Tails has a lot of issues with getting proper sleep or going to bed on time. Usually its Sonics job to check in on Tails but, Sonic is going on a search for a few rumored Chaos Emerald locations. Sonic asks all his friends but, they got things to do.. The last person he would ever expect to even consider it and agrees to watch over him that person is, Shadow the Hedgehog. ______ Tails is a tiny and very innocent genius with lots of ambition to finish his projects. This always is on Sonic’s mind because, he is his Guardian. Ever since Sonic has taken the little boy fox into his life; He has constantly had to take care of him. “Tails?” Sonic called out Tail’s name while looking through his bedroom. “Strange. He should be in bed by now?” Sonic says to himself before thinking the obvious place where he would be. Sonic thought to himself, ‘He must be in the workshop.. How many times do I have to demand him to go to bed at a healthy time.’ Sonic sighed and facepalmed. Sonic was feeling tired so he decided to take his time and walked to the workshop in the yard. Sonic didn’t bother knocking because Tails in his eyes was going to be punished even if he has to drag him out by the ear. Sonic opened the door to the workshop to hear loud construction noises most likely a drill. Sonic walked over to a dust covered Tails and bent over behind Tails and began to lift up the fox. Tails began to squirm in protest. “Let go of me- Oh Sonic! What are you doing?” Tails pondered. “Tails, its time for bed. I told you several times already. Seems like I have to physically put you to sleep. I got a big day ahead of me tomorrow.” Sonic said with a tone of seriousness. “Wha-? What do you mean you have a big day tomorrow?” Tails questioned while still squirming because he hates being carried. “See what I mean? You are so tired you totally forgot the information you told me yesterday. Anyways, you told me that you found several rumors of locations of the Chaos Emeralds. I am going alone to speak to people and find the origins of the rumors and learn more about the locations of the Emeralds.” Sonic said annoyed. “Oh yah.. right. Sorry Sonic you may be right that I am tired. I will go to sleep. Can you place me down?” Tails said while squirming. Sonic placed Tails down and brushed his bangs with his hand. “Good. Thank you, Tails.” Sonic smiled. Tails tried to walk to his machine project but, was suddenly grabbed on the wrist. “Your bedroom is the other way, Miles Tails Prower.” Sonic said with a stern voice. Tails huffed and walked with Sonic to the house. Sonic and Tails entered the house and walked together to Tail’s room. “Change into your PJs and brush your teeth, Tails. Or I’ll do it for you. And I’ll be sure… to make it as. EMBARRASSING as possible.” Sonic said while partly teasing him. Tails shivered and shook his head quickly, “No need for that Sonic.. I am not a baby-“ Tails was cut off by Sonic, “Yes you are. Now go brush your teeth and change.” Sonic quickly added while putting his finger on Tail’s lips. Tails whined in protest but, ultimately went to the bathroom with Sonic following close behind to watch him do it. Sonic stood by the door with a protective gaze at Tails while he brushed his teeth. After he was done Sonic walked him back to his room. “Sonic.. I do not need you watching me change.” Tails whined innocently. “I didn’t plan on it. Just close your door and change. Then hop into bed. I have some things to take care of before I call it a night.” Sonic said softly. “I was meaning to ask. If you are going alone does that mean I’ll be home alone?” Tails said a little scared. “No little buddy, i’ll be asking someone to take care of you while I am gone. I do not know who yet, but I’ll be busy the next hour calling people or visiting to ask for them to come over while I am away.” Sonic said with a tired sigh. “Don’t push yourself, Sonic.” Tails said with a hint of concern in his voice. “Don’t worry, little buddy. I will be just fine!” Sonic puffed his chest and gave a thumbs up. Sonic smiled at Tails and closed his door for him. Sonic walked into the living room and took out his phone. Sonic’s phone lit up when he turned it on. He tapped on messages and began to read off some recent contacts. Sonic clicked on Amy’s message and scrolled through a bunch of large paragraphs of her love confessions. That was a daily occurrence and it didn’t faze him much. ~~~~ Texting: To Amy: Hey Ames. I was wondering if you are free tomorrow. I am going to check on some rumors of the chaos emeralds and I was wondering if you could take care of Tails while I am away. From Amy: HEY SONIC! :) Unfortunately me and Victor are going with Vanilla and Cream out of town to get some baking supplies for her shop. Sorry.. To Amy: Not a problem. Thanks for replying. I’ll ask Knuckles. ~~~~ Sonic swipped off the contact and scrolled to see “Knucklehead” which was Sonic’s nickname for Knuckles. He tapped on it. ~~~~ Texting: To Knuckles: Hey Knuckles, I was wondering if you are free to watch Tails tomorrow? From Knuckles: SONIC. YOU KNOW I CANNOT LEAVE THE MASTER EMERALD BEHIND. THE FATE OF THE WORLD RESTS ON MY STRONG HANDS. To Knuckles: Knuckles your caps lock is on. Anyways, I understand I’ll ask someone else. From Knuckles: Sorry. Safe travels. ~~~~ Sonic tapped off the messages while sighing.. “Everyone is busy. Maybe I should just cancel.. No wait if I do that the rumors and locations will reach eggman which no one wants… but I cannot leave Tails unprotected. I need someone strong and capable to protect him. Even if he is not nice-“ Sonic cut himself off while lighting up a bit. “I know exactly who to ask. He may be rude and maybe not a good babysitter but, at least I know he could protect Tails.” Sonic added while still talking to himself. Sonic pulled up Shadow’s contact and started texting him. Sonic sent a “Hello Shadow” but the message turned red with a “could not deliver”. “Shadow.. did you seriously block my contact. Asshole.” Sonic sighed. Sonic although was not derailed by this and got up and put on his running shoes. “If he won’t see my texts. I might as well pay him a visit in person.” Sonic said cheering himself up and determined to get his way. Sonic left the house and sped through the town and forest to a cave that is very well hidden. Sonic knocked on the door in the secret entrance. Shadow opened the door with a gun pointed towards Sonic. “Oh it’s just you, faker. What do you need of me?” Shadow growled. “Heya Shadow. I was wondering why you blocked my contact.” Sonic asked cheerfully. “I did no such thing. I am not petty like that. I just