“Sonic!” a small fox boy shouted out as he ran through the streets. In the land of Mobius, a mad doctor had repeatedly threatened the people of it. Thankfully, there were a few people that’re able to repel the mad man’s attacks. One was a speedy blue hedgehog named Sonic, and there was his little friend, a smart yellow fox named Tails. Fortunately, it seemed like the mad man’s plots were on hold, but Tails was never certain of how long that peace could last. So, he’d hoped to find Sonic before he fled to far so that they could keep themselves in shape. Unfortunately, Sonic decided he’d go off somewhere to relax. Tails tried following the trail as best he could, hoping to find him. He was on the hedgehog’s tail, seeing the blur of blue several feet ahead and rounding corners. Tails followed after, more and more, before eventually following the blur to an… odd location. There was, brandished upon the front of the shop, the words “Mobian Brothel”, the building having a somewhat generous appearance, though Tails was already imagining what was going on inside. His face was already getting red. A part of him argued deeply not to follow, but if he just left Sonic here, who knew when he might come out? “I-I’ll just be careful…” Tails muttered while he wrung his hands together. He took a few steps forwards and carefully pushed the doors opened, and as they parted, the smell of alcohol began to waft out. He covered his nose and pressed forwards, his eyes wandering the general area against his wishes. The front area, thankfully, seemed to only have a few people out front waiting on padded, red benches, which means he’s not looking at any of the local ladies. Bad news, however, he couldn’t see any sign of Sonic among them. He briefly considered asking the people waiting, but reasoned that he’d rather not attract anymore attention to himself than he already has. He can already feel some odd eyes looking at him. He brought his hands up to shield the sides of his face, and pressed onwards, trying to glance to and fro for any sign of his blue friend, unaware that he was stepping into a doorway held open by one of the brothel’s cheeky workers, the batty lady keeping herself hidden behind the door as she smirked to herself at Tails’ entry. The fox, meanwhile, had given himself tunnel vision in an attempt to hide his face, and thus wasn’t aware he was leaving the lobby. He went out more and more, before feeling himself bump into something soft. He looked up, and was slowly more and more aware of his local location. For one, he’d spy far narrower hallways in the middle of this area, in stark contrast to the fairly open lobby. For another, before him appeared to be… one of the workers. She was an echidna with slate gray fur, she stood easily three times his height, and she bore one hell of a figure. Her shoulder span was kinda small compared to her, but it still out-spanned Tails, the torso bearing a kind of punkish tank top. Meanwhile, her torso rested upon a pair of hips of gargantuan size, to the point where the little fox was certain that her rump could stamp him several times over. He found himself staring at a rump that was either completely bare, or that’d swallowed up whatever pair of pants she’d been wearing. It took the owner giving off an “ahem” a few times to finally get Tails’ attention. He looked up, and saw the fairly serious face of the echidna glaring down on him, black rimmed hat on her head. “Hey pipsqueak,” she said sternly. “You’re a bit far from the waiting area, don’t you know?” “U-uh, sorry, I-I didn’t realize I…” Tails started, bringing his hands up in hopes of guarding his vision from her derriere. “I-I was looking for a friend and-“ “If I had a nickel for every time I heard that…” the echidna said with an almost audible eyeroll. “You’re here because you saw one of us ladies from afar, and now you want a turn, right? Or are you just here to try and sneak a peek for your spank locker later?” “Wh-what?! No, that’s not what I’m after at all!” As Tails spoke, he brought his hands down to wave them defensively, as if this lady’d just pulled a gun on him. “Oh, so you’re not here to entertain yourself?” she asked. “Well then, you must be here to serve us. In that case, you’re coming with me, pipsqueak.” With that, the echidna lifted her rear up, Tails only able to watch fearfully. Then, next thing he knew, she was moving back and towards him! His eyes widened and his cheeks lit up as he realized what she was trying, so he pivoted around and tried to run away. However, she got too much of a head start, so down she came, slamming her butt down on his back and driving him to the ground! His head was peering out from under her tail while the rest of him appeared to be shoved beneath her. With a flex of her cheeks, he felt her pinch on him from both sides, which prompted a wriggle from the boy. In a swift motion, she stood up, her butt managing to carry Tails up with it. Indeed, almost his whole body had been captured, with his head peering out from the top while the tip of his shoes poked from below. He grunted and wriggled around defiantly. “Help! Help!” Tails begged. “I’d be quiet if I were you, pipsqueak,” the echidna said. “In here, all you’ll get is a bunch of girls laughing at you. That or they’d want to teach you a lesson like I do.” Tails’ struggles began to quiet down as he heard