The day had finally arrived. The day where romance is as common as a spring day. Even with the slight cold in the air, that didn’t stop the feeling of romance to sweep the world across. 


Valentines day. The day of romance. Maybe even longer, depending on who you’re talking to. It didn’t matter. Now was the time for love to be celebrated and for the more shy folk to have an excuse to ask out their crushes. Such as one Miles Tails Prower


A pair of new gloves, free of oil stains and the smell of burnt fabric from his blowtorch. New shoes he’d been breaking in. His fur was cleaned and thoroughly washed with a mixture of some recommended hair care products thanks to the advice of a certain pink hedgehog and busty bat. He smelled like citrus and an assortment of berries, which he didn’t mind too much. Better than grease,  metal shavings and cans of soda for today of all days.


Arriving at the home of his crush, Tail’s couldn’t stop his heart from racing. Every step he took, his heart beat went up dramatically as he came to the front door. His tails twirled in anticipation as he held the flowers in one hand and a present in the other. With a bit of maneuvering, he managed to hold both items in one hand and press the doorbell.


        “Don’t worry buddy! You got this! I’m no casanova but I can tell you one thing: if you show her what you got, you got nothing to fear! I mean, it beats defusing a bomb, right?”


        ‘Yeah Sonic, it does! Blowing up is a one and done thing! But th-this?! I could make a fool out of myself! Or scare her off cause she thinks I’m gross or-’


His little ears flicked as he picked up the sound of footsteps approaching from behind the door. He was starting to panic. More thoughts swirled inside his head. Was he sweating too much?  Was he sweating at all? Can he sweat with all his fur? Was his fur properly combed?! What if he’s got an ugly cowlick going on right now?! Far too many unnecessary ideas kept piling on as part of him tried to rationalize his fears. Part of him told him to step up. Be brave! Cowlick be damned! You’re a man Tails! You’re a GOD DAMN M-


The handle began to turn.


        ‘Ohhhh crap…’ Tails seized up as time seemed to slow down for him. The knob turned so slowly it seemed like the universe had slowed down to just torment his tiny heart to the point of bursting. At this point, he was kinda hoping it would due to the level of anxiety sweeping over him that just seemed to never stop. 


The door opened. And there she is. Looking at him with a surprised look on her face. Tails wasn’t sure if his heart beat was going so fast he couldn’t feel it in his chest anymore or if he’d flatlined in the moment that their eyes met. Gorgeous honey brown eyes. Soft velvety fur that lined her body from the tip of her fluffy ears to the soles of her graceful feet. 


        “Oh my! Tails it's good to see you!What brings you over?” she answered with her beaming smile.
With only a moment’s hesitation, Tails offered his gifts to her, a nervous smile on his young face as he finally uttered the words he’d been practicing over and over to himself on the fly to her home. 




“V-Vanilla! W-Will you go out with me?! An-and happy Valentine's day! ” not the smoothest confession but it finally happened. Tail confessed to Vanilla. He ended up bowing his head to her in the process. Now staring at the ground, he waited for her reply.


The young mechanical genius couldn’t remember how many times he’s played out the scenario in his head. She was older than him sure, but he’s been in love with her for as long as he could remember. She’d treated him so kindly and made sure to take care of him like he was her own son. It wasn’t just the motherly love that attracted him to her. Now being thirteen years old, he couldn’t stop thinking about her in a more sexual manner. Just coming to say hello and be around her for no more than an hour at most made his body ache for her. 


Part of him at first felt regret over chasing after his friend's mother but he couldn’t stop his mind or body from thinking about her. 


In the heat of the moment, Tails couldn’t notice the look of excitement on her face as he stared at the ground. The rabbit mother looked more like a wild beast that’s just been given a free meal, served on a platter. She hid the excited look on her face as she carefully took his gifts.


The time between his confession and now felt like an eternity before vanilla finally spoke up.


        “Oh Tails…! Of course I’ll be your valentine!” Looking up, Tails saw her ever present smile. The fear, anxiety and years of wait had been lifted off his shoulders. Without thinking, the little fox flew up into the air and hugged his new girlfriend, trying not to let her see the small tears of relief come out at her answer.


