Tails Quest
Part 2 - Street Race

The Tornado was flying over Station Square, and Tails was keeping a lookout for any sign of the Babylon Rogues. That green feather at the Chemical Plant was clearly Jet's, he had thought. Those thieving birds had to hold some clues to all the mysteries at hand. Tails had called Vector for into on the Rogues' whereabouts, and that was what led him to Station Square. That, and one of the point on the map to the Chaos Emeralds was within the city as well. "No sign of the Rogues yet... Guess I should check out the spot where the emerald's supposed to be..." he said, starting to turn the plane in the direction of the Emerald Coast. However, he was suddenly surprised by an explosion, and looked to see his wing on fire, and a trio of hoverboarding birds racing away from that direction. "Gah! They snuck up on me! G-gotta do...something!" Tails gasped, looking forward and hastily pulling up to avoid crashing into a building. This whole moment was feeling a tad familiar, and the deja vu only continued as he struggled to regain control of the plane. "Mayday! Mayday! Agh, I-I'm going down! Aaaaahh!!" The plane went hurtling towards the Emerald Coast, and in a moment, everything went black. The fox was rendered unconscious in the wreck, and his mind took to dreaming. He dreamed that he was sitting on the beach, dazed. Then, the familiar and comforting sight of a blue streak came towards him. Tails looked up at Sonic, watching the hedgehog offer his hand to him. "I can always count on you, Sonic..." he smiled, reaching up to take that hand. However, his fingers just passed through that hand like it was a ghost. Sonic vanished as though made of smoke, and while Tails whimpered nervously, the ground cracked, and he screamed, falling into a dark pit!

And then he woke up. His wrists were chained to a wall, and he hung from them a short distance off the floor. The first thing he saw was Wave the Swallow smirking at him. "Welcome back, Shorty. Thought you might stop our little heist, did you? Haha, pathetic!" she laughed in a smug voice. "So, then, you aren't working for Eggman?" Tails grunted, straining against his chains, "Why were you at the Chemical Plant then? I found Jet's feather!" he shouted. Jet stepped up from behind Wave. "Wasn't my feather, twerp. Don't you know I'm not the only green bird in existence??" he said, shaking his head. Storm stood in the back of the room, which was apparently a room on the Rogues' blimp, as the sky outside the window would suggest. "What're we gonna do with him, boss?" Storm asked. Jet shrugged, but Wave had an idea. "Just leave him chained here; We'll use his plane for our getaway vehicle. It can carry more loot than our boards can. Plus, the cops will think Shorty pulled the job!" she laughed. Tails struggled as the trio laughed at him. "Y-you can't! Wa-wait!" The fox had to think of something to say to talk his way out of this. As the birds were turning to leave him, he had an idea. "Race me!" he shouted. Jet turned around, raising an eyebrow. "Race you? Why would we bother?!" he asked. Tails thought it over briefly. "If I win, you let me go and give back my plane. If you win, I... I'll take the rap for you. I'll confess to your robbery." he said, realizing this was a huge gamble. Wave looked quite intrigued. "Deal... Just gotta finish fixing up your plane. Oh, heck, if you manage to win, we'll throw in the Chaos Emeralds we've got! ...and yours." she said, sweetening the pot. "W-w-wave!!" Storm stammered. "Relax, guys... I'd never lose to Shorty!" Wave chuckled.

