on them along with a pair of white opera gloves laying on the side. Sitting on what appeared to be a beach chair with a sunbrella that she stole not too long ago, she groans,

“Ugh. I’m so bored. There’s literally nothing to do around here except skinny-dip and steal some clothes from some rich passersby to blend in here and there. I could fly anywhere I want, but I’ve seen so much to even give a damn about what’s going on. I wish something would happen to pull me out of this rut. And I have to wait all day until the sun goes down, so that I can rob the bank. Ugh… what’s a woman to do~?”

But as she was moaning and groaning about her current situation, she suddenly heard running and whimpering below her. Feeling curious, Rouge gets off her chair to look down for the source of the noise. As she searched, she suddenly found a young fox boy with two tails and wearing a pair of shorts and a shirt with wrenches crossed together on it and he wore a pair of red and white shoes. He was running away from a pair of taller foxes and he was yelling for help as he ran. Watching from the rooftop in disgust, Rouge says to herself,

“Well~... I guess it’s time for me to play Hero~. And he looks extra adorable with that extra tail on him~.”

So she gets her boots and gloves on before vaulting into the alleyway. As for the young fox boy with the extra tail on him, he ran into a dead end and was cornered by the two foxes as they slowly and menacingly made their way towards him.

“Alright, you two-tailed freak. You have ticked us off for the last time.” the first fox bully growls as he cracks his knuckles.

“Yeah! Now you’re gonna pay up and give us your lunch money, or you’re not gonna have any teeth to eat with after this! Now cough it up or get ready to pay the piper!” the second fox bully shouts, cracking his knuckles as well.

But as the young fox boy was about to meet his maker, he suddenly notices a naked bat female smoothly and softly landing down with her wings spanned out. His eyes widened in shock as she stood upright and he noticed how tall and beautiful she looked from head to toe. Slowly and quietly walking behind them, the young fox boy is suddenly snapped out of it as the first fox bully shouts,

“HEY!!!!! Are you listening to us!? Give us your-!!!!!”

*THWACK!!!!!*

“What the-!?” the second fox bully exclaims before getting kicked in the face as well.

*BASH!!!!!!*

They both hit the wall and get knocked out in the smelly trash. The young fox boy with two tails looks at his two unconscious bullies before looking wide-eyed at the tall, nude batwoman. But before he could run or shout, he gets grabbed by her and she flies him back up to the rooftop where she pins him against the wall and gets real close to him.

“Ngh! Gah! Let go of me, you pedo!” the young fox boy shouts as he struggles to break free.

“How rude~. I was expecting a thank you after knocking those bullies silly~. So what was your business with them down there, anyway~?” Rouge asks as she keeps a tight grip on him.

“What does that matter to you!? I just wanted to eat until they started chasing after me! And why the heck are you naked!?” the young fox boy responds in a defiant tone.

“Call it an adult lifestyle~. A kid like you wouldn’t understand~.” Rouge answers as she playfully grabs his two tails.

“Hey! Don’t touch my tails!” the young fox boy shouts, trying to wrestle free to no avail.

“What’s with the extra tail~? Is it just a tape-on~? Or was it already a part of you~?” Rouge asks as she brushes the soft fur against her face.

“None of your business! While I’m happy you were able to get those meanies off my back, I would be even more happy if you let me go and put some clothes on!” the fox boy shouts as he swipes his tails back over to his side.

“So ungrateful~. I think it’s time that I showed you what adults do when they get upset~.” Rouge says as she holds him down and grabs his face.

“Hey! What are you- mmm!?” the fox boy shouts before getting kissed on the lips.

“Mmm~...” Rouge moans as she kisses the fox boy.

He tries to break away from her, but she was just too strong for him and she pulled him in for a deep kiss. Keeping a tight grip on him, Rouge kissed the fox boy passionately and she held onto him as she got on her knees and pressed him against the wall before placing her tongue inside his mouth and swirled around his tongue. Holding and caressing his face, the naked bat continued to run her tongue around his tongue for a few more minutes before sucking his lips and breaking the kiss.

“Wha-Wha-What…? Wh-Why…? Why did you-!?” the fox boy asks in a dazed tone with tears in his eyes before getting kissed on the lips once more.

After kissing for about a minute, she pulls away before giving him a peck on the lips before asking,

“What is your name, sweetie~?”

“M-Miles. Miles Prower. But everyone that k-knows me calls me… T-Tails.” the fox boy answers in a shy manner.

“Well then, Tails~. My name is Rouge~. Better known as Rouge the Treasure Hunter~. And I have to say that the extra tail makes you look adorable~. How old are you~?” Rouge asks as she cups his face.

“I just turned eight last week.” Tails answers as he shifts his eyes away with a blush on his face.

“Then happy late birthday, Tails~. Tell me - what do you do when you’re not being chased around by those bully boys~?” Rouge asks as she hugs him.

Feeling very bashful and taciturn as the naked bat asks him, Tails shyly answers,

“W-Well, I… dabble in electronics and… working… on… machines.”

“Ooh~. So this means that you’re good with security systems~?” the naked bat asks as she playfully scratches his ears.

“N-No. I mean… yes.” the shy fox boy answers.

“Clearly, fate has chosen for us to meet like this~. When you were running away from those big, mean foxes, I was prompted to fly down there and save you~. A young boy genius~.” Rouge coos as she starts petting him.

“Uh… I think you’re reaching-!” Tails says before getting kissed once more.

After kissing him, she pulls away before puffing out her chest before she says,

“You must’ve been thirsty while running away~. Have some milk~.”

“U-U-Uh… I-!” Tails stutters before getting his mouth placed into her left nipple.

Holding onto him as she starts breastfeeding him, Rouge moans while holding onto Tails. Watching him suckle greedily on her large breasts, she coos,

“There, there~. No need to rush, sweetie~. There’s plenty of milk to go around~. You must’ve been thirsty while you were running~.”

Rouge kept a tight grip and hugged Tails before placing his hands on her breasts as he continued to suckle on them. Feeling the pressure, the naked bat started to feel turned on from having her nipples getting sucked on and she started to get wet in the crotch. Breathing and moaning as she held onto him, the naked bat releases the fox boy and proceeds to sit on his face, suffocating him in the process.

“You know~... I saw that look on your face when you were being chased by those bullies down there~. You fell in love with me, haven’t you~?” Rouge asks as she rubs and shakes her ass in his face.

“Mmph! Mmph!” Tails screams underneath while getting his face sat on.

“Enjoying yourself down there~? Put that tongue of yours to work~. You’re stuck with me until the next job~.” Rouge teases as she shoves his face deeper into her butt with her legs.

Left with no other choice, Tails gets to licking her anus, causing Rouge to moan erotically as she begins to finger herself. The naked bat couldn’t remember the last time she had this much fun with anyone. The most she could remember was being with Vanilla during their middle school and college years and all that really did was soften their youthful days as schoolgirls. But then again, most guys her age would just ditch them for their futures.

“You know what~? I may think about keeping you for myself~. If what you’re saying is true, then you could be the key to solving all my problems, sweetie~.” Rouge says while continuing to rub her butt all over his face.

While putting his tongue to use and rimming her, Tails was listening and he was incredibly dizzy due to the intoxicating smell of her pheromones and all he could think about was having sex with her. And what didn’t help him was the growing pain in his shorts as he was being corrupted by the naked bat. He had no idea what this feeling was, but he needed to do something about it before something bad could happen to him. Weakly moving his right hand, Tails starts tapping her ass in order to speak.

“Oh~? Do you have something to say~?” Rouge asks as she lifts her ass off his face.

The young fox boy was covered in juice fluids and he could hardly think straight as he tried catching his breath from getting his face sat on by the naked bat. Just then, she gets on top of him and she asks,

“So, foxy, do you feel like teaming up with yours truly and getting the big bucks~? Or do you wanna go back to being preyed upon by those fox bullies~? Your choice~.”

At this point, Tails was beyond caring. It didn’t matter if Rouge was a pedo or not anymore. His crotch was in massive pain and he needed to get it out of him. Looking directly at the naked bat, he knew what he needed to do. Breathing heavily, the fox boy answers,

“Fine. I’ll work with you.”

“Good~. Are you ready to become a man~?” Rouge asks as she grabs his penis.

“W-What are you-!?” Tails asks in an embarrassed manner as he covers his face.

“Sssh~. Just calm down and leave everything to me~. By the time we’re finished, you will have already grown to love me~.” Rouge answers reassuringly as she moves his arms aside to look at his embarrassed face.

Holding onto his arms with her left hand as she slowly guides his penis into her vagina with her right hand, Rouge could feel it enter her honeypot as she watches Tails moan in pleasure. It wouldn’t take long for it to get inside her as she fully sits in his pelvis in a cowgirl position and ready to fully take his virginity from him.

“Get ready, boy~. You are about to experience the pleasures of the female body~.” Rouge says as she slowly raises her hips up before slamming down on his pelvis.

“Ahn~!” Tails moans before covering his mouth in shock.

Giggling at his moan, Rouge gets ready to ride Tails as she gyrates her hips on his pelvis. Then she starts going up and down on him. While not exactly tall by any stretch of the imagination, Rouge was satisfied with the girth that Tails provided and she was enjoying herself immensely as she rode him like a broken saddle.

“So tell me~. How does it feel to lose your virginity to a beautiful young woman~? You must be feeling pleased with yourself right about now~. Many men before you have marveled at how beautiful I am~. But I’m sure you know how boorish they can be~. Boys are much more innocent and more fun to be around~. But a boy like you~... is even better~.” Rouge coos while moving her hips.

“Ah~! Ah~! Ah~! W-What…? What is… this feeling?” Tails asks as he slowly loses his mind.

“This is the feeling of love, sweetie~. And you’re going to be craving more of this as you get older~. It’s a wonderful feeling, I assure you~. Do you love me, Tails~?” Rouge explains as she gets to her question.

Moaning and panting as he feels himself getting pumped like a piston, Tails could hardly think while Rouge was riding him and he could feel himself on the verge of breaking from the pressure building within his pelvis. However, although he hated to admit it, he did find her very attractive when she appeared out of nowhere naked and he couldn’t stop taking his eyes off of her. Tears poured out of his eyes as the feeling of pain slowly turned into pleasure as he looked into her turquoise eyes. No longer able to deny this feeling as he looked at her, Tails says,

“I… I love you…”

“Oh~? Is that a love confession I hear~?” Rouge asks while wiggling her hips.

“Y-Yes~! I love you~!” Tails answers with a shout.

“So adorable~. You can cum into me whenever you want now~.” Rouge teases as she starts to rapidly move her hips.

