Chapter 5: Inside-out 

"Thanks Ray, I think that covers it." Tails dusted off his legs and stood up. He and the flying squirrel had finally finished repairs on the Tornado after weeks of it being out of commission. 

"No problem, you wanna hangout later tonight?"

"Oh, uh…sorry I had made plans with Sonic for today."

"Ah ok, no worries." Ray waved and headed for the door before stopping and turning back toward him. "Hey out of curiosity, have you two been…" Ray made a circle with his left hand and motioned in and out of it with his right pointer finger. "...you know."

Tails suddenly became very red in the face, and he stammered a bit. "W…what?" 

Ray smiled and folded his arms to his chest. "I'll take that as a yes. Hehe, don't worry I won't tell anyone." 

Tails sighed and walked over to Ray. Whispering, he answered hesitantly. "Yeah, it's been a few weeks now. I guess I should say thanks for the advice you gave Sonic about sheaths, by the way."

Ray winked and slapped Tails' back. "Hey, no problem. I'm super happy for you two. If you ever need any advice I'm here for ya."

Tails relaxed a little, feeling less embarrassed from Ray's reassurance. He felt lucky to have a friend his age to talk openly about it. There was a bit of relief as well letting someone else in on their secret. 
"Actually I do have a little time before I need to get ready. I really could use an ear about everything that's happened lately."

"Sure, no problem Tails."
The two headed into Tails' house and the young fox prepared them some lemonade. Relaxing on the couch, Tails told Ray everything from the beginning. He recounted his dark fantasies about the blue hedgehog and how he had introduced him to sex. Ray got quite the laugh out of hearing how inexperienced Sonic was. Tails continued on, recounting their time on the deserted island and their recent movie night, giving up all the juicy details. 
"Haha, wow Tails," Ray laughed, finishing the last of his lemonade. "Never would have guessed you two would be so kinky." 

"Yeah, hehe," Tails giggled. "What about you and Mighty?"

"Oh heck yeah! We do some pretty crazy stuff too. Like this one time he let me…" Ray leaned in and whispered something in Tails' ear. Instantly Tails recoiled in surprise, unsure of how to respond. 

"Wait, WHAT!?" Tails exclaimed. "No way that works!"

"Hahaha!" Ray let out a long laugh whole holding his chest. Despite his usual pranks, he reassured Tails he was telling the truth. "It feels really good…and I bet you could do it to him too. Probably easier than if he tried doing it to you."

"R…really?" Tails replied, slumping back into the cushion and pondering things. "I guess it wouldn't hurt to try. Hehe," Tails giggled, "You're such a perv, Ray."

Ray rubbed his nose with one finger and smiled. Standing up he headed for the door. "Thanks for the drink Tails. Let me know how it goes."

"T…thanks Ray. I'm glad you're ok with all of this."

Ray nodded and headed home. Tails sat back and looked down at his groin. His package was still tightly nestled in his fur, despite the erotic conversation he had with Ray. Reaching down he messaged his sheath, squeezing and squishing it around. 
"Maybe," he thought, having Ray's suggestion time to ruminate. "Maybe I'll ask if I can try."

… …

Sonic closed the door behind Tails and watched as the young fox slipped off his shoes by the rug. The blue hedgehog was in his socks and he pulled off his gloves while Tails did the same. Tossing them together by Tails' shoes, they stepped close to one another and clasped their bare fingers together. Leaning in Tails gently kissed Sonic's lips and giggled. 
"Hey Sonic," the young fox said, looking up at his partner. 

"Hey little buddy," Sonic replied cheerfully. 
Tails released his right hand and ran his fingers up Sonic's chest fur. Feeling his warmth and increasing heartbeat he leaned in kissing him again. Sonic in turn reached over Tails' shoulder with his free hand and rubbed his back. 
"Did you want to mess around a little before dinner?"

"Mmmhmm," Tails nodded. "As long as you don't mind." 

"Tails…" Sonic leaned forward and parted his lips, letting Tails slip his tongue inside. They danced their tongues together lovingly as the heat between them grew. Tails could feel his dick twitch inside his sheath just from the bit of give and take. 
"Mmwah," Sonic mumbled as they pulled away from each other. Standing apart, but still close, Tails reached forward with his left palm and cupped it over Sonic's slit. Rubbing gently across the fur covering opening, the young fox giggled. 

