Shadow’s Snake Wrestling


Later Shadow returns to his home,unaware that Ana has followed him because she found him as a perfect mate for her ;) (A possible sequel later)


“Ugh… Where the hell is that damn 4th Chaos Emerald?” Shadow grunted as he made his way through the snow, which was as high as his knees, looking for a Chaos Emerald that was apparently sighted on the top of the highest mountain of the region, which of course was full of snow during the cold season. Shadow hated the snow and the cold, since they reminded him of the dreadful cold of space, and much prefered more warm climates so he counted on taking the gem and leaving that place as soon as possible. Shadow shivered a bit, rubbing his chest with his arms to warm up as he inched slowly in the snow, the only sound coming was that of his feet and the wind howling. He looked around, the only upside to this was that this place was pristine, no sight of human colonization anywhere and that gave him some peace of mind, he was kinda sick of living in the big, noisy, smelly city where everyone was so busy with their own small personal bubble that they couldn’t care less about anything or anyone else. As he thought that, he looked up and saw a rather huge wooden chalet in the middle of the white ocean of snow.
“What the? Who is dumb enough to live in this cold as fuck place?” he asked himself as he walked very slowly towards it, thinking that maybe it was home to some old wise man or something, and once he reached the porch he shook the snow off his fur and stomped his feet a bit before cautiously knocking on the huge door. The door opened soon after, however he was surely not expecting who opened it.


In front of him was a pair of orange and yellow legs that were as thick as himself, he also saw traces of a huge, long and bulky tail behind them. He traced the legs up a long blue loincloth, followed by the widest hips he had ever seen and then his vision was blocked by two huge, fat pairs of tits looming above him, wrapped in a blue top. The owner of such a massive body sounded rather confused, maybe she didn't see him, so he swallowed and poked her lower leg.
“Uh… Down here…” he said, to which the imposing figure bent over and he saw a reptilian face composed of a yellow muzzle and bright green eyes over a red sclera.
“Oh, hey there. Sorry, I didn't see you.” said the reptilian woman, smiling slightly.
“Uh, it’s ok… Uhm, do-do you live here?” he asked, confused about what a reptile, a coldblooded animal, was doing in this place.
“It sure looks that way. But please, come in before you freeze your tiny body.” she said, making space for him to walk inside her house. As she closed the door, he immediately felt warmer but also smaller as everything was tailored for the huge woman but not at all for him, even the usually smaller furniture loomed above Shadow of several inches, if not feet entirely. He shuddered a bit as he removed the cold gear he wore and had the kind reptile take it and put it on a wooden radiator to dry.
“May I offer you a bowl of goulash? I just made it.” she asked the hedgehog, who felt his stomach rumble.
“You know what, yes thanks.” replied Shadow as he made a small smile and went to sit on her rather poofy couch. The woman smiled and went to her kitchen while Shadow struggled to avoid sinking in the comfy, squishy pillow, when suddenly the thought of sinking in those boobs of hers crossed his mind, but he forced it out. He didn’t even know this girl, for crying out loud! He couldn’t already have sexual fantasies about her! She returned after a while with a fuming bowl and a spoon, she handed them to Shadow then she sat next to him as he thanked her and took a spoonful.