don’t have a phone anymore. I found them to be very useless.” Shadow smirked. “Well.. that is good at least. I came here to ask a favor.” Sonic said gently. “I take no favors from you, faker.” Shadow said coldly about to close the door. Sonic slid his foot in the path of the closing door so it wouldn’t close, “I am leaving to go on a mission.. everyone is busy and cannot take care of Tails.” Sonic begged. “Why not bring the little fox with you?” Shadow replied confused. “It is dangerous and I am not completely sure of the content of the mission. My speed will make the mission go faster. Tails will only limit how fast I can get around. Which isn’t a bad thing. He just isn’t fit for the type of mission I’m going on.” Sonic replied sadly. “What do I get out of this?” Shadow said bluntly. “I do no know to be honest with you.. I do promise if there is anything you ever need help with. I’ll owe you a favor. I’ll do anything, Shadow.” Sonic begged while lowering his ears. “Hmm.. Fine. What is it that you want me to do exactly?” Shadow said. “Alright. When you come to my house tomorrow your job will be to take care of tails. Which means making sure he doesn’t hurt himself while working on his projects, making him breakfast, lunch, and dinner. It doesn’t have to be extravagant food. Anything food will work because he isn’t picky. You’ll notice that Tails is very bad at managing his time especially while occupied with his projects and experiments. Make sure he gets to bed on time, changed into PJs and brushed his teeth at least 2 times a day. Also I usually play games and do fun things with him when ever he seems stressed so make sure to do that as well!” Sonic said while huffing a bit from the long speech. “Any questions?” Sonic added after his quick breath. “No. I got it all memorized.” Shadow said softly. “Thank you. Thank you. Thank you, Shadow. This means the absolute world to me. Please make sure to protect him as well but, I doubt it will ever come to that.” Sonic grabbed him and hugged him tightly for a short moment when he heard growling. Sonic dashed off to not hear Shadow’s complaints. Sonic raced through the forest and town to his home. Finally inside the house he checked to see if Tails was asleep and thankfully he was quietly snoring in bed with PJs on. Sonic closed Tail’s door and went to his room and began to sleep. Morning Sonic woke up and stretched while looking at the time. 10:27AM “Jezz.. overslept a bit. No biggie. Tails should be up by now.” Sonic said to himself and walked to the kitchen. Sonic turned on the stove and began making scrambled eggs and took out two glasses. Sonic prepared the eggs for two plates and poured milk into both of the glasses. Sonic placed the plates and glasses on the table and called out Tail’s name. No response. Sonic got up and walked into Tail’s room and it was empty. “Should of expected this from that sly fox.” Sonic said to himself and began his walk to the workshop. Sonic opened the workshop to see a busy working Tails. “Tails. Come here now.” Sonic demanded. Tails got up immediately and rushed over to Sonic worried that he was in trouble. “I got you a babysitter. I don’t know when they will be here but, just expect a visitor okay?” Sonic calmly stated and patted Tail’s bangs and head. “Now come with me, little man.” Sonic added and grabbed Tails hand and dragged him to the kitchen. Sonic and Tails sat down and began eating. “Tails, food is very important for a growing little genius. You need to start waiting for me to cook for you in the morning. Surely you can wait to work on your awesome inventions.” Sonic said calmly while adding compliments to not seem like he is attacking Tail’s pride. “Okay Sonic, I am sorry.” Tails said while smiling. “No need to apologize. Just do better next time little buddy.” Sonic said cheerfully. Tails smiled and nodded. After eating Sonic got up and hugged tails while grabbing a few bags and placing them by the door. Suddenly the doorbell sounded. “Ah they are here!” Sonic said happily. Sonic walked to the door with Tails raising a eyebrow to why Sonic wasn’t saying who the person was. Sonic opened the door to a big black and red hedgehog, Shadow. Suddenly Tails got up and hissed a bit thinking there was gonna be a fight but, Sonic was shaking his hand. “Don’t forget your promise, faker.” Shadow said sternly. Sonic grabbed his stuff and walked out the door while Shadow stepped inside. “I won’t forget, Shadow” Sonic said cheerfully and sped off until you couldn’t see his trail anymore. Tails grabbed both of the empty plates and glasses and put them into the sink. “I see you have already finished breakfast, I assume?” Shadow said unsure of what to say or do. Tails stood nervously smirking near the sink looking at Shadow by the front Door and he nodded. “Y…y-yes..” Tails stuttered out. Tails wasn’t gonna lie to himself, because if there was one person he feared out of everyone he knows it would be Shadow. Tails felt safe, but couldn’t help be intimidated by his presence. Tails began to shake violently while clenching his fist. Shadow being very observant notices this demeanor change in Tails and walked up closely to Tails. Shadow extended his hand Tails flinched. “Tails. You do not need to be afraid of me. I am here to protect you. Not harm you. Sonic begged for me to help you. You should thank him.” Shadow said in a calm voice and put his hand on Tail’s shoulder. Tails stopped shaking a bit and looked up into the red emerald like eyes. “O-Okay..” Tails said shyly. “Listen Tails, I am here to keep you safe and make sure you don’t get yourself hurt in any way.” Shadow said bluntly, “In addiction you can do whatever you please. I will be close by keeping an eye on you. I know how much you love making stuff. So if that will calm you down, then work on your projects.” Shadow gave a very rare small smirk. Tails blushed widely at seeing Shadow smirk a tiny bit. It didn’t even last for a second but, Tails felt happy to make him smile at all. Tails turned away to hide his blush. “Certainly. Well follow me to my workshop. I got a lot of projects and speaking of which I could use your help with physical labor.” Tails said into his hands hiding his face. Shadow sighed and said, “As long as your careful I will help in any way I can. Let us go then.” They walked to the workshop and Tails immediately uncovered a large machine under a tarp after struggling and getting help from Shadow to remove it. “Thanks.. I had it.” Tails scoffed. “No you didn’t. You are very weak Tails.” Shadow laughed for a moment. “Nu-uh..” Tails pouted. “So what is it?” Shadow