A certain young, two-tailed fox was strolling along a dirt trail towards a quaint little house near the woods. This fox was none other than Miles “Tails” Prower, the little genius of Team Sonic. He was currently heading to a friend’s house, none other than young Cream the Rabbit, a little girl who was friends with one of the mystical chaos. The two had hung out a bit in the past, and Tails personally liked spending time with her. In the past he and Cream’s mother exchanged letters to set up times to have him over, or times for when Cream would show up at his workshop. This time, he’d be carrying out the former as he calmly approached the house. 
	He arrived at the quaint house, before he knocked on the door.
	“Who is it?” he heard a mature woman’s voice ask. 
	“It’s me! Tails!” Tails answered. “I’m here to see Cream!” 
	“Oh, that was now?” the matured voice asked. “Oh, I’m sorry. She’s gone a little while ago.”
	“Gone? To where?” Tails asked. 
	“Apparently to spend some playing with her small friend,” the voice said. “I’m terribly sorry about that.”
	“O-oh. That’s unfortunate,” Tails admitted. “I guess I could come back later-“
	“Oh no, not after you’ve come all the way out here,” the voice said. “I imagine it won’t be long until my daughter comes back. “Hang on, I’ll come down and let you in! You can spend a little while in here!” 
	“Oh really? I-I wouldn’t want to trouble you-“
	“No trouble at all, Miles!” the voice said. And then, the mechanic would hear the soft footsteps of the one inside march towards this door. After a short while of waiting, Tails’d hear her grab the doorknob, it turning in response. With that, the door opened up, and revealed the owner of the voice. Like Cream, she too was a cream-colored rabbit. She wore a lavender dress with a red vest and dainty white gloves, giving off an aura of class. She was about three times as tall as Tails, and bore hips going past his shoulder-span, and a bust about half his size. This was Cream’s mother, Vanilla. 
	“It’s so great to see you again!” she said, peering down past the subtle valley between her boobs. Tails, meanwhile, found himself forced to look up at her and through those sizable breasts. She was very nice, but Tails couldn’t help but find himself slightly intimidated around her. He was repeatedly surrounded by people that were only, at most, a head taller than him, save for Vector and Big. Yet even next to them, Vanilla was a towering woman, who could probably step on him on accident. Though that wasn’t the only thing particularly intimidating. 
	She wasn’t old, at the very least not much older than who could be considered the big brother/sister of Tails’ friend group, but still she was older than anyone he was around. If that sneaky bat radiated with a sort of maturity that threatened to squish him into a pulp, Vanilla had that ten-fold. But she didn’t have just physique and age, rather she additionally had a level of… allure? Tails had started to border on the age where he’d pay more attention to a woman’s body. He first really noticed those funny feelings when he looked long and hard at Rouge and her curvaceous form, and after that he’d find himself fighting to draw his eyes away from hips and busts. And Vanilla had those to spare.
	It was around this point that Tails realized he’d just been staring for a long time. So, he shook his head to bring himself back to awareness.
	“I-it’s really good to see you too!” Tails said while nervously rubbing the back of his head. “Sorry about this, I wouldn’t want to impose on you.”
	“Oh-ho-ho nonsense,” Vanilla said softly. “I’m always happy to have you over!” With that, she stepped back to create space for the boy. And then, he waved him forwards. “Come on in!” Tails then brought his hands in front of him and clasped them together defensively. He progressed through the doorway and into the house. There, he’d be greeted with the fairly large setting within. Vanilla may’ve had a daughter, but she’d clearly made sure to have some aspects of the house built to her, and a seemingly mirror image except smaller for Cream. 
	Tails could see stairs about half his height each step, the right third of each step boasting several smaller steps to accommodate for someone smaller than Vanilla. The closet near the front door was massive and had knobs positioned at about chest-level for Vanilla, though he could see another closet door next to it. The theme repeated: small table beside a big table, with small chairs instead of the big ones its opposite had, a lack of doors among the various halls of the house, and so on. While this was probably made more for Vanilla’s convenience, Tails couldn’t help but feel like he was a tiny soul walking into a giant’s abode, even if the stuff around wasn’t really that big compared to him. 
	“I’d just cleaned, so, if you could…” Vanilla asked.