Tails was really in a fix now. He had to best all of the Babylon Rogues in a race, pretty much on their terms. Failure would send him to jail...and he shuddered to think what would happen to a boy like himself in prison. He'd better not drop the soap... At any rate, Jet had freed him to prepare his board for the race. He was tinkering on it in Jet's office, and the hawk watched him with a chuckle. "Ohhh, you will get passed around in prison. Almost wish I could watch!" he smirked. Tails grit his teeth. "I'm not going to prison. I'll beat all three of you!" he declared. "All three? Man, we were just gonna use Wave to be fair!" Jet laughed. Damn, Tails had sure stepped in it that time. Still, he was mentally preparing to face all three of them anyway. "Just be ready to hand over those Chaos Emeralds." he said, holding up his board to look it over...and check for booby traps. Jet gave a chuckle, and slapped a hand against his desk. "Fine, tough guy! Then let's sweeten the pot even more! If you manage to beat the three of us, you get to FUCK the three of us!" he declared. Storm was standing in the corner, and stammered anxiously. "F-f-fuck me? B-b-boss, I don't even swing that way!" he babbled. "I'm not gonna touch you, Storm... It's a dumb bet." Tails murmured. He heard Wave laugh from the doorway. "What's the matter, Shorty? Don't wanna take Jet's dick if you lose?" she teased, "Plus, I guess I'll peg ya. I'll use the smallest strap-on I can find, but I bet it'll still dwarf your pencil-dick!" she laughed. Tails growled. "You'll see how big I am firsthand when I win!" he snapped, quickly looking surprised as Jet shook his hand. "Then it's a bet! Kinda lookin' forward to fuckin' ya, squirt!" he smirked. Tails looked at his shaken hand and gulped. This was shaping up to be the defining moment of his and Wave's rivalry. The loser would never live it down, most likely.

Once their preparations were made, Tails and the Rogues arrived at Speed Highway for the race. Each of them held an Extreme Gear board, lining up at a traffic light. "First to reach the helicopter pad, and the biplane we left there, wins the race!" Jet declared. Tails knew well where that helicopter pad was, so he at least wouldn't get lost. "Right... This'll be a piece of cake. After all, it isn't the first race I've run here..." Tails said, trying to convince himself more than anything, but he suspected the Rogues wouldn't exactly play fair. Wave glanced at him with a smirk. "Don't think you have a home field advantage, Shorty... Now, when the light turns green, the race is on!" she said. Each of them held their boards at the ready, watching the traffic signal. In a moment, the light changed, and while Jet and Wave hopped onto their boards straight away, Storm struck Tails with a shoulder bash, delaying him from starting! "Haha, later, loser!" the albatross shouted as he leapt onto his board, too, taking off ahead of the fox! Tails staggered to his feet, growling softly. "Those birdbrains! Come back here!" he yelled, breaking into a run before leaping on his board to give chase! It would be difficult to catch up after that start, but Tails knew these roads, and he knew he still had a chance if he gave it his all. His board sped off through the streets held up on high bridges, hugging the curves as close as he could as he gave it his best effort to catch up! It wasn't long before he was riding the turbulence left behind by Storm's board, catching up to him fast! Storm glanced back and gasped to see him. "Already?? Rrrgh, take this, pipsqueak!" he shouted, spinning his board around to charge the fox! Tails hopped off his board, spinning his tails to carry him as he passed over Storm! "Buh-bye!" he waved to the bewildered albatross, who was so distracted looking back at him that his board zoomed over the edge and towards a building! "Waaaaagh!!" he shouted as he crashed through a skyscraper's window!

As Tails began to catch up to Jet and Wave, the sound of sirens nearby caught his attention. He glanced back to see Eggman's cop speeder robots following him, the Kiki pilots glaring menacingly at him. "Wha?! Did those monkeys follow me from Emerald Hill??" Tails gasped, thinking they were likely after the Chaos Emerald he'd brought with him. Sirens also sounded ahead, and the racers found their forward progress impeded by a blockade of cop speeders! "Hah! You'll never catch me, coppers!" Jet laughed, raising his board up into the air and attempting to shake the robots' pursuit as they flew after him! Wave was caught in a similar situation, but she was holding a large wrench that she attempted to hit them with as the robots came close. At any rate, the chaos had allowed Tails to catch up, and with the robots chasing him in the direction he was supposed to be flying, he could have taken advantage of the situation to fly ahead. However, a quick glance in Wave's direction, and he saw that the robots were surrounding her, putting her in a bit of trouble. Glancing at Jet, he noticed the hawk was pulling away from his pursuers and getting back on track. If he stopped to help Wave, he would surely lose the race. Despite that, he turned in the swallow's direction anyway, spinning his board as he approached in order to whip his tails at the nearest speeder! It started to spin out, and soon crashed into another speeder! "What are you doing, Shorty?! I don't need your pity!" Wave snapped, swatting another speeder with her wrench. Tails ignored that and continued fighting off the robots using his tails to attack. However, in his effort to help, he also brought the robots that had been chasing him to Wave. They charged the distracted swallow. "Wave, watch out! Aah!!" Tails gasped as he witnessed them knock her off her board!