said. Tails immediately lit up and smiled brightly. “No one usually asks what I making.... but, for i’ll happily tell you!” Tails almost yelled while bursting with excitement. “So this is a machine that uses recycled material and converts it into pure energy that will be stored into a battery. It will be great for a power outage. In normal scenarios batteries can die when the power is being used and there isn’t a way to charge the battery but, as long as you throw some recycled material in it the machine will convert its electrons to pure energy and continue powering the battery.” Tails said excitedly while adding, “In addition, there is a extra slot that will also use chaos energy from a emerald. So when you run out of garbage you can use a single emerald to power the battery.” Shadow nodded at the info and carefully processed it. “That sounds very useful. For anyone that properly uses recycling bins in their homes they could make an effective back-up battery for their homes. Great work little guy.” Shadow said and patted Tails head. Tails purred softly then suddenly snapped out if it and backed up while blushing. “Thank you, Shadow. It means a lot to know that it could be useful for others as well.” Tails smiled and blushed. “No problem, Tails. I’ll be sitting very close by if you need any assistance.” Shadow said softly while taking out small reading glasses and a large book. “Woah, I didn’t know you were a reader.” Tails said shocked. Shadow crossed is leg and opened his book to the bookmarked page while adjusting his glasses. “Yes. I do not get easily entertained by TV and Media.. I prefer a well written story. My house is just full of books. Most of which I have already read and will re-read.” Shadow looked up at Tails from his book. “I didn’t know you were so smart, Shadow.” Tails said while itching a little closer to Shadow. “Don’t word it like that. I was and am no idiot, Tails.” Shadow said coldly. “S-Sorry.. didn’t mean it like that, I swear” Tails got defensive a bit and sat towards his invention. Shadow got up a bit and pulled out his book mark and tapped Tail’s head with it. “H-Hey.. what was that for-“ Tails stopped and read it. The bookmark said, “Smile”. “Do what the bookmark says. You didn’t offend me so there is no reason to be sad. Continue your work.” Shadow said softly. “Wh-…” Tails blushed and turned around and smiled so that he couldn’t see it. “Didn’t know you were such a big softie, Shadow…” Tails said very softly so he couldn’t hear. “Don’t push it.” Shadow said bluntly. Tails straightened his back and tensed because he forgot Shadow had enhanced hearing. ‘Darn it.. that’s embarrassing’ Tails said to himself. Tails grabbed a wrench and slowly started by checking if all bolts were in place so that he could go to the next step. Shadow switched to the other leg and crossed it. Reading and looking up at the fox. Shadow was already surprised how he was covered in oil already and chuckled to himself. “Hmmm?” Tails said towards shadow. “Did you say something?” Tails added. “No.” Shadow said bluntly. Tails turned back around and got on all fours to check under a section of the machine. Tails wiggled his butt and fluttered his tails side to side. Shadow took the wrong moment to look up and saw him in his Tight jeans shaking his butt so innocently. Shadow couldn’t help, but watch the innocent and playful Fox. “Fuck…” Shadow said softly while feeling his pants tighten. “Stop staring.. weirdo..” Shadow said to himself while lifting his book to block the sight of Tails. “Tails. Do you need any help?” Shadow said getting his attention. “Yes. I actually could. Thank you for asking. So can you come up behind me and hold the unit I’m under in place. I am loosening the bolts that keep it connected and I do not want to die from being crushed.” Tails said while joking. Shadow got into the position he wanted which in Shadow’s mind was driving him crazy.. Shadow couldn’t help but think of Doggy Style with this compromising position. Tail’s but wasn’t near his waist but, that didn’t help his mind from betraying him. “Just hold that still. I have to fix some wiring that was not properly managed.” Tails said softly while in a uncomfortable stretch to get to the wire box. Tails instinctively backed up to get in a more comfortable position and his butt rubbed directly up against Shadow’s crotch. Tails blushed intensely swearing he felt something hard against his butt. He was too innocent to know what it was but, being this close to Shadow is what really was making him blush. “Don’t drop it.. Sorry I bumped into you.” Tails whimpered while moving away from his waist. “Don’t over react. I am fine and I would never hurt you, remember?” Shadow said softly. Shadow was going crazy and his member was now throbbing due to feeling Tail’s butt against it for a moment.. “Okay. You can let go. I got it.” Tails whipped his forehead while panting. Shadow quickly sat down and put his book over his bulged pants. “Good. You seem a bit stressed. Let us put a pause in this great invention for now. What would you prefer.. Lunch, to watch TV, or play a game?” Shadow said curiously. “Hmm.. I do feel a bit hungry but.. Let us just watch TV.” Tails softly responded. “Don’t feel down. We can come back to this some other time. Don’t forget that we have several days or months to get this done.” Shadow reminded him. Tails looked up and smiled brightly. “Of course, Shadow.” Shadow got up while no longer having a bulge due to calming down. Shadow got closer to Tails and knelt on one need and sniffed Tail’s neck. Shadow doing this was very ticklish and made Tails jump and giggle a bit. “Hey!! What was that for!!” Tails said a bit angered that he got ticklish. “Sorry, had to make sure. We are gonna change plans a bit. You are one smelly fox, Tails. I suggest a shower. I also could use one.” Shadow said while chuckling at Tails reaction. “Hphm.. Okay.. You can go first.” Tails said shyly. “Uh uh uh. Nope. You are the most dirty. Plus I don’t want to waste your water so we taking down two birds with one stone.” Shadow said while suddenly picking up the Fox in bridal style. “Hey!” Tails pouted. “I can walk myself…” Tails pouted more. “Hmm.. I think I like you like this.” Shadow smirked softly. “Golly… shush..” Tails blushed and pouted. Tails was carried into the bathroom and placed on the shower floor. “Okay. Take off your clothing. This isn’t a washer.” Shadow said bluntly. “W-W-Wha-… thats.. weird though. Y-You are here.” Tails said nervously. “If you don’t. I will.” Shadow said while taking off his shirt to reveal his very muscular chest which caused Tails to be stunned and admire the muscles and abs. “Tails?” Shadow said snapping him back to reality. “Sorry… I will take them off.” Tails nervously takes off his shift revealing his skinny and soft looking stomach and chest. Shadow couldn’t help but secretly admire it. Shadow took off his pants and underwear. Revealing his big balls and sheath. Tails turned into a tomato because how red he got. Tails turned the other way immediately and struggled to take off his pants and underwear. “Seems like you are having difficulties getting these off. I will help you.” Shadow said and got on his knees and unbuckled his pants and slide them down to see cute underwear and blushing. Shadow then pulled down his underwear to see Tail’s small but smooth bubble butt. “Do you exercise, Tails?” Shadow said softly into his ticklish ear. Tails huffed a bit and giggled due to the ticklish feeling. “Yes.. I do.. Thanks for noticing..” Tails covered his face. “You are a good boy, Tails. Keep being healthy.” Shadow said softly into his ear again. “You are doing that on purpose now! Stop…” Tails blushed and said quietly. Shadow reached and turned the shower on extremely hot. Suddenly Tails yelped and clutched very tightly to Shadow. Shadow turned it to medium cold. “Sorry.. I usually take very hot baths.” Shadow said softly. “You mean Lava baths… I am surprised your skin doesn’t smell like freshly cooked lobster from how you must take showers..” Tails said seriously. Shadow couldn’t help but actually laugh loudly. This shocked Tails but, somehow he felt happy to make him laugh for real. “That was a good joke. I do not get burned like you, Tails. It just feels good to have any water temperature against my skin and quills.” Shadow responded. Shadow was staring at Tail’s sheath and small balls.. “Cute.” Shadow accidentally said aloud. “Whats cute??” Tails blushed. “Who else?” Shadow riddled. Tails blushed wildly. Shadow grabbed a sponge and put soap and water onto it and mixed it. Shadow got on his knees to be at level of tail’s small figure. Shadow placed the sponge against his back. “I am going to help you.” Shadow said while scrubbing his back softly. Tails protested a bit but, ultimately just let it happen because he loved the feeling. Tails was unknowingly purring very loudly. Shadow enjoyed hearing his purrs. Shadow began going lower after covering his entire back and shoulders. Shadow had the sponge slowly moving around each butt cheek which caused Tails to make tiny moans of pleasure that Tails didn’t understand. Shadow softly grabbed one of the cheeks and spread it apart to reveal a tiny and cute butthole. Tails blushed wildly red and shuttered. Shadow pressed the sponge against the hole and began doing tiny circles and soaking and cleaning it. “Sh-..Shadow… you are making me feel weird…” Tails moaned softly. “Done.” Shadow suddenly stopped and did this to edge Tails unknowingly. “Feeling weird is natural. Pay it no attention.” Shadow said softly. Shadow grabbed the shower head extension and started hosing Tails down till all soap was gone and properly washed away. “You smell lovely now, Tails.” Shadow said softly. “You may step out and let me shower now.” Shadow added. Tails whined and protested, “You helped me.. I am obligated to return the favor!!” Tails shouted a bit upset. “Don’t be upset, Tails.. fine.. I will let you.” Shadow said while huffing. ‘This is going to be very difficult to stay in control of my urges.” Shadow thought to himself worryingly. Tails started to tippy toe to reach my back by failing. Shadow laughed a bit and bent down a bit for him. “Its not.. funny.. shush Shadow..” Tails said pouting. Shadow stood back up after he got that spot. Tails made his way down my back and stopped near my butt. Tails was stunned and blushing while staring at Shadow’s soft but muscular butt. Tails was about to grab hold of one just out of curiosity but, he shook his head innocently and began to rub the sponge over his butt and spread Shadow’s cheeks to sponge the between and hole. Tails was mesmerized by Shadow’s hole for some unknown reason but decided to continue washing. Shadow sprayed himself down with the shadow head. “Alright. Good job Little fox.” Shadow said with a smirk. “Wait!” Tails suddenly said and turned Shadow towards him and started rubbing his chest with the sponge. “I said I will do it! I don’t break promises.” Tails added shyly. “Tails, I only said the back.. you don’t have to do this.” Shadow huffed a bit. “Too bad.” Tails smiled innocently. Tails began washing down my pecs and abs and for some reason put soap all over his hands and rubbed Shadow’s chest and abs with his hands instead of the sponge. As much as Shadow wanted to protest because of his urges he just let it happen. Tails was admiring his abs and with his soapy hands he suddenly cupped Shadow’s big balls and started to fondle and clean them. Shadow moaned quite loudly getting Tails attention. “Sorry.. did that hurt..” Tails whimpered a bit. “No… but you shouldn’t be touching there.. Tails..” Shadow huffed and panted trying to control himself. Suddenly Shadow’s massive member came out his sheath and poke Tail’s nose. Tails instinctively sniffed it and began to pant heavily. For some reason the smell of shadow’s penis was driving Tails insane. Tails was to innocent to know what was going on with him or Shadow. “Tails!” Shadow got a bit angry that he couldn’t control himself and seeing Tails look dazed and wobbly. “Wh…w-why.. is your penis out..” Tails asked innocently while panting and still sniffing the air. “Sorry… this happens when you- I mean.. when someone needs to pee very badly.” Shadow half lied making up an excuse for his horniness. Shadow did have to pee but, it wasn’t as urgent until he said it. “Shadow.. we are in the bath.. you can just pee here. I do it all the time..” Tails blushing more and more as he admits that. Shadow didn’t respond. Tails shuddered a bit while his small penis came out its sheath. “Look… watch..” Tails said shyly. Tails grabbed his tiny penis and struggled to pee because Shadow watching made him very embarrassed. After a moment he began to pee near both of their feet as the pee went down the shower drain. Shadow was entranced while watching Tails moan while he peed. “So cute..” Shadow said under his breath, but Tails heard him. “Wh.. no..” Tails blushed and looked at Shadow’s bulged member and the knot was also throbbing. Tails face was turning more red. “Shadow.. you can pee.. I won’t be mad. It’s a shower..” Tails blushed while starting at Shadow’s penis. “It’s not that I cannot.. I just cannot bend my