Most teens could think of no time they were looking forward to more than summer vacation. But for Len, the impending summer carried a lot of apprehension. Middle school had come and gone so fast, it felt like just yesterday he was a terrified fifth grader setting foot in the school for the first time. Now with the last leg of his primary schooling approaching, he felt panicked. He had invited his friend over a week ago before all of this set in, otherwise he would have loved to be alone. He couldn’t really pin the exact cause for the anxiety which was precisely why he wished he could have been alone. He didn’t want to burden his friend with his problems. But his friend came over anyway and while he was appreciative of the company the idea of navigating the coming weekend made him groan. All too soon did Len hear his mother call him downstairs from his comfy hiding place in his bedroom. The rail thin possum rolled out of bed, not caring that his fur was obviously disheveled and the waistband of his athletic shorts had given out years ago. His black tank top hung loosely around his frame as he climbed down the wooden stairs to his foyer. 

	Standing there was a pudgy raccoon dressed in jean shorts and a t-shirt that clung just a little too tightly to his torso. 

“Yo!!” The raccoon shouted as he walked up the stairs, joining Len in a walk towards his room. 

“Hey, Mitch.” Len said, lacking considerably in enthusiasm when compared to his friend. 

Len’s room was a mess. Writing supplies and game controllers littered the floor rather than the clearly labeled organizer boxes that were set out for them. Both of the computer desks in his room were covered in papers. 

“You feeling alright, Len? You look a little pale.” Mitch said as he sat down on Len’s bed. 

Len nodded. “Yeah, I’m fine.” 

“You don’t sound or look fine! What’s going on? You know you could tell me anything.” Mitch said. 

Len really didn’t want to waste the time to explain his silly feelings, but the idea of trying to bat Mitch off the idea sounded more exhausting. 
 
Len heaved a sigh and finally buckled. “Fine, fine.” 

	Len took a seat on his bed and Mitch followed after. The raccoon’s weight caused the mattress to creak and send Len’s slim body tipping towards him. 

“I’m just a little freaked out about going to high school, ya know?” Len said. 

“Pff, what’re you worried about? You know all those horror stories about bullies are overblown, right?” Mitch said. 

“Yeah, I know that. I guess it’s more… I dunno. It’s hard to explain.” Len said. “It’s like… I’m growing up so fast, I gotta start thinking about what I wanna do with my life after school and college and stuff…” 

Mitch shook his head, chuckling all the while. “Len, dude, you’re like 12. You have so much time to figure all that out. Aside from that, is it even a question? You’re a natural born computer whiz! You’ll do something in that field I’m sure.” 

Len smiled a bit. “Well… I’m not that bad with a computer.” 

“Pff! Not bad, dude you taught my grandma to use her computer, you’re gifted!” Mitch said with a grin. 

Len giggled, remembering how confounded the older raccoon had been throughout the entire session. Though, when he left she had a good idea of what to do and he was rewarded with some of her famous oatmeal chocolate chip cookies. “Yeah, I did!”

“See? Now c’mon let’s go have fun!” Mitch said. 

	The day passed quickly for Len. With his worries address for now, he was able to concentrate on hanging out with his friend. Swimming, playing some games, pizza rolls for dinner. It was a model summer afternoon for Len. Being nocturnal, it was pretty much expected that they would be up until the late hours of the night. Especially a couple of nocturnal cubs on summer vacation. The pair were watching a youtube video before Mitