It's been 84 years. Well maybe not 84, but time has past since Team Sonic was at the hands of stopping the evil Dr Eggman. Thankfully, the good doctor has finally given up on being someone to take over the world and has made peace. Since then, Team Sonic has disbanded and started living their lives normally. Other villains that they have had a rocky relationship with such as Jet and Scourge have also made peace with everyone. They were all living happy lives with no trouble of any kind ruining the peace they had so long craved and desired.
Amongst those people was Miles Prower, or as we all like to call him, Tails. Tails now lived a peaceful life with a girl who first showed no interest in him and was even fighting against him at one point. She was even girlfriend to Scourge during that time, but ever since everything settled down, Fiona had given Tails an actual chance and has gone out with him. The two slowly grew their relationship from a cutsy looking couple, to actual boyfriend and girlfriend.
As of right now, they lived in a mansion which was quite big, but not too tacky. Tails bought it with his own money he got from building and selling his inventions at his own company Prower Inc. The mansion was big enough for both of them and had a massive garage for Tails to keep inventing as much as he liked. Whilst Fiona minded her own business inside the actual house and caringly brought him refreshments whenever he kept himself locked in the garage from making a very important contraption for a very important person. She joked at how she swore that she had to sometimes drag him out of his precious garage just to get him to come to bed so that he could sleep. Tails rolled his eyes every time she said something like that.
As the years went by, the two of them got older and more mature. Tails himself occasionally realised that on some times of the year, Fiona would head out to someone else's place for her own reasons. He wondered what she was up too. Every time she asked, she told him that she was just doing that usual girl stuff, which he could not argue with, but he could not debunk what she was trying to say.
As of right now though, Tails had reached the age of 22 while Fiona was around the age of 24. The two of them had spent a good portion of the night a crappy romance movie and joking about how poorly written it was, and they switched it something more action packed and cuddling in each other's arms, one of them usually giving an occasional kiss on the cheek or forehead whenever one of them felt like it. After the movie ended the two of them snuggled into bed together, Tails reached over to switch off the light when he felt Fiona's hand stop him.
"Hey Tails" she said "I need to tell you something."
"Okay" he said, rolling himself over so he was facing the red vixen "What is it?"
Fiona did not respond quickly, she seemed to be finding a way to word this correctly, as if she had a secret she was hiding or what she was going to tell him was a rather private thing that she had never told anyone before.
"How would you feel having sex with every girl you know?" asked Fiona.
Tails eyes widened in surprise at what Fiona had just said, he was more surprised that she had said it so non-nonchalantly.
"W...What?" spluttered Tails "I mean... I guess it would be okay no doubt, but why? They aren't into me the same way as you are, and most of them are already married."
"Hold on a minute" said Fiona, placing a hand on his lips to silence him "Let me explain."
Tails kept his trap shut as Fiona explained what was she was trying to say.
"You see, me and the girls we know have a special agreement" said Fiona "We thought it would be fun for all of us to pleasure one guy." This was such a surprise to Tails.
"And... your choosing me?" he asked her.
"No" said Fiona "We chose all of our husbands, that does include you, but we decided to wait until you were all ready."
"Oh... Okay?" said Tails, he needed a little more information to understand this fully.
"Now don't get mad at me" said Fiona "But you are not the first one we've actually pleasured."
"Wait... what do you mean?" asked Tails.
"Don't get me wrong Tails" said Fiona, keeping her eyes locked with the orange fox's "After the last few years, I love you and no one else. But this little agreement we've had, has led to me... well... sleeping with some of your friends.
Tails stared at Fiona with a look of disbelief.
"Yeah, I'm really sorry" said Fiona, looking genuinely sad "But, could I make it up to you by having it be your turn?"
"Y...You mean have sex with you and some of the other girls we know?" asked Tails.
Fiona grinned "Yep, and don't worry about their husbands like Sonic, Knuckles and Shadow and such. They know about this, so they won't be mad at you for sleeping with their girlfriends. But it's ultimately up to you, if you don't feel comfortable with this, then I won't force you into it. But I must tell you, these girls have been eager to give you a go for a while now. They are the reason why I'm telling you this now."