penis while its like this.” Shadow blushed embarrassed at the fact. “Just pee… It doesn’t matter if it gets all over me.. Its a shower I can clean it off.” Tails said innocently not knowing that that would turn on Shadow even more. “Okay…Don’t get mad at me if you smell like me.” Shadow said softly. Tails thought to himself about how animals pee on things to mark it as their property and Tails blushed thinking that Shadow technically would be marking him as his territory. Tails got closer and grabbed gently on Shadow’s penis and admiring its hardness and looks. All the sudden Shadow couldn’t hold it in anymore and Shadow began peeing all over Tail’s chest, stomach and penis. This sight was turning Shadow on so much that he began throbbing more and accidentally was peeing all over Tails face which was so cute to Shadow. Tails was shocked but, enjoyed the while thing. Shadow continued peeing and Tails had his mouth opened a bit and drunk a bit of the pee. To his surprise it tasted very nice. Shadow was suddenly shocked when Tails got on his knees and opened his mouth while letting his mouth full and drinking Shadow’s pee. Shadow finally finished and Tails gulped down the remaining pee. “Wh…W-… Why?” Shadow asked Tails softly. “Hmm?” Tails swallowed and tilted his head. “Why were you drinking my urine..” Shadow asked. “I do not know if its because you are a ultimate life-form or what you drink.. but… you pee tasted so good.. I couldnt help myself.. sorry if that was inappropriate.” Tails sniffled a bit with a tear in his eye. Shadow’s penis returned to its sheath and he hugged the pee covered Fox and rubbed his head. “Shh.. its okay, Tails. I promise.” Shadow comforted the fox. After the Shower “Alright. TV time, I assume?” Shadow asked the innocent Tails who didn’t know how lewd he was being in the shower. “Mhm!” Tails nodded shyly. “I’ll make some instant noddles for us both for Lunch.” Shadow said and added, “You should know how to work the TV, find something you wanna watch. I won’t be watching but, enjoy yourself.” Shadow said sweetly to Tails as he headed to the kitchen. While Shadow was making Noodles for Tails. Tails was switching through the Channels not finding something entertaining enough. Tails settled on a boring Invention broadcast show. Tails suddenly felt his curiosity get peaked while he heard the wind turn a page in Shadows book. He went over to the book that was left open. “Wonder what he is reading…” Tails said curiously and closed the book and flipped to its cover. “Tickle Torture: Tickled Into Submission…. what.. What a odd book name? What does Submission mean? And what does it have to do with Tickling.” Tails said aloud to himself. Suddenly a poke to the back sent him jumping. “You shouldn’t snoop into other people’s business. You could get yourself hurt or learn things you don’t wanna know.” Shadow said coldly while smirking. “What is this book… about..” Tails gulped at reading the word ‘Torture’ again. “Sorry.. Tails. You are too young to know or learn about it.” Shadow said, while feeling like a hypocrite for being lewd and peeing on Tails and in his mouth just a few moments ago. Shadow face palmed after the lovely image of Tails with his mouth open full of piss flashed in his head again. “What!! Why not!” Tails Pouted. “Stop treating me like a child…” even though Tails was still young he was a genius and felt like he should be treated like that instead of a person constantly needing babysitting. “Sorry.. Tails.. I just cannot. Sonic would never forgive me.” Shadow said softly. “Who said Sonic even has to know…” Tails blushed and put a mischievous grin on his face. “No.” Shadow said bluntly. “You leave me no choice then..” Tails said softly. Shadow began to panic and his fear was right as Tails said, “I’ll tell everyone you peed on me in the shower… Embarrassing right?” Tails said grinning. Shadow stood their motionless for a moment. The timer sounded loudly in the kitchen. “Crap! Our food. One moment Tails.” Shadow said and went to the noodles and drained them a bit and added the flavoring packets. “Here, Tails.” Shadow said while handing him a bowl of the noodles while Shadow had a smaller portion of the noodles. “You have so little.. Are you sure you’ll be okay?” Tails said worried. “Yes. I do not need to eat or drink. I just do it anyways to just enjoy the flavor. It won’t make it past my throat because it will be burned instantly and turned into extra nutrients.” Shadow reassured the worried Fox. Tails nodded and thought to himself, ‘He clearly is avoiding the book topic.. So I’ll just force it out of him later. Let us just enjoy the food.’ Tails finished eating and watched the TV while Shadow reached over Tails and grabbed his book and reading glasses and continued where he left off. After awhile Shadow noticed it was getting late. Shadow slammed his book closed and look at the yawning Tails. “Alright, Sleepy head. Its time to sleep. You already brushed your teeth this morning so. Its time to change in your PJs and brush your teeth a second time.” Shadow bluntly said as he pulled the fox to his feet. “Okay.. Shadow..” Tails said tiredly. They both walked to the bathroom and Shadow watched him brush his teeth. Tails spat into the sink as he finished brushing and rinsing. He looked up at those glaring red emerald eyes and began to blush. “Okay. Wait here for a moment, Tails.” Shadow demanded quietly not to spook him. Shadow headed into Tail’s room and grabbed the PJs. Tails was greeted by Shadow holding his PJs in his hands and passed them to Tails. “Put them on.” Shadow said softly into his ears making Tails giggle ticklishly. “No.. I won’t!” Tails decided to be stubborn since Shadow didn’t tell him what he wanted to know earlier. So Tails is gonna be stubborn to annoy Shadow. Tails pouted and crossed his arms. “Fine. If you wanna be like that. Then guess you’ll have to learn to respect your babysitter.” Shadow walked up to the now scared Fox and Shadow picked him up and hung him over his shoulder and brought him to Tail’s room. “Let me down..” Tails begged. “Alright. Sure.” Shadow sat on the side of Tail’s bed and he laid Tails on his legs on his stomach. “Guess i’ll have to teach you banners..” Shadow said softly into Tails ear which made Tails shiver and his tails Perk up. “Nope.. No covering now, Tails.” Shadow said softly again into his ear. Shadow grabbed hold of the base of his tails which made Tails moan softly from the sensitive sensation. “Oh you like it when I am holding your Tails?” Shadow said. “no…” Tails blushed and looked away. “Anyways… Time for punishment Tails.. Agree to put on your PJs or i’ll spank you till you agree.” Shadow said coldly. “you.. said you wont hurt me.. Shadow.” Tails whined and whimpered still panting heavily from his tails being gently pulled to the side to expose his tight jeans around his butt. “I won’t.. This isn’t intended to hurt. Its intended to punish and make you see the error in disobedience against your babysitter who is protecting you.” Shadow said into his ear quietly. Shadow softly grabs his pants and slowly lowers them to his knees with his free hand. Exposing his tight underwear that gripped Tail’s bubble butt. Tails whined and whimpered. “Come on.. Tails.. you won’t have to go through this humiliation if you just agree to put on your PJs.” Shadow seductively whispered into Tails ear then blows gently in his ear. Tails suddenly squirms as I feel Tail’s bulged underwear poking Shadow’s thigh. ‘This must be turning him on even though he is too innocent to know it is.’ Shadow wondered to himself. “Never!” Tails said stubbornly. “You are being a very bad boy.. Tails..” Shadow says gently into his ear… “Guess i’ll have to embarrass you even more.” Shadow says while suddenly gripping his right butt-cheek very hard. “Anyone ever tell you.. Tails you have a beautiful butt.” Shadow said teasingly into tail’s ear while Tail’s penis throbs harder. “You know.. you are being very naughty Tails.. Its almost like you want me to humiliate you and spank you~” Shadow says softly into Tail’s ear again. “Mm… n…o..n-no…” Tails can barely speak as he whimpers and bites his bottom lip from the intense pleasure that he doesn’t understand. “S..S-Sha…Shadow..” Tails whimpers. “What is that? I cannot hear you.” Shadow says seductively into his ear and grips his cheek harder. “S..Sh-Shad… Shadow..” Tails whimpered. “I.. wi..will.. put.. on my.. PJs..” Tails struggled to say. “Good boy.” Shadow said into his ear then suddenly Slide his pants up to his waist and buckled it. Shadow placed Tails onto the floor on his feet and handed him his PJs. Tails clenched his PJs and started to walk to the door to change in the bathroom. Shadow grabbed his arm. “Nu-uh.” Shadow clicked his tongue and spun Tails towards him. “Here” Shadow added. Tails was hard and blushing like crazy. “Wh..W-What..” Tails shyly said. “You heard me.” Shadow said in a serious and playful tone with a smile on his face. Tails blushed heavily and oddly loving the focused stares he was getting from Shadow. Tails turned around with his back facing Shadow. Shadow watched as Tails unbuttoned his Shirt and dropped it on the floor. Tails unbuckled his pants and bent over while taking them off. Shadow looked closely at Tails butt in underwear as he took off his pants. “Good boy, Tails… Now the underwear..” Shadow said softly. Tails began to wag as Shadow called him a ‘good boy’. “Heh, wagging like a little puppy Tails.” Shadow chuckled. Tails wagged as he slowly bent over taking off his PJs exposing his bare butt to Shadow. Tails was embarrassed to the core because this was different then the shower.. Being naked in the shower is normal. Tails was wagging more and more as he spent bent over. He began untying his shoes and taking them and his socks off. Once completely undressed he reached for his PJs which were post to be next to him, but he didn’t see them. Shadow held on to the PJs as Tails looked at him. Tails then realized Shadow’s smirk was bigger and Tails covered his private part with his hands. “Getting shy on me now? You are such a good boy Tails.” Shadow said praising Tails and smiling. Tails didn’t know why, but when ever anyone called him ‘good’ or ‘good boy’ it would annoy him. Shadow on the other-hand when he said it to him.. It made him feel so warm and hot inside. Tails began to wag again. “Hey Tails.. be a good boy and come here. Sit on my lap.” Shadow said softly. “Can.. I put on the PJs first.. at least..” Tails said while trying to act serious but his Tails were giving away his excitement. “Your tails give you away, Tails.” Shadow chuckled. “Come here” Shadow smiled. Tails nervously but excited hoped up on Shadow’s lap and sat down. “Hey Tails, tell me why you were being stubborn.” Shadow said softly into his ear. Tails said something in gibberish as he giggled at the ticklish feeling. “I.. I.. Wanted to know what.. was the book about.. and you ignored me so I ignored you back.” Tails said quietly. “Oh I see… I am guessing you are still curious and you won’t stop till you know?” Shadow said a bit annoyed. Tails nodded and said, “I am persistent.. you know this.”. Shadow sighed. “Well.. in simple words the book is a short story about a couple that wanted to spice up their Naughty time…” Shadow said softly and sort of shy because he knows Tails is too innocent to understand. “What.. what is Naughty time?” Tail’s ears perked up and a curious and cute face appeared on his face. “Well.. it is when two people pleasure each other using their private parts..” Shadow felt awkward trying to simply something so vulgar. “Ohhh? That sounds.. very fun” Tails said suddenly. “Is it like a game??!” Tails added excitedly. “Uhh.. Not exactly.” Shadow blushed. “What is a tickle torture.” Tails asked innocently with a smile. Shadow suddenly began tickling Tails sides and he squirmed and giggled loudly. Shadow then suddenly stopped and said, “Its basically that.. but the point is to keep doing it till the other person cannot stand it anymore. The torture part is the person tickling the other person and not listening to their pleas to stop. The tickling stops when the tickler decides it stops.” Shadow blushed and looked to the side. “I.. i.. I see.. Thats why it torture because you cannot do anything about it..” Tails said curiously and blushing. “You are blushing a lot.. I take it that you are curious?” Shadow whispered into Tails ear as he wrapped his hands around him. “Wh… n..no.. I never said that..” Tails looked away shyly. Tails thought the game sounded fun.. Its like a game of endurance. The part that excited Tails the most was that Shadow would be touching him. Tails didn’t know why he liked the idea so much, but he wanted Shadow to do a ton of strange things to him that he didn’t understand. “Y-Y-Yes.