No longer able to endure the pain any longer, Tails breathes and pants before finally unleashing his load into Rouge.

*Splurt~!*

Finally ejaculating inside her, Tails let out as much sperm as he could inside Rouge and he couldn’t get the pleasure out of his mind. It was a strong feeling of ecstasy and he couldn’t get enough of that pleasure oozing out of his cock. Pulling it out of her pussy, the naked bat proceeds to take a seat near the wall and she needs to take a breather. Taking a look at her, the fox boy asks,

“You’re her, aren’t you?”

“Hmm~?” Rouge wonders as she turns to him.

“You’re the infamous naked bat thief who goes around stealing jewels without being caught. The same woman who stole the Ruby of India and sold it to the highest bidder. The woman who stole from the Las Vegas Casino in plain sight. You even stole from the president’s secret treasury at one point. Did you give some of that money to a children’s hospital once?” Tails elaborates.

“Hnn-hnn~. I would do anything for the children~. But you seem to know a lot about me~. Are you one of those crime nerds or something~?” Rouge asks in a teasing manner as she playfully moves her foot on his cock.

“I’m a hacker. I've been tinkering with machines and security systems since I was three. It’s become a hobby of mine to make my own cars and planes as well as blackmail corrupt politicians, officials, and evil celebrities for money. I also enjoy gaming.” Tails answers as he goes over his occupation.

“I figured with that last one~. If what you’re telling me is true, then you will be even more useful than I thought~. But tell me something - do you have any parents?” Rouge asks as she looks at him.

Hearing this, Tails answers with a sad tone,

“I did.”

Upon hearing his answer, the naked bat felt sympathy for the fox boy and she knew that he needed someone in his life. So she says,

“Hmm. Well, you’ve got me now~. I’m staking out the bank right over there and it would be nice to have some eyes and ears during my robbery~. Would you like to join me~?”

Tails started to ponder her proposal upon being offered to work aside her. While he wasn’t new to the life of crime, the opportunity to work with the Naked Jewel Thief herself was incredibly tempting. And after losing his virginity, he couldn’t help but feel himself getting pulled in by her alluring body and he felt himself craving more knowledge of the female body. So after a bit of thinking, Tails looks at her and answers,

“I’m all ears.”

Immediately, Rouge pulls him over and kisses him passionately for a minute before releasing him.

“We’re partners now~. Whenever something happens from now on, we have each other’s back and there are no secrets between us~. Is that a deal~?” Rouge says as she rubs her thumb on his delicate lips.

“Deal.” Tail says before pecking her on the lips.

Releasing him from her grasp, Rouge gets on her knees and bends over as she looks out for the bank on the ledge before shaking her ass and saying,

“Don’t just stand there~. This ass isn’t gonna lick itself~.”

Hearts pop out of Tails’s eyes and mouth as he looks at her huge peach before running over to rim her. Rouge moans as she felt his tongue penetrate her anus and she knew for a fact that she was going to be enjoying herself on this new adventure while she waited for nighttime to arrive.

Chapter 2: Jewel Planning

Summary:

After two days of rough sex, Tails finally moves to Rouge's penthouse...

Notes:

(See the end of the chapter for notes.)

Chapter Text

Two days later on a warm, sunny day, a hot, sweaty Rouge is fanning herself as she looks to be exhausted as she takes a big swig out of some lemonade as she lets out a refreshing sigh of relief.

“Ah~... it feels so good to finally rest from getting Tails’s equipment out of that tiny shed~. He just had to have so many of his personal items and electronic gadgets and gear~. I swear~... boys are always playing with their toys~.” Rouge says as she wipes the sweat off her body.

*Crash!*

Heaving his way through the door, Tails was carrying five boxes of his stuff and he was moving as steadily as he could to avoid getting crushed. He was gritting his teeth and he could barely see where he was going with the boxes blocking his sight. Breathing heavily, Tails sets his stuff down to take a break and rest his back from carrying everything.

“Why are you acting like you did all the heavy duty!? You said that you would help me move!” Tails shouts as he stretches his back.

“I said that I would help you pack your things~. I never said anything about helping you move all of your things into my home~.” Rouge responds as she takes a sip of lemonade.

“Well, considering that you saved me and took my virginity as well as allowing me to be here in exchange for helping you rob some banks, I figured that this would be our first team effort that doesn’t involve sex since that’s all we’ve been doing for the last two days before I moved here officially! I can’t be the only one doing all the heavy lifting and pleasing you at the same time!” Tails shouts while rubbing and massaging his back.

“Just think of it as a back exercise~. A growing boy needs all the muscle he can get~.” Rouge responds as she crosses her legs.

“Oh, please! I do enough back exercise with you either pinning me to the floor or on your bed or that one time when you made me carry you to the kitchen, just so you can get some energy drink! And that was with me still having to thrust in and out of you without pulling out! In reversed suspended congress!” Tails shouts while his legs are shaking.

“Potato, potahto~. You did a good job carrying me to the kitchen and not once pulling out of me~. Do you know how many men have claimed to have high sex stamina, but barely lasting five minutes~? You should be proud to not just have great strength, but to have much higher stamina to keep up with me~. Even if your little legs look like they’re about to fall off you~.” Rouge responds as she continues to rest.

“But even a strong man like me has limits! You woke me up at the crack dawn, made me pack everything up without categorizing which item belonged to which, I am barely awake, my back is barely holding on, and I haven’t even eaten yet! Can’t you cut a man a break!?” Tails shouts, continuing to barely hold on.

Looking at the sight of the poor fox boy, the naked bat thief could recognize that he was barely standing straight. He looked tired, dehydrated, and his stuff looked like it was about to fall on top of him. As much as Rouge didn’t want to leave her comfy spot, she knew that it would take another day for Tails to get all of his stuff inside. And she didn’t want to lie around waiting for him to finish since she actually had an assignment for him to complete. So coming to the conclusion that it was getting counterproductive, Rouge lets out a sigh and says,

“Come over here and have some lemonade.”

“Finally…” Tails sets before finally setting his stuff down.

Using the rest of his strength to get over to Rouge, Tails grabs the entire jug of icy lemonade and chugs it all down before letting out a loud belch.

“Oh, yeah… that was refreshing.” Tails says in a relieved tone, having slurped down the icy drink.

“Ugh! For the past two days, I have done nothing but give you sweet satisfaction in the bedroom and let you sleep in my home and you let out this disgusting belch without so much as an excuse me or a thank you for the lemonade!?” a disgusted Rouge asks as she grabs the jug before walking away to go refill it.

“Thank you!’ Tails says before sitting down to rest.

Resting on Rouge’s chair, Tails looks up and sees what appeared to be the Sistine Chapel. He still had no idea how she was able to legally own the penthouse near the beach, but he still couldn’t get enough of how beautiful it looked inside and outside. It was like stepping into a museum with the Italian Renaissance and it was giving a front-row seat to him. It was extraordinarily big compared to his shed. It was night and day. Just then, Tails notices Rouge walk over with the pitcher and she is slightly annoyed with him.

“This time, leave some for me. And once you’re all rested, I think it’s about time that I gave you an assignment that I had in mind.” Rouge slightly scolds as she sets the pitcher down.

Tails gives Rouge a confused look before blushing at the idea of his assignment.

“If that assignment is that idea of us hanging upside down on the chandelier in your bedroom with me thrusting inside-” Tails says before being cut off.

“Ah, ah, ah, not that one, sweetie~. Although I am getting hot of wanting to execute that position right now, I’m actually talking about your first real assignment with our official partnership~.” Rouge says, correcting him while fanning herself.

“Oh. So you’re finally gonna teach me how to rob big, high-profile jewelry stores and banks…?” Tails asks, not knowing what the assignment is.

“Yes and no~. Because as you know, that day I took your innocence and made you mine, I just made you watch me rob a bank while you were my eyes and ears. But our first real job together is relatively medium~.” Rouge answers as she crosses her arms underneath her large breasts.

“Medium…?” Tails asks as he tries not to stare at her chest.

“Mm-hmm~. One moment~.” Rouge says as she struts to her nearby dresser.

She grabs some folders before placing all seven in front of him.

“You see, sweetie~. As much as I love to put your hacking skills to work and your gadgets to the test as well as that big brain of yours, the important thing to being a master thief is knowing where to strike, what to strike first, and when you’re ready to go for the big one~.” Rouge confidently says as she opens each folder containing various jewelry stores and documents. “Each of these stores aren’t really the high-value stuff, but they will put a big dent on your wallet for three-four paychecks for the average person~. So this will be a test to see whether our partnership is all business and pleasure, or it’s simply all pleasure for me~.” Rouge explains with a confident smirk.

“So… what do you want me to do?” Tails asks as he looks at all the pictures and documents.

“It’s simple~. Before we do our first big heist together, your assignment is to study and analyze each of these stores and I want you to pick the three best ones in terms of value, which has the rarest items compared to the others, and the difficulty of their security~. And if I happen to like the best three options in which we have to rob in the next three days and if I like what I see or I’m satisfied with the hull, I will let you pick the three positions in our next bed session together~.” Rouge explains with a lusty look on her face.

“Okay… when do I start?” Tails asks, wanting to know when to start the assignment.

“You’ll start planning and researching for the best targets after lunch~. And I forgot one more thing, sweetie~.” Rouge answers as she leans down to press her large breasts into his face with a bit of force. “If I am not satisfied with the jewelry that we robbed~... or we end up somehow failing because of your mistakes~... then I have a very bad punishment that involves you pleasing me by carrying me in the air~.” Rouge says with a sadistic look on her face.

Tails, slightly muffled, says,

“Bu-But I’m still learning how to fly properly with my tails and I can’t carry you that long while having sex in the air!”

“Well, then~... you better not fail and get the best ones~.” Rouge teases before giving him a peck on the lips.

At this point, it was all riding on Tails to find the best stores or risk being forced to rest his back for the next month or two. Then Rouge says,

“Now come on, sweetie~. Before you start worrying your pretty little head, let’s head to the kitchen, so that I can make lunch~. And maybe get in a quickie or two~.”

“Well, I am glad that I finally get to eat. But my back is under a little stress right now, so maybe I could eat you out or something…?” Tails asks as he stretches his neck

“Now, now, Tails~. Everything starts with please~. And what do you say whenever you ask a woman if you want to eat them out~...?” Rouge asks as she stands close to him with her pussy in his face.

“Can I… please… eat you out…?” Tails asks in a shy manner.

“But of course~.” Rouge says before grabbing his head and shoving his mouth into her pussy.

As she feels his tongue enter and lick inside her vaginal walls, Rouge moans and she keeps a tight grip on his noggin as she says,

“Even if I lose, I still win~! You’re gonna be the best partner a woman could ever ask for~!”