"Let's go to your room, Sonic," Tails suggested. "I wanna treat you today." 

Sonic hummed in delightful surprise. While he had been enjoying taking the lead as of late, he still preferred when Tails dominated him. Leading his young lover to his bedroom by the hand, Sonic did everything he could not to get hard on the way. 

At the edge of the bed, the blue hedgehog turned back around to face Tails. They both smiled anticipating the pleasures of intimacy that were to come. Leaning forward, Tails now rubbed both hands over Sonic's chest. Sonic closed his eyes and let his body relax within the young fox's touch. 
"That feels good, little buddy." 

With the approval from Sonic, Tails reached down further messaging closer and closer to the hedgehog's forbidden zone. Tracing the camouflaged outline of the slit, Tails teased the edges to arouse him. It wasn’t long before the familiar pink tip of Sonic's cock poked through his pubic fur. Tails giggled as he crouched down and watched his friend's 8 inches proudly rise to the occasion. Grasping the center of the length, he gently squeezed the stiffness to Sonic's gasping delight. 

By this time Tails himself was rock hard. His 4 inch boyhood was twitching wildly, still half covered by his sheath from lack of being touched. Though the fox wanted to touch it, he was more focused on warming up Sonic first. Licking his lips, Tails leaned in and sniffed at Sonic's slit. The warm musk of his body's natural lubrication turned Tails on significantly more than he already was. They both dripped precum just from the anticipation. Wasting not a second more, Tails plunged his muzzle against the lower half of Sonic's cock. Opening his jaw wide he rubbed the blue hedgehog's long boyhood across his tongue, tasting every part of it. 

Sonic gasped and moaned as his head dipped forward and he watched as his little buddy devoured him. 
"Ah I…I freaking love you Tails!" Sonic moaned. 

"I…(SLUUUURP)…hehe, I love you too, Sonic." Tails worked his head upward little by little until he was eventually sucking just on Sonic's sensitive tip. Puckering his lips, he slurped and sucked, milking Sonic's precum out like a bottle. He absolutely loved the taste of it! Thin, slick, and sweet, Tails gulped it down as fast as the blue hedgehog's body could produce it. Despite the wonderful experience of eating his best friend's love juices, he knew he had to stop before he pushed Sonic to an early climax. Besides, his own boyhood was now begging for attention and he knew just what he wanted to do with it. 

Reaching down with his left hand, Tails squeezed himself from sheath to tip, pushing out as much of his precum as possible. Rolling it between his fingers he then reached up between Sonic's legs. Knowing just where to go, the young fox rubbed his slick fingers across Sonic's tailhole. 
"Ah!" Sonic gasped as Tails pulled his head back off of the hedgehog's cock. 

Standing up Tails looked at Sonic's with hungry eyes. "Lay back Sonic. I'm gonna stick it in." 

Sonic nodded. His face flush with desire. He couldn't bring himself to speak, being fully submissive to the golden fox's desires. Slumping back onto the bed. He let his arms fall to either side and he lifted his legs slightly. Tails quickly grabbed Sonic's thighs, and pushed his legs up to his chest. Climbing onto the edge of the bed, he aligned his stiffness to the puckering entrance of the hero. Giving a single nod that he was ready, Tails pushed inside spreading Sonic's tailhole wide. 

"AHHH!" They both gasped in unison. 
This was the feeling both of them loved so much. Their warmth shared through a single point of connection sent shivers of pleasure through their bodies. Forcing his boyhood the remaining few inches into his older lover's tailhole, Tails leaned down and kissed him. 
"Mmmm. Hmmmmm. Mmmmm." Tails could feel Sonic's cock painting their chests with his precum as they kissed. With his cock buried in Sonic's body, Tails slowly began thrusting in and out as their muzzles moaned into the other.

PLAP PLAP PLAP PLAP PLAP PLAP PLAP 

Over the next several minutes Tails increased his speed, slamming harder and harder against Sonic. The blue hedgehog's body repeatedly squeezed and relaxed, pleasuring the young fox's boyhood. At the same time the tip of Tails' cock prodded at Sonic's prostate causing him to squirt short blasts of his thin juice between them. Breaking periodically from their passionate kisses to breathe, the two stared deep into the other's eyes as they shared such a pure and beautiful bond. 