…” Tails said quietly. “You are very naughty Tails..” Shadow said and grinned. “Guess I’ll have to do it to punish you any ways~” Shadow added. Shadow grabbed and picked up Tails. Shadow laid him on the bed and used Tail’s PJs and Clothing to tie him down to the bed tight. Tails couldn’t move even an inch. For some reason this excited Tails as his member become fully hard and tails noticed this and was trying to hide it, but couldn’t because he was restrained. “Do..Don…Dont.. Look.” Tails said while whimpering and blushing. “Too bad. I am going to look at it. All I want.” Shadow said and stared at his throbbing member. Shadow went over to the pillow that Tail’s head was laying against. Shadow dug in the pillow a bit and pulled out a very long feather. “Must be my lucky day for your pillow to be a feather coated.” Shadow said aloud. Shadow say close to Tail’s throbbing member. Shadow used the soft end of the feather to brush it very slowly and softly against Tail’s penis. Tails began to hold back his giggles as Shadow focused on the sensitive tip. Shadow watched Tails shiver and struggle in his binds. Shadow was enjoying every millisecond of this. “Such a good boy.. Tails.. don’t hold back your voice or i’ll force it out.” Shadow smiled and trailed his penis with the feather. “S-S-Shad…Shadow.. Shadow.. I-“ Tails was whimpering loudly while giggling. Shadow watched Tail’s cock spill pre-cum like a faucet. “Good boy.. there there.. Let it out.” Shadow whispered into Tails ear. Shadow grabbed Tail’s penis and stroke it slowly and teasingly. Shadow used his free hand and began tickling Tail’s foot paw. “Ahn…A..Agh.. mmnn.. Shadow.. more…” Tails pleaded with Shadow. Shadow instantly stopped stroking him and tickling him. Tails wiggled and struggled in his binds in response to the edge. “Nope~ You just asked which means I won’t do it.” Shadow laughed and smirked at the painfully horny Tails. Shadow watched Tail’s cock throb violently at the edge and he poured more pre-cum out. “Awh~ poor boy..” Shadow chuckled and pressed his finger against the head of his penis. “Sh..Sha..Shadow… please..” Tails begged and whimpered. Shadow didn’t listen to Tail’s demands and instead began using the feather and tickling both of Tail’s paws. Tails couldn’t handle it anymore and began bursting out giggling. Tails formed tears in his eye from the laughter. Shadow’s penis twitched in his pants. “Such a lovely voice, Tails.” Shadow said softly. “You’ve earned some more strokes~” Shadow said and Tails whimpered happily. Shadow grabbed Tail’s throbbing and wet penis. Shadow began very slowly stroking Tails. Tails moaned loudly with each stroke while Shadow still tickled his side with his free hand. “I know you like my muscular body.. So you’ve earned yourself a second reward.” Shadow said softly into his ear. Tail’s penis twitched at the words “Muscular body”. Shadow took off his shirt and flexed his muscles a bit. “Shad..Shadow.. you are so handsome..” Tails blushed and stared at his chest. Shadow began slowly jerking Tails off faster. “Look at it closely and enjoy my chest while I stroke this off for you.. Imagine it.” Shadow said softly into his ear. Tails let his eyes lock with Shadow’s chest and he was taking mental images of it. This unknowingly to Tails was turned him on even more. Shadow began to stroke the fastest he could. Tails moaned loudly while giggling at the tickling as well. “Sha..Shadow..Shadow..ahn.. MM…SHADOW!~” Tails moaned loudly. “Good boy.. such a good boy~” Shadow whispered into his ear. That was the final point for Tails as it threw him off the edge. Tails moaned loudly and shouted “S..S-Shadow~ I am gonn…Gonna pee!” Tails came all over Shadow’s hand and his own chest. “No..not pee?” Tails panted heavily and looked at the white liquid. “This is semen.. it comes out when you really enjoyed yourself.” Shadow said softly and smiled. “Did you enjoy that, Tails?” Shadow said while smirking. “I..I-I.. Loved it.. Thank you Shadow.” Tails said loudly. “Good boy.” Shadow said and Tail’s began to wag. Shadow freed him from his binds noticing red marks on his hands.. “Fuck.. everyone is gonna absolute kill me.” Shadow said to himself. “What?.. Oh..” Tails notices the red marks as well. “No need to worry about that.. I can get rid of them or you can heal them with Chaos Control” Tails smiled and reminded Shadow of his Healing power. “Right.. good thinking, you really are a good boy~” Shadow said while scratching Tails chin. Tails in response purred, wagged, and tapped his left foot rapidly. Tails took notice to the throbbing in Shadow’s pants. Tails pushed Shadow to lay down on the bed. Tails could no longer handle himself and began licking Shadow’s abs and chest. Shadow grunted softly and moaned under his breath. “Wh.. what has gotten into you, Tails?” Shadow wondered. Tails didn’t listen to Shadow’s protesting. Tails spoiled himself and continued to lick Shadow. Tails sniffed and suddenly remembered the familiar smell from the Shower and pulled down Shadows pants and underwear quickly. Tails got wacked in the face by Shadow’s hard cock. Tails looked astonishingly at the MASSIVE penis in front of him. The smell was intoxicating. Tails knew about hormones through his biology research he does sometimes. He guessed this is what hormones smelt like. Tails pressed his wet nose directly against Shadow’s musky tip and began sniffing eagerly. “Ta..Tails.. What.. are you doing” Moaned Shadow as he was enjoying the younger fox’s nose pressed against his penis. Tails lowered down and sniffed Shadow’s balls. Tails was absolutely loving the smell and it was making his body feel strange again. Tails put his nose directly under Shadow’s large and heavy balls. The smell completely overwhelming Tail’s nose. Tails wagged faster then ever before. Shadow’s urges were completely taking over at this point. Shadow gently grabbed Tail’s mouth and placed it to his tip. Tails was confused at first, but realized what Shadow was suggesting. Tails didn’t protest at all knowing that Shadow was enjoying himself a ton and so was he. Tails opened his mouth gently and let Shadow guide his cock in his mouth. “Important rule.. Tails.. you have to breathe through your nose.” Shadow said softly while petting Tails head. Tails nodded in response and began breathing through his nose. Shadow began to put this cock deeper into Tail’s throat. Tails didn’t seem to be gagging as much as he expected. ‘Must be a fox thing to not have a bad gag reflect.. Lucky me’ Shadow thought to himself and smiled. Shadow moaned as he let Tails take over and Tails sucked his cock up and down slowly. Shadow felt teased by this and Shadow thrusted once to remind Tails to pick up the pace. Tails moaned with the cock deep in his mouth. Tails took the sign and began bopping up and down faster and faster. “Tails..I…. fuck..” Shadow moaned. Tails began stroking and sucking at the same time because he remembered Shadow stroking him. “Fuck.. Tails..” Shadow moaned louder. “Learning quickly.. good boy.” Shadow