	“Oh yeah, sorry,” Tails responded. He bent down and undid his shoes, before taking them off and placing them on a mat beside the door, where he presumed shoes went in this house. He turned towards Vanilla, who was walking over towards the living room, which boasted a couch that was high enough for her to comfortably sit, i.e. it’d force Tails to climb up to sit on it. Like everything else, there was a mirror image, yet smaller, couch beside it. Tails went towards the smaller couch, when Vanilla let out a light “Hang on.” Tails looked up at her.
	“Why don’t you sit up here with me?” the larger rabbit said. For emphasis, she patted the bit of cushion that was beside the one she was sitting on. Tails felt like it might’ve been a bit of unneeded effort, but he felt it’d be rude to just deny her outright.
	“O-ok,” he said. He began approaching, before spinning his twin tails. Then, like a propeller, they hoisted him and let him fly up towards the couch, before he sat down on the spot Vanilla wanted him to. Once he was down, Vanilla patted him into place, letting him rest on the edge of the couch’s depression formed from Vanilla sitting her large rear on it. He felt himself start to get pulled down that way, forcing him to take up a handful of couch to avoid falling down against her hip. He then tried to scoot himself off of the slope, only for Vanilla to bring an arm down and squeeze him against her. The majority of his torso was pressed against her hip while his head was pressed into her side. 
	“Urgh! S-sorry about that,” Tails said sheepishly.
	“Oh don’t be,” Vanilla cooed, stroking his shoulder with a hand about as big as his shoulder span. Tails wriggled against her as she stroked. “It’s kinda nice to have you next to me like this.” She held him a little tighter against her, spurring on a bit of struggles. Vanilla sighed happily. “You’re kind of cuddly~” Hearing that, the fox’s eyes widened a little and he felt color come to his cheeks. He wriggled a little in response, letting out an uncomfortable groan.
	“U-uh, th-thank you…” Tails muttered. He swung his eyes down towards the ground to try and stop himself from looking her in the eye. As he did, he could hear courteous giggle and feel Vanilla’s warm smile shine down on him. As he did, the big rabbit brought her thumb up, and began rubbing between his ears. “O-ogh~” Tails moaned at the sensation. His spine went straight while Vanilla gently rubbed his scalp. He felt his eyes go half-lidded as she kept on rubbing, his blush growing even stronger. Soon, her hand left his shoulder, and was instead right behind his head, at which point she wrapped her index, middle, and ring finger between his ears, her thumb on his left temple, and her pinky on his right.
	She rubbed into him, rubbing circles into his temples while her fingertips gently dug into his scalp. She made sure her thumb and pinky were rubbing not just her temple, but also traveled towards the front of his head and the back. The more she did, Tails let out gentle kicks with one leg while he blushed more and more.
	“O-ogh, Vanilla~” he moaned out as she kept on rubbing. The mother rabbit, meanwhile, sighed happily. She brought a hand down and under his legs, before lifting him up and gently setting him on her lap. He was too distracted by the head rubbing to realize where he was going. At least, not until her hand came down from his head. He’d soon find both hands upon his back, her tips pressing gently into him. He shook himself out of his stupor and looked around confused. “How’d I get here?”
	“You looked uncomfortable on that giant cushion there,” Vanilla said. “I thought you might like staying up here.” Tails looked around himself and would realize he was on her lap, which put him about 4 inches above the cushion. He could also feel Vanilla’s bust gently pressing into the back of his head, which only made him a little more nervous. Vanilla shifted her legs around and caused Tails to wobble a little. She seemed to be trying to settle him in just right. Eventually, he felt his backside fitted between her thighs, gently pinched into place. Tails wriggled a little bit, but would find himself barely able to budge between her legs. He put his hands on her thighs and tried to lift himself up, but her legs seemed only to squeeze tighter to keep him in place.
	After a bit of wriggling, he panted and flopped onto his back, resting against her fingertips. He could feel a gentle giggle from the rabbit, before she began rubbing her digits up and down him. Tails let out another soft moan as she worked his back, before gently wrapping her fingers around his chest while working her thumbs into his shoulders and spine. 
	“Mmm~ That feels…” Tails moaned. Vanilla sighed happily as the fox enjoyed her touch. From his back, to his shoulders, to his neck, she tended to his form. If he weren’t bound together by skin and sinew, he probably would’ve melted into a little puddle on her lap right there. Tails was now leaning into her hands, and Vanilla was positive he was drooling at her touch. She gently poked, prodded, and squeezed him, and pulled out every adorable little moan of joy from the small fox. 
	“You feel pretty tense, buddy,” Vanilla said. “I suppose you’ve been out doing that hero stuff, isn’t that right?”
