Tails steps into Club Rouge, dressed up in a sharp black suit as was ordered. The patrons turn their heads as he walks through the main dance floor and over towards the VIP stairs. He cannot hear them over the thumping of the music that rings the bass's timber through his being. The way they look at him makes him wonder just how much his secret arrangement with Rouge was still a secret.
It's been a few months since Rouge had signed a contract with the fox—to show him how to be a "real" man. Just because he's eighteen, it doesn't mean he knows what it means to be in the adult realm and what Rouge has shown him has him realizing there was so much he still needed to learn.
The bouncer let him through, stepping aside without question. He then ascends to the VIP balcony, which includes seating that overlooks the rest of the club, and a private bar for the famous persons. At one of the tables, Rouge sits, chatting it up with a couple of girls. When Tails approaches them, Rouge, dressed in a sharp red dress, shoos the girls away.
"Don't have too much fun, now, alright?" she teases, taking a sip of crimson fluid from her glass. The women stand up, and they both show the distinctive bumps of motherhood. Tails keeps his eyes on them as they walk away, and Rouge snickers, crossing one leg over the other.
"So, you've gained an appreciation for expectant mothers, have you, Miles?"
Tails's eyes snap back to the bat. "I was just wondering if…"
Rouge places her finger upon her lip and then pats the space next to her. "Join me, won't you, Miles?"
Tails does as he's told. It's part of the contract, after all. Rouge leans in, her mouth breathing hot breath upon his twitching ear.
"Remember, Miles, you're letting me handle all of those little details. A true male sows his seed whenever and wherever, and lets society take care of the rest. Isn't that right?"
"It… doesn't feel right," Tails admits, his hands upon his knees, looking down at the table.
"But, it feels fun, doesn't it? And they're so happy, the ones you've granted the gift to."
"I… I guess it does," Tails admits, squeezing his pant legs. "I just… I never really thought about it until now. It wasn't true until now."
She swirls her gloved finger over his messy fur. "Miles, Miles, you'll need to know the value of casual and wanton encounters, before you can be ready to take on something far more serious. Any man can be a father, but not everyone can be a real man."
"So… what's next?" Tails asks. "This is so different from our other lessons."
"Is it?" Rouge asks. She slides from the chair and stands up, "come on, we're graduating from blindfolds and anonymity."
"You mean… I'll see the next girl I, uh… breed…?" His voice raises barely above the beat of the music.
Rouge stands by a door, her crimson lips in that constant quirk. "Oh, you're so cute. No, we're trying something different now, and you're going to enjoy this."
She knocks on the door a couple times, and a slot opens up on the other side. Blue eyes look out from within, and they widen.
"We're ready. Are you two ready?"
"T… two?" Tails gulps. "Rouge, Y… you want me to be in a… a threesome?"
"How precious. A real man would jump at the opportunity. Can you satisfy two people at once, I wonder?" she asks, opening the door and offering Tails the first step inside.
Tails steps through to the private room. It has a large couch that hugs the chamber's circular wall, a coffee table sitting in front of it, with chilled drinks in an ice bucket. It's intimate, small, and becomes even more so when Rouge closes the door. The sound-proofing is superb, with only the gentle thump of bass to show that there was anything beyond this small room. Tails is transfixed. His attention is not on the parlor or on the bat, who sits on one end of the curved couch. Instead, it is on the two on the other side.
The first is a rabbit in a purple strapless dress, her breasts hardly holding up the cloth. A long slit goes up to her hip, showing off her thigh, particularly when fur met metal.
Next to her is a coyote with orange fur, delicately maintained hair, and a suit fancier and more expensive than what Tails was wearing. The two, about Rouge's age, look to the fox, and they smile as they sit there, hand in robotic hand, taking their own drinks.
"Bonsoir, Tails," the coyote says.
"Howdy, Tails," The rabbit says.
"A… Antoine… B… Bunnie?"
Rouge finishes off her drink, switching her leg, bouncing her leg over the other, and saying. "I told you its time for something casual, and what's more so than a lovely evening with a couple old friends…?