that. He looked up at her in worry, before turning towards the way he came, where he saw the door he’d gone through is now closed. Through it he could see a bat lady, who stole a glance in the duo’s direction. Tails could see her snicker before walking off to her own quarters. Tails blushed deeply, feeling like his concerns were invalidated. “Alright, you’re gonna behave a little now, right?” “I-I will, miss,” Tails assured. “Call me Cindy, pipsqueak,” the echidna said as she walked through the halls, Tails still tightly cradled between her cheeks. ---- They kept walking and walking, Cindy occasionally giving a playful, harsher squeeze on Tails, netting a pathetic bout of kicking from the fox. She walked until they approached a door with a gilded nameplate on it bearing the name “Cindy”. She opened up the door, and stepped in, before shutting the door behind. “Welcome to your work station tonight,” Cindy said. She then brought her hips to the side in a wind-up. “Now get ready to serve!” Then, with a sharp swing forwards, she hurled Tails from her grasp, sending him falling onto the ground and tumbling. He groaned and shakily brought himself to his feet, feeling a little dizzy. And from there, through the haze of the daze, he was able to get a read on the area. There’s low lighting, save for some neon pink bulbs in the corners of the room. There was also a black shag carpet, and black couches that span almost either of the three walls that weren’t on the door side. Cindy, meanwhile, walked past the fox, never minding his status. “You can start by providing a cushion for me.” Tails eventually shook off his daze, and became aware of what the gray echidna was saying. “C-cushion?” Tails pondered. He looked towards Cindy. “I-I’m not really a servant-“ “Are you sure?” the echidna said. “So, are you some perv that came in wanting a taste without payment? You can make a lot of enemies over here that way.” Tails’ eyes widened and he brought his hands up defensively. “N-no! I swear I…” Tails said, struggling to find the words. His attempted explanation the first time around didn’t get him anywhere, so, deep down, he realized he’d have to go along with her story. “I-I’m a servant, sure…” “Good, then you can do me some good serving,” Cindy said. “Now, won’t you lay here?” Cindy pointed down towards the middle of one of those black couches, the one on the wall opposite the door. Tails rose a brow at that. Lay there? What did she mean? He approached, more confused than cautious, before arriving before Cindy. Tails climbed up, getting on all fours on top of where she pointed, before he laid down on his belly. The individual seats on the couch seemed pretty big, one seeming twice as large as him sitting down. “S-so now what?” Tails asked. However, as he looked at Cindy for an explanation, she turned, her butt looming above him. “No wait-!” However, his begging would be cut off, as the larger echidna would come down and smush upon his back! He wailed out as the weight that once wrapped around him was now bearing down on his poor back! She positioned herself such that she’d get around his midback, her butt only allowing his head to poke out from under it. He wriggled beneath her, though all of his movement wouldn’t save him. No, she simply stayed in place and felt him wriggle beneath her. “Hmph! You’re an awfully uncooperative cushion! Hang on…” In response to his wriggling, Cindy would roll her hips around, allowing her to shift the angle to which she smushed down on him, a thoroughly unpleasant moment for poor Tails! Cindy’s backside was big and firm, boasting a lot of weight behind it, and with her simple movements, she was able to maneuver where the centers of that weight lied. His shoulder, his legs, his hips, she was completely destroying him! After a bit, Tails felt as if he’d been hurled through a wringer, and had gone limp under her. “Urgh…” Tails groaned, only giving a soft twitch. At that, Cindy’s rocking began to stop, her simply sitting on top of him. She leaned back in a relaxed pose, propping her back against the back of the couch. She’d end up putting more weight on the fox, getting a soft groan from the guy. “P-please stop…” “You’re the servant, I say when you’ve had enough,” Cindy said. “Or can your pipsqueak body not handle a long period of sitting, hm?” Tails groaned, feeling utterly trapped. He’d be in a lot of trouble if he didn’t go along with her. “You’re probably thinking you can’t handle much more of this, right? This ass can turn most men into powder if I get too carried away.” Tails’ eyes widened with worry, and he wriggled about in fear! “Though, I know plenty of guys that’d kill to let this thing squeeze the life out of them. I often choose the guys I wanna be with, and, well, you seem fun enough to keep around a while.” “F-fun?” “Yeah, you seem nice and vulnerable enough to make pounding you fun. So, just admit that you’re not actually a servant, let me do my thing with you, and you don’t have to worry about me exposing you as a little sneaky perv.” “Y-you really mean it?” Tails asked. “Of course, pipsqueak,” she replied. “Just admit it, and I’ll see how much fun I can wring outta you.” “Well, if it means you’ll get off of me…” Tails said. “I-I’m not a servant. I didn’t come here to look at any lady-“ “I just asked you to admit it, you don’t gotta spill your whole life