He had never tasted something so divine in his entire life. The meat was so soft that it basically melted in his mouth, the broth was rich and spicy just the way he liked it and it refueled his energy in just a few sips. Without even noticing it, he downed the entire dish in a gulp, making her coldblooded host giggle, then he put the bowl down and released a sigh of relief.
“Oh Chaos, this was excellent! Thank you kindly, miss…?” he asked, thinking it was about time to learn more about this mysterious gentle giant.
“Oh, right. Where are my manners?” she sighed, getting up and getting on her knees, as some sort of bow.
“My name is Ana, dear guest. I belong to the ancient tribe of the Titanoboas, which has lived inside this mountain for ages.” she said, assuming a very serious tone which starkly contrasted with her former cheery demeanor.
“Titanoboas? So you’re… A snake? Oh, by the way, I’m Shadow. Shadow the Hedgehog.” he asked, raising a brow. He had seen Mobian snakes before and, while some had evolved with arms, none looked like his host.
“Yes, I am. My tribe is very ancient, as ancient as the echidna tribe, and has lived in peace in the depths of our mountain, undisturbed. Our evolution has been much different from other Mobian reptiles. Aside from our limbs, we have become warm-blooded to survive the elements, and our bodies grew bigger to better incamerate the warmth.” she explained, sitting down again.
“I see. So that’s why you can live near all this snow. But… What are you doing here?” he asked, surprised as they OWNED this mountain? This tribe was not to be meddled with.
“This chalet was made by our elders using our special technology to keep us safe from the chill outside when it becomes night time. Since the entrance to our tribe is not too far from here, this place is usually used by post guards to keep out intruders. However, I am not as ruthless as to just kick away anyone who comes here, like the others. I always make sure that they’re ready to descend the mountain before they do.” she said, sighing.


“Well, good thing I’m not here to disturb your kind. I was just looking for a possession of mine. I just need to get it and then I can use it to warp back down this mountain.” he said, trying to get up from the pillow.
“Oh. I see…” she said, sounding seemingly disappointed for some reason. “Very well, at least let me help you find this possession of yours. I know this side of the mountain like the tip of my tail. Just… What does it look like?” she asked, getting up and helping him get up.
“It’s a green gem, cut like an emerald.” Shadow explained, forming the shape of the gem with his fingers.
“Oh, you mean this?” she asked, digging out of her massive bosom the Chaos Emerald. “I found it this morning while patrolling. I’ve never seen a gem like this before, and I’ve explored the depths of the mountain and seen its hidden treasures.” she said as an idea crossed her mind.
“Great. Ok, just give it to me so I can get out of your hair… Erm, tail…” said Shadow, stretching out his hand, but then he saw her smirk.
“I mean, I could, buuuuuut… If you wish to take something from one of my kind, you must earn it in combat.” she said grinning.
“Wait, what? You don’t own that gem! It’s mine!” he said, growling slightly.
“Ever heard of “Finders keepers...”, little Mobian?  You lost it, I found it. You want it? You must defeat me in our most sacred ritual: wrestling.” she proclaimed as she went to a wall and pressed a button on it, revealing a secret doorway leading to another section of the chalet.
“Follow, if you don’t fear losing…” she said, winking and walking inside the door. Shadow blinked: him, scared of losing? This woman surely was confident, but Shadow was even more confident as he followed her, seeing that behind the door was a rather long hallway leading somewhere else. He walked down it and saw that, at a certain point, the hallway’s walls were made of glass which showed him the view of the mountain. He awed a bit then he shook his head and walked some more until they arrived at an arena. An arena?! Why did this chalet have an arena of all things? It was round, built of wood and metal and it was surrounded by a pool of warm, spring water. The whole thing was encased in a glass dome which showed the whole side of the mountain. He looked around in awe as he entered the arena via a small wooden bridge, and Ana was waiting for him at the center of it, smirking as she hid the Emerald in her cleavage again.