While he continued to lick, Tails reached around to grope Rouge’s huge ass, making her let out a huge moan as she gropes and pinches her nipples. After a few minutes of oral pleasure, the two business partners with benefits would soon skip lunch and make love on the couch.

. . .

Three days later, Tails was out and about and he is currently scouting for jewelry stores as he begun his assignment in searching for three specific jewelry stores that she would be interested in. He was walking around and he was minding his own business while eating ice-cream and he was searching for three unique ones.

“Ugh… Rouge really wasn’t kidding. I’m not into jewelry, but even I know that finding some very good stores would be very hard. God… I can already feel my back breaking…” Tails moans as he imagines the aftermath of carrying her in the air.

Continuing to scout around, Tails spots one of the first stores on the list.

“Huh… Mystic Gold and Gems Jewelry Shop…” Tails mutters in curiosity as he lists through the file after opening it. “It says that it started off as a Gold and Silver pawn shop… but it would later go on to evolve into a successful family-owned shop that specializes in making golden necklaces, bracelets, and anklets with rubies and sapphires inserted into their jewelry.” Tails says while going over the history.

Using his two tails, Tails flies up on the rooftop and he pulls out what appears to be some sort of spider-bot before setting it on the ground.

“Thank you, Spider-Man.” Tails says before busting out the RC controls.

Immediately, the spider-bot turns on and Tails starts controlling it. Sending it towards the ledge, it jumps off and uses what appeared to be a grappling device to latch onto a lamppost before grabbing onto the wall to Mystic Gold and Gem’s Jewelry Store. It quickly goes through a crack in the wall where Tails sees all types of jewels inside.

“Oooh, Rouge is gonna be happy to see this.” the foxboy says before proceeding to snap pictures inside and circling the first name.

After taking as many photos as he needs, Tails calls the spider-bot back as he browses at the other folders.

“If I remember right, one of these was a jewelry store that I was studying the most… ah-ha! Here it is. Um… Diamond Paige’s Shop. Let’s see here… it’s known for mostly diamond jewelry mostly for men with a few varieties for women. Oh, sweet! It’s only five blocks away from here. I’ll go scout that next right now!” Tails says as he flies off to the next location.

As soon as he lands on the roof of the diamond shop, he sends out another spider drone for reconnaissance as it heads inside the store.

“Okay, Spider-bot… what do you see…?” Tails as he uses the drone to see and take pictures of the watches, rings, and earrings. “Okay… most of these are definitely for men and not so much for the ladies, but I’m sure I can get Rouge to- whoa.” Tails as he stops himself from talking. “Wait… does that ring have a…?” Tails asks as he zooms the camera on a particular ring.

The ring was purely silver and in the middle of that ring had a pure, red diamond on it.

“I can’t believe that’s a red diamond… those are really rare to come by. Even the most high-end, upper class jewelry stores in the world have trouble getting their hands on those. How the heck does a run-of-the-mill jewelry shop have this…?” Tails asks himself as he takes a picture of the ring before summoning the bot back out. “If that red diamond is legit, then this store is definitely one we have to hit. Because that gem is guaranteed to make the score a big success.” Tails says in a determined voice. “Okay, so this store is definitely one I’m going to mark for a hit.” the foxboy says as he takes the folder out to mark.

“So there’s one more store… let’s take a look.” Tails says as he scans through the folder. “Let’s see here… the Gem Emporium would’ve been a good choice, but the Mystic Gold and Gem’s Shop already replaced it. The Silver pawnshop is a successful shop, but… eh. Rouge would probably give me this because she thought I would be lazy and pick a hand-me-down jewelry store. And I know that the ladies don’t love hand-me-downs.” Tails looks while surveying the list.

“Come on, Miles. Dig deep. What would a good, middle-class jewelry store have that an upper-class wouldn’t…?” he asks himself while continuing to read. “Oh, wait a minute. Which one was the bronze store, again…?” Tails wonders as he grabs the folder in question. “Um, okay… Madam Bronzo’s Jewelry. It says here that the jewelry specializes in pure bronze and they go for an old vintage look from earrings, necklaces, wrists, and even tiaras with gems on them. That might be the winner.” Tails says as he begins to fly. “Says here that it’s ten blocks that way.” the fox boy says as he looks ahead.

Landing on the rooftop, Tails brings out the spider drone and he sends it inside before snapping some pictures of the jewelry in question. They all looked regal and exotic, something that would fit Rouge to a T. The foxboy was so happy that he chose some very good ones. After getting all of the pictures, he summons the spider-bot back to him before flying back to the penthouse where Rouge was waiting for him.

“Have you done your homework~?” Rouge asks in a playful manner.

“I got everything you need.” Tails answers as he gives the three folders to her.

Taking the folders, Rouge opens and proceeds to read them over. After a minute or two of looking it all over, she closes the folders and says,

“Very interesting choices, Tails~. If I didn’t know any better, it would seem you know just as much about jewelry as I do~.”

“Well, obviously, I just wanted to pick the best ones for our first score together. So I just wanted to make it count.” Tails answers as he scratches the back of his head.

“Well, you indeed picked the best ones, my little foxy~. That Gold and Jewel shop is a good choice, the possibility of that red diamond being guarded by a simple vault, and every queen needs her tiara~. I say you definitely passed your first half of the assignment~. Now all we need to do is make sure our score goes off without a hitch~. Then we’ll definitely have a good and healthy relationship~.” Rouge says seductively

“Nothing about our relationship is good or healthy, mental-wise.” Tails says with an eye-roll.

This earned him a pinch on the cheek as Rouge got into Tails’s face.

“What was that about our relationship~...?” Rouge asks in a playful, threatening voice.

“Ow, ow, ow, ow, ow! What I meant was you never looked this good, health-wise!” Tails responds as he feels the pain.

“That doesn’t answer my question, but I’ll take it~.” Rouge says before releasing him. “And one more thing~.” the nude bat says as he looks at him.

“What is it?” Tails asks in a scared manner.

“You have to please your Queen with no better way than to praise her glorious ass~.” Rouge seductively says as she grabs him.

“Oh, boy…” Tails says as he braces himself for a rough night.

Notes:

Okay, so after a few months of deliberation, I have made my decision... I wanna continue this reboot. It's no longer gonna be a one-shot and I'm going to make this an ongoing series. Tails will be learning everything from Rouge and he is going to be robbing jewelry stores as well as having sex with her constantly. It will be solely focused on them robbing and ransacking banks and jewelry stores and there will be a lot of shenanigans with Team Chaotix being the main antagonists like how Inspector Zenigata is to Lupin III and Fujiko Mine. I want to feature Vanilla at some point, but I strictly cannot promise when she will appear. If she even will at all. That having been said, I can't wait to be doing more of this forbidden pairing together and I can't wait to hear what all of you think of this idea. Anyway, I hope all of you enjoyed this chapter and I'll see all of you later.

Edit: Davis will be helping out. Sorry I forgot to credit you, friend.

Chapter 3: Intermission - Meet the Chaotix

Summary:

As SFPD is busy solving crimes, three certain detectives are solving situations of their own...

Notes:

(See the end of the chapter for notes.)

Chapter Text

During night time as life in San Francisco has mostly settled down, the police were hard on catching criminals, solving mysteries, and making sure that evil was punished. Running through all the previous reports of the Jewel Bat, the forensics team were doing everything within their power to uncover her and bring her to justice. However, there was little for them to find as she has always eluded them and gave them the slip without leaving a trace.

“It was a cold, dry night as I perused through the police reports. The employees of a few jewelry stores that I investigated came up with no answers and all I could find was smoke. But where there’s smoke, there’s a fire. A fire that will be extinguished by the crocodile of justice when I find the Jewel Bat. I may have no idea what her endgame is, but a broad like her is more dangerous than ten housewives combined. And if it’s the last thing that I ever do, I will see to it that she is in handcuffs before I haul her off to the big house. For I, Detect-!”

*CRASH!!!!!*

“AH!!!! WHAT!?!?!? HUH!?!?!? GAH!!!!! WHUH!?!?!? WHUH!?!?!? WHAT THE-!?!?!? CHARMY!!!!!!!” the gruff voice screams as a young bee boy in an oversized trench coat is on the floor, surrounded by broken glass and papers everywhere.

“Heh, heh, heh. Sorry, Vector. But I, uh… I got those reports back like you wanted.” Charmy says as he awkwardly picks up the scattered papers on the floor.

“AH!!!! GAH!!!! I ASKED YOU GET THE REPORTS AN HOUR AGO AND YOU KILLED THE MOOD!!!!!! YOU KNOW HOW I FEEL WHEN MY INNER MONOLOGUE GETS INTERRUPTED!!!!!!!” Vector screams in an annoyed tone.

“Well… sorry, but if you just paid the electric bill and not rely on candles for the room… I would not have crashed into the trophy case.” Charmy says.

“Gah! Ah! I should’ve switched to lanterns! And I had a good momentum in my monologue… where’s Espio with that coffee?” Vector asks as he sets the papers back up.

“Here.”

“AH!!!!” both Charmy and Vector scream when they turn around to see a purple chameleon wearing a regular suit and carrying a pincher with some mugs.

“GAH-DAH!!!!! ESPIO!!!!! WHAT HAVE I TOLD YOU ABOUT APPEARING OUT OF NOWHERE!?!?!? YOU’RE GONNA GIVE ME A HEART ATTACK ONE OF THESE DAYS!!!!!!” Vector screams as he places his big left hand near his chest.

“I did as you asked. I retrieved the coffee for you and yet you have the audacity to shout at me for doing the simplest of tasks. You are an embarrassment to the force.” Espio says as he sets the coffee-filled pitcher and the mugs down.

“GGRRGGHHH!!!!!!! Just pour the coffee already!” Vector shouts, already fed up with his disappearing act.

“One, you didn’t say please. And two, I don’t think it’s wise. You have been up for days now, obsessing over the Jewel Bat and coming up with nothing on your investigations.” Espio says in a flippant tone.

“Yeah. And every time you think you got a lead, it always ends up with us either in a dead end or we fall into her scary traps. Do you remember the one time when we thought that she lost her grappling hook and we had her dead to rights? That fake version of her exploded all over us with glitter! God, that was funny!” Charmy laughs as he wipes away a tear.

“Or that one time when you followed a trail of diamonds and you ended up falling into a box where you were shipped off to Abu Dhabi?” Espio asks in an embarrassed tone.

“You should’ve seen the memes on the internet! They were all about you, Vector!” Charmy exclaims as he shows him the funny pictures of all the bad things that happened to his boss.