"Are…aren't you gonna knot me, Tails?" Sonic asked, feeling his little lover's cock begin to swell. 

Oh, Sonic," Tails moaned. It felt so incredible to hear him ask for it. "I…I'll always tie with you. Un…URNGH!" Jolting forward, Tails felt his knot push out of his sheath and into Sonic's tailhole. 
POP!

"AAAAANNNGGHHH!" The two young lovers screamed. Tails quickly swelled up inside of Sonic, sealing their bodies together. Sonic, now completely filled, wrapped both legs around Tails' back and reached up hugging him close. 

"Sweet Mobius Tails! Did your knot get bigger!? I…I'm gonna…AAAGH!" The pleasure had reached a tipping point for Sonic and he couldn't hold it any more. Every muscle in his body tensed as the climax shot through his loins. With his cock pressed firmly between Tails and himself, his stored up cum splashed out the sides, spraying them with the hot seed. 

Though Tails was nearly at climax himself, he could only react by holding Sonic tight and continue to grind his cock inside. The constant pressure from Sonic's body seemed to be preventing him from reaching his peak, despite his sensitive knot feeling every jolt of pleasure.
"That's it, Sonic! Let it all out!" 
Sonic must have pumped at least 8 massive squirts between them before he finally tapered off. His limbs relaxed just enough for Tails to return the favor. 
"Oh crap, here it comes!" Tails gasped and his cock throbbed, releasing his thin boyish cum deep inside the blue hedgehog's tailhole. 
"Aaaagh! YES!" Tails shouted, his voice echoing through the room. Every last drop of his cum was forced out in his explosive climax.

Despite having just cum, Sonic's body reacted by pulsing with several small anal orgasms. He didn't have any cum left, but his cock still throbbed as if he was shooting more out. He could barely stay conscious as he felt the last of the young fox's seed fill his body. Collapsing forward, Tails breathed heavily, his swollen knot still buried in the blue hedgehog's tailhole. 

"Oh man, Tails that was..." Sonic said, searching for the right words. 

"Huff, huff, Yeah, I know. I love you so much Sonic." 

"I love you too Tails," Sonic replied, hugging him tight. "Guess we're gonna be stuck for a while?" 

Tails closed his eyes and gave his boyhood a small tug. "Urmph. Yeah, looks like it." 

"Good." Sonic replied, and the two drifted off to sleep.

… …

They awoke about an hour later, and Tails could tell his knot had shrunk enough to pull out. Bracing himself on the edge of the bed, and moving only when Sonic gave him the "ok," Tails forcefully yanked his hips back pulling his cock from Sonic's tailhole. 
POP!
Immediately a stream of his thin boyish cum dribbled out of Sonic, and the horny young fox smiled proudly at his work. They both were teetering between a semi and being flaccid and knew one round wouldn't be enough to satisfy their lust for each other. Tails ran to the bathroom to clean up while Sonic took the opportunity to rehydrate. Upon returning he found Sonic sitting up against the headboard of the bed, stroking his cock back to full mast. 

"Ready for seconds little buddy?" 

Sonic's invitation was all Tails needed to spring back to being rock hard. Leaping through the air he landed in front of Sonic on his knees. The two quickly kissed to greet each other, and their hands moved to grasp the other's cock. 
"Hey Sonic, is it ok if I try something new?"

Sonic's face lit up. He loved his intimate time with Tails, and was always eager for new experiences with him. 
"Of course little buddy!"

Tails looked away for a moment acting unusually shy for their bedroom antics. 
"So I was talking with Ray earlier today and he told me about something that is supposed to feel really good for both of us…but it's a little weird."

"Tails," Sonic said loving as he turned his young lover's head back toward himself. "I love you and trust you completely. If you want to try some weird stuff, then so do I."

Tails nodded and smiled. Taking a deep breath, he wiggled backwards and laid down on his chest. Now eye level with Sonic's cock he looked up at him. 
"Ok, just let me know if it hurts and I'll stop." Taking two fingers, Tails traced around the base of Sonic's cock where it met his slit. Rubbing the naturally slick opening Tails prodded his digits looking for a loose spot. Sonic moaned, feeling an amazing pleasure from having the sensitive edge of his body fondled. Taking another deep breath, Tails pushed the tip of his middle finger into Sonic's tight slit.

"Ah!" Sonic gasped and immediately looked down at Tails. "In…inside?