"Lovely…" Tails runs his hand through his once-slicked hair, knocking his wayward locks back into their place. Rouge, Antoine and Bunnie are like family to me!"
The couple glance at each other, smirks spreading on their faces. Bunnie crosses one leg over the other and says, "Sugah, it's been so long since we seen yah, it's almost like yer a totally different person. Well, until you get all cute an' flustered."
"Oui," Antoine agrees, crossing his hands over his chest. "Plus, Rouge has explained to us all about the escapades you have been doing. Quite irresponsible, yet I can understand the need to sow one's seeds. Alas, as a married man, I do not have much the opportunity to do so."
Bunnie giggles, resting her cheek in the palm of her metallic hand. "Oh, Sugah-Twan, no need to be so formal with him. After all we got planned for tonight."
"Ah, yes," Antoine says, snorting. "But this is a lesson in manhood, yes? There is more to it than sticking his dick everywhere, non?"
"Aw, ah'm sure Tails knows exactly what he's doin'. He was always such the mature young man."
"Now, then," Rouge says, taking another sip of her drink. "You have these two wonderful older Mobians here, quite obviously lusting after you. Yet you are just standing there like children, waiting to be told what to do. Such a shame."
Tails clenches his fists, furrowing his brows. "Right. I'm not a kid anymore, and… Bunnie! I've always found you to be attractive! I didn't understand it at the time, but when you said you were the "sax cymbal" of the Freedom Fighters, you weren't kidding!
"You always did have a knack for older women, sugah," Bunnie says, uncrossing her legs, she kicks them, leaning back and tilting her head. "So, what are you going to do to me?"
Tails smirks. "Well, first, I want to get you out of that dre-" He steps forward, only for Antoine to get in the way. Tails collides right into him and glances eye-to-eye with the coyote.
"Not so fast, mon cherie," Antoine says, his brow furrowed in a severe glare.
"You see, sugah," Bunnie says, tracing her furry fingers over her lips, "Antoine and I have a little arrangement when it comes to bringing a third into our marital affairs."
"W.. What is that?" Tails says, gulping.
"Un duel," Antoine says, unbuttoning his jacket. "To see which is man enough to endure to give mi amor what she deserves."
"A duel!? This isn't casual at all!" Tails says, fighting the urge to glance over at Rouge, knowing that her eyes are probing him. But he grabs his own jacket. "Alright, then… what are the rules of this, uh, 'duel."
Now unbuttoning his shirt, Antoine explains, "Quite simple. The first man to make the other reach completion is the winner."
Tails is in the process of unbuttoning his own shirt when he pauses. "Wait, you mean. You and I are gonna-?"
"Is there a problem?" Antoine says, rolling his shirt off his shoulders, letting the clothing dangle off his arms.
Seeing Antoine's upper body without having seen him in a few years seems so different. Sure, he had traded his's father's royal military jacket for the Republic's forces' sashes, putting him on an even playing ground with Sonic and the like in terms of dress. Back then, Tails had felt the first pangs of puberty. He had already realized what the couple was planning to do on their honeymoon trip to Cocoa Island. Seeing the brave warrior in a state of undress, fighting side-by-side with his lady love, Tails felt the same sorts of stirrings that he had felt when he saw Bunnie's cleavage packed against that form-fitting outfit of hers.
It's only now, directly confronted by Antoine's bare chest—its toned muscles topped with well-groomed fur, that Tails finally comes face-to-face with something about himself that he had never considered before.
Rouge chuckles, fluttering her eyes. Tails realizes he has taken his eyes off of Antoine. That is a mistake, as the soldier takes the opportunity to place his ungloved hands upon Tails's shoulders. The coyote pulls the fox in close, pressing their chests together, and narrowing his gaze. "You know, mon ami, for a 'man,' you have quite the feminine charm. I am a little jealous, actually. That you could pull off both the devilish handsomeness and the"
Tails pouts. "I… I never thought about that. I mean… Sonic did mistake me for a girl once. That was kinda weird."