story,” Cindy said with an annoyed tone. However, at the very least she got off of him, letting him climb up onto his knees. He grunted and stretched his back a little to work out the little damage she’d done to it. Cindy, meanwhile, would put a hand on his shoulder, and would stretch a leg over his lap, as if to make sure he didn’t move. He looked up in slight worry. He struggled beneath her leg, but she held him more. “C-Cindy-?” Tails asked in worry, only for the slate gray echidna to scoot closer. She maneuvered around him and worked him onto his back, him blushing deeply as she loomed over him. “M-miss, I admitted, didn’t I?” “You did alright,” she said. “This isn’t punishment, little guy. At least, you shouldn’t consider it punishment.” “Wh-what are you planning-? Aype!” Tails was cut off as she leaned forwards, bringing more of her form over him… one hand darting between his legs. She planted one heavy hip upon his stomach while one hand reached behind his head to pull him into her torso while her other hands’ fingers began to rub circles into her prey’s shaft. Tails shuddered and wriggled beneath her, sweat beginning to drip down his brow as the bigger lady held him close. She kept on rubbing into him while her legs draped over him, one wrapping around his waistline to pin his hips between her thighs. That seemed only to be a prelude, as she moved the rest of her over, now able to face her head towards his lap while her butt crawled over and on top of his face. He shook beneath her, feeling those firm buttocks boring down on his face while he felt the rest of her loom over his poor body. Meanwhile, she held down his legs with her hands… and Tails could feel her breath begin to beat against the head of his dick. He shuddered and he wobbled beneath her, trying to crane his body away from her face. Unfortunately for him, his body was betraying his worry. She was awfully rude and more than willing to pound him, but despite this, or maybe even because of this, he could feel his excitement begin to stir. Blood was pumping between his legs, and he tried to wriggle his hips away from her. Unfortunately, she was more than able to hold him right where she wanted him, keeping his cock mere inches away from her lips. And then, she leaned forwards… and he felt her lips firmly smooch upon his tip! “NNNNNNGH!” Tails wailed, him giving off limited wriggles beneath her. Cindy held the kiss for a little longer, starting to crane her head around and twist her lips, covering more surface area. And at each gentle movement and the more her saliva spread, the harder he got, and the sweatier he got. He reached up, about to push her off, but his hands would only hover around her buttocks. As much as he’d want to save himself, he couldn’t help but feel he’d be trespassing if he were to touch… [i]there[\i]. Meanwhile, Cindy would finally pop her lips off of his head, though from the feeling of her grip on him, she wasn’t over. No, instead she craned his dick back a little, bringing it under her chin so that she had access to his underside. And so, she’d lean down, and Tails quaked beneath her as he felt her lips dance across his cock. Up to his head she went, and down to his base she’d go, even going so far as to leaving thick smooches right on his balls. Meanwhile, he’d kick around in her grasp as much as he could! And now, he could no longer stop himself from being modest around her derriere! Now, his hands end up smacking around those glutes, and, with heavy grunts and heaves, he’d begin to try and lift! He didn’t care if he felt that thing before. He didn’t care if he felt how much she weighed and how he struggled to keep his form beneath her, he had no way to save himself except for the slim chance that he might be able to lift her! After a few good smooches, Cindy lifted up, looking at Tails’ poor member, looking nice and ready for some extra attention. It was nice and upright, just begging for a big girl to get right on that thing. It was lit red with blood coursing into it, throbbing, and slick with the echidna’s assault. And so, she lifted her butt off of him, at which Tails was allowed to gasp in a lungful of fresh air. He was too busy recovering from the daze that Cindy left him in to realize that she was off of him. It took him a couple of seconds, but he began to sit up when he realized there was only air above him. However, before he could move, Cindy grabbed his thighs, before sharply turning his legs towards her so that he was left looking up at her, seeing her stone-like face loom above him, her crouched over to give a good view of her cleavage. Of course, this wasn’t going to be the extent. No, instead Cindy’d turn around, granting Tails the all too familiar view of her backside, and he wasn’t sure whether he just wasn’t paying attention to it at first or if he was starting to get delirious, but he could swear it’d somehow gotten bigger before him. Maybe he just felt extremely small, having been subjected to much of her bullying thus far. Whatever the case, he didn’t have much time to think. Cindy only wanted to give him time to notice the impending doom. And then, back her butt came, looming closer and closer. Tails’ eyes widened as he realized it came down, and he tried to get up to scramble off of the couch, but it was too late! Down her ass came, smashing on his lap and thrusting