moaned again. Tails wagged at this and began stroking faster and sucking only the tip. Tails was eager to have a taste of Shadow’s liquid again. “Fuck.. Tails.. I love.. you..” Shadow said as one final stroke did him out and he came all in Tail’s throat. Tails struggled to swallow so he took his time while the cock was still deep in his mouth. Tails finally finished swallowed the tasty semen. Tails took the cock out of his mouth and began to cry. “WOAH! There there Tails.. why are you crying?” Shadow’s back suddenly stiffened and bent his face down towards Tail’s face. “Y-You.. love…. me?” Tails sniffed and tears fell from his face. “Of course.. why would I say that If I didn’t?” Shadow answered truthfully. “All my life.. people treat me like a child.. I might be young but you, Shadow… Treated me like an adult. I might not understand what we did but, I have a feeling it wasn’t just for anyone and meant for someone special.” Tails whimpered and fumbled with his fingers. Shadow smiled and tilted his head. “What I am trying to say is.. I feel the same way… maybe more..” Tails shyly said. “More? No way. I love you the most.. and if you try to deny that.. I will have to punish you more!~” Shadow said while chuckling. “Oh yah? I dare yah!” Tails whipped his face and smiled. “There is the Tails that I love~” Shadow said softly. Shadow held the back of Tail’s head and kissed his passionately. Tails gave into the kiss and started to touch and feel Shadow’s abs. “You must really have a thing for strong figures~” Shadow smirked. “Just yours.. Its perfect.. must be because you are an Ultimate life-form-“ Tails giggled into Shadow’s lips. Shadow suddenly slipped his tongue in Tail’s mouth when he was trying to finish the sentence. Shadow spun his tongue around Tail’s tongue. Shadow backed from the kiss and said, “Tails.. I can barely contain myself around you and your beautiful body.. Let me continue please..” Shadow moaned a bit from the throbbing cock. “Please.. Continue..” Tails begged. Shadow picked him up and placed him on all fours and suddenly started to lick Tail’s left butt-cheek. Tails moaned at the weird sensation. “Wha.. are you doing, Shadow..” Tails questioned. “This is something called, sex.. If you do a lot of biology study like Sonic tells me then you’ll know what this is~” Shadow answered truthfully. “You.. are… gonna impregnate me?” Tails whimpered, but moaned under his breath at the lovely thought of having Shadow’s pups. “No silly.. You can not get pregnant.. BUT.. I will fill you up regardless~ I am gonna pump so much semen in you that it will feel like you are pregnant~” Shadow said loudly and with tease in his voice. Tails moaned just at the thought of that. Tails spread his cheeks with his own hands. “Please.. I want it.. now..” Tails begged loudly. “PLEASE!~” Tails begged louder. “Good boy Tails~” Shadow said and spanked him once. Shadow then placed Tail’s hands down so he can properly stay in doggy style position. Shadow began to lick Tail’s cute little hole and slowly entered his tongue inside. Shadow was no ordinary hedgehog so he had a lot of EXTRA in everything about him. Shadow used all his extra spit to fill Tail’s hole with his spit. Tails moaned as he felt his butt fill with spit. Shadow got up and placed his cock between both of the cheeks and hotdogged his butt. “Fuck.. Tails your butt is so big and soft..” Shadow moaned while thrusting against his butt-cheeks. “PLEASE! Put.. your penis inside me…” Tails began to beg more and more. Shadow lined his cock against his entrance and poke it a few times to tease Tails. Tails growled a bit from annoyance. Shadow pressed his tip inside to loosen it up more. Shadow slowly entered Tail’s little hole and moaned as the walls gripped around him. “Relax.. little fox.. You are gripping me..” Shadow shuttered a bit. Tails breathed a bit slower to calm himself down. Shadow in response began thrusting a bit more. Shadow pressed his cock all the way inside and felt Tail’s stomach and felt his cock bulging his stomach. Shadow took one of Tail’s hand and made him touch the cock bulge in his stomach. “Heh~ you are bulging from my length inside you.” Shadow whispered into Tail’s ear which made Tail’s hole clench again. “Relax.. relax..” Shadow said softly. Shadow began to thrust slowly in and all the way out. “F-Faster..F..faster..Shadow..” Tails shuttered and blushed. Shadow grabbed both of Tail’s tails. Using them as handle bars and thrusted faster into Tails. The sensation of his Tails being pulled made him tighten a tiny big but not clenched. He loved the feeling of his Tails being tugged while thrusted into. Tails couldn’t hold in his louder moans at all. Shadow began to thrust faster while pulling Tails into him harder. “Shad.. Shadow..I love you.. faster..” Tails moaned loudly. “You got it~” Shadow said and repositioned Tails to a mating press. Shadow suddenly started to full force thrust into the little fox. Shadow grunting with each thrust. Shadow was feeling close and so was Tails. “Tails.. I am gonna cum… I love you.. I am gonna fill you with all my litter..” Shadow said into Tails ear. “Please!~ I cannot take it anymore.. I am gonna cum too.. I love you~” Tails shouted. Shadow did a final thrust. POP! Shadow’s knot slide inside with a loud noise and Shadow began cumming inside of Tails. Tails came hard and it covered both of them in his cum. Shadow panted and watched Tails stomach bulge from all the semen filling him. “Heh~ see told yah. You look pregnant already.” Shadow mocked playfully. “Yah~ I do.. I am gonna name him.. Shadow.. after his Daddy~ Or Rosalina if its a girl~” Tails giggled proud of himself. “Woah woah, Its not actually a baby~ Don’t get attached to it. You’ll have to get rid the semen after using the bathroom anyways, My love.” Shadow laughed along with Tails. Shadow held Tails tight. “I don’t believe this knot is gonna budge anytime soon. So Let us just sleep~” Shadow said while placing a towel under where they both slept just incase of a spill. “Okay, Lovely.” Tails yawned and nuzzled into Shadow’s chest somehow falling asleep already. “Love you, Tails.” Shadow said while kissing Tail’s forehead. Shadow drifted off to sleep along with him in his arms. _____________________________ “Shadow and Tails.. Heheh~ Who knew?” Sonic chuckled loudly while watching the security cameras hidden throughout the house. Sonic let go of his cum covered cock and licked his cum-stained hand. “Might have to stop by earlier then mentioned. I have retrieved what I wanted after-all.” Sonic giggled and held a bag of chaos emeralds in his other hand.