        “Vanilla! I… I love you! I love you, love you, love you, love you!” Over and over, he repeated. Tails couldn’t stop himself as he finally confessed his love for his friend's mother. Burying his face into her chest, he could pick up the sweet scent of her subtle perfume. Her sweet scent made him want to just stay in her chest forever.


She crossed her arms, hugging her little man back, gently swinging him back and forth before bringing him inside, locking the door behind them.


Sonic had come around to let her know what would happen and to let him down gently and that he’d take Cream out so things don’t get ugly. Little did the blue hero know or expect, Vanilla had her eyes on the little fox for as long as he'd been around to save her and her daughter along with Sonic. Intelligent, sweeter than sugar and cuter than a doll. 


Vanilla would dream about taking him into her room and introducing him to the pleasures of the adult world. Subtly teasing him by pressing her chest into his back or face with hugs, always touching him and thanking him over and over… Every technique in the book to make him swoon over her. She could only imagine how happy her little hero is the moment she agreed. 


She brought the two of them over to the couch, sitting him down before taking the seat right behind him. Looking down at him, she could see his nervous smile accompanied by a dark blush. The tv in the living room only provided some background noise for the newly made couple. 


        “You know Tails…” Vanilla leaned in closer, unbuttoning the first button on her top. “Cream is gonna be out all day with Sonic and Amy.” Without touching her top again, she caused the second buttons to pop, causing her struggling bra to be exposed right in front of the pent up fox’s face. He watched the purple fabric fight for its life to hold back the heavy teats. Vanilla let her hand drift down to his leg and slowly creep up his right thigh.


        “Vanilla…” Tails’s kept switching between looking at her nearly exposed chest, just inches away and looking back at her face, now adorned with its own shade of red. Taking the i, Tails held her face by the sides and met her for a kiss.


Taken aback by the sudden kiss, Vanilla couldn’t stop her own excitement from erupting from her body. He was forceful but gentle. Clumsy and moving his tongue a lot. She knew in all likelihood, she was given his first kiss. Not wanting his first to ever be forgotten, especially the first kiss between them, Vanilla pushed him down and kissed back. Her experience was put to the test as she made Tail’s squirm and tremble under her assault. Her lipstick smeared into his sweet smelling lips and fur as they traded back and forth.


Tails could feel his mind fading in and out as he was mesmerized by the talented tongue wrestling. He could taste the lingering remains of tea she’d made earlier. It lingers on his tongue even as they pull away from each other, panting as they locked eyes. 


        “My my… You’re such a growing man, aren’t you?” Vanilla’s hand stayed on his crotch and felt the throbbing length that’d been growing from their foreplay. The heat of the shaft, the feeling of life coursing through it. She could tell the young fox was showing promise as a boyfriend. Just touching it was enough to make Tails whimper. “Let mama, take care of you.”


Tails watched as Vanilla unhooked her bra and threw it to the side, exposing her soft fluffy chest for him to see in full. Top with pink, they reminded him of big soft piles of vanilla ice cream topped with cute pink strawberries. She pushed them together and made them shake, just to tease him as she pushed them closer to him. 


Tails couldn’t stop himself as he latched onto her chest, sucking on the warm teat like it was his first drink. Laying across her lap, Vanilla pulled him closer while she played with his cock and got a better view of it. The thick shaft has a single vein that crawls along the underside. The tip made the older rabbit cross her legs in anticipation. It flared out like a wild mushroom with a dark red hue that stuck out along the brightly colored shaft. Ever stroke made it flex and throb harder. Hard, slow, gentle, fast; she knew he was holding back, even while having a taste of her body.


        “That’s my big strong man. Oh god, Tails!” She gasped as he accidentally scraped her nipple with his fang.


Just hearing her name was enough to set him off. Tails' breath grew more ragged as he buried his face into her chest, mumbling her name as he came. Vanilla watched her man's cock spasm a few more times in her hands before the first wave came out. The pit of her stomach grew hotter as she watched the first few shots come out with such intense force that she was sure it would have hit the ceiling if he’d been just another foot in the air. Not letting go, she made him pump out as much as he could, draining his backed up balls of as much of his cream as possible.


