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Helping out a trans boy with his self-esteem	By : snoopingfox87 Category: +S through Z > Sonic Views: 1072 -:- Recommendations : 0 -:- Currently Reading : 0
Disclaimer: I don't own Sonic and I make no money from this story.

Chapter List
- 1-Chapter 1 - Tails with Fiona, Rouge, Wave and Nic
- 1
Tails and Fiona have been a couple for almost a year. After he helped her out of an abusive relationship with Scourge, the two had formed a strong friendship that gradually turned into romance. But aside from each spending the night at each other's house many times, nothing intimate had yet happened between them.
One day, Fiona surprises Tails while taking a bath, and finds out her boyfriend is transgender. To be exact, he hasn't yet done any of the treatments that are part of the medical transition; his breasts had already begun to develop, and he'd had to start wearing since a few weeks ago a binder, hidden with baggy T-shirts; Tails has toned muscles from his arduous training as a Freedom Fighter, as well as some battle scars that would make many people of all genders kneel before him, but there are also the first signs that Tails's body is going to look quite curvy, with wide hips and a sexy round butt, if he doesn't undertake any treatment to change that. Only Sonic and Sally know about this, having been the ones who took care of Tails since he was a baby and witnessed the moment when the fox kid began to present himself as a boy; as expected, now Tails is extremely embarrassed that Fiona has found out about this too, he hoped to tell her about this a few years later, when they started making love or when he felt more confident about the stability of the romantic relationship between them. On the other hand... Fiona is strangely turned on by that body her boyfriend doesn't seem to want to have. Since then, both of them pretend the incident didn't happen, but she begins to masturbate secretly.
It turns out Fiona is also different from other people in a similar way to how Tails is: she has a voluptuous body, the envy of many girls in Knothole Village, with firm and perfectly round D-cup breasts, wide hips and a wasp-like waist, all accentuated by her white-and-yellow jumpsuit, so tight that it always seems to be about to break, and the lack of a bra, which allows the nipples to protrude through the jumpsuit; however, she also has a penis and testicles, which are also fully functional. Scourge had been about to get rid of her when he found out this but then decided to keep her close to him since the rest of her body was still attractive and she was still useful to his own selfish interests, although he also made sure to make Fiona go through even more shame, worsening the physical and emotional abuse the green hedgehog was already making her suffer from the beginning of their relationship.
Back to the present, Fiona begins to have trouble hiding her genitalia's true shape: although Fiona's "package" is pretty large, she used to hide them with tailored panties, but seeing Tails naked has made her start having painfully massive erections and is forcing her to "blow off steam" once before bed, again with each erotic dream, and about two more times during the day, which is also interfering with her duties as a Freedom Fighter. However, worst of all from Fiona's point of view is the internal conflict in her mind regarding Tails's condition: she knows what it feels like to be unhappy with oneself's body and/or to feel ashamed for showing others that one's private parts don't conform to the norm, and she wants Tails to have the body he's most comfortable with, but the body Tails has right now is one of the most beautiful things Fiona has ever seen, and she can't help but dream of convincing her boyfriend to keep his original body shape just to satisfy her fantasies.
Finally, Fiona starts making calls to acquaintances she thinks can help her, and following their advice, she gets ready to discuss the matter with Tails.
Tails and Fiona prepare to go to sleep, in separate beds. He's the one spending the night at his girlfriend's house this time.
"Tails... There's something I'd like to talk to you about." Fiona is quite nervous. "It's... It's about what happened a few days ago. When you were taking a bath and... and I surprised you-"
*sigh* "That's water under the bridge, Fiona. I'm not mad at you, don't worry about it..." Tails walks over to her and runs a hand over her cheek, playing around with the fur strands. His look is pretty serious, albeit he tries to smile in order to make her feel better. "I love you, Fiona. If anyone here has to meet a certain standard, that's me. Scourge tried to make you feel eternally guilty, to force you to put his wishes above yours, your own well-being and even your life. But that's over." He kisses Fiona on the mouth. Now she's more aware of how soft her boyfriend's lips feel; the kiss sends a pulse of pleasure to her entire being, intensifying the erection Fiona was already having for a while. When their lips part, Fiona is already so flushed that her cheeks could glow in the dark, but Tails seems to ignore that.