“She’s even made several social media accounts dedicated to your misery. There were pictures of you falling into her traps and security footage of you wallowing in your pain. The jokes write themselves.” Espio says in a casual tone.

“GGGGGGGRRRRRRRRRRRR!!!!!!!!!!!!!!!!!!!!!!!!!!! THOSE WERE ALL FLUKES!!!!!! IF SHE HAD HEARD BACK TURNED ON ME FOR A MILLISECOND, I WOULD’VE CAUGHT HER WITH ONE ARM TIED BEHIND MY BACK!!!!!!!! MALE OR FEMALE, NO ONE MAKES A FOOL OUT OF THE GREAT DETECTIVE VECTOR!!!!!!!!” Vector screams after being reminded of his humiliating memories.

“You know, we internet people have a term for people who think they’re always ahead of the game. We call them lolcows.” Charmy says with an eyebrow raised.

“And unfortunately for you, you have made a laughing stock out of the SFPD. So you have to take responsibility for this mess you ended up in.” Espio says with his arms crossed.

“GAH!!!!! JUST WATCH ME!!!!!! WHEN I CATCH THE JEWEL BAT, SHE’S GONNA BE BASKING IN THE SUN AT PRISON ISLAND!!!!!! BECAUSE DETECTIVE VECTOR IS ON THE CASE!!!!!!!” Vector screams with full declaration.

“You know that you’re just gonna end up falling into her traps.” Charmy says in a resigned tone.

“And you will receive no sympathy from either of us.” Espio says with a disapproving glare.

“Oh shut up, I know that there’s a pattern. And once I figured it out… WHAM!!!! We have her in handcuffs, our reputation will be restored, and maybe… just maybe… I can finally get with the woman of my dreams.” Vector says with hearts in his pupils.

“Fat chance! I know what woman you’re talking about. And let me tell you, boss - she has been rejecting you since middle school. She even told you that she had a daughter with a husband. So believe me when I say this - you have NO chance of ever getting with her.” Charmy says as he tries letting him off easy.

“Now clearly after doing some investigating, she lied about having a family. But let’s be honest, you’re the kind of guy who never took no for an answer and the Jewel Bat‘s traps that you keep getting yourself in is your karma, Vector.” Espio says with a disapproving scowl.

“Yeah. Do you remember the one time that you thought that your love letter was from your crush? You ran to that pier, only for it to suddenly come apart and fall into shark-infested waters? It was like she was either playing into your feelings or that woman hired her to get rid of you! I think I still have the video on my phone!” Charmy says as he pulls out his smartphone.

But before Vector could scream, the door suddenly swings open and a police officer enters Vector’s office.

“Detective Vector! There has been a break-in at three jewelry stores by the Jewel Bat!” the cop shouts.

“Perfect! This is our chance to gather up some clues, trial her, and capture her! Tell me, bub - how recent were these break-ins?” Vector asks as he wraps his arms around him.

“Two hours ago.”

“That’s great! I- wait, what!?” Vector asks in a baffled tone.

“Yeah… they were hit around two hours ago. We tried to contact you, but we forgot that you didn’t pay the electric bill.” the cop chuckles as he scratches the back of his head in a nervous manner.

Awkward silence fills the room before Vector screams,

“GOD…DAMMIT!!!!!”

Notes:

Okay, so this is a relatively short chapter. They well be sprinkled across and Team Chaotix will be used for comic relief. There is gonna be a lot of funny material involved and we're gonna make it count. Thank you for helping out, Davis. See you later.

Chapter 4: Trial Heist

Summary:

Finally ready for his test, Tails gets ready to rob the jewelry stores...

Notes:

(See the end of the chapter for notes.)

Chapter Text

Two Hours Earlier…

It was nighttime and it was finally time for Rouge to start stealing from the three shops that Tails found on his assignment. While he had certainly made good on his promise that he had found some good jewel shops that the naked bat could steal from, ultimately, this heist is a trial to prove that he is useful to her and not just some boy to be used for fun. Having put on some tactical gear with goggles and his backpack stuffed with gadgets along with some black clothing, Tails leaves his room and notices Rouge in her thief outfit.

“Whoa.” Tails says in a stunned manner.

Looking at Rouge, she wore what appeared to be a backless thong leotard with a heart-shaped breastplate on her large chest with a fishnet bodysuit underneath her outfit. She wore her thigh-high boots and gloves from earlier and she was wearing a ninja mask to conceal her identity from the authorities.

“Like my outfit~? I’ve had this baby ever since my days with my sorority sisters~.” Rouge asks as she flaunts her body in it.

“You mean that you were role-playing as a ninja in your parties?” Tails asks.

“Nope~. In high school, I started small with pickpocketing and stealing from small, greedy business owners~. By the time I got to college, I was robbing stores and swiping jewels left and right wearing this outfit~. In fact, one of my old sorority sisters actually designed my breastplate~.” Rouge explains.

“Did any of them know about your heists?” Tails asks in an unsure tone.

“Nope~. Just the one who helped with my breastplate~. The rest of them knew that I was swimming in gold, money, and jewelry~. They just didn’t know where it was coming from, nor did they care since I always spoiled them~.” Rouge answers.

“I’m sure she felt real special when she designed that breastplate.” Tails says in a deadpan tone.

“Oh, she was very special~. In fact, she was my first girlfriend during my senior year in high school~.” Rouge answers in a nostalgic tone.

“You were a lesbian?” Tails asks.

“Think of me as an experimental bisexual, but that’s a story for another time~. Anyway, it’s almost closing time, so we better get moving~.” Rouge answers as she boops him on the nose.

“Right. It’s still pretty out there, so we better keep as high to the sky as possible.” Tails says as he follows her outside.

“Sweetie, I’m a thief~. Keeping myself to the sky is what I do best~.” Rouge responds before opening her wings.

And right on cue, she flies up to the sky and waits for him. Taking a deep breath, Tails spins his tails around before taking off into the sky. Smirking, Rouge flies on ahead and the foxboy follows after her in the sky. It wouldn’t take either of them long to make it to the first jewelry store, which was Mystic Gold and Gems Jewelry Shop. Landing on the rooftop, the both of them get ready to break inside.

“For your first test, disable all the cameras and the motion sensors without giving yourself away~. And because I understand that you are good with your toys, use whatever you like at your disposal~.” Rouge instructs.

“Got it.” Tails says before taking off his backpack.

Unzipping and reaching into it, the foxboy takes out his Spider-Bot and puts it on the ground before grabbing the RC controls. Powering it on, Tails sends the drone inside the crack as it starts crawling on the wall. Looking through the camera, he finds a security box inside the store and he moves it forward before using a laser he installed on the Spider-Bot to melt the lock off it. When he gets the lock off, he heads into the security box before firing another laser inside it, dismantling the security system in the process.

“You’ve really been paying attention~.” Rouge notes after observing him with his gadget.

“When you play a lot of video games involving stealth and security-disabling, it comes natural.” Tails brags before getting flicked on the nose. “Ouch! That hurt!” he whines as he grabs his nose.

“That’s what happens when you play too many video games, sweetie~. Now wait here~. I won’t be long~.” Rouge says before heading inside the jewelry store.

Now that the security system was down, the Jewel Thief could go inside without any issue. It wouldn’t take her long to steal the gold and gems inside the store before getting back to the rooftop.

“Guess you got everything.” Tails says as she drops two duffel bags full of jewelry.

“That’s just the first haul, baby~. We got two more stores to hit before I give you your final grade~.” Rouge responds.

“Right.” Tails says before grabbing the duffel bags.

So after packing his gadgets and taking flight, Rouge and Tails make their way to Madam Bronzio’s Jewelry Store where they land on the rooftop. After setting everything down, Tails gets his Spider-Bot ready. But before he could activate it, she grabs the remote controller out of his hands.

“Hey! I was gonna deactivate the security system with that!” Tails whines.

“Nuh-uh, my little foxy~. For this break-in, I’m gonna test your speed and timing.” Rouge explains as she pulls out an EMP.

“What do you mean, my speed and timing? Aren’t you gonna go in?” Tails asks.

“Nope~. I’m gonna use this EMP to disable the power box on this roof, so it powers off the cameras and the silent alarms~. Everything will be shut off for approximately three minutes. So that gives you three minutes to pick the front entrance, get inside, and snatch all the treasures that are stored in the back~.” Rouge explains.

“Ah-ah-ah! I don’t… I don’t know if I’m actually ready for that kind of pressure! Can’t, uh… can’t you set it for five minutes?” Tails asks in a worried tone.

“Nope~.” Rouge says as she sets the EMP and throws it at the powerbox. “Don’t disappoint me~.” she teases.

Tails watches as the EMP goes off and disrupts the powerbox, causing him to jump off the rooftop and land right in front of the shop to hastily pick the lock open. After breaking the lock, he goes inside and immediately runs towards the back and is met with a security vault safe the size of a vintage dresser.

“Oh, God! Okay! Don’t panic, Tails! It’s a safe I’ve seen in movies and video games plenty of times! Um… it’s one of those password type-locks! Uh… uh… ooh, I got it! I got it!” Tails says to himself as he quickly rummages through his backpack and quickly pulls out a hacking device. “Hopefully, a certain bat vigilante doesn’t learn that I copied this.” Tails mumbles as he quickly rips the panel off the safe and hooks it up to the motherboard before beginning to search for the password.

Rouge, in his earpiece, says,

“A minute and a half, my two-tailed kitsune~.”

“I’m working on it!” Tails responds as he frantically looks for the password on his device. “Come on, come on, come on…” he mutters before a loud ding sounds off. “Yes!” he exclaims as the locks open up.

Quickly opening the doors, Tails sees that it has several shelves filled with necklaces and earrings and two cabinet drawers. He quickly grabs all the necklaces and earrings along with other various bronze jewelries and gems before shoving them all into the duffel bags. Then he opens up the cabinet drawers and finds all the tiaras safely stored inside individual boxes, and without hesitation, he grabs the more expensive tiaras from each box before making his escape back to the rooftop.

“And that’s time~. At the very last second~. And judging by the size of the bags, I think it’s safe to say that when under pressure, you can get in and out~.” Rouge says as she inspects the duffel bags.

Unzipping them as she hears him stepping back, she looks through the bags and rummages through everything that he stole and grabs one of the tiaras to put on her head.

“Ooh, you definitely picked out the best ones~. And I just found my favorite~. I’m gonna be wearing this for the rest of the night~.” Rouge says as she pulls down her mask before pulling out her phone to take a selfie.

“Um… I’m not sure if doing that’s a good idea.” Tails says as he watches her take a selfie.