Tails didn't know how to take this. He was surprised that his girlfriend had slept with most of his other friends, he almost felt betrayed. But the way she had explained it to him seemed to make up for it. She did seem to be being honest with him when she told him that she loved him more than them. Not to mention, if she was being truthful, then multiple girls he had known for a long time like Amy, Blaze, Rouge and Sally wanted to have sex with him just as much as she did. And if their husbands were given the same treatment before him, and were okay with him sleeping with their girlfriends, then he could get behind this. After thinking about it for a bit longer he turned back to Fiona.
"Listen Fiona" said Tails "I don't really know how to feel about this whole 'sleeping with my friends thing' at the moment."
Fiona shifted uncomfortably as he said that.
"But if what your saying is true, then I guess I could look past it" said Tails "And if they were also okay with it, I guess I will agree to this whole thing you and all the other girls have agreed to."
"You mean it?" she asked him.
"Yeah" said Tails, smiling sweetly at her "Besides, it could be fun."
"Oh it will be fun" said Fiona, grinning from ear to ear.
"I look forward to it" said Tails.
"Great" said Fiona, moving to straddle his waist "Then let's get started."
"Wait, what?" cried Tails as Fiona climbed on top of him "We're doing this now?"
"You bet your ass on it" said Fiona "I've held back from you for so long, I've been practically dying to give you a run."
"B...But I don't know what I'm doing" said Tails.
"Don't worry" Fiona said soothingly "We'll go slow. Until I get impatient."
"O...Okay" said Tails.
"I think a nice kiss will start us off just fine" said Fiona.
The red fox leaned close to the orange one and pressed her lips to his. Tails felt her kiss him, but this kiss was more different than the one's she would usually give him. This one felt more passionate, more rough. It was a kiss that he was unfamiliar with but somehow, deep down in his mind, he knew exactly what to do. He kissed back, almost with just as much passion. Fiona grinned inwardly at this, he was getting better at this already, she turned it up a notch. She started to kiss him with more passion, she used her hands to pin her arms down to the bed and slowly grind herself against him.
Tails gave a moan of pleasure into Fiona's mouth as he felt her grind her crotch into his own. He could feel his cock begin to grow, and push against the crotch of Fiona's night dress. As he opened his mouth to moan, it was instantly stifled by the entrance of Fiona's tongue. It caught Tails off guard and at first he tried to pull away, but his head was pinned against the mattress and Fiona had his hands pinned so he couldn't. But as she continued licking the inside of his mouth, Tails slowly began to get into it, he gently poked Fiona's tongue with his own, and she responded by wrestling him into submission with her tongue. Listening to his instincts again, Tails began to fight back. Soon their tongues did a beautiful dance in each others mouth's.
Soon, the need to breath was too great. Fiona pulled away from Tails and the two gasped for breath. A strand of saliva connected their bottom lips together, but soon broke and landed on Tails's chest. Fiona looked into Tails's eyes, they were now lidded with lust, mirroring her own look.
"So Tails" said Fiona, beginning to kiss his neck and cheeks "Ready to have some fun?"
"Yes Fiona" said Tails.
"Good" said Fiona, grabbing hold of Tails's gloves, she pulled them off and tossed them away. She then moved her hand down to his feet, teasingly brushing her hand against his crotch. She pulled off his socks and tossed them away with his gloves. She then took hold of the hem of her nightdress, grinning lustfully as she did so and began to lift it over her head. Tails watched in awe as Fiona revealed her body to him. She wore a black bra, with a matching pair of black panties, both of which greatly empathised her flawless curves. Her nice, big breasts were trapped in the confines of her bra, begging to be released from their fabric prison. And there was a big wet stain on the front of her panties.
"Well, what do you think?" asked Fiona, seductively shaking her body to excite him even more.
"I... I think your the sexiest fox I have ever met" said Tails, getting more turned on by Fiona's sexy body.
"Mmm, I can feel how excited you are" said Fiona, rubbing her thighs together against his hard erection.
"Do you want to touch me?" she asked him.
"W...Wow" said Tails, his eyes darting everywhere, taking in every part of her sexy body "I don't know where to begin."
Fiona grabbed Tails by his chest fur and pulled him up, so that he was sitting up straight. She then turned around and sat on his lap, grinding her well-shaped rear into his crotch, getting a groan out of Tails. She giggled and leaned her head back onto his shoulder.