"Good to know... But I meant something else. I was talking about... what I saw when... I saw you naked."
The two-tailed fox had the gut feeling his girlfriend would eventually bring up the topic of his gender, so he avoided looking at her eyes.
"I- I know this could make you angry, a- and I'm deeply sorry, but I think we should... you know... talk about it-"
"Fiona, I think I've been clear enough by now: you don't have to worry about me. I'll solve this by myself."
"Please, stop doing that. You need help, I can tell. Are you sure your identity-?"
"Of course yes!" Tails turns to Fiona suddenly when yelling at her, and immediately looks away again when he realizes what he just did. "There are three things in life that I'm absolutely sure of: that I love you and would even make the ultimate sacrifice for you, that Eggman must be defeated by any means necessary... and that my true gender is male and I prefer to be addressed properly, with male pronouns."
"So what is it that makes you feel so bad? You don't know how to access reassignment treatments? We can do some research, figure that out together-"
"No. It's not that... The problem is whether I should undergo the reassignment treatments or not. That, and how far should I go in case I do. I know I can access them easily and safely in Station Square... but I found that much of my discomfort stems from being called by the wrong pronouns. I wish to be treated as a male, I swear that by King Yenma, but... do I really need to also alter my body to be treated as my true gender? Yes, I would like to have a "manly" body. It'd feel great, actually... But I'm not feeling bad about my current body either." Tails turns to his girlfriend. "I'd like to hear your opinion. It'd mean a lot to me."
Fiona suddenly approaches him and gives him a deep kiss, as she also sheds a couple of tears she was trying to hold back.
"I don't care what you decide..." The red vixen assures him, despite the fantasies becoming more and more vivid in the back of her mind as their bodies remain so close to each other. "I'll always love you. But I cannot advise you, I can only tell you to... to meditate on the matter as much as you need."
"Thanks, but why can't you tell me anything?"
*sigh* "I... Look, the important thing here is for you to be comfortable and happy in your own body. No matter how much I mean to you, it's not right for me to decide for you. Besides... seeing you naked... awakened something in me."
Tails is puzzled but does his best to understand. "Please, continue."
"I have... dreams. About you and me. They're fantasies... sexual fantasies. In any other case, I'd have discussed it with you with no qualms, but... these fantasies are due to... having seen you naked. I dream of making love to you, and I'm not ashamed of it... but I also dream of you keeping your original body... only to satisfy me, to make my fantasies come true."
Fiona is staring at the ground, waiting for Tails to get mad at her. But that doesn't happen.
"I see." Tails answers to her. "We can try it out. Now, in a few days... whenever you feel like it."
The red vixen looks at her boyfriend in the face, losing her fear of being rejected by him. "There's something else I must show you." With this, she begins to unzip her jumpsuit. This piques the interest of Tails, who makes a slightly lewd smile, and his cunt starts to get wet in anticipation.
"So you wanna do it now, huh?" He sits on the bed. "Good to see you still feel well enough to do this. I've been looking forward to doing this for quite a while, I must admit. I may not be 'armed' at all, but I have faith that my fingers and my tongue will make you see the stars."
"Wait." Fiona asks when her entire torso and upper back is already exposed. "There's something important you should know. You may not want to have sex with me because of this."
"Mmh~ Do you also have secrets? Hehe... Don't be scared, I'm sure they'll make things more interesting-" The lewd smile suddenly disappears. "Oh."
Fiona has finished taking off her jumpsuit and is standing in front of Tails with her face even more flushed, her teeth biting her lower lip and her knees together. Her throbbing cock hangs loosely from her crotch, at least 15 centimetres long, 3 centimetres wide, with a swollen vein sticking out, despite being barely semi-erect. A drop of pre-semen is leaking from the tip. The balls behind her penis are swollen after Fiona has been repressed for just a few hours, and each one is almost as big as the width of her cock.
"You don't like it, right?"