	“Y-yeah…” Tails answered. “I’ve been hitting machines with Sonic. It’s been a lot of work, but someone’s gotta…”
	“Oh you brave boy,” Vanilla sighed. She kept on rubbing and rubbing, her thumb now squeezing into the back of his head. After a bit of that, she brought her hands up, and gently pinched his cheeks. [i]So cute~[/i] she remarked to herself as she pulled them to the sides a little. 
	“Nng!” Tails grunted in apprehension as she pulled. He gave a few weak kicks in response. Eventually, with a giggle, Vanilla released her grip and let his cheeks return to their normal position. The young fox sighed and rubbed his cheeks. 
	“Mind if I admit something, Tails?” Vanilla asked. 
	“What’s that?” Tails asked.
	“I sort of… wanted you alone with me.”
	“What?”
	“I’m sorry, I sort of specifically organized our meeting here so we could spend some time together.”
	“B-but why?” 
	“Truth be told, you’re rather cute.” As she spoke, she’d now proceeded to stroking his shoulders and petting his back. “You probably get that a lot, don’t you? Well it’s true, you’re very cute.” Tails blushed at that. He curled his tails around to his front and began wringing them like some sort of stress ball. 
	“Y-you really think so?” Tails stuttered out. Vanilla let out a sweet giggle.
	“Oh just adorable!” she cooed out as she brought her arms down and wrapped around his trunk. She held him tight and wound up squeezing him just enough to turn his shoulders into boob supports. And upon being fitted into position, he’d be affirmed that their size wasn’t just for show. He’d suddenly feel a small fraction of their weight upon him, supported somewhat by her current clothing. Still, he felt like a pair of massive watermelons rested upon him, and any wrong move might lead to them falling down and around him. 
	Of course, this made him fairly nervous. And that nervousness led him to shiver. And Vanilla could definitely feel him shivering up a storm down there. Her grin only got wider, and she felt herself filled with a certain glee. She decided to shimmy her chest about, rocking her rack upon Tails’ back a little. She could feel the fox tense up in embarrassment. 
	“A-agh!” Tails shivered. “O-ok, I think I can get on the cushion, now!” Vanilla could practically feel the heat radiating from his face. Still, she decided she should reel back a little. So, she soon stopped shimmying, letting her chest merely stay on top of him. She sighed, before gently stroking his cheek with her thumb. And then, she spreads her thighs and lets Tails off, him climbing over to an unoccupied cushion. Vanilla could see his normally orange face now stained with a red blush.
	“S-so, a-all of this is to get you and I alone?” Tails asked for clarification.
	“Yeah, sorry for being so underhanded,” Vanilla said. “You were usually so shaky near me, I didn’t know how you’d react if I asked you to spend some time with me.” Tails thought back, before nervously rubbing the back of his head. He had recalled a few times before when he caught himself looking at Vanilla. She had usually been intimidating to him, not that it was her fault at all. In fact, she typically goes out of her way to be as welcoming as possible. And yet, she managed to make him feel so small and vulnerable, despite never really doing anything warranting that fear. Ever since Rouge, he felt, in general, intimidated by women, especially those with, ahem, those curves…
	“Y-yeah, I probably would’ve been a bit scared,” Tails admitted. 
	“Scared? Of little old me?” Vanilla asked. She scooted towards the fox, who felt the need to shimmy away. However, a single scoot from the rabbit was able to overtake his escape route nearly twice over. Soon, Tails found her hip against his side as she wrapped her arm around him once more. “Oh, I’m not that scary, am I?” As she spoke, she rubbed Tails’ shoulder, which spurred on more wriggling.
	“N-no ma’am! Not at all!” Tails sputtered out. “I-it’s just… I-I guess I’m… w-women, y’know?” Vanilla merely looked at him confused as she tried to grasp what he was trying to get at. “I-I don’t know, things used to be simple, I could just hang out with girls ok. Then I met Rouge and…” He let out a frustrated groan. “Now if I get too close to a girl wh-who I notice has a bit of curve, I felt all funny and weird, and I can feel my heart speed up!” Hearing that, Vanilla’s expression softened. She let out a gentle sigh.
	“Oh Tails, that’s not something to be ashamed of,” Vanilla said. Tails perked up and looked at her curiously. “You’re a growing boy. You’re starting to get feelings you didn’t when you were younger. I remember when Sonic found himself unable to pry his eyes off of a pair of hips. Why, he’d even end up smacking into a wall.” She let out a small giggle, and even Tails couldn’t help but snicker at that. Then, he sighed.