"Go nuts my love" said Fiona "Touch me however you want. Don't be shy."
The words 'don't be shy' gave Tails reason to abandon any worry he already had. His hands immediately went for her breasts, taking them in his hands, he gave them a good squeeze, Fiona threw her head back on his shoulder and moaned.
"That's it" she said, leaning up to tenderly lick his nose "Throw all inhibition aside, go wild, be as rough as you want."
Tails took that as a green light to keep going, he kept massaging Fiona's sensitive flesh. As he got rougher with her, Fiona began to grind her ass against his crotch, exciting him even further. She also moved her own hand to her crotch and moved it inside of her panties. She began to rub herself as Tails continued to enjoy the feeling of her breasts squishing and changing shape in his hands. She used her other arm to support herself, by wrapping it around Tails's neck.
Tails moaned out as he felt Fiona's shapely ass grind itself into his crotch, his cock was emerging from his sheath and pressing up against the red vixen's ass cheeks, she gave a delighted coo as she felt it press up against her.
"That feels like a good one" she said "I can't wait to have that in me."
"Shouldn't we continue the foreplay a little bit longer?" asked Tails.
"Definitely" said Fiona "You've got the touch, in fact."
Fiona pulled her hand away from her pussy and pushed Tails onto his back, she then quickly ripped off her bra. She then turned around so that she was facing him and took hold of his hands, pressing them back to her fully exposed tits. Tails eagerly complied as he enjoyed feeling Fiona's breasts without the fabric getting in the way of feeling her full flesh. Fiona moaned out louder at his rougher groping, she needed more out of him though.
"Keep going sweetie" she moaned "Pinch my nipples."
Tails actually had a hard time processing what Fiona wanted, due to his own pleasure being caused by Fiona grinding her big ass against his crotch, but he managed to catch on to what she had said. Taking his fingers, carefully trying to not hurt Fiona with his claws, Tails took her hard, erect nipples between his thumb's and pointer fingers and pinched them. Fiona moaned out at her hard, pebble like nipples being squished in Tails's fingers. Tails then took it a step further, pinching her nipples firmly he pulled on them. Fiona cried out even louder than before and pushed her chest out so that Tails could pull on her breasts easier. Seeing that she liked it, Tails did it again, a bit faster and harder this time.
The combination of Tails's cock pressing against her crotch and having him pull on her breasts was almost torture to Fiona, as she knew that if she was feeling so good now, then she would feel even better with his cock in any of her holes. She needed it and she needed it now. So she took Tails's hands away from her breasts, much to his sadness as the soft flesh was no longer in his hands. He watched Fiona pulled down her panties and flung them away, then he continued watching as Fiona changed position, he watched in awe as her dripping pussy was now positioned in front of his face. Meanwhile Fiona was face to face with Tails's big cock, about nine inches long and and inch and a half thick, she grinned widely, this was definitely one of the bigger ones she has ever seen.
She then nestled her legs against the sides of Tails's head, trapping it there. Tails felt her pussy juice drip onto his lip, he licked it off. When he caught it's taste, he became addicted. Fiona tasted so sweet, and knowing that she had more of that sweet tasting fluid inside her gave Tails determination to make her cum. He wanted more of that amazing taste.
Fiona gasped out as she felt something enter her pussy. Looking below between her legs she saw Tails already eating out her pussy, for a first timer he was amazing. His tongue new just the right spots to hit, and reached places very few could reach. She moaned as she felt the writhing tongue twisting, turning and climbing within her cunt, knowing that Tails could get better at this only made Fiona more excited.
"Ooh" she moaned "Fuck, that's good Tails. OH... your tongue is so deep in there."
Tails just grinned as he continued licking. Fiona decided to reward him for his instincts. Taking his big cock into her mouth, Fiona began to force herself down until she couldn't take anymore of it. She was one inch short from taking the whole thing, she decided to wait for a bit to see what Tails would do.
The two of them released muffled moans as they continued to pleasure and please each other. Tails reached up and took hold of Fiona's hips, pushing her pussy into his face, forcing his tongue even deeper into her cunt. Fiona groaned at the feelings of Tails's tongue inside of her, she used her own hands to keep his shaft steady as she sucked on it, licking every inch she could reach and teasing the head when she could.