"Sit on the bed, Fiona."
"Tails?"
"Just do what I tell you, trust me."
Fiona does as asked, and to her surprise, Tails kneels on the floor between her legs and begins to touch her "package". With one hand, he palpates the heavy ballsack and squeezes her balls lightly; with the other, he retracts the foreskin to lick the drop of pre-semen. The two-tailed fox has a look of utter bliss on his face, he's as flushed as his girlfriend.
"Mff... Tails..."
"Shh... I told you your happiness comes first. Also, I'll always love you as you are. And it'll be a pleasure to make all your fantasies come true." That said, Tails begins to greedily suck on the glans.
"AH! Ah... Tails... Yeah... Yes, take all you want... Suck it like a lollipop of your favourite flavour..." Fiona arches back, breathing heavily as Tails delights in her massive member. He's about to shove the rest of its length into his mouth, but then decides to suck his balls instead, as he gets drunk on the scent of the meaty shaft that now rests on his muzzle.
"C'mon, Fiona, don't hold back anymore. Release it all inside of me, make me choke on your cum." Tails asks his girlfriend while licking the underside of her cock. "Do it for me, if you care so much about my happiness."
Fiona grabs Tails by the hair and forces her cock into his mouth. Tails allows it and begins to suck the entire member, reaching its very base. He also reaches for his girlfriend's breasts with his hands and plays with them. Fiona is in complete ecstasy, yelling insults at the ceiling and demanding Tails to suck faster; feeling her boyfriend's velvety tongue rubbing against the base of her dick is what turns her on the most, along with Tails's tender moans, muffled by the hot, hard rod of meat -now 18 centimetres long and 4 centimetres wide- swiftly in and out of his mouth like a piston. Just a minute later, Fiona cums inside Tails's mouth without warning as she screams loudly at the sky: His balls contract tightly, and the tip of the cock touches the back of the fox boy's mouth and discharges a large amount of cum directly deep down his throat. Tails diligently swallows it all, not letting a single drop leave his mouth.
*pant* *pant* "Good boy..."
Fiona lets her hair down on Tails, who then lets his girlfriend's limp member out of his mouth. Even after her orgasm, Fiona's flaccid dick is about 10 centimetres long and two and a half wide. The red vixen is short of breath but manages to talk to her boyfriend.
"Tails, sweetheart... I had something left to mention."
"Another surprise?" Tails tries to guess while resting his head next to Fiona's cock.
"I had asked some girls I knew for help so that everything would work out when I talked to you. They were supposed to give me advice only, but then they... Well..." Fiona starts sounding shy. "They... invited... themselves... here... Y- Yeah... Oops."
"What?!" He stands up immediately.
"That's right, fox boy~"
Tails looks behind him and...
"WHAT THE FUCK?!"
He tries to cover his own crotch and Fiona's body. In front of them are Rouge the Bat -to whom that voice belonged- Wave the Swallow, and Nicolette "Nic" the Weasel. All three are wearing their usual clothes, although Nic's treasure hunter outfit also includes brown shorts this time.
"So this is your new boyfriend." Nic tells Fiona. The lilac-coloured weasel is the twin sister of the famous mercenary Nack, aka "Fang the Sniper", but unlike him, Nic has something that could more or less be called "moral code" and she had taken care of Fiona the best she could for a few years before the vixen even met the Freedom Fighters. "I appreciate you taking care of her and treating her so well."
"Nic was the first one I called for advice." Fiona tells Tails.
"Yes, I think you told me about her once." The two-tailed fox notes.
"'Fio' told me everything that happened since we separated, so I was already planning to meet you." The weasel tells Tails. "When she also mentioned her "dilemma" about her relationship with you, I helped her without a second thought."
"O... kay... I guess I have to thank the three of you. Now, please, could you leave us alone? By the way, what are Rouge and Wave doing here?" Tails turns to Fiona. "I thought you and Rouge hated each other guts."
*gasp* "How can you think such a thing about me? I'm not that spiteful." Rouge replies to him, feigning outrage. "After I found out Scourge had taken Fiona with him, I'd have done anything to save her from that monster."