"Oh, Sugah," Bunnie practically purrs, stretching her arms up over her head. This has the added benefit of giving him a fuller view of her full cleavage, "after tonight, if you're up for it, ah'd love to help style ya if'n you want to explore that avenue of yourself."
"W… what? No, I mean… I'm trying to be a man here. A Man! I am a man!"
"And you are a cute one!" Antoine says, cupping Tail's chin with his fingers. "One that I could just kiss…"
And he does, pressing his lips up against the fox's. Their noses rub against one another, and Tails freezes up from the suddenness yet pleasantness of it all. His widened eyes fight against the part of him that's telling him not to give in, not to be the submissive in this situation. Still, Antoine's charisma—Tails had never been ton the receiving end of it before. Now he knows just how such a bumbling, silly man could win the heart of such a beautiful woman.
Tails's hands find their way to Antoine's side, and he closes his eyes, relaxing in the coyote's grasp. He presses his chest up against Antoine, opening his mouth, letting the older man slide his tongue inside, dancing around in Tails's mouth.
While the two boys have their fun, Bunnie leans over, not taking her eyes off of the display, and she whispers to Rouge. "Thank you again for setting this up."
"Oh, please," Rouge says. "This is all to give the boy something to realize about himself. You're doing a much better job than I am." She sighs, placing her drink down, crossing her arms over her chest. "It's tough, you know, keeping up the charade all the time. Always being the femme fatale." She grips her shoulders and shakes her head. "Then Tails comes along, saying he wants me to be his dominatrix—bah!"
"Don't you worry about that. Ah know you've mellowed out and become a respectable woman, sweetie-bat." Bunnie winks. "Ah'm happy to teach Tails a lesson, 'specially if it means seeing Antoine be so… so…" She bites her lip, bringing her knees together.
Rouge smiles. "Well, I'm glad to help you out in your little kink as well. Who would have thought Bunnie D'Coolette was a cuck-queen?"
Tails hasn't had much of a chance to be quite so intimate. Maybe a bit with Rouge, but she is cold, distant, clinical even when they are together. Antoine, despite this coupling having a contest's pretense, Antoine's tongue is delicate, yet commanding. His hands hold firm without being harmful. The fucks that Tails had in Rouge's employ, blindfolded and breeding random women… they were nothing like this. This is intimate. This is… fun!"
Tails pulls his mouth free from Antoine's, saliva bridging between their muzzles as they stare at each other with narrowed eyes. Their chests rise and fall with the pent-up energy that seemed to build up just from the possibilities.
"H.. Hey…" Tails says.
Antoine smiles back at him. "Yes, mon ami?"
"If… If I'm so cute, l-like a girl, then… mind showing me what it's like to be treated like a lady by a big, strong man like yourself?"
Antoine runs a hand over Tails's wayward locks, tutting him a moment. "Oh, but Tails, even if you are the beauty, you are still a man. Even if you like the pleasures of another man inside you. Don't let anyone tell you that you are less manly for it."
"I… I see…" Tails closes his eyes, shuddering just as he thought that.
"But… we shall be needing some treatment. Mi amor?" Antoine turns toward Bunnie. "Would you be willing to do us the honors?"
Bunnie hops up from her seat. "Shure 'nuff, sugah-Twan," she says, getting down beside the two. "But y'all need to get rid of yer britches' fore I can get ta work!"
Tails's britches are quite tight already from the possibility of dealing with both of the D'Coolette's at once. Antoine and Bunnie don't give him a lot of time to consider them. They work together to undo and remove them, Bunnie lifting his legs by the knees and Antoine undoing his belt and button, pulling them down. He's soon stripped down to his standard attire, but his cock is on full display already.
The couple coos, but Bunnie puts Tails back down. The fox stumbles a bit, free from their grip. "W… what's up now?"
"Simple, Sugah… we get you ready to take Antoine," Bunnie says, holding her metallic hand out to her hubby. He deposits his dick into her palm, and she wraps her fingers around him. She strokes along him, and Tails can hear the sounds of mechanics and dispensing. 
"Y… you have a lubricator in your hand?"