his cock deep between her cheeks! Tails’ eyes widened in alarm and his body seemed to crane forwards, as if it hoped to greet the bullying mass while his mind was overwhelmed with mind-numbing pleasure! Cindy seemed to hold the position there for a moment, maybe didn’t want to burn the boy out too fast. She started by swiveling her hips side to side, her buttocks grinding around his shaft and massaging it into a fine stupor, making sure that it was throbbing between her cheeks. Tails, meanwhile, panted and panted, his chest heaving as Cindy rubbed around on his lap. “You’re being real noisy, pipsqueak,” Cindy said as she rubbed him. “Funny how you keep acting like you’re nearing the end. We’ve just begun, kid!” After around a minute of the swivel, she stopped, and began wobbling her ass up and down. Her large buttocks swung up and down, going in a clapping motion on his cock. Tails winced at each smack upon his shaft, his whole body jolting in response to the powerful smacks on him. It was as if the two were stuck in a dance, Cindy moving her hips up and down and Tails almost forced to thrust at her. She clapped and clapped, her giant cheeks covering up his cock and only occasionally allowing the poor guy glimpses of the world outside. And after a bit, she’d stop clapping, opting to instead do that swivel thing again. It seemed like she chose to work on a certain dance upon the littler guy. She could feel his excitement beating against her cheeks, and when he got real high, she’d swap to a slower dance as she ground on him, her slight movements bringing enough stimulation to make his body beg for it, and yet too little for him to completely relieve himself. It was a punishingly arduous assault on his cock, prompting Tails to actually whine. He tried to buck his hips, but the way she sat on him, she was more than able to keep him pinned to the couch. She’d repeat her swivel dance a bit, before going bac to the clapping, smacking on either side of his shaft to let spikes of estrus shoot through him like a bolt of electricity. Tails felt himself beginning to go dizzy from the way she danced on him, his mind beginning to go all mushy while his body was left to follow instinct instead of reason. Now instead of offering any sort of resistant wriggling, he’d try to pump his hips to fulfil the lust filling his body. Cindy herself began to be aware of the change in demeanor. People like her develop a sort of sixth sense for boys like this, starting off sounding so resistant and what not, only for their short time with the ladies to pull that lust out of them like a bad secret. He was more compliant, more noisy… more drool-y… “There you go, getting all submissive and crap,” Cindy remarked as she swiveled on him. And then, she stopped a little, now beginning to lift her hips up. She could see a bit of the old personality return to Tails’ eyes as he began to recognize Cindy preparing something. She watched him physically brace himself for whatever the echidna had in store for him. “You’re a real lightweight, y’know that? You probably didn’t realize we haven’t even gone half an hour. I guarantee that you won’t even survive more than 10 swings.” “C-Cindy-!” “Shush, pipsqueak. You wanna bet that you can survive longer? You wanna bet that you can last at least 11?” “I-I don’t wanna owe you anything!” Tails wailed. “Ah, content with admitting your weakness?” Cindy remarked. “Well if you want to go out like a chump, I can just finish you, and you can go home.” With that, she clenched her buttocks tightly, smushing Tails’ cock in a vice-like grip. Tails froze up, his breath catching in his throat in alarm. And then, she gyrated. Up and down she bounced, her buttocks squeezing and rubbing up either side of his shaft. Tails whined and leaned back, seeming as if he was steam pressed into the couch despite only his lap being sat on. Up and down she bounced, her ass smacking against his hips over and over while her ass was intent on milking him. Cindy was, unfortunately, very effective, and very right. It took about 7 bounces, and the fox was left wailing as he came, his seed filling up her crack and spilling up and out, his cum dribbling down her cheeks and onto his lap. Tails panted and panted, feeling positively winded. He groaned and tried to sit up, expecting Cindy to release him. However, she still sat on him, keeping him pinned to the couch. “Hang on now,” Cindy said. “You went for the safer option, and that’s lame as hell, pipsqueak. So, to compensate, I’m going to milk out this entertainment a little more.” “Milk out-?” Tails repeated. He reached for a cheek and tried to push it, but she wasn’t moving. Instead, she began to start her dance again. Tails shuddered and struggled beneath her. “St-stop-!” “I’m afraid not,” Cindy said. “I wanna squeeze you until you can’t give me anymore! If you stay awake through it, you can go home yourself. But if I knock you out, then you’re somebody else’s problem. You don’t want someone else knowing about you being in the middle of an establishment like this, do you?” “P-please don’t…” Bad news, Cindy would show him no mercy. She’d pull her dance again and again, swiveling upon him and clapping, before finishing with a few precise bounces and getting him to pour into her rear again and again. Worse news, Tails wouldn’t stay awake through the duration of her dance…