"Great, one mystery solved. But there's still another: what's Wave even doing here?!" Tails addresses Fiona. "Wave and I hate each other, too. Why did you think asking her for advice would be a good idea at all? And how did you even get her to be willing to do something for me?"
"Oh, come on, did you really think me messing with you at Extreme Gear races was serious?" The purple swallow replies to him. "It's all part of the race. I respect you as a rival, I wouldn't compete with you if I didn't. And I can also take things seriously when necessary. You could say I'm doing this right now as a gesture of... camaraderie."
"Okay, I guess the three of you have done your part already: helping Fiona talk with me about my gender, her fantasies, our sex life, and so on." Tails tells them as he's a little fed up that there are so many people together in the room where he and Fiona are naked and have just had sex. "To be frank, it wasn't necessary, as I love Fiona and wouldn't have broken up with her just because of a misunderstanding. Now if you don't have anything better to do-"
Faster than the blink of an eye, Rouge gets really close to Tails and presses her own body against his. The fox blushes as he feels the bat's DD-cup breasts pressing against him as she speaks into his ear.
"Oh, but we did come here to do something very important: we have a big present for you~"
Tails looks at Fiona and is surprised to see she doesn't seem to be angry at all. "A-ha, yes, I seriously doubt this is gonna work-"
"But they have something that might actually like you, darling." Fiona tells him. "Watch them carefully. Do you see something of your interest?"
Tails turns to Rouge, Wave and Nic. The bat has her legendary boobs, and the other two are also attractive to the fox in that department. Rouge and Wave have hips, thighs and an ass that would make anyone of any gender nosebleed, while Nic has a toned body and slightly marked muscles, giving Tails some ideas of excuses for her to dominate him- "Wait: is that...?" Tails says, looking at Nic's crotch.
The weasel's shorts are stretched by something hard forming a tent at the pubis. In Wave's case, his white cotton pants slip a bit, revealing a venous bulge. And in Rouge's case, the black latex her catsuit is made of stretches out quite obviously, revealing the contours of a penis and a pair of balls pressing against her clothing and trying to break free.
"All right, Tails... What do you think?" Fiona asks him. "It is all for you. Don't you wanna take it?"
"A- Ah- I dunno... I shouldn't take advantage of girls like you like that."
"You like girls like us, right?" Nic asks him.
"Yes, but-"
"You wanna taste our dicks, savour them, swallow every last drop of cum, and compare them to Fiona's." Wave asks him as she walks over and stands in such a way that her barely covered crotch is an inch from Tails's face.
"Y- Yeah..." Now he's super embarrassed. "Sounds interesting-"
"And you want us to have you pinned down while we fuck you and fill you with cum in every hole you have." Fiona tells him as her cock is coming to life.
*sigh* "Yes..."
"Well, we also wanna do that with you." Rouge replies.
Suddenly, Wave grabs Tails from behind by the arms, immobilized him and putting his hands behind his back, making Tails squeak in sudden fright. The swallow brings him to one of the beds, where she lies on her back and Tails lies on top of her but with his back to her. Wave's dick is already out of her pants along with her balls, her penis is proudly erect and its tip is brushing the fox's tail-hole, while he has his legs spread, showing his cunt is quite wet. Rouge climbs onto the bed and towers over him threateningly, grinning widely; she unzips the front of her suit, releasing first her massive tits and then her equally massive pack of cock and balls, she grabs Tails's broad thighs close to his hips as she gently and slowly rubs her cock against the fox's clit. Rouge's teasing and the tip of Wave's cock pressing against his ass make Tails get a little anxious and make him start to moan softly.
Scared?" Rouge asks the fox.
"A little bit... A- Ah... What about Fiona?"
On the other bed, Fiona is frantically jerking off and massaging her own tits, enjoying the sight of her boyfriend being about to be doubly penetrated by two incredibly sexy girls with cocks as long and wide as hers and balls swollen from not "venting" in a long time. Tails sees Fiona like this, but then he's interrupted by Nic rubbing her own equally big shaft against his muzzle.