"Can't be weaponized all the time, Sugah," Bunnie says. "I've found more fun things to do with mah upgrades. You'll see soon enough. Now, bring that cute butt of yers over here."
Tails backs up, frowning. "I don't know exactly what you have planned, but…" Tails stops when he feels Bunnie's furred hand rub over his rump. Meanwhile, Antoine grabs Tails's tails, lifting them up with that tender dominance Tails had grown to love, while his wife spreads Tails's buttcheek. "Mmm, such a cute little butt you got there…" she says. "Let's get you ready to take a nice big coyote cock."
"How are you going to do-ah!" Tails's coughs when he feels the rabbot shove her face right up against his ass. He whines and winces, his breath caught in disbelief when he feels the tongue wriggling up inside of his asshole. "Ah… ah… B… Bunnie!?"
"Something the matter?" Antoine asks. "Have you not had the pleasure of having your boypussy played with by the tongue of a lovely lady?"
"N… not Bunnie's… ahah!' Tails arches his back, grabbing his knees and sticking his butt out for the rabbot to continue her stimulation. Meanwhile, she looks up to him and over to Rouge with one eye, seeing the bat sitting there and not even looking at the whole affair. Bunnie sighs and rubs on Tails's thigh, knowing that this is all for them, and not for the bat.
It isn't too much longer before Bunnie pulls her tongue free from him and leaves Antoine's cock a shimmering spear of lubed-up goodness. "There ya go, you two. Now, ah'm gonna wash my mouth out. Don't you start without me, ya hear?"
"I can hardly contain myself, Mi Amor," Antoine calls to the rabbot as she walks away. As she disappears, he grabs Tails by the shoulders and leans in, whispering to his ear. "But it doesn't' mean I can't do other things to you while I wait for her, no?"
Tails squeaks, but then gasps when he feels the nip upon his neck. His whole body shudders, and he pushes his butt back, desperate to have more from Antoine, but the coyote plays coy and keeps his hips back and away from Tails.
"Patience, Patience, mon ami… this is all for the show for my wife. Do you wish to let her be disappointed when she doesn't get to see the first time I penetrate you? The very first time you feel the warmth of a cock inside you?"
Tails whines, wiggling his butt, scrunching his eyes closed, and just trying to keep himself from dying from anticipation and embarrassment.
All the while, Rouge sits back, pulling out her phone and looking over something, but what?
Bunnie returns, wiping off her mouth. She stands in front of the men, fluttering her eyes. "Well, you are gonna put on a show for me, right? Ah might as well give you something, too." With that, she holds her hands up and her dress, adjusted in the bathroom, falls to her ankles. Her full breasts, her womanly curves, her flesh-and-bone sexy parts, and her shining metal limbs show off for Tails to admire.
Tails is so hard right now,
Antoine wastes no time and lines up his shot, pressing the head against the tail hole.
And so begins Tails's trip on Antoine's wild ride.
Tails knows now what it is to be a man. It means to be confident in himself, no matter what others say to him. It means to stand up against the preconceived notions of what everyone says is 'correct' and do things that he believes are good for him and others' benefit.
It also means being comfortable knowing that you like to take it up the ass by a strong, confident, and handsome older man. At the same time, his wife watches your cock bounce with eyes hungry for your body.
Tails's grunts and cries fill up the room, no doubt shielded from the outside of Club Rouge by the room's exceptional soundproofing. He takes the rhythmic thrusting of Antoine's sword, huffing with each thrust that digs itself deeper into her, spreading him out and making him more and more that little slut. Before entering this room, he would have never considered such an action. But among friends, among new lovers, he's so open to the opportunity to just let it all out. "Ah… ah… nn… An… Tione…"
Antoine's own breath comes as husky grunts as he slaps against the fox, holding onto the fox's tails and nodding. "Mmnf.. Nnnn… Mon... Mon... Ami…" he adds in his own, lust-darkened thoughts.
Tails's cock, impressive to the women he had bred for Rouge earlier, bounces in front of Bunnie's face. The mature rabbot reaches out, cupping his balls in her fingers, leaning in with her tongue rolled out to taste any of the precum oozing out from the man's hardened, bouncing cock.
