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.