"I saw Fiona loved your blowjobs. Looks like your mouth is legendary. I'd like to give you this reward for being such a good boyfriend to her..."
"Wait a bit, Nic." Rouge asks her. "First I'd like Tails to indulge himself too." That said, she rests her breasts on the fox's face and Wave frees her hands for him to touch them. Tails massages and squeezes both of her breasts as she puts his snout between them, then he begins to suck and bite one while he massages the other, and then he repeats this but changing boobs.
"Yeah, these boobs are all for you, sweetie..." Rouge strokes Tails between his ears, eliciting a purr-like sound from him. "Although you may feel something more... interesting now~"
Without warning, the bat sticks her dick in Tails's pussy. With his vagina fully lubricated, the member slides quickly through him until the tip touches the cervix, but the inner walls feel tight anyway. Tails opens his eyes wide, lets out a high-pitched scream at the intrusion, and keeps moaning as the thickened midsection of Rouge's cock intensely stimulates his G-spot.
"My turn~" Nic shoves his cock in Tails's mouth when he's moaning at the top of his lungs. Despite the surprise, he gladly accepts that dick and starts sucking it almost as if he wants to force Nic to cum faster. "Ah... Tails, do you wanna suck the soul outta me or something? Doesn't matter... Take it... Take it all, bitch..." The weasel starts pumping her shaft in and out of the fox's warm, wet mouth, almost as if it also were a vagina.
"I guess now it's my turn." Wave hugs Tails's chest and pinches his nipples, torturing him by mixing the pleasure generated by this with that caused by Nic's cock in his mouth and Rouge's dick in his cunt.
The bat's thrusts is actually the main reason Tails is now in the throes of ecstasy, and Rouge herself quite enjoys it too: the tight, warm, wet, velvety inner walls of the fox are giving Rouge one of the best sensations she has ever had; in fact, they seem to tighten even more, as if they also wanted to extract all the essence from Rouge, and the bat is more than happy to give him what she wants, hitting the fox's cunt repeatedly and quickly with her cock, sinking it to the base and causing her glans to "kiss" the cervix and threaten to penetrate the uterus as well. Tails hands tightly grip Rouge's buttocks and his legs hug her waist, pulling the bat's body closer to him, desperate to keep her from coming out of his insides.
Then Wave suddenly shoves her own penis up Tails's ass. The bone-hard shaft quickly pierces the flesh ring, stretching it beyond its natural limits. Tails screams in pain and pleasure, although those screams are muffled by Nic's dick fucking his mouth. The muscles of Tails's warm butt clench tightly against the throbbing rod of meat. "Mmh~ Yesssss... This is the best ass I've ever had in my life, foxy~" Wave whispers lasciviously into Tails's ear, running his tongue down his neck afterwards. She also starts pumping into the fox's ass, making his anus burn, and grabs Tails's hips, creating some kind of "tug of war" between her and Rouge: every time one of them leaves Tails, the other enters, so he's assaulted by a continuous stream of raw, pure, uninterrupted pleasure.
After a long time, Tails has his orgasm. His mouth sucks Nic's dick more intensely, his vagina's and ass' inner walls squeeze Wave's and Rouge's cocks harder than ever, and his cunt spills its juices on the latter. However, the three girls keep using his body for their own pleasure for another whole minute at least, prolonging the fox boy's own orgasm.
Nic is the first to cum: she grabs Tails by the ears and shoves all of her cock in his mouth until her dick's head touches his throat and shoots about a dozen cum shots into Tails. He manages to swallow it all, but when Nic takes her member out of his mouth, Fiona appears and puts hers in her boyfriend's mouth after having been jerking off, and she also shoots a big load of cum right down his throat.
Wave is next. Tails's rectum had already dilated quite a bit when the entire cock of the swallow entered it, but then she shoots a cum load so big that it inflates the fox's rectum to twice the total volume of Wave's shaft, before shooting out at high pressure. When Wave leaves Tails, his butt-hole is still gaping and dripping semen.
Now Rouge has Tails all to herself for a while. She grabs the fox's ass-cheeks and starts ploughing more slowly but deeper and keeping her cock inside that wonderful pussy for longer.