Just then, she forcefully shoves him into her large breasts and responds,

“Baby, you must really take me for one of those idiotic talk-tik girls or one of those whores on Fansonly~. Where they need to post every single picture they take every five seconds for exposure, content and paywalls~. When I do it, it’s because I’ve been doing this without any mistakes for over fifteen years and it’s to make a memento of every heist I do~. So if I want to take a selfie, it’s because I earned it~. Got it~?”

“Mmph! Mmph! Mrmph! Mrmph! Mrmph!” Tails muffles as he’s being suffocated. “I can’t breathe!” Tails shouts upon pulling himself out of her breasts.

But because of how much he was unintentionally motorboating her, Rouge shoves Tails back into her large breasts, causing him to scream and try to break out as she moans from being groped by him.

“Oh~. Oh, yeah~. Keep moving your hands~. Just like that~.” Rouge moans as she undoes her breastplate.

As she takes it off, she presses Tails even further into her chest. Moaning while feeling him move his head around, Rouge gets more and more turned before telling him,

“You must be thirsty after moving through that time limit~. I think you deserve some bat-milk~”

Grabbing his head, she places it right near her left breast and proceeds to have him suckle on her tit. Seeing no point in arguing or resisting anymore, Tails grabs Rouge’s breasts and proceeds to suck on it greedily. Moaning while feeling herself lactating on her left breast, Rouge says,

“Don’t just focus on my left breast~. My right breast is right over here, sweetie~.”

Immediately, Tails moves to her right breast and starts sucking on it as well. Panting as he tasted and drank her breastmilk, the foxboy was enjoying the flavor and he could hear the half-naked bat moaning as she lactated even more. After a minute or two, he pulls away after having his fill and she falls on the ground. Then he takes one good look at her borderline-exposed crotch and licks his lips as he gets hypnotized by it. Getting on his knees, he moves closer and sniffs it before opening his mouth. However, he is suddenly ensnared by a leglock between his head.

“Nuh-uh-uh, cutie~. We have one more jewelry store to hit before we can have our victory lap~. And I hope you enjoyed my bat-milk~. Because for the final store, I’m really gonna put you to work~. So you better be ready~.” Rouge says as she puffs up her large chest.

“Bu-Bu-But-!” Tails begs.

“No buts until we get back home or in my bedroom~. Now come along for your final test~.” Rouge says as she dresses back up and flies off.

Sitting alone on the roof in awkward silence as only the night breeze can be heard, Tails looks down at the hard erection in his pants, he says,

“And what am I gonna do with this!?”

. . .

Sitting on the rooftop of Diamond Paige’s for the final test, Rouge was admiring all the jewelry stolen so far as she placed some of the necklaces and earrings on her and took selfies.

“Oh, I forgot how beautiful jewelry from middle-class greedy business owners looked on me~. I definitely need to go back to my roots and steal from them again before I teach Tails to steal from the elite, rich scumbags~.” Rouge says as she continues to admire herself before seeing Tails arriving. “Took you fifteen minutes to catch up with me~?” Rouge teases, only to be rewarded with a glare.

“I needed to get my head in the game.” Tails responds with a grimace.

Hearing this, Rouge laughs and says,

“Your head in the game or to relieve your head of some stress~?”

“Just what do I need to do…?” Tails asks in an annoyed tone, not even entertaining her imagination.

“Okay, okay, I’ve had my laugh~. There’s only one more test that you need to take before I give you my final verdict~. So pay attention~.” Rouge says as he looks at her. “Sometimes, there are jewelry stores where there are no powerbox or any sources of power for you to disable~. And there will be times where your Spider-Bots won’t be able to get inside to disable security~. So you’re gonna have to learn to do a good old-fashioned break-in; find a way to get inside without setting off the alarm, find the security console to erase your existence from the cameras, and shut off everything, so that you can break that safe in~.” she explains in a straight-forward manner.

“You mean like a computer that is hooked up to everything inside this store?” Tails asks.

“Exactly~. So go in there and make mommy proud~.” Rouge answers as she playfully pinches his cheeks.

“Ouch…” Tails groans as he proceeds to fly off the rooftop.

Looking around the building, the foxboy searched for an entrance before finding a vent above the back door in front of him. Immediately, he takes out his screwdriver and proceeds to undo the bolts before carefully setting it down and heading inside without being detected. Crawling through the vents, Tails starts coughing and sneezing violently as he makes his way inside.

“Are you alright, sweetie~?” Rouge asks, overhearing the noises.

*Cough!* *Cough!* Ach-hoo! Ach-hoo! It’s… *Cough!* so… *Cough!* dusty… i-i- Ach-hoo! In here! Batman and Spider-Man lied to me!” Tails whines as he covers his mouth and nose.

Laughing through his earpiece, Rouge says,

“Ah, yes, I remember my first time crawling through a vent~. I was stealing from a very private collector on my first elite heist~. I was coughing and sneezing so loudly just like you~. Thankfully, no one was home when I broke in~. I was covered from head to toe in dust and I could’ve sworn that I swallowed a dustbunny or two~. Which is why I’ve been wearing a mask ever since~.”

*Cough!* *Cough!* Would’ve… been nice… to know… *Cough! *Cough!* *Cough!* that information sooner!” Tails responds while doing his best to cover his mouth and nose.

Continuing to crawl through the dusty vents, coughing and sneezing on the way, Tails finally reaches the air duct that’s above the security room. Not wanting to spend another second in the vent, he kicks the panel off its hinges and jumps down into the room. Upon landing, he immediately shakes off all the dust on him.

“Whew! Thank God I can breathe again. Remind me to bring a mask and feather duster if I have to go into another vent again.” Tails moans as he shakes his head.

“Noted~. Now work your magic~.” Rouge says as he makes his way towards the computer and begins hacking into it.

“Okay… let’s see here. Once I’m fully hacked in here… I should remove and delete all footage on the cameras in the past thirty minutes…even though I doubt there were any cameras in those dirty vents. Then I erase everything on the main hardware as well as backup hardware… so no surprises are being recorded. And then, finally shut off every single alarm… and I’m in.” Tails says as he types through the mainframe.

Quickly, he shuts off everything in Diamond Paige’s Shop as he exits the room and turns on his flashlight before saying to himself,

“Now if I remember right… the safes are right across from me over there. And hopefully, that red diamond ring is the real deal and not some store display knock-off.”

Making his way across the store and into the vault room, Tails spots two large vintage safes that have combination locks and one wall safe.

“Huh… I’m guessing that wall safe either has that red diamond ring or something more valuable. But I better start with those two safes here.” Tails says before heading to the first safe.

Searching into his backpack, the foxboy pulls out what appears to be a laser drill. After pressing it against the lock, he drills through it like butter, allowing him to pull it open. Then he takes a look at the first prize containing diamond watches and jewels.

“Oh… I’m not much of a jewelry guy, but whenever Batman isn’t being Batman, I really like that he always has really cool watches.” Tails says as he puts one of them on before clearing out the first safe and repeats the same actions for the next safe.

Looking at the wall safe, he says,

“Okay. This wall safe is a little smaller, so it shouldn’t be a problem.”

So when he finished drilling into the wall safe, he sees various diamond rings, earrings, and necklaces as he puts them all into the duffel bag before he lays his eyes on the red diamond ring.

“Okay… moment of truth.” Tails says as he slowly pulls it out as if a giant boulder was about to come and crush him.

Delicately grabbing the red diamond ring, the foxboy inspects it carefully and checks for any signs of authenticity on it. And after a few moments, Tails says,

“Oh, God… it’s… it’s real! No way! It’s real! It’s a real red diamond!”

*Flicker!*

“Ah!” Tails shouts, causing him to jump and sends the red diamond flying, only to be caught by Rouge, who was leaning against the doorframe. “Rouge! What were you doing in here!? And why would you scare me!?” he asks in an aggravated voice.

Eyeing and inspecting the ring, Rouge puts it on and grins.

“One, you disabled everything~. So it was easy for me to sneak in~. And two, you didn’t think to turn the lights on~. So it’s your fault for getting scared~.” Rouge says as she saunters over to check on everything in the duffel bag. “Plus, I wanted to see what kind of score you got and I was curious and hopeful that it was the real deal~. And momma knows her jewelry and this one is real~.” Rouge explains as she admires it.

“I’m glad it’s real, but it still blows my mind that such a middle-class jewelry store was able to get this. Usually, they’re in upper-class stores where you would have to request a loan from your bank to get an earring.” Tails says, still blown away by the authenticity.

“Doesn’t matter~. I have the real thing and you definitely impressed me with today’s score and how you were able to do this with such ease~.” Rouge says before holding her hand out to the foxboy. “Congratulations, partner~. You passed your trial~.” she says, praising and making him her official partner.

“Oh, yeah! I can’t wait for our next heist!” Tails shouts in a celebratory manner.

“Hnn-hnn~. It’ll be a while before we hit up a couple of more stores, but I do have some heists in my backpocket I’ve been holding in for a while now~. So I’ll definitely take you to more of those before we take you to an elite robbery~.” Rouge says before she pulls out a large pink backpack. “Now do me a favor, sweetie~. Take everything back up on the roof~. I have a surprise I need to leave behind~.” she says as she starts to pull various tools and objects.

“Um… okay, but… why does it look like you’re about to build something…? And should I be concerned?” Tails asks in a confused tone.

“Nuh-uh~. It’s a surprise~. Now get those duffel bags up there~.” Rouge says while preparing the surprise.

“Okay…” Tails says in an unsure tone as he grabs the bags and leaves.

. . .

Twenty minutes had passed since Tails left Rouge alone in the store and he was just sitting on his bag, fiddling with the diamond watch that he still had on before letting out a loud sigh.

“Ugh… what’s taking her so long? I wanna go home already.” Tails whines while looking at his diamond watch.

Rouge had remained in that jewelry store for twenty minutes and she didn’t tell Tails when she would be back up on the rooftop. He was so bored that he mostly spent time playing games and moving around just to pass the time and he still received no reply from her.

“Ugh… I swear that if she doesn’t hurry up with whatever she’s doing, I’m just gonna take everything back with me and keep the score to myself. Just what could be so important down there that she is forcing me to wait up here while she works on this surprise of hers!? I swear… girls can be so fickle when it comes to last-minute tasks.” Tails says to himself before suddenly feeling a sharp pain onto his ear. “Ow! Ow! Ow!” Tails yelps as he feels his left ear getting yanked.

“What was that about me being fickle~?” Rouge asks in a threatening voice.

“W-Where the heck were you!?” Tails responds as he still feels the pain in his left ear.