"Does it hurt? Tails looked up, concerned. 

"Nuh uh," Sonic shook his head. "It's just…different. Unexpected…but…keep going."

Tails smiled and pushed his finger in further. Sonic's whole body shivered as his slit was penetrated for the first time. He could feel the fox's finger firmly against his inner walls and the part of his cock which began there. It was amazing, and somehow even more tingly than having something in his tailhole. Seeing Sonic moan with delight, Tails worked a second finger inside the hedgehog's slit. 

"Oh hell yes!" Sonic gasped. He bent his knees and his toes curled involuntarily. He couldn't believe Tails was fingering his slit! It felt so amazing that he could barely think. A third finger pushed inside and Sonic suddenly realized what Tails was planning. Grabbing Tails face with both hands, he tilted his young partner's head up to confirm his suspicions. 
"You…you want to put it in there don't you?" 

"I…" Tails, who was loving the sight and sounds of Sonic's slit stretching by his hand, was caught off guard. Sonic wasn't wrong. It was the shocking suggestion Ray had given him. Slit sex. "Y…yes Sonic. Is that ok?"

Sonic then pushed Tails back, and kicked him further. Tails was scared, immediately thinking he had gone too far. When he looked back to Sonic expecting the worst, he was shocked and instantly turned right back on. Sonic had spread his legs wide, and with both hands pulled his cock to one side and his slit further open. 
"Do it little buddy! I can't wait any longer!" 
Tails couldn't scamper across the bed fast enough. Eagerly placing his tip to the stretched open slit, he pushed his hips forward sliding his cock inside. 

Sonic gasped as the surprisingly pleasurable feeling of having his slit penetrated by Tails' cock quickly overtook him. He could feel every single inch as it plunged in tightly next to his own. There was only enough space for 3 of Tails' 4 inches inside his slit, but that was more than enough to send wild pleasures through them both. 

"Oh Mobius! Sonic!" Tails moaned loudly. "Your slit is amazing!"

Sonic bit his lip and grunted in response. He couldn't bring himself to put everything he was feeling into words. It was a remarkable pressure which felt totally different than taking it in his tailhole. His inner walls pulsed leaking his natural prcum-like fluids while his pushed aside cock throbbed uncontrollably. It hurt a little, but the pleasure was so much greater that he didn't care. His limbs tingled as the young fox gently pumped the short distance in and out of his body. Despite his cock being pulled to the side, the blue hedgehog still felt the rise of climax building up. He wanted to cum, but not until he was sure Tails had his fun. The young fox wasn't just his best friend, but he was an expert in finding new ways to deepen their relationship as lovers. 
"Ah, T…Tails…I'm gonna cum." 

"Me…ah…too, S…Sonic!" Tails shouted as his body suddenly jumped into his climax. His toes curled tight and he gripped Sonic's legs. Pushing his little cock as far in as Sonic's body would allow, he shot 4 small spurts of cum into Sonic's slit.

As the sudden splash of hot boy-cum hit inside him, Sonic felt his muscles tense. 
"TAILS!!!" He screamed, and to his surprise it wasn't only his cock which erupted. As his 8 inch boyhood sprayed all over them, his slit squirted a thin clear liquid over Tails' lower body. The sudden double orgasm was nearly unbearable. Sonic could only pant heavily as his cock and slit showered Tails with every drop of his love juices. 

Tails, while experiencing his own orgasm, was shocked to see Sonic's body erupting like a geyser. He held his mouth open wide catching some of their combined fluids, but mostly he did his best to hold his older lover steady as his body was wrecked with pleasure. Even as his own orgasm tapered off, and he pulled his shrinking member out of Sonic’s slit, he found the hedgehog was barely able to catch his breath. Sitting back on his heels, Tails looked lovingly at him as he licked their juices from his fingers. 

"T…Tails…" Sonic gasped. He laid with his limbs spread out in the pool of cum now soaking the bed. "I… that was…wow!"

Tails giggled softly. He too was in awe of just how intense Sonic's climax was. He wanted to express his love of the experience, but he knew now wasn't the time for analysis. Crawling forward he laid beside him, and snuggled closer in the wet nest. Gently rubbing the hedgehog's cum drenched chest, he smiled and replied with the only thing that he could. 
"You're welcome, Sonic. I love you."