Wave missed the bridge, and as she started to plummet to the streets below, she shut her eyes tight, resigned that this would likely be the end for her. She felt a hand grab onto hers, however, and her eyes opened to find Tails leaning towards her from his board, arm reached out as far as it could without him leaving the board. He clutched her hand tightly. "I gotcha! H-hurry and climb up!" he shouted, the robots already on their way down to chase him. Wave reached up her other hand to grab the edge of Tails' board as he pulled her up, and once they were both standing on it, she wrapped one arm around him for balance as the other lifted her wrench. "You fly, I'll fight!" she told him. And with that, Tails turned his board and charged at the robots, weaving between them expertly as Wave swatted them with the wrench on the way by! When they reached where Wave's board was hovering, the robots had all been taken care of. "Great, now I owe you one..." the swallow sighed as she hopped onto her own board. "Normally I'd say that's not necessary, but... I really don't wanna go to jail for something I didn't do." the fox said with a nervous chuckle. Wave nodded, and the pair headed for the helicopter pad, where Jet was waiting with a smirk. "Surprise, surprise, I win..." he said before Wave flew up and slapped him in the face! "You left me to get swarmed, Jet! Shorty had to stop and save my tailfeathers! You know how much I hate to admit that??" she told him, "He gets his plane back. C'mon, let's find Storm..." she groaned. Jet rubbed his cheek, glancing at Tails. "You're lucky, runt. Looks like the bet's off..." he grumbled. Tails gave a relieved sigh, and smiled to see his plane on the helicopter pad in one piece. "Nice repair job, Wave!" he told her. "Yeah, yeah..." the swallow sighed.

Jet stopped, glancing back at Tails with a slight look of disappointment. That was it? No heist, no patsy fox, and no fucking? He couldn't leave with nothing at all to show for it. He grabbed Wave's arm to stop her. "Ya know what? No... Bet's not off. If fox boy gets his plane, then you've just made us concede the race, Wave. That means he gets his prizes..." he said, giving a naughty smirk. Wave blushed deeply as Tails watched them curiously. "B-but that would mean..." she stammered, and Jet nodded. "C'mon, let's get the big winner ready...to fuck us both!" he said, blushing a bit himself. He'd been looking forward to a good fuck, and if he had to bottom to get it, well, he was already swallowing his pride to let Tails fly off with the plane. So, he led Wave back to the plane, and as Tails backed up against it nervously, the two birds knelt down, each grabbing a handful of fox ass. "I'm only doing this 'cuz you saved my life, Shorty. You'd better not get a swelled head over it!" she said, groping his ass as she leaned in close, extending her tongue to lick his crotch. Tails gasped softly, watching as Jet and Wave worked together, slowly licking his cock to life! "Y-you guys... Ahh, w-we don't have to..." he huffed, admittedly not really trying to stop them. Jet ran his beak gently over Tails' full mast cock while Wave took a moment to gawk at it. THIS was "Shorty's" dick? It was clearly bigger than Jet's, and she would know even without looking. She suddenly seized that shaft from Jet's hand, and started to run her tongue over it eagerly, swirling her tongue over his tip. "Mm... You better really... Fuck us up good, Shorty..." she huffed, making the fox turn bright red. "I-I'll give it my...my b-best...." he huffed, still a bit shocked this was even happening.