	“I-I don’t know, I still feel kinda weird…” Tails admitted. As he did, Vanilla could notice him crossing his legs while his tails curled around his lap defensively. Vanilla gave a little smirk.
	“You know, I think you could use a little experience,” she said. “A little trial by fire. When you go through it, you can see how comfortable it can feel~” Tails looked up curiously.
	“Are you sure?”
	“Mhmm! I will say, I know how little guys like you are for your first times. It’ll seem weird at first and scary, so I will say: if we start this, we’re not going to stop until I say so.”
	“Oh if you think it’ll help!” Tails said. He began to stand up on the couch and looked up at the mother rabbit, at which point she could notice a definite excited expression on him. “Please! Please help!” Vanilla smiled and ruffled the top of his head.
	“No take-backs~” Vanilla cooed. She then stood up, before scooping the fox into her arms and cradling him, at which she walked towards the stairs to the upper floor. Tails found himself squeezed against her bust, which did little to alleviate his issues. However, fortunately, it wasn’t a long walk, for she merely brought him to her room, which bore a door similarly as large as the rest of them, though it didn’t appear to have a counterpart to aid any smaller attendees. Soon, Vanilla crossed the door, leading Tails into a bedroom significantly larger than any room he’d ever encountered, including a bed that could probably fit him six times over, three for each half. 
	She set him down in the middle of it, the bed bearing red velvet sheets. The room seemed very clean and had a closet as large as he saw back in the lobby, and he’d also see a bathroom. With Tails set down, Vanilla began to approach the bathroom.
	“Wait here a while, I’ll be back,” Vanilla said as she closed the door behind her. And with that, she shut the door. Tails, meanwhile, looked on wearily. He felt even funnier sat in the middle of this place. Part of him felt his heart and legs quaking, especially as he sat there on the bed. He could feel the gentle smell of Vanilla’s fragrant perfume wafting around him. As he sat around, he could feel the slight dent in it formed from her mattress contouring around her lying form from a long time of use.
	Tails waited for a bit, until he heard the bathroom door creak open. He looked towards it, and his eyes widened in shock. There, Vanilla left, formerly in her dress but now completely bare. Her previously restrained chest now let her large, unrestricted boobs flop down, emphasizing to Tails how they could smother half of him. She wore a dress, so it wasn’t like her rear was restricted. But still, seeing her hips unobstructed by her dress… Tails brought down his arms and covered up his crotch as he felt weird, feeling like he was treading some line between decent and indecent. The rabbit also wore cherry-red lipstick, it pronouncing her plump lips as she looked down at him with a strange sort of hunger in her eyes. Tails crawled backwards in discomfort.
	“Stand down, cutie~” Vanilla said. “I’m here to help you through this… trying time~” As she spoke, she got closer and closer to the bed. Soon, she leaned down, getting closer and closer to Tails, who froze up as she got too close. She brought her arms forwards and wrapped them around his back, where she pulled him towards her. He felt his torso squished against her bust while his head was up and away from it, which just left him inches away from her face.
	“V-Vanilla?” Tails asked in a shaky voice. But Vanilla kept up a normal smile. She leaned in close, closed her eyes… and puckered her lip. “V-Vanilla! Ah!” Tails’ protests were halted when her red lips touched down upon his cheek and gently suckled. It felt like the force of her suction might’ve been enough to keep him in her grasp! Tails shook a little and he felt his heart beat faster and faster, before she popped off of him. Tails could feel the lip-shaped red mark staining him, the soft smell of lipstick wafting into his nose. 
	“Mmm~ I want a full taste~” Vanilla cooed. She then gently cradled Tails’ chin with her index finger, before rocking his head side to side, where she’d deliver similarly powerful smooches to his cheeks, forehead, before delivering a tiny peck to his nose. At each smooch, she could feel the fox wriggle about in discomfort. Meanwhile, she was sure his blush was growing, though that might’ve just been some of her passion staining his face. The young boy looked rather dizzy, and his head was downright spinning as his eyes rolled around.
	Vanilla giggled once more, before turning him onto his front, the back of his head now exposed.
	“W-woah!” Tails yelped out as he was spun around> He then went shivery the moment he felt her breath beat down on the back of his neck.
	“I’m still hungry~” she said in a predatory voice. Faster than Tails could protest, she leaned towards one of his ears, before wrapping her lips around one of the tips, where she’d softly nibble.