        “We’re just getting started Tails…” She whispered into his ear as he was still cumming. After a few more seconds, he finally calmed down as the final shots crawled down hands. It felt so warm and sticky. Tails couldn’t take his eyes off as she brought her hand up and licked the remains off her gloved hand. The sinful moans that came out as she cleaned herself off would have made any man weak in the knees. “Why don’t we go to my ro-”


Before she could finish, Vanilla looked down at his crotch and was surprised to see it not only still standing, but appearing to have grown just a little thicker. Looking down at his balls, she definitely saw some growth in size. Cum that was still dribbling out appeared to increase in volume by a noticeable margin. 


        “I...Umm… I might have made a drug to help the day keep going. I-I didn’t intend to use it but I w-wanted to be prepared! And I-” she placed a finger over his lips.


        “Shhhh…” Vanilla grabbed one of the many chocolates from her gift from him, took it into her mouth and kissed him again. Tails could feel her tongue pushing the potent chocolate onto his tongue, swirling it around as they ate it. Vanilla loomed over him as she pulled away. “You didn’t need to do that sweetie…” She moved closer. “But why don’t we put it to good use anyway?”


She pulled away from the shell shocked fox and began walking to her room. Tails followed her, flying with a love struck look on his face and hearts in his eyes as he watched her move. The well kept but dark bedroom filled with light as the milf moved her long skirt to the side, revealing her black garterbelt and panties. If the little fox wasn’t drooling, he is now. She undressed, removing every decent article of clothing to show off her mature body in all its glory.


        “Am I pretty?”


        “Beautiful!” he chirped. “I-mean, you’re beautiful!”


As she took her panties off, she bent over and wiggled her hips, shaking off the remainder of her clothing and kicking them off to the side. She turned and made a come hither motion as she laid down on the bed. Tails came over and laid down beside her. She could tell he was still nervous but excited all the same. She ran her hands up his soft white fur, feeling every strand tickle her hand before burying her face into him like he did to her earlier.


        “You smell so good…” she moaned. 


        ‘Amy, Rouge… Thank you so much for the recommendations!’ He silently thanked both girls for their advice. 


The older bunny brought her hand up to his mouth and Tails tasted her excitement for the first time. The first of many. It was sweet, but not like candy or sugary sweet. It was like a natural aroma that called out to some part of him he didn’t fully understand. It was naturally sweet. That’s all he could come up with. Naturally sweet. It was still having an affect on him as his cock had hardened to the point it almost felt like it hurt. 


Vanilla pulled away and positioned herself above him, pressing the mouth watering tip against her slit, ready for the main course. She rocked her hips back and forth slowly, moving him along with her. He closed his eyes and tried to focus on not finishing too fast but she wanted him to enjoy himself as much as she’s about to. They’re together now after all.


She took him in slowly, sinking down and impaling herself until she finally bottomed out on her fox lover. 


        “Ah…!” she hissed. He was the first man in a long time to make her feel this way. Her walls stretched to take in the impressive girth, clinging to him as he moved in and out. Vanilla slowly worked her hips side to side, keeping him buried down to the hilt. “Do you love me Tails?”


        “YES!” he yelled, eyes watering from the intense sexual experience. 


        “Say it again…” she hummed as she bounced on top of him, feeling the fat tip threatening to kiss her cervix.


        “I love you Vanilla! I love you so much!” Tails opened his eyes to see the lust driven mother looking down at him with a smile that was foregin to her. It was a mature expression. One meant only to be seen between lovers. 


        “Then give it to me!” she yelled as she rode him harder, causing the bed to shake. Pictures of her, cream and cheese that sat by the bed shook and fell over as she enjoyed the taste of sex with her new boyfriend. “I want to feel your love inside me! I want to feel it grow and get bigger! I want Cream to have a sibling to love!”


Vanilla felt Tail’s hand grab her generous ass and hold on for dear life. He took her words to heart and wanted to act on them. He pulled her down, slamming himself balls deep into her rabbit hole. Again and again and again, she felt her little womb being kissed by the tip of his cock as it threatened to fill her with the love she's desired from him.


Switching positions, Tails took her from behind, using his name sake to propel himself forward. Vanilla couldn’t stop herself from coming from the new position as she was pounded by the eager to please fox. The heat that’d been burning inside her needed to be satisfied and doused.