"Do you want my cum, Tails?"
"Oh! Rou- Rouge... Keep going~ I want all of you, PRETTY PLEASE!"
"Do you want my babies, foxy?"
"Rouge... *pant* *pant* Please..."
"You can be a man and still have children, did you know?"
"Yeah..." Tails is already rolling his eyes.
"You've made so many efforts, you've fought so hard to keep the world safe, you've gone to the trouble of saving Fiona and ensuring her happiness and safety... You deserve a prize, a big one, every day. The four of us can give you everything you want, besides treating you as you feel most comfortable. Because we love you."
*pant* "Yes, give me your love, give me your cum, give me your children, give me everything, Rouge! I wanna be the whore of you four."
"Are you sure"
"FUCK, ROUGE! PLEASE, FILL ME!"
"Hehe... As you command."
Rouge begins to plow Tails's pussy much faster, just like a jackhammer, and Tails screams at the sky with each thrust. Soon after, Rouge's shaft's head hits the cervix and makes its way into the uterus, the entire dick starts throbbing and swells even more, and Rouge shoots a long continuous stream of her hot, thick and powerfully fertile semen right in there. Tails's belly visibly inflates a bit, even the faint sound of semen being shot and filling the fox is heard, and the blissful boy dominated by Rouge has an overwhelming second orgasm. The bat emits something in between a growl and a guttural sound as she fills that precious cunt, and the fox's orgasm lasts for several more seconds.
*sigh* *sigh* "Stay... inside of me..." Tails asks Rouge when he has already relaxed and has partially recovered his breath.
"You like to feel my sperm swimming inside you, huh?"
"How are the others?"
Fiona and Nic are just lying on either side of the couple, and they're awake. Wave is still under Tails, a little tired after her anal sex session, but still conscious.
"We're here, Tails." Fiona answers.
"Would you like... to repeat?"
Faced with this proposal, Fiona, Nic and Wave begin to have erections again.
"I'll take that as a yes."
When Tails is recovered and the three girls already have their cocks very hard, erect and at their maximum sizes, they all take their positions. Tails and Rouge, still together, turn sideways; Wave gets out from behind Tails and puts her cock next to his mouth as Nic takes the swallow's places and prepares to take the fox's wide round ass; Rouge takes her penis out of Tails's cunt, and before the bat's cum leaves his belly, Fiona penetrates her boyfriend from in front of him; the two foxes kiss tenderly, they and Nic turn around so that Tails is on top of Fiona and under the weasel, and the two-tailed fox begins to suck Wave off while Nic ploughs his butt lubricated with the swallow's cum.
This sex session ends pretty much the same way as the previous one: Nic shooting another big cum load on Tails's ass, Wave forcefully fucking his mouth as if her life depended on it, Fiona adding her own load of semen to the one Rouge had shot inside his womb, expanding his belly even more, again giving her boyfriend two orgasms in a row, and then staying attached to Tails in order to keep both girls' juices inside him until someone else is ready to take her place.
When they make love again, the one who takes Fiona's place is Nic; Tails's ass is taken by Rouge, now recovered; Wave makes Tails rim her while she rubs her cock against the fox's chest and underdeveloped breasts. This time, Tails is on his side, rather than everyone being on top of each other, which gives more freedom to experiment. When they finish, Nic again makes Tails have two orgasms in a row and puts another cum load in his belly for the third time; Rouge takes her cock out of the fox's ass and decides to rub it between his buttocks and spill her cum on his back; when Wave is almost at her climax, she pulls away from Tails's mouth and cums all over his face.
With Nic resting after Tails's cunt apparently also stole the very essence of her being, Wave takes her place; Rouge shoves his cock into the fox's mouth, but sitting on his face in a different orientation, with her ballsack on Tails's nose and making him drunk with its aroma while Rouge and Wave kiss and play with each other's breasts; It's also Fiona's turn to taste her boyfriend's ass. At the end of this round, Tails's belly is quite enlarged by the four voluminous loads of semen in his uterus, to the point that he looks a few months pregnant; Rouge spills her semen on the fox's chest this time, and Fiona spills hers on his ass-cheeks.