“I had just finished making that surprise down in the store~. And suddenly, I’m hearing talks of a betrayal in my midst~. Would you care to explain yourself, young man~?” Rouge asks with a sadistic smile on her face.

“You were taking so long! You didn’t really explain to me what you were doing down there! And you just told me to wait as you were working on that surprise! And that’s another thing - who or what exactly, is this surprise for!?” Tails asks, trying to be reasonable.

“Let’s just say that it’s for an old acquaintance when they come and investigate this shop, now that I set off the silent alarms~.” Rouge answers as she picks up the duffel bags.

“YOU WHAT!?!?!?” Tails shouts as she flies off.

“You heard what I said~! Now grab the rest of the bags and come along~! I have jewelry to roll around in and a bed frame for us to break with raw, passionate love~!” Rouge responds as he quickly grabs the bags and flies after her.

“Whatever your reason for setting off the alarm, after almost suffocating in that dust, it had better be worth it!” Tails shouts, earning a laugh from her as they fly back to the penthouse.

Notes:

This was a really fun chapter to write and I thoroughly enjoyed it. All credit goes to Davis for helping me out and I really appreciate it. See you in the next chapter.

Chapter 5: Rouge's Surprise

Summary:

Having made it to the scene of the crime, the Chaotix proceed to investigate for clues...

Notes:

(See the end of the chapter for notes.)

Chapter Text

Arriving at the scene, the Chaotix gets out of the car and proceeds to investigate Diamond Paige’s Shop. Standing in front of them was the crime scene where the police were investigating the whereabouts of Jewel Bat and they were interviewing the shop owners, who were alerted by the news of the theft.

“Well, well, well, look who finally showed up to join the party! Here, I thought you would be the first one to be investigating before us when it comes to Jewel Bat! What, are you too good to be answering the phone or something!?” one of the older officers shouts in an angry manner.

“Hey! I will have you know that I have yet to pay my electric bill and we actually would’ve been here if you sent one of your boys to get us here ASAP! So what did you figure out?” Vector retorts before getting to the question.

“Hmph! You and your damned excuses. I swear, how are you three able to be the only detectives in this city? If that blue hedgehog didn’t move to a different state. He was more reliable & on time.” the older officer groans.

“He moved to get away from that pink stalker of his! Now what have you learned!?” Vector asks, trying to

Rolling his eyes, the older officer says,

“Well, that silent alarm was triggered and by the time we got here, everything was cleared out and empty. And when we found her calling card, I had my men search all the other jewelry stores everywhere and sure enough, two other shops were ransacked.” The officer said as he handed Vector a heart-shaped card with a bat in the middle.

“What does it say?” Vector asks as he grabs the card to read it.

“To Detective Vector, my Diamond in the Rough~. Signed, Jewel Bat~.”

“What does that mean, Detective Vector?” Espio asks.

“Well, Espio, my fellow detective, it obviously means that he was already here and she has something to show us, which is a clue. And if I know anything about Jewel Bat, she clearly knows that we would end up here first and she triggered the alarm to get us here.” Vector answers in a condescending manner.

“Heh, heh. Too bad for her, we weren’t the first ones here because we were here two hours late because you forgot to pay the electric bill and we have no cellphone service!” Charmy shouts as he pats his leader on the back. “So good one, boss! We’re one step ahead of her!”

“Ugh! We’re here now, aren’t we!? Now get in the damn store and see if we can find any clues!” Vector shouts.

“And how do you intend to solve this mystery, Vector? Make a fool out of yourself until you get an answer from the shopowners? Jewel Bat is gone and we’re only here to pick up the pieces.” Espio asks as he looks around.

“Grgh! Let’s just start searching! You check the cameras! Me and Charmy will look for clues everywhere else!” Vector shouts, growing fed up with the chameleon.

Shrugging his shoulders, Espio leaves for the camera room while Charmy and Vector proceed to search the shop for any clues. Looking around the shop, Charmy flies down to the checkout area and picks up the cash register before asking,

“Is this a clue?”

“No.” Vector answers without looking.

Shrugging, Charmy throws the cash register away and it lands on Vector’s tail.

“GGGGGAAAAAHHHHHHHHHHHHHHH!!!!!!!!!!!!!!!!!!!!!! WHAT’S THE BIG IDEA!?!?!?”

Looking through the shelves, Charmy starts throwing things around in the store and they all either land on Vector or hit him as well, having grown fed up with him, he picks up the register and walks over to the bee.

“Say, Charmy. You like money, do ya?” Vector asks.

“Yeah, absolutely! I like to waste all my money at the arcade and my favorite snacks!” Charmy answers in an enthusiastic tone.

“Well, then turn around and close your eyes!” Vector says.

“Okey-dokey!” Charmy responds before doing as he’s told.

As soon as the bee’s back was turned, the crocodile lifted up the cash register and smashed it right into Charmy, causing his head to go right through the register!

“THERE!!!! HERE’S YOUR PAYDAY!!!!!!” Vector screams as Charmy tries to break out of the cash register.

“What is going on here?” Espio asks, giving the crocodile a stern look.

“HE STARTED IT!!!!!” Vector responds as the Bee tries to fly over to Espio, only to fly into the vault room and crash.

The both of them walk into the room where Charmy crashed with his head still stuck inside the cash register where they find two open vaults and one closed wall safe.

“ I didn’t find anything on the cameras. But maybe the Jewel Bat left clues in here.”

As Charmy flies over to them, he muffles,

“Hrn! Hrn-Hrn, Hnn-Hnn, Hnn-Hnn! Hgh! Haugh-Haugh, Haugh-Haugh!”

“What is it?” Espio asks, wanting to know what Charmy is saying.

“I think he’s suffocating! Quick! Help me get him outta there!” Vector shouts before heading over to him.

Immediately, Vector and Espio proceed to pull the cash register off Charmy’s head while the latter holds onto a bar to give them the boost they needed. Huffing and puffing with all their might, they were doing everything they could to get the cash register off of the Bee’s head.

“Grgh! Why did you slam the cash register into Charmy’s head!?” Espio asks as he pulls.

“He deserved it! He kept throwing across the shop and he just wouldn’t stop! I needed to put him in his place!” Vector answers while struggling with pulling the register off as well.

Eventually, they pull the cash register off Charmy’s head and it goes flying into the wall.

“There! Have you lea-!?” Vector asks before being interrupted.

“AH!!!!!! Guys!!!!! Guys!!!!!! I can’t see!!!!!! I can’t see!!!!!!” Charmy shouts as he covers his eyes.

“What’s the matter!?!?!?” Vector and Espio ask in unison.

Removing his hands from his eyes, Charmy responds with a laugh,

“I had my eyes closed~!”

Vector and Espio, unamused, both poke Charmy in the eyes.

“OW!!!!! WHAT WAS THAT FOR!?!?!?” Charmy asks in an infuriated voice.

“The next time you wanna act childish or pull pranks, go join the circus!” Vector shouts as he scolds the Bee.

“Blegh!” Charmy shouts as he sticks his tongue out.

Rolling their eyes, Vector and Espio proceed to search for more clues. They tried to find whatever clue they could in the vault room.

“Ugh! Can we go home!? Espio said that there’s nothing on the cameras and nothing inside the safes except papers with numbers and business mambo-jumbo stuff on it.”

“How about you be useful and check the wall safe!?” Vector shouts as he searches through drawers and cabinets.

Rolling his eyes and moaning as he flies over to the wall safe, Charmy opens it and sees a bright, yellow present that reads,

“To Charmy~.”

“Oooh! A present!”

So he grabs and opens the present and he reads a note inside as it says,

“Charmy sweetie, be a dear and pull the string and give it to Vector~.”

Charmy shrugs as he pulls the string from inside the box before flying over to Vector before saying,

“Here, Vector! I was told to give this to you!”

“Give me what!?” Vector asks as he looks right at the Bee upon being told that.

As soon as he says that and makes eye contact with Charmy, the box explodes, making a loud bang as Vector is suddenly hit in the face with a sticky-like substance as he falls onto a desk.

“AH!!!! AH!!!!! AH!!!!! WHAT IS THIS!?!?!? I CAN’T SEE!!!!!!!! PEH-PEH!!!!!!! PEH!!!!!!!! THIS DISGUSTING PAINT!!!!!!! PEH-PEH!!!!!! PEH!!!!!!! IT’S IN MY MOUTH!!!!!!! PEH!!!!!! MY NOSE!!!!!!!! PEH-PEH!!!!!!! PEH!!!!!!!!”

As Vector lays on the table in pain and coughing, Charmy and Espio stand there in shock as the officers come into the room to investigate before Vector finally calms down and faces the crowd.

“PEH!!!!! UGH!!!!! Is that paint!? Ugh! My eyes are in pain!” Vector says as he rubs his eyes. “Ugh! Charmy, what was that!? It smells like cheap make-up and-! Why are all of you staring at me…?”

At this point, Charmy, Espio and the officers were biting their lips and trying not to laugh before the former eventually breaks and starts laughing at Vector, making the officers laugh as well. As for Espio, he was controlling his laughter as he looked at the Crocodile, in spite of how funny it was.

“What!? WHAT!?!?!?” Vector asks.

Espio calmly walks over with a mirror and shows Vector his reflection. He was covered in hideous clown make-up. Vector stands in stunned silence as he processes what happened to him before forming an angry expression and screaming,

“JJJJJJJJEEEEEEEEEWWWWWWWWWWWEEEEEEEEEEEEEELLLLLLLLLLLLLLLLLLLLL-BBBBBBBBBBBBBBBAAAAAAAAAAAAAAAAAAAAATTTTTTTTTTTTTTTTTTTTTTTTTTTTTT!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!”

. . .

Watching from the cameras in her penthouse, a naked Rouge was bawling her eyes out as she laughed from the real-time footage and she couldn’t get enough of the chaos that followed. Her head was hurting and she could hardly think straight as she tried to stop laughing, but then the image of the make-up paint exploding all over Vector’s face made her erupt even further into laughter.

“Oh..! Oh, my…! Did you…!?” Rouge asks before laughing even more.

Tails, having watched the entire thing, was laughing to the point of crying as well as he couldn’t stop reeling from the humiliation that Vector endured. It was like watching a Looney Tunes Cartoon in real life and he couldn’t stop laughing.

“Ha, ha, ha, ha, ha, ha, ha, ha, ha, ha!!!!!!!! That make-up… it just-!” Tails shouts before feeling the laughter take over him.

“I know!!!!! It’s so… explosive!!!!!! I just… can’t…” Rouge says before going back to laughing.

Neither of them couldn’t stop laughing and they just took in everything that they just saw in the footage. It was just so rich and satisfying to see Vector get humiliated on a livestream from the cameras and it just doubled in hilarity as they watched.