	“A-ah~!” Tails gasped as she did. Before he could realize it, Vanilla had removed her grip from him, only to lean forwards and practically flatten him against the mattress under her breasts. She held him down while she suckled on one ear, which kept on making the little guy wriggle around. “M-ma’am… I-I feel so funny…”
	“Mmm~ mwah!” she cheered after popping off his now red-tipped ear. Then she looked down happily. “That’s just normal boy stuff~ It might seem weird, but the more you let yourself melt into the treatment, the more you’ll love it~” She then responded by leaning towards the back of his head, and smooching upon it, her press seeming to push Tails face-first into the mattress. Her lips popped off, and now she began going down the line of his spine, smooching the back of his neck, between his shoulders, and his midback. And at each smooch, Tails shuddered and felt more and more like he was a dessert ready to get eaten alive. 
	“Vanilla! I-I feel all fuzzy!” Tails clenched up more, crossing his knees in front of his crotch while his form shook and shuddered. Vanilla kept going lower, when he felt her gently held his tails, hoisting them up and away from his form. “V-Vanilla!” However, the rabbit didn’t mind his squealing. With an audible lick of her lips, she leaned in, and wrapped her lips around his hindquarters. Any patch not red was now as she suckled upon his rear. The boy was so shocked, he couldn’t even verbalize it into anything other than a high pitched squeal. 
	She held the kiss and hummed softly. He knew how sensitive young ones like him were, especially around here. She rocked around on his rear, before popping off, the fox now sporting a bright red booty. And now, she looked down at his shaking and quivering form, which lied prone as if expended by the effort. His butt hung in the air while his torso lied against the bed. Vanilla smirked, before turning the boy onto his back, showing off his shivering form, it too weak to respond, or even shield himself from her prying eyes. Sure enough, her many smooches and touches spurring on a raging hard on. 
	“Oogh… Vanilla…” Tails muttered. He felt a cold shiver throughout his body, feeling very dirty from the attack. His vision was all dizzy. Tails blinked his eyes, before his vision returned. He looked around. He glanced down, and would’ve paid attention to his boner. Except, the rabbit’s massive booty loomed over his crotch. “W-what are you-?!” Vanilla merely smiled down at him over her shoulder, before lowering upon him. She made sure that his dick would wind up deep between her cheeks! “A-ah~!”
	His body convulsed and he quivered as Vanilla’s buttocks clenched around his shaft. She shook up and down his shaft while clenching around him, the fox shaking and quaking while blushing.
	“Oh Vanilla!!!” He shook and shook and quaked. His lip trembled as she kept on rubbing. 
	“Feels nice, right?” Vanilla asked. “You feel all tingly~ You can feel that sensation spreading to your toes, your heart, your ears~ …You’re building up, and think you’re going to explode, right~?” Tails was panting and heaving. He gave a few more heaves, but as she spoke, he felt the urge to slow down. Her words felt like a massage to the brain, slowly stoking him into compliance. Soon, his heaves of escape fell into him lying and taking it, his shaky lip turning into a dumb smile. And then, she lifted. However, just as soon as she lifted, she brought her crotch down, her nether lips wrapping around him and squeezing tight.
	“A-AH!” Tails squealed, clenching his legs tightly. Vanilla, meanwhile, could feel him quake and quake and quake. She knew what was coming. He was going to share his adulation in only a few more bounces. And she would enjoy every moment of it~ Tails, meanwhile, felt her crotch squeeze him with ease, like some sort of expert milker would do to a cow’s udders. Squeeze… squeeze… Tails’ hips were now thrusting, moreso out of a feeling of instinct. He sped and sped, but could feel himself slow down.
	Once… twice… Vanilla knew what was coming. She felt him quaking and throbbing as that little dam between his legs began to fall apart. She got off of him, before leaning her rear in front of his dick. And then came that adulation.
	“AHHHHHHH!!!” Tails squealed. He bucked his hips a little, and with each buck, thick strands of seed shot out and over her buttocks, leaving behind a fine layer of shiny cum. With that, any tension left in him fled as he flopped back and panted, half lidded. Vanilla licked her lips before turning around and lying next to him.
	“Felt good, yes?” Vanilla asked. Tails nodded. “Something you wanna do more, right?” Vanilla nodded once more. “Think you wanna do that more with me?” Tails nodded enthusiastically. Vanilla smiled, before leaning in and kissing his cheek. “We can do more when you rest up. Cream still has a few hours away~”