Later, Fiona fucks Tails in the pussy again, albeit with Tails riding Fiona in the cowboy position. Also, Nic plows Fiona's ass from underneath her, Rouge rubs her cock between Fiona's boobs while making the vixen rim her and suck her balls, Tails plays with Rouge's breasts while they kiss each other, and Wave rims Tails as she masturbates herself. When Nic cums inside Fiona's ass and takes her cock out of there, Wave puts hers right there and cums inside Fiona too; when Rouge climaxes thanks to Fiona's amazing breasts and her skill with her tongue, the bat shoves her entire member into the vixen's mouth and cums directly into her throat; meanwhile, Tails keeps accumulating more "girl semen" inside his belly.
Then Rouge takes advantage of Fiona's exhaustion and takes her to enjoy her ass, penetrating her there brutally, smacking her ass-cheeks and pulling a leash tied to a collar around the vixen's neck. Fiona and Tails are face-to-face and embraced, kissing and exploring each other's bodies. Nic is under both of them, sucking Fiona off and ploughing Tails's vagina, while Wave is fucking the two-tailed fox's ass again.
While Nic rests, the other four are kneeling and forming a sort of "sex train": Wave fucks Tails's cunt from the front, although Tails has his legs around the swallow's hips; Rouge thrusts into his ass from behind; Fiona does the same to Rouge, and Nic also does the same to Fiona.
In the last round, Rouge again shoves her cock into Tails's vagina, but in the reverse cowboy position this time; Fiona rubs her shaft between Rouge's breasts and sometimes makes the bat suck the vixen's cock's head; Tails and Fiona have a double-ended dildo with a vibrator up their asses; Tails rims Wave, who's tired from cumming in his cunt on the previous round, and Nic penetrates Rouge's butt.
Finally, everyone falls asleep. Tails has the double-ended dildo bent and shoved in both his pussy and his anus, and his belly is even more inflated than before, with a total of eight huge loads of cum from the four girls, who are now his girlfriends. Rouge and Wave are on one side, Fiona and Nic are on the other side, and all five of them are smiling.
The two-tailed fox had decided to start taking the pill, putting off creating a family for several years later. However, he has more self-esteem regarding his own body and identity now. He'll keep identifying himself as a male, will keep wearing clothing traditionally considered "male", and will undergo a mastectomy to remove his breasts, but nothing else. With Fiona and three other friends supporting him (and filling his insides with their cocks and cum every night on titanic love-making sessions), the future looks brighter than ever for Miles "Tails" Prower.
"Hi, Sonic! Hi, Sally! I hope you're doing well on that joint mission of our team with GUN and Team Dark. Remember I had to decide how I'd do the transition treatments? Well, I already made the decision. When you finish your mission, come back to Knothole, so I can tell you guys everything. Good luck dealing with Seto Kaiba the Hedgehog!"
Tails's voicemail finishes playing on the phone at one of the rooms of GUN's HQ. In that same room, the Knothole Freedom Fighters and part of Team Dark are having their own intimate session: Hope Kintobor is penetrating Shadow's ass with a strap-on; Shadow is almost breaking Sonic's ass with his cock; Sonic is making love to Sally, putting another cum load in her pussy and sucking her nipples tenderly; Nicole is penetrating Sally's butt with a penis specifically made to satisfy her best friend to the maximum; Bunnie is ploughing Nicole with a robotic dick capable of replicating in Bunnie's brain all the sensations of an organic one; her husband Antoine is rubbing his cock between her wife's big breasts and making her suck on the tip; Sally is also licking Amy Rose's cunt, and the pink hedgehog does the same to Blaze the Cat.
"What did your little brother call me?" Shadow asks Sonic. "'Seto Kaiba the Hedgehog'?"
*pant* "Ah! Admit it, 'Shads'... Tails is right- OH!"
"I'll have to punish you for making fun of me like that. And later I'll have to give that spoiled brat a visit to teach him some... discipline."
- 1
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Helping out a trans boy with his self-esteem