It was indeed happening, though, and Jet beat Wave to the punch when it came to getting in position for the fox boy. He was down on all fours, his tail feathers hiked up as he presented his ass. "Haven't gotten a good dicking in ages... Don't let me down now, foxy!" he said, glancing back and smirking at Tails. The one to fuck him before was Sonic, after a similar wager to what they'd just attempted. Jet was curious how Tails would measure up. With Wave watching, Tails approached that green ass, his mind going back to his recent fun with Knuckles. Thinking about that made him smirk, feeling more confident. "Alright, here it comes, Jet!" he said, grabbing those ass cheeks in his hand and plunging his dick inside the hawk in much the same way he expected Jet had planned to do to him! It was certainly rougher than Jet had expected from him, and his gasp expressed his surprise! "O-ooh, you were ready for prison after all, eh?" he grunted, bracing himself on the ground as Tails started to hump his ass at a fast pace, his hands sliding up the feathery body of the often rude hawk. Tails was actually enjoying putting him in his place, and grabbed at his white chest feathers as he slid his dick back and forth in that tight hole! "Do you like my cock inside you? Hmm?" he asked playfully, twin tails wagging behind him. All of this was a preview of what Wave could expect, and the swallow watched with wide eyes, leaning against the plane and starting to finger herself excitedly. "D-damn it, he's actually pretty hot..." she whispered, eyes following the motions of his hips as they crashed against Jet's ass, balls swinging and slapping the bird butt as he went! Jet gave a lustful moan, his body rocked by pleasure! "Sh-shit, next time...I-I might lose on purpose!" he cried.

Before long, it was Wave's turn, and Tails wasn't about to waste this chance with her. She was splayed out on the wing of the Tornado as Tails licked and kissed her boobs, grinding his dick against her wet pussy to tease her. She had trouble coming to grips with the fact that this was "Shorty," her longtime rival. "Aa-aahh! St-stop teasing me, you t-twerp! P-put it in!" Tails looked at her with a grin. "Say my name first." he smirked. He wanted to hear it, instead of her persistent taunts of "Shorty." She whined with need, and grabbed hold of his shoulders. "Damn you, don't leave me unsatisfied... Tails!" she said, looking at him hungrily. In response, Tails was swift in sliding his cock inside her pussy, holding her down on the wing of the plane as he started to fuck her with all his might! Wave gave a lustful cry, her arms flopping away from his shoulders and limply resting on the plane while she let the fox seize control! He had a grand time, running his fingers through her purple feathers, groping her gorgeous breasts, pinching her nipples, all while she moaned out just for him. "Ohhh, W-wave... Y-you really are my...best rival..." he panted, his dick throbbing as her moist walls hugged his cock. The swallow blushed at how oddly sweet his lustful words sounded, and she tugged his chest fluff, luring him in for a kiss. Tails found her beak surprisingly soft as he pressed his lips to them, purring softly into the kiss. The fucking went on for a while, longer than their race had been for sure, and Wave felt a tad embarrassed when she came three times before Tails. Her body adored him, and she found that she herself was starting to feel the same. "F-fuck me, Tails! Ahhnn... I-I l-lo-" she stopped herself from saying it, or perhaps Tails did, as she moaned in lust for his sudden orgasm, her cheeks flushed as she realized his essence was inside her. They both felt able to go longer...but sadly they both had places to be...

As the Rogues left the rooftop, Tails climbed to his plane's seat, eager to get back on track. There, he was surprised to find three Chaos Emeralds sitting on the seat, giving him a total of four. He guessed they were left with the plane because the Rogues intended to fly off with it, but glancing back, the birds weren't coming back for them. "Huh... Thanks, Wave." he murmured, putting the emeralds away and taking a moment to think over his next move. He then pulled out his Miles Electric tablet, and placed a call to Vector. He'd asked the detective for help unravelling the mystery of Cheese's disappearance and the Chaos Emerald map. "How'd things go with the birds?" Vector asked. "Well, they didn't have Cheese, but they had some emeralds. We can check those off the map..." he said. Vector nodded, and after a quick check over the map, they reached a conclusion. "Next place worth checkin' would be Hang Castle. Not only is it on the map, but I hear some shady folks have been spotted around there. You be careful, Tails!" the crocodile told the fox. Tails nodded. "See if you can figure out who that feather belonged to if not Jet." he stated before ending the call. It was nagging at him. Could there be another villain involved in this besides the Rogues or Eggman? He pondered these and other questions as he started up the plane and took off into the sky. When the plane was airborne, and turned in the direction of Hang Castle, a shadowy figure watched from a nearby rooftop through a pair of binoculars. The mysterious figure lowered the binoculars and spoke into a walkie talkie. "Fox is on the move. He's got the majority of the Chaos Emeralds. Best prepare for his arrival." he said. "Roger. Return to HQ." a voice responded through the walkie talkie. As the figure turned to leave, a green feather fell off of him and drifted away on the wind...

To be continued...