“I… I can’t breathe!” Rouge wheezes as she clutches her chest.

“Me… Me neither! That… It was so worth it! I’m almost grateful that I waited for you up on that rooftop!” Tails wheezes as well while holding his stomach.

They laughed for a good few minutes before finally calming down and taking deep breaths from watching the live footage. And by the time they calmed down, their heads were hurting, their heart rate was skyrocketing, and they felt like they were punched in the stomach. But nevertheless, it was worth it to see Vector get humiliated in real-time as well as watching his teammates get put through painful hijinx.

“Whoo! Oh, God. That was funny. I definitely wouldn’t mind watching that over and over in my free time or something.” Tails says.

“Oh, I know you would~. And everyone else as well when they see this footage~.” Rouge says as she types in the title of the video.

“Wait. What do you mean when you say they will see the footage?” Tails asks as she types some more before hitting send. “Rouge what did you just do?”

“Just sharing my latest booby trap with the entire world~. No harm in showing the world the aftermath of my latest crime~.” Rouge answers as she turns to him.

“Wait… did you just upload that to ChaoTube!?” Tails panics as he gets on his phone to find the video. “Why would you do that!? T-They‘ll trace the I-IP Address to h-h-here an-and t-t-then t-t-they’ll-!” Tails panics before being interrupted with a deep, french kiss.

Picking him up in her arms as she kisses him, she embraces him and keeps a tight lock as she moves and swishes her tongue around inside his mouth and they tasted each other’s saliva in their makeout session.

“Ah~. Satisfied~!? And honey, you need to lighten up~. I use a specific dark-web anti-tracing program, so they can’t figure out where I am in this crazy city or anywhere in the world~. And I’m surprised that you heard of me when we first met, but you don’t know about my channel where I upload all of Vector and his bumbling sidekicks falling into my traps~.” Rouge says as she cups his face and strokes his fur.

“Wait… you have a channel where you upload your booby traps…? Not that I’m saying that isn’t funny, but aren’t you worried that you are technically showing the aftermath of places that you have been robbing to the world?” Tails asks.

“Peh~! I don’t care that I’m showing them as a thief~. I just want to show that I have a sense of humor and I would always take this chance to humiliate Vector whenever the opportunity arrives~. In fact, let me show you my most-viewed footage~.” Rouge says as she gets her phone up.

Holding him close to her, Rouge proceeds to show Tails a video of Vector wandering in an angry manner after she eluded him again.

. . .

“Dammit! Jewel-Bat got away from us again! She is as sneaky as she is crafty! All the jewels are gone and we haven’t even found any clues yet!” Vector shouts.

“Hey, Vector! You’re not gonna believe what Jewel-Bat just left us!” Charmy shouts as he flies straight to the Crocodile.

“Let me guess - she left us your brain cells?” Vector asks in an annoyed tone.

“No! She just remembered your birthday today! She even left you a cake!” the Bee answers as he shows him a cake.

“A cake!? For me!? Wow, she is really thoughtful, even for a jewel thief! Is there a note!?” Vector asks in an excited tone.

“I found one! It just said ‘Light it up and make a wish~.’ Charmy answers as he flicks a match.

“Really? Well, it is a cake. So I’ll just indulge myself.” Vector says as he takes the match from the Bee.

Holding the match to the candles, Vector proceeds to light them one by one as he sets them up before blowing out the match. Chuckling as he looks at the cake in front of him, Vector says in an excited tone,

“I know what I’m wishing for.”

“Finding a woman that will love you and not one that you will try to pay for…?” Espio asks in a cold voice.

“Shut up! Don’t ruin my moment! Plus, I don’t remember you getting me anything for my birthday! So you don’t get a slice!” Vector shouts before facing the cake.

Inhaling through his nose in a big huff, Vector proceeds to blow the candles.

*KA-BOOM!!!!!!*

A flash of light covers the whole screen as the trio yells. After a few seconds, the light goes away and suddenly, the room is covered in smoke and cake frosting as Vector’s upper-body went through a wall with his legs and tail sticking out, Espio is in the Yamcha pose, and Charmy is still somehow flying, but is completely stunned and unresponsive as he is covered in soot and cake frosting.

“Boss… it’s coconut-flavored.” Charmy says in a weak tone.

“Shut… up!” Vector shouts with his voice muffled from the other side of the wall.

. . .

“HA, HA, HA, HA, HA, HA, HA, HA, HA, HA, HA, HA, HA, HA!!!!!!!!!!!!!!!!!!! Y… You…!!!!!! HA, HA, HA, HA, HA, HA, HA, HA!!!!!!!!! Oh, my God! You actually gave Vector an exploding cake!?” Tails asks as he laughs.

“I had it made just for him with a specific order to make it firecracker-based and ready to explode whenever the candles were lit~. It was his birthday, so I had to get it started with a bang~.” Rouge answers with a confident smirk.

“Oh, my… oh, my God! I need to follow your channel and check out everything you've done to those three! It’s been a great night for sure, but I think it’s time to hit the hay. I’m so happy the heist worked out and thank you for letting me keep this watch.” Tails says as he undoes the watch and places it on the shelf.

But before he could go to bed, Rouge pulls Tails back over to her before saying,

“We go to sleep when I say we go to sleep~. And I have been wanting to have sex in this wonderful jewelry that we just took for ourselves~.”

“Um…? Uh…? But I’m tired. Can’t we just do it in the morning…?” Tails asks in a nervous tone as she casually struts towards him in her gorgeous new jewelry.

“Oh, sweet, baby Tails~. We both knew what was gonna happen when we got home~. I told you that we were gonna break the bedframe with raw, passionate sex and I meant~. Every~. Word~” Rouge answers as she gets closer to him.

“Wha…? But I’m-!?” Tails pleads before getting grabbed by her.

“The only but is this house is the one you’re gonna be eating in a minute on our bed~. Now let’s go~. Momma needs her vitamins~.” Rouge says as she carries him to her room.

“Come on! Can’t we just- oof!” Tails begs before getting tossed on the bed.

“The night is still young, sweetie~. It’s time to celebrate our new partnership~.” Rouge says as she crawls over to kiss him passionately.

Laying on top of him as she makes out with him, Rouge proceeds to reach into Tails’s shorts and feels him getting hard. Giggling upon feeling it get long, she undoes his shorts and throws them to the floor as she continues to kiss him. Having felt him get hard enough, Rouge breaks the kiss away and gets on all fours before smacking her ass and asking,

“Now~... feel like having cake~?”

Feeling himself get turned on by the sight of her ass, Tails rushes over and proceeds to eat her ass out for a few minutes to loosen it up and Rouge moans from feeling his tongue penetrate her anus.

“Oh… oh, God~! That’s it~! Right there~!” Rouge moans as she feels her asshole get licked.

After a few more minutes of eating her ass out, Tails climbs up and slips his cock into her ass before proceeding to fuck Rouge.

“Oh, yeah~! Come on~! Fuck me, my little foxy~!” the naked bat moans while feeling her ass get rammed by his pelvis.

“Ugh~! Your butt feels so good~! I can never get tired of sticking it inside~!” Tails shouts as he moves his hips.

Moaning and gasping as Rouge feels her asshole tighten from being fucked, she could feel her ass bouncing and she was enjoying the feeling of Tails moving his lower half into her. It was so exquisite and she couldn’t resist letting out more moans. It was already perfect enough when she found her new partner-in-crime, but having him as her own lover was just the icing on the cake.

“R-Rouge…! I-I can’t-!” Tails shouts as he moves his pelvis.

“It’s fine, baby~! Just fire it all in whenever you’re ready~!” Rouge responds while feeling her ass get rammed.

Tails moved rapidly into her ass as fast as he could before ejaculating inside her.

*Splurt~!*

Letting out all his sperm inside her anus, Tails keeps a tight grip on her ass until all of it is out before collapsing on the bed.

“Whoo~! You really held that one in because, goddamm, I can feel it all leaking out~.” Rouge says as she feels his sperm leaking out of her anus.

“Of course I held it in for a while! You turned me on earlier on the roof and left me hanging! Literally!” Tails responds, still angry about being breastfed, yet not getting off.

“Oh, get over it~. We’re doing it now and you finally get to release some of that build-up from earlier~.” Rouge says as she squeezes out his semen.

But before he could say anything, Rouge gets on top of Tails’s pelvis in a reverse cowgirl position and grabs his cock, which is hardened up again and she places it near her pussy before saying,

“Now~... let’s see if your pelvis doesn’t crack~!”

“Wha-!? Gah!” Tails asks before yelping in pain as she slams down onto Tails.

Moving her hips up and down, Rouge slams her ass on Tails’s pelvis as he feels the weight of it land on top of him. Panting as he feels it hit him, he says,

“Oh- Oh, shit! You’re hitting me!”

“Pain is beauty, Tails~! And right now, I’m feeling extra beautiful tonight~!” Rouge responds while moving up and down.

“Ah! Ah! Tch! My… My pelvis! I… I can’t-! Gah!” Tails moans as he grabs onto her ass.

Rouge moves her hips up and down his cock as Tails laid on the bed and as painful as he found her ass as she hit his pelvis, he found it enjoyable while they fucked and he couldn’t get enough of it. One week ago, he was living by himself and he had to evade his bullies in order to live another day. But here he is, stealing jewelry and living the high life as he slept with someone several years older than him. Life couldn’t get any better.

“R-Rouge! I-I’m-! I’m gonna-!” Tails moans as he feels himself ready to ejaculate once more.

“It’s fine, sweetie~! Just let it out whenever you’re ready~!” Rouge assures as she moves even faster.

Feeling her move even more rapidly, it wouldn’t take long for the foxboy to ejaculate inside the naked bat.

*Splurt~!*

Letting out his semen inside her as she hits his pelvis for the final time, she feels his sperm hit her womb as he lets it all out and he grabs her ass as he lets it all out before she quickly turns around to get on top of him.

“Wha-What are you-!?” Tails asks as she suddenly faces him.

“We don’t look at each other enough when we have sex~. And when we were on that rooftop during our break back there as you helped yourself to my bat-milk, you looked like you wanted me on top of you~. So~... let’s see how hard I can fuck you while you help yourself to my bat-milk~. Now take some deep breaths~. Rouge answers while teasing him.

“What!? But we haven’t-!?” Tails says before feeling her tits collapse on his face.

Immediately, she started moving her pelvis up and down on his still-hard cock and she moved at a medium pace as her breasts suffocated him. Moaning while fucking him, Rouge couldn’t get enough of how forbidden this relationship was. Even though it was wrong on every level, she didn’t care and she only wanted more of this forbidden fruit dangled in front of her. And it all came in the form of Tails.