“Ok, before we start, the rules.” she said sternly.
“I know the rules of wrestling, you don’t need to…” Shadow started saying, wanting to end this as quickly as possible, but getting interrupted by Ana.
“Tut tut… You know the rules of YOUR wrestling, but OUR wrestling has some more… Interesting rules… First of all, everything is allowed.” she said.
“Everything? Even biting or other things like that?” asked Shadow, raising a brow.
“For my kind, the dirtier you fight, the more willing to win you look.” she said nodding.
“Second, if one opponent manages to keep a hold on the other for more than a minute, the round is over. There are a total of five rounds, so you must win all of them or the majority of them in order to win.” she explained. Shadow nodded as that wasn’t very complicated and he thought he had this in the bag.
“Finally, this is not a rule but something I like to brag about…” Ana said while getting in position “You know Knuckles the Echidna? Well, he lost to me five times in a row…” she revealed with a smirk, making Shadow actually wince. Knuckles, one of the strongest and fiercest warriors he knew, lost to her five times in a row? This girl really had to pack a punch! A bell rang somewhere and Ana dashed at him, despite her bulk she was quite fast, but not as fast as him as he quickly dodged by the side. However, he forgot one, crucial detail: her tail. As Shadow dodged her attack, he didn’t even notice Ana's long, thick tail whipping at him and striking him hard, sending him actually flying and landing a few feet away from her. He whimpered as he got up and held his side, it was red due to the attack and it stings a bit. He heard the ground shake and saw Ana charging at him again, so he sucked up the pain and got up, running at her and jumping very high and above her, this time he avoided another strike as the tail darted at him at blinding speed but he slid on it. He landed just in time to see Ana’s back flying at him as she was seemingly trying to squash him, but Shadow rolled away as Ana impacted on the arena so violently that the whole place shook up, making the Ultimate Lifeform wince again as he held his bruised side again. However, Ana looked not injured at all as she rolled to her belly and got on all fours, running at him as if she was a crocodile and lunged at him. He was so caught up in the moment that he dodged to the right, but again paid no attention to the tail as it slammed on his head, making him fall down on his belly before it wrapped four thick coils around him, covering him from neck to toes in her orange scaly muscles, then she raised him at eye level and giggled as he struggled to get free, but her grip was far stronger than he realized and it only made him slightly wiggle his trapped limbs.
“Got you, little furry thing… Don’t you know it’s rather dangerous for the likes of you to fall into the clutches of a constrictor? You may find my hugs a bit too… Encompassing for your tastes…” she hissed with a faux predatory tone which still sent shivers down Shadow’s spine, then she tightened her coils, effortlessly squeezing him.


He gritted his teeth and squirmed harder, forgetting that the more he did that the harder she’d tighten her huge coils on him and that was exactly what happened. He groaned and grunted as he still refused to go down without a fight against someone he just met, but she was handling him like if he was a plushie, that only added to the humiliation he felt, then she sat down and placed his coiled body on her lap. He wondered what she was planning, then he found himself purring as she petted his head and ears, giggling as her slick fingers ran through his quills.
“Hihihi, they feel just like hair. I love furry little things like you. You’re always so warm and fuzzy and squirmy…” She cooed lovingly, leaving Shadow bedazzled: this fierce female warrior could squash someone like a tin can and yet she had this bubbly, soft side which starkly clashed against her powerful exterior. She then tightened again, making him clench his fist and groan as the pressure increased. He felt such discomfort like this, being treated like a pet was beneath his status as The Ultimate Lifeform, yet he could barely protest against her might, having to just sit still and endure her hugs and pets. She giggled and squeezed harder, which made him widen his eyes shut as, for a split second, he couldn’t breathe with how tightly she clamped her tail against his chest, which also promptedhim to squirm again, failing to realize that it was exactly what she wanted.
“Mmmm, such a cute little squirmer… Keep doing that, it feels very nice…” she cooed, since he couldn’t turn his head he couldn’t see her blush or that she was biting her lower lip. He fought some more until she released him, making him fall on the ground coughing and whimpering before he got up, all shaky.
“What… What the hell was that?!” he asked grunting.
“Part of the rules. Once you have your adversary in your clutches you can do anything to him or her. Anything at all.” she said getting up. That sentence gave Shadow so many weird vibes, especially her emphasis on anything.
“C’mon, you lost one round. Four more to go.” she said, getting ready. Shadow gritted his teeth and thought that he was done giving her any advantage.
“Before we start… Can I just say how nice you felt in my coils? Most of the people who get trapped by me stop squirming after they realize it’s pointless, but you didn’t. Plus, your fur is particularly soft and warm…” she cooed again, giggling and making her massive curves jiggle a bit.
“Well… I have to admit that, though I’ve never been held by snakes before, your scales felt very smooth against my skin… I also kinda like what you were doing to my ears…” he reluctantly spoke, wagging his tail.
“Hihihi, glad to see you’re enjoying that. But now, focus. Remember that you have your precious gem to win.” she said, getting in a fighting pose.
“I know that, shut up…” he groaned and got ready again, feeling a weird tingle in his nether region.