Tails's eyes go downward. Though they are half-lidded and hazy with lust, he still sees her curvy form, her shiny metal bits, her heaving breasts, and he finds the flow coming down harder, drizzling onto her tongue. And that's when he remembers something: He'll get to fuck her if he doesn't cum.
Fuck.
Tails grits his teeth, trying to fight back against the feelings building up in him. He wants to stop himself, but he's already on edge. If only… if only there's a way to cool off and…" he snaps his eyes open and figures it out. "Hey A-Antoine…" he groans.
"Y… yes?"
"Y... You said… f… first to cum loses, right?"
"That's basically the… the idea…" Antoine grunts.
"Gotcha."
With that, Tails revs up his tails, and Antoine stumbles back, his cock pulling out from the fox's ass. Tails spins around, wincing from the sudden tug of the surprised Bunnie's hand from his dick.
Antoine lays on the floor, surprised, dazed, only to have the femmy fox climb up on top of him, wrapping fingers around the lubed up cock and laying on top of him. "Sorry, Antoine, but I want the prize today.
"Sacre… bleu…" Antoine huffs as he lays there, chest pressed to chest, seeing the desire, the dominance, in Tails's eyes. "Miles Prower… you… you really are… a man!"
Tails quickens the pace, fapping the coyote while he brings his mouth up against Antoine's. There is no more time for words. Now is the time for loving. His tongue dances in the coyote's mouth, feeling right then that Antoine is falling behind in any attempt to dominate him. This offers Tails the opportunity to run his hand over the fluffy side of his lover, his other hand getting stained by the bubbling pre forming on Antoine's dick.
The coyote does not last very much longer. However, as Antoine arches his hips, breaking from the kiss to howl out, shooting spurt after glorious spurt up into the air, much to the excited glee of his wife.
"Mon… Dieu…" is all he can say as he lays there, sprawled out while Tails sits up, holding his jizz-soaked hand behind him. A smirk spreads over his face. "Here, Bunnie. Wanna taste?"
Bunnie crawls on over and grabs onto Tails's wrist. She stares down at her husband, her eyes sparkling while her tongue runs between the fox's digits.
Antoine smiles while catching his breath, nodding his head. "Tres… Manif….ique…" he utters, entirely defeated, but quite impressed.
"Now then, Bunnie, how do you like to take your fox cock? Tails says. "Wait… I know…" he pulls his hand away, and Bunnie whimpers. "Up the ass."
Bunnie's cottontail wiggles at the suggestion. "Bu… but sugah, wouldn't you rather…?"
Tails places a clean finger upon her lips and shakes his head. He then goes in for a kiss, savoring the taste and the shape of Bunnie's softer, rounder face. He pulls back, looking over his shoulder towards the downed husband. "This isn't about contests," Tails says. "This is about having fun, and I don't own your pussy, Bunnie. But, if you want me to fuck you there, I'll do it. Let me offer you an alternative… two strong, capable, sexy men have you however you want, together.
"B… But Miles…" Antoine says, slowly pushing himself up. "I am… out of… the breath… it will take some time…"
"I know," Tails says, standing up, grabbing his pants. "That's why we'll just hang out and have fun for a while. Maybe meet somewhere else where things aren't this stupid set up."
Rouge looks up from her phone while Tails speaks, finally sitting up and finally taking notice.
"Rouge," he adds, slipping back into his pants. "I think we're done. I finally know what it means to be a man. No more need to string me along."
"About time you realized this was all a ploy."
"Let me guess… those new mothers. They aren't my kids?"
Rouge shrugs and sighs. "Guess I've been caught. What are you going to do now, Miles?"
"I dunno," Tails says, buttoning the shirt back up. "But you know what? I might just ask someone out on a date."
That's when his watch rings. "Hold on, this is the Brain Trust. Yo, Rotor, what is it?"
Tails's smile turns into a frown.
"W… what is it?" Antoine asks.
"It's Cian-Se…" Tails says. "She's gone missing."