“Oh~! Oh, baby~! I’m glad that I found you in that alleyway~! You are too good for just simple hacking jobs~! You deserve more and I’m gonna give it to ya~! Worship me plenty as your Goddess and I’ll feed you right~!” Rouge shouts in a erotic tone as she moves her pelvis.

Just then, she feels him grab and squeeze her ass and she moans even harder before feeling herself ready to climax.

“Oh~! Oh, Tails~! Give me your seed whenever you’re right~! Mommy’s ready to flow~!” Rouge shouts as she moves even harder.

Moving at a rapid pace, they finally climax at the same time.

*SPLURT~!!!!!!* *SQUIRT~!!!!!!*

Letting out their sex juices all over the bed as the frame collapses from the pressure Rouge gave Tails, they ride the orgasm before finally separating and taking the moment to catch their breath. Looking at each other as they take a few minutes to recover, Rouge collapses on top of Tails in a tired manner.

“Mmf! Mmf! Mmf! Mmf!” Tails screams in a panic.

Hearing his panicked, muffled voice, Rouge rolls over and asks in a tired voice,

“What was that~...?”

“Would you… quit… falling… on me…? I’m not your damned cushion!” Tails shouts in an annoyed voice.

“Really~...? I figured that you were my favorite little teddy bear~...?” Rouge teases as she cups his face.

“Ugh… you are always treating me like your boy toy! I’m not just some little boy you can just tease and push around…! We’re partners now and I have my own capabilities as a thief…! And you just-!” Tails says before being interrupted by another kiss.

Kissing his passionately for a solid minute, Rouge pulls away before responding,

“You passed with flying colors, sweetie~. I wouldn’t just be doing all this if I didn’t think you were just looking for a fun time in bed~. And besides~... you’ve got your other uses~. Especially as my cute little sex partner~.”

“Rouge…” Tails groans before hearing her yawn.

“Anyway~... I’m bushed~. Let’s get some sleep~. You’re gonna need it for tomorrow morning~.” Rouge says before booping him in the nose.

“Right… sleep…” Tails moans before letting out a yawn and passing out.

Before Rouge could conk out, she reaches out her hand and claps, turning off the lights before falling asleep with her cute little foxboy.

Notes:

Credit goes to Davis for helping out.

I had to get this one chapter out before we could do the second chapter to Loud Sex by the Beach. The next one is gonna be long, so we had to get it out there. And speaking of The Loud House, I might think about doing a separate universe where Lincoln actually has sex with his teachers and possibly the principle in his school. It's still in experimental phase, but I will write it at some point and I want it to be distinct from the one with Thicc QT and I want it to be just as entertaining and sexy. But I digress. Me and Davis are gonna be working on The Loud House for a bit before I get back to my other stories. I've been in a creative rut for a bit and I'm hoping to get back into my other stories before the new month is concluded. Anyway, I hope all of you enjoyed this chapter and I'll see you later.

Chapter 6: A Day-Off and a New Job

Summary:

Celebrating his first heist, Tails plays on his new gaming console...

Notes:

(See the end of the chapter for notes.)

Chapter Text

Barely a week later since his first heist and passing Rouge’s test, Tails has been living life to its fullest and enjoying a rare day-off. The past few days had been busy for the young fox due to the fact that if he wasn't doing research for the next few heists, then his seductive partner-in-crime would ravage him and push him to his absolute limit, resulting in him walking around with a limp after each night in the bedroom. Laying on the couch and reaching for the glass of lemonade next to him, Tails is playing Top Gear and he is shooting through so many planes and he is just having a blast while playing it.

“Wow. I always knew that having all that loot would rake in a lot of money, but having the funds to buy the Game Gear 3 along with Top Gear really puts a smile on your face. God, the graphics look so good in 1080p and Top Gear has never looked this clean.” Tails says to himself while playing.

Focusing on the game and trying to beat the high score against one of the bosses, Tails says,

“That bomber jet may look huge, but it’s got nothing against me! Eat missile!”

Shooting down the bomber jet with everything he had, Tails brought it down and he was able to beat his high score.

“Whoo-hoo! How will I ever top this…?” Tails asks himself, feeling proud of himself.

“Enjoying yourself~...?” Rouge asks out of nowhere.

“Wha-!? Oof!” Tails wonders before getting his face sat on.

Since her whole bodyweight was on top of him, the foxboy could do nothing but struggle as the naked bat took a look at his Game Gear 3 and laughed.

“Oh, Tails, you humor me~. You are a master thief in-training, you know how to build your own gadgets, and hack into security systems. Yet with all the earnings you got after selling your loot, instead of getting some new equipment for your lab or getting some new clothes like I told you, you used your earnings to buy yourself a silly little console game~.” Rouge teases as she twerks on his face and grabs the controller from his hand before starts playing the game.

“Mmf! Mmf! Mmf! Mmmmfffffff!!!!!!!!” Tails shouts in a muffled voice.

“What was that, sweetie~? I can’t hear you when you should be eating me out~.” Rouge asks as she twerks on his face once more.

With both of his hands, Tails grabs both of her cheeks and, albeit pitifully, lifts her up with what little strength he had before saying,

“I said what the heck, Rouge!? You promised that this would be my day to relax! Why are you ruining my day-off!? And-! And get-!”

His arms give out and her ass falls right back on his face.

“I know what I promised you, but~… I was feeling bored and there weren’t any suckers for me to pickpocket or steal from back in the city~. So I was hoping for you to entertain me~. So if you don’t want me to ruin your precious high score, I suggest you start working that tongue of yours~.”

“Mmph! Mmph! MMPH!!!!!!!”

Tails’s angry voice was muffled, but loud as he started to grip and massage her ass as he began to pleasure her with his tongue.

“Ooh~. Oh, yeah~. That’s the ticket~.” Rouge moans as she continues to play.

Sticking his tongue into her anus, he continues to massage her ass as he starts to get hard from being dominated by her and, while he was angry that his day-off was interrupted, enjoyed eating her out.

“Mmm~. Mmm~.” Tails moans while licking her ass.

“Ooh~. Keep going~. Work that tongue, sweetie~. Make momma wet~.” Rouge moans while doing her best to concentrate on his game.

Continuing to massage her while tongue-fucking her, Tails could feel her juices leaking all over his face and while he was feeling incredibly dismayed at having his private time interrupted, he actually enjoyed the taste of her. Getting more hot and turned on as she is being pleasured by him, she tosses the controller to the side before fondling her left breast with her right hand as she reaches into his shorts with her left hand.

“Oh~... Oh, yeah~. Give it to mommy, baby~. Give it to mommy~.” Rouge moans while twerking her ass on his face.

Licking even more ferociously, Tails licks and massages her even harder while Rouge strokes him inside his gym shorts and they were both on the verge of cumming. No longer feeling like she can hold back, the naked bat cums all over his face before releasing cock from her grip and getting off his messy face before pulling down his gymshorts and sucking him off, allowing him to finally ejaculate into her mouth.

*Splurt~!*

Feeling his sperm enter into her mouth, Rouge swallows it all down as she drinks down every last drop before wiping her lips with a satisfied look on her face.

“Thank you for the meal~.” Rouge says in a teasing manner.

Breathing from nearly being suffocated to death, Tails says in a labored voice.

“You’re… welcome. Now can… I… get back… to my… game… please?”

Giggling at his detriment, Rouge responds,

“I would, but actually, there was a reason why I came to you, no pun intended, and it involves this~.”

Rouge then pulls out a flyer magically out of thin air and hands it to Tails, who exhaustedly grabs it, and reads it.

“What the…? A flyer… for the… for the… the grand opening… of the… A-Ancient… Egypt… Hall… for the… San… Francisco… United… Museum…?” Tails says, still out of breath and exhausted.

“That’s right, my little partner-in-crime~. During my drive-run of trying to find the next rich prick to rob, this flyer was around one of the coffee shops I visited. And what’s so special about this Egypt Exhibit is that apparently, one of the main attractions displayed will be an Ancient Egyptian gold necklace adorned with lapis lazuli and emeralds, with a huge blue sapphire in the middle, said to be worn by Cleopatra, allegedly.”

“Ugh… okay. What does that have to do with you interrupting my day-off?” Tails asks, having finally caught his breath.

“Simple, my little lover~. We are going to break into that museum and rob it~. Just think - an amazing and absolute gorgeous jewel necklace saved and rescued by me… from boring old philosophers, or whatever they’re called… and tourists~. Something that gorgeous and so authentically Egyptian deserves to be around the neck of a gorgeous woman like me~. Am I right~?” Rouge asks, feeling a little grandiose.

Tails, still out of breath, stares at her for a few seconds before saying,

“Now I know why you nearly suffocated me to death with your heart-shaped butt. So I wouldn’t freak out… or panic… about you wanting to rob a state museum.”

“Bingo~! You caught on quick~. Now rest up, clean up, and I will get lunch while you prepare for the heist in a couple days~.” Rouge says, proud of his perceptive nature.

As she struts off to the kitchen, Tails just lays on the couch, processing everything that just happened as well as the bombshell of a new job suddenly dropped onto him to prepare on short notice. After a few moments of silence, Tails just simply grabs his controller to play his game again and says,

“Ugh… when we’re done with this heist… I’m gonna ask for a raise and to be on top the next time we go at it in bed.”

“The raise is a maybe, but you being on top~...? Never~!”

Tails just growls in annoyance as he starts another high-score run.

Notes:

Okay, so it looks like all of you know what the next heist is going to be. All credit goes to Davis for helping out. Thank you, man. Hope all of you enjoyed this delicious chapter and I'll see all of you later.

Notes:

Okay, so this is more or less a reboot of The Bat and her Fox. So while I have no regrets with working on that title, there was just too much for me to cover and I ended up just giving up on the story altogether. So here we are. I'm not sure if this will be ongoing, but I do know that I am going to be sticking to the KISS method (that's Keep It Simple, Stupid to you) and it will only feature robberies of certain locations with maybe the occasional threat here and there. If I get around to it, I might think about making Team Chaotix the main antagonists of this story and I might bring in Vanilla, but no Cream and Cheese. I might also show the Conductor's Wife, but that would be too much of an ask out of me. Be sure to give me your opinions in the comment section down below. But I digress. I don't know how often I will write this, but I can assure all of you that it will be simplified from here on out and I will make sure not to add too much. Anyway, I'm only a day away from leaving for Japan. So I might be busy for a long while, but never say never. I hope all of you enjoyed this one-shot(?) and I'll see all of you later.