The second round started and Shadow took the initiative, curling into a ball and dashing at Ana with a Spin Dash. Unfortunately, the snake woman looked all but worried as she charged Shadow’s curled form and kicked it with all her strength, sending the black hedgehog crashing against the wooden bleachers surrounding the arena so hard that he formed a hole, from which he came out all dizzy.
“Please. Knuckles tries that attack with me everytime and every time it fails, though yours was way faster than his.” commented Ana, to which Shadow grunted and jumped back on stage, thinking of what he could do to take her down. As he thought, though, Ana ran for him and performed a devastating drop kick which sent Shadow flying into the hole in the bleachers he formed before, enlarging it. He coughed as he slid on the ground, holding his stomach as he didn’t even see her prepare the attack, she was truly formidable. But he was formidable too, he thought, as he found the strength to get up and charge his fist with Chaos energy before attacking her frontally. Yet Ana read that too and dodged to the side, grabbing the wrist of his Chaos-infused punch and pushing it under her armpit, then she closed her arm, grabbed his back and performed a wild suplex, slamming Shadow on the ground. Then, before he even had time to acknowledge how she was tossing him around like a ragdoll, she wrapped her massive thighs around his neck and tightened, putting him in a very effective scissor hold which left him breathless, both figuratively and literally. He tried to pry her huge thighs off of his neck, but his fingers sank in her chubby legs, which felt more like he was groping her. She giggled and made him slide until he was met with her crotch, then she locked him there with her right leg and squeezed, making him choke but also realize that she had no underwear and he could see her pussy.
“Quite the show, huh? You know, I once cracked a skull with my thunder thighs. But don’t worry, I know how to restrain myself.” she told him, making him feel rather insecure about his chances. He spent the next minute trapped by her thighs, only being able to try and push his way out but being impeded by how firmly she was holding his neck and head and by the fact that he couldn’t get a firm grasp to push since his hands basically sank in her thighs. She freed him only when the minute ended, and allowed him to catch his breath again before he got up all wobbly and red in both arousal and humiliation for being bested by this woman.


The third round started with him deciding to keep his distance from her, so he charged his arms with Chaos energy and fired off his trademarked Chaos Spear technique, throwing quite a lot at Ana. Her smirk made him immediately think that she could counter that too and so she did by spinning her massive tail and making all the spears explode while she received zero damage from that, aside from a few burnt patches on her tail. He gasped but scowled again and shot several more Spears at her, thinking that she couldn’t counter all of them. Little did he know that she didn’t need to, as she ran towards them and started to dodge them very gracefully while they all just grazed her skin or clothes, all the while he watched her with wonder as no one had ever dodged his Chaos Spears so elegantly. Unluckily, he was so surprised by that show that he forgot to move away so he was once again wrapped in her tail, wrapping him from neck to toes again in four thick coils.
“Urgh… D-Dammit…” he grumbled and squirmed but then she didn't squeeze him this time. Instead, she delicately laid him on the ground behind her and, as he wondered what she had in mind, she raised her loincloth and showed him her gigantic ass. He gulped as each cheek was as big as his curled form and they both looked very heavy and squishy, then as she started to lower on him he realized what was her plan and squirmed as hard as he could, however that served him nothing as she sat on him, fully covering his body with her fat ass. He widened his eyes, the only part of him visible under her, and squirmed more as she sat on him, giggling and looking at him being barely visible or felt underneath her girthy form.
“What do you think? Pretty big, huh? All the males of my tribe can’t stop ogling at my ass and even the girls eye me with jealousy. We’re all pretty big, but I’m the biggest female there is. Well, the second biggest, anyway…” she commented as she rubbed her bottom all over him, making him whimper as this far exceeded the humiliation he felt before. This was too much. She was just too heavy, even for him, and her body felt so hot and warm he was actually started to feel comforted by her imposing and encompassing shape. He couldn’t hold on a purr and his tail couldn’t stop wagging as her wild raw scent struck his nostrils pretty hard, making him blush as this woman exuded feminine power from every pore. Her puffy asshole was pressed against his muzzle and all he could do was lick it, moaning all the while as she dominated him.
“Hihihi, what are you doing down there? Are you that much into being sat on? You should’ve told me sooner… You know, I know males of my kind who would pay just to be done the same thing to them…” she chuckled and gave her ass a shake, twerking a bit for Shadow who watched enthralled her buttcheeks jiggle before they were slammed on him again, making him whimper. Again, she had fun with him until the minute ended and she reluctantly let him go, though she could tell that he too didn’t want to leave her thanks to him blushing and clutching his legs tighter.