Tails watched her soft ass and thick hips shake and jiggle with every impact. Hearing her moans and whimpers was music to his ears that he could never stop listening to. Her puffball tail shook from the impacts and her own excitement. 


        “Give it to me!” she demanded! “Put a baby in me! I want a bigger family!”


Vanilla didn’t have to wait any longer. Just like before, his cock flared, scraping against her walls in ways that made her claw at her own bed sheets, leaving sizable rips in them. The throbbing became stronger as he moved faster and faster, staining the bed with her sinful desires.


Then he stopped.


She moaned like a whore as she felt the fresh hot seed finally released inside her. Her golden brown eyes became a haze of love and desire as the thick seed was being pumped into her. Tails’s voice turned into high pitched whimpers as he bred his long desired love. She clamped down on him so tight, he wasn’t sure if he’d ever be able to pull out of her ever again. Their bodies shook as he kept filling her over and over. 


The heat in her stomach felt as if it’d spread over, warming every inch of every follicle of fur on her body. Her breathing grew ragged. She knew she’d been knocked up, without a doubt. His cute little boys were going to get very intimate with her girls soon enough. Cream would have more than just one or two siblings in the coming years, she was sure of that.


Tails collapsed on her back, panting and sweating. Vanilla admitted to herself, she wasn’t far off. Being loved in such a way after so long… It had put a strain on her body but it wasn’t at all an unpleasant one. She wanted more. She needed more.


        “Tails?” 


        “Y-yeah?” Just looking at the tired look on his face made her heart melt. 


        “I love you too.” Vanilla could feel his spent but trembling cock try to liven back up for round two. “You ready to be a daddy?” she teased.


        “I don’t know… But I’ll try and do everything I can to make you all happy!” Her smile grew as his tails wagged in excitement. She gently pushed him off so she could lay down on the bed, arms open and offering to take him in. The view of her naked body, the obvious remains of his fresh load trying to seep out of her, all the while giving off that motherly smile that made his heart skip beats.


Tails didn’t hesitate to take up her silent offer. The two of them spent the remainder of the day intertwined, guranting that something beautiful would be coming out within the next few months. 


________________




Towards the end of Valentines Day… 


        “Thank you for taking me out today Mr.Sonic!” Cream said as she held onto Cheese.


        “No problem! I’m just happy you had fun with me and Amy today!” Sonic enjoyed bringing her out for a nice day out. Though he had a hard time trying to convince Amy that it wasn’t practice for when they have their own kids. 


        “... Mm…”


        “Hmm?” Sonic’s ears perked up. He moved closer to the door, closing his eyes and again, he heard something. Straining his ears, he picked up another sound.


        “Tails…”


        ‘... Holy crap…’ It dawned on him. The normally laid back hedgehog felt what could only be described as giddy as he realized what was going on behind the closed door. Pride filled up his chest as he heard the faintest murmurs and moans.


        “Say uhhhh… Why don’t you spend the night with me and Amy? Yeah! We can do anything you want!” Sonic swept Cream and Cheese off their feet, already sprinting far from the house.


        “But Mr.Sonic, I still need to give mama her Valentines. And I don’t have my pajamas or anything ready for a sleepover!”


        “ChaoChao!” Cheese chimed in.


        “Don’t worry about that! We’ll buy you whatever you’d need! Let’s let Vanilla enjoy herself and some alone time for a bit! We can call and sing to her later or something! But let’s just let her enjoy herself!” Sonic was worried she wouldn’t buy it but thankfully she cheered at the idea of just spending time with him and Amy. 


As he sped off into the sunset with Cream in his arms Sonic cheered on his best buddy, hoping him and Vanilla enjoyed themselves. By the sounds of it, they had no issues on that end. Though he did worry for a second about condoms. 


        ‘Well Vanilla’s an adult, so there’s no worries about that happening.’


Back at the cottage, Vanilla felt the fifth or sixth wave of hot seed being pumped into her unprotected womb, some of it joining the many other stains that had gathered in the hours of them together. Tails was layered in kiss marks, sweat and chocolate, thanks to some rather kinky ideas from his mate. 


As the sun began to set, the night had only just begun for the two of them.


A new family in the making between a little fox and a happy rabbit.


Happy Valentine's Day!