"Oh god" cried out Tails, pulling away from Fiona's core to gasp "You must have had plenty of practice with everyone else."
"Your damn right I have" giggled Fiona "Does it feel good?" she asked him giving his tip a teasing lick.
Tails shuddered at the warm digit teasing his head and said "It really does. I... I want more."
And more she gave him, she took his shaft back into her mouth, and in response, he moaned out and dove back into her sopping wet pussy, licking up all of her dripping juices. She sucked on his length harder, trying to get more of his delicious pre out of the head, digging her tongue into the little slit of it. Tails's hands wandered to the vixen's plump ass and gave her cheeks a hard squeeze. Fiona released a moan, which was drowned out because of the big, fat cock within her mouth, she began to hump his face slowly as he continued licking her and squeezing her ass.
Tails loved the feeling of Fiona's warm mouth over his cock, but he could feel one inch not inside of her. He wondered how she would react if she were to take control of her pace and took matters into his own hands. Deciding to try it out, he removed his hands from her ass and towards her head. She shivered slightly as she felt his hands on the back of her head, she trembled in excitement as she had a feeling as to what he was going to do.
Fiona released a muffled scream and her eyes widened as she felt Tails use his arms to force Fiona down onto the rest of his cock, making her take every single inch. She felt the length hit the back of her throat and she gave a little cough. This is what she was hoping he would do, take control of the pace, and he was already doing a fantastic job. She just let his do his own thing and rested lazily on top of him, keeping her crotch pinned to his face so that he could continue eating her out, all the while he grabbed her hair and forced his entire cock down her throat.
The sides of Tails's head were hurting a tiny little bit due to Fiona's legs acting like the pincer of a crab by squeezing his head to stay in place. But he kept eating out Fiona, his long tongue slithering up and down Fiona's cunt and licking up her pussy juice. The feeling of Fiona's warm mouth enveloping his cock was amazing, and listening to her loud sucking and slurping was really hot as well. He felt his first release approaching fast.
Of course Fiona knew that Tails wouldn't last long as a virgin, but the fact that he had lasted this long was actually quite a feat. She grinned on the inside. Everyone was definitely going to have a lot of fun with him. With a virgin like him lasting this long, he was certainly going to last even longer when he got better, and she was positive that he would get better very quickly. Her own hips quivered as she felt her own orgasm approaching.
With two shudders the two foxes released their orgasms, though Fiona's release came way Tails's own. Tails started by pinning Fiona's head down to his crotch so that her lips were touching the base of it, he let out a mighty cry as he released his cum into the vixens mouth. She moaned as she tried swallow every last drop, but there was so much that it began to drip from her lips, though she was still able to drink most of it. Her own orgasm followed soon after with her own moan, and Tails began to eagerly lick up her vaginal juices. Tails dug his fingers firmly into Fiona's head, keeping her head pinned down until he was sure she had swallowed everything he had.
But their orgasms didn't last forever, Tails eventually let his hands drop, allowing Fiona to slowly pull herself off of his cock. The two of them just laid there lazily, trying to catch their breath back. Fiona then began to lick up whatever of Tails's cum she didn't swallow, and Tails used his own hands to clean Fiona's juices of his face, and then licked them up gingerly.
"Damn baby" said Fiona, licking her lips "You came so much, and it tastes amazing."
"Sorry if I didn't last long" said Tails sheepishly.
"Actually you lasted quite long for a virgin" said Fiona.
"Wait, really?" asked Tails.
"Really" said the grinning vixen "I bet with enough practice you could fuck a girl for a long time. Speaking of which."
She lifted herself up slightly and turned herself around so that she was facing Tails, and positioned her pussy over his hard cock. Tails watched as the red vixen straddled him properly while grinning down at him with a look more mischievous than anything that he had ever seen as she used her hands to pin his arms to the bed.
"Ready for me to take your virginity Tails?" asked Fiona.
Tails looked up at the gorgeous, naked, red fox. He could not imagine a prettier or hotter girl to take his virginity. He could not imagine losing it to someone else, only she seemed to be the correct choice. This felt good, this felt right.
"Yes Fiona" said Tails "I'm ready."