As the fourth round started, he knew that there was nothing else for him to do. He just lost three of the five rounds and he feared that, for the first time, he was going to lose against someone who wasn’t Sonic. He shivered a bit and felt actual tears welling up in his eyes, his hands twitched and he felt so weak and useless for the first time. Never had he met a woman who made him feel like this, not even Moulin could best him the way Ana was doing. He just stood there, immobile and at the mercy of the thick snake lady, who dashes at the hedgehog, grabbed him by the arms and shoved him under her top and between her huge boobs, making sure that his face would pop out of them so he could breathe before she started to give his body a titfuck, rubbing and squeezing him with her tits. However, this time he didn’t squirm or moan, he didn’t make a move or a sound which made Ana worried. She tried to bear-hug her tits and him with them, a move which would’ve made anyone at least whimper, yet Shadow didn’t make a sound again. She blinked and made his head pop out and bent her neck so she could look him in the eyes.
“Hey, are you ok?” she asked, concerned.
“No… No, I’m not…” he stuttered.
“Why? Never lost to a woman before?” she asked again, raising a brow.
“I. Don’t. Lose. I’m the Ultimate Lifeform and you, devilish woman… You make me feel so… Not ultimate…” he whimpered and sniffled. Ana actually felt bad for him: she had invented this arena thing because she wanted to tease him and make him stay with her for a bit more. She didn't plan to make his confidence crumble, she only wanted some company.
“Geez, I… I’m sorry, Shadow… I didn’t mean to make you feel like this, I… I just felt so lonely… It’s been years since someone had tried to scale the mountain and… I just wanted some company… But you sounded so eager to leave that… I came up with this idea just so you could stay a bit longer… The trial is real, but it’s only for proving that you can be trusted by our kind, not certainly for taking something that doesn’t even belong to me…” she sighed and sobbed a bit, to which Shadow was awoken a bit by his confidence crisis and looked at her, so big and strong yet so fragile and sensitive. He truly had never met a woman like her.
“Why… Didn't you say so from the start? I would’ve stayed longer, had I known that you felt  lonely.” he said, only now acknowledging where he was and how squishy her boobs felt.
“We just met… And whenever I try to ask someone to stay longer if there’s not a storm blowing outside, they get freaked out and leave… I’ve had that happen to me too many times and I… I really, really wanted someone to keep me company…” she sobbed.
“Wait, what? Why would anyone leave your side? Are they blind to how drop dead gorgeous you are? Hell, had you just asked me I would’ve stayed, storm or no storm!” Shadow said, not even realizing that he just said she was gorgeous. She smiled and hugged herself more, squeezing Shadow with her tits again and cooing, wagging her tail tip rather cutely.
“Thank you…” she cooed and made him slide out of her tits, combing his hair a bit as they were all frazzled.


“I’ll give you your gem back.” she said getting up.
“Hold on, you said five rounds and we barely did four. I can still try to earn my prize.” he said, smiling.
“Huh?” she asked.
“One last round. Whoever wins takes it all.” he proposed.
“Are you sure? I told you, you don’t need to fight me for your Emerald.” she said, blinking.
“After what you said, I don’t feel like leaving yet. One more round.” he said confidently and got in position.
“Well… Okay. If you say so…” she said, not very convinced about this, and got in position too as the bell rang.This time, though, Shadow had just the tool he needed to win as he took out two syringes filled with a weird liquid and injected himself with them. Under Ana’s confused eyes, Shadow got hard and showed his huge boner to her, which made her blush, but then it split in two identically huge cocks. Then as things weren’t weird enough, the cocks became even longer and split into eight thinner, but still thick as an arm, members who became longer and wrigglier. She gasped as Shadow’s dick became sixteen tentacles who darted at her and wrapped around her limbs, boobs and body, restraining her. She gulped and tried to get out but his cocks were surprisingly stronger than her and kept her in place as they pushed her arms behind her back and tied them together, then they spreaded her legs as two cocks shoved deep in her pussy, two in her ass, two in her mouth and two in her nipples. She widened her eyes and moaned, blushing as Shadow handled her quite effectively, and squirmed uselessly against his cocks’ superior number and power.
“As you said, if I get a hold of you, I can do whatever I want for a minute, right? Might as well enjoy those fat curves of yours while I can, hm?” he asked grinning as he made his cocks thrust inside her, making her moan and blush even more as she had never been handled so easily by anyone before and that made her super horny and wishing for more. Shadow bit his lower lip as fucking her was heavenly to say the least: she had such a massive yet untouched body which mad ehim turn on a lot. Being the first one to claim a woman like her was a dream come true and he was sure as hell making sure that she’d never forget that she’d been claimed by a little furry thing. He fucked her fast and hard, rejoicing in how much she could take and how much turned on she was, her holes cling tightly against his cocks and her insides were so warm, and mushy, the likes of which he had yet to taste in a woman before. Her cheeks were stuffed with his two cocks which, combined with her cute yet honry look, made her even more fuckable for him so he held nothing back and did her like no one would ever do her after.


They fucked for a good half hour before Shadow started to feel weakened as the serums were about to end, but he was still happy that he made her cum twice before he could ever cum once. If that wasn’t a victory in his book, nothing was. He grunted and made his cocks squeeze her as a bit of a payback from before then he came inside her with a grunt while she moaned loudly and lewdly as her first time was taken several times. Cum was pumped in her belly, boobs and womb at a rather fast pace and her boobs actually swelled a bit as he did that, then he laid her, satisfied as hell, on the ground as his cocks retreated and returned being one. He huffed and got the Emerald that got torn off her neck during sex, then he walked to her, smiling as she looked seier than ever with her pleased and happy face.
“Bet no one ever did that to you, huh?” he asked, to which she replied with a weak head shake.
“Glad to have been the first one then.” he said, then he looked up and saw that a storm had come during all that.
“Huh, well I’ll be… I guess I have to stay for the night…” he said chuckling,hearing that made her feel so happy that it replenished all of her energy. She lunged at him and kissed him in a sex driven frenzy, both rolling in the arena until they fell into the hot spring, where they continued to make out and feel each other while the warm water lulled them. Shadow stripped her and shoved himself in her tits then he continued to kiss her wildly, making her moan and coo as their sex drive was cranked up to 11. They had sex while bathing, while eating Ana’s delicious goulash and even in her huge bed. Shadow clung to her waist, barely able to full hug her hips, and slammed his hard on in side her pussy while she moaned and caressed his back, loving how he was willing to go a step further than the others and thinking that, while dominating males was fun, being dominated wasn’t so bad after all. The had sex until they were both too tired to keep their eyes open, so Shadow slithered between her tits, the warmest spot on her body, and kissed her until they both fell asleep. In the morning he woke up first, made her breakfast and kissed her cheek before gathering his things and Chaos Controlling back to his home. Good thing Rouge is out with her mom, he thought as he washed himself. The next day however, he heard the door knock so he went to open it in his lush bordeaux bathrobe with his name written in gold on it, a wedding gift he received from Sonic, and gasped as he saw none other than Ana at his doorstep.
“Hi…” she said, smiling and blushing.
“Ana? What… What are you doing here?!” he asked, confused.
“Isn’t that obvious? I’m here to be with you. You’re the only man who I’d ever let touch and d-dominate me… You’re my perfect mate, Shadow…” she cooed, to which Shadow groaned and thought that explaining her presence to the others was going to be a rather weird experience.


THE END(?).