Fiona had slammed herself down before he had even finished. She moaned lustfully as her boyfriends huge cock filled her and stretched her tight pussy, but Tails screamed out as she took his virginity. Of course it didn't actually hurt that much, he wasn't a female after all, but the feeling was shockingly amazing. It felt like Fiona had slammed down onto him with the force of a lightning bolt.
Fiona giggled as she looked at the shocked, yet, pleasured look that Tails was showing and said "Mmm, that felt good. How does it feel to be inside my tight, wet, pussy Tails?"
"I d...didn't think it would feel this good, to be trapped like this with you" said Tails looking up at his gorgeous, giggling girlfriend.
"Well it's about to get even better" she said. Without further hesitation, she began to rise her hips upwards, her boyfriends cock began to slide out of her and she continued rising until the head of his cock was inside of her.
"N...No" whimpered Tails "D...Don't stop."
"Oh trust me I have no intention in stopping anytime soon Tails" giggled Fiona. She then had Tails's cock re-enter her as she slammed her hips back down towards his crotch, making a loud smacking sound sound out throughout the whole room, making Tails cry out again. Fiona continued the cycle over and over again, slowly getting faster with each passing moment. She grinned at the faces and sounds Tails made, and continued to ride him. Tails was starting to wish that Fiona wasn't pinning his hands to the bed, looking at the sight of sexiness above him. Fiona's nicely sized breasts bouncing up and down, her tail swishing from side to side, the sexy slapping sounds she was making through her bouncing and her beautiful face grinning down at him. He wanted to touch her everywhere, but she was stopping him from doing so by keeping his arms pinned down. Yet this only made Fiona even sexier in his eyes as he moaned helplessly at the immeasurable amounts of pleasure he was feeling.
"Mmm, oh fuck" cried Fiona "Your definitely... oooh, one of the best I've ever had."
"T...This is the best feeling I've ever had" moaned Tails.
"I know your a virgin" moaned Fiona "But... OH... t...try to make it last."
"I...I'll... GAH... try" grunted Tails.
Despite Fiona having had more sex than Tails, quite frankly she was in the same boat as him. The pleasure they were feeling was so good, it was difficult not to cum too soon. Both of them were moaning at the top of their lungs and holding back their orgasms for as long as they could. Fiona began to mash her hips harder into Tails's, and she leaned in and kissed him deeply on the lips, and he kissed her back with just as much passion as she continued to ride him
Tails moaned out continuously as his girlfriend rode him fast and hard, the feeling of her tight cunt squeezing his long, hard cock was almost unbearable in terms of how pleasurable it was. His arms were still trapped under Fiona's and he was further trapped by Fiona capturing his lips through her kiss. As the two of them continued fucking, something began to awaken within Tails, and he was too entranced by his girlfriend to notice it. Neither of them realised that through their intense sex, that they were awakening a beast.
"Oh Fuck" cried Fiona as she broke the kiss "I...I'm cumming."
Instead of announcing his own orgasm, Tails let out a growling cry as he began to thrust his hips upwards in time to Fiona's bouncing, which the vixen could tell that he was also close.
"C...Cum with me Tails" she cried "Inside me. Do it."
With two wolf-like howls, the foxes released their much needed release all over each other, or to be more specific, Fiona's juices sprayed all over herself and Tails, while Tails's cum shot off like a rocket inside of Fiona. Fiona shuddered and cried out again as she felt the male fox's cum fill her up, it slowly began to leak out of the sides of her pussy. Tails growled lustfully at how satisfying it was to release his cum deep into the vixen and how tight her cunt felt from her own orgasm, all the while Fiona's juices covered his crotch, and even managed to land on his chest.
"Damn" muttered Fiona "You were amazing Tails."
Tails didn't respond, Fiona just assumed he was tired, and loosened her grip on his arms. This is when her eyes widened as she found herself underneath Tails. The second she had released Tails's arms Tails had grabbed her own and pinned her down the same way as she had pinned him. He had an intense predatory looking grin on his face which shocked Fiona beyond reason. She had never seen something so intimidating in her life, yet it was turning her on at the same time.
Before she could even ask what he was doing she screamed as something huge and thick was jammed up her vagina. A feeling even better than before now that Tails was in control. Unlike Fiona, Tails did not keep Fiona pinned down, he started off like that for his first couple of thrusts, he buried his face into the vixen's neck, nibbling it gently but passionately, Fiona cried out in surprise at the feeling of Tails nipping her and reacted by wrapping her arms around his body and moaning out to him to go faster. So faster he went and he grabbed hold of the vixens plump breasts that he didn't get to feel when she fucked him.
Tails gave them a firm squeeze, grinning as he felt the fleshy orbs change shape in his hands and listened to Fiona's moaning. He gave a low seductive growl as he kept fucking her. She cried out passionately digging her nails into Tails's back, holding on tightly as he rammed into her brutally, egging him on with every moan that escaped her lips. On the outside Fiona passionately moaned as she let Tails fuck her, but on the inside she was grinning. This was definitely one of the best fucks she had ever had out of all of her friends husbands. Though she might be personally bias for her own husband, she seriously believed that Tails was going to be the best sex lord for every single girl he ends up. She was actually excited to find out what the other girls would think of him when they had their turn with him. But of course that could wait, what was important now was her current position.
"TAILS" she screamed "Your... Your going to make me cum Tails. Please fill me up again with your own. FUCK ME. CUM IN ME. PLEASE."
Her voice rang in Tails's ears. Tails released another passionate growl as he continued to fuck his sexy girlfriend, he was close and Fiona's tightening pussy was not helping him hold back. But he didn't want to, Fiona's screams were really getting to him, he had to release in her, he had to bring her to an orgasm, and most of all, he wanted to do this to every girl he knew, knowing that his friends would be okay with it.
"F...FIONA" he screamed, releasing his hot cum deep inside of Fiona's tight pussy, filling her up even more than she already was. He gripped her breasts tighter as he felt the sweet release hit him hard and he nuzzled deep into the vixen's neck as he came.
"TAILS" she cried, feeling Tails's hot jizz enter her again, joining her previous load. Her grip on Tails tightened even further for a bit, but started to loosen as she sighed in relief of her orgasm covering Tails's length and the male's warm cum filling her and oozing out of the sides.
The two of them panted, exhausted from the hot sex they had just had. Tails laid lazily on Fiona's chest his hands hugging her more gently as he calmed down and re-tamed the beast within him, and Fiona kept her arms wrapped around him too.
"Sorry for getting out of control like that" said Tails sheepishly.
"Don't worry about it" said Fiona "I think your going to make a lot of girls happy with that wild side you've got there. They love it when their male partner goes hard on them, and I'm no different."
"T...Thanks Fiona" said Tails "I...I'm glad I lost my virginity to you."
"I would be the only one allowed to do it anyway" giggled Fiona.
The two of them shared a gentle laugh as they lazily laid on the bed. Staying in the position they were in, Tails, with some effort, lifted the dirty sheets to cover him and Fiona, and Fiona reached over and switched off the bedside table light.
"Now Tails" said Fiona "There are a few things I should tell you about this."
"Sure" said Tails, glancing up to her face to make eye contact with her to show that he was listening.
"For the next couple of months you are going to be having sex with a lot, and I mean A LOT of girls" said Fiona "Some of them may want to take you twice, but above all, you have to satisfy them the same way you satisfy me."
"You said I could pull it off" shrugged Tails "If you said it I'm sure to."
"Of course" giggled Fiona "And another thing, please don't get caught in public, some of them will probably try to find a private spot outside and fuck you right then and there."
"Alright" said Tails, yawning. He had become very sleepy.
"I think that's everything you need to know, for now" said Fiona "Sleep now my little fox." Without hesitating, Tails obeyed.
Tails slept soundly on Fiona's chest. Fiona smiled and stoked his head, 'we're going to have so much fun with you Tails' she thought. Now admittingly all the other boys she had fucked with her friends were also pretty good and she had a feeling all of her friends had personal bias towards their own husbands, she was no different. Sure, maybe someone else she had was better than Tails, but he was her husband and she was allowed to think that he was the best fuck out of all of them. And speaking of her friends... Fiona reached for her phone on the bedside table and dialled a couple of numbers.
"Hello?" she said "Yeah it's me. Sorry to call all of you at this time. But I'm calling you in regard to Tails. I think he's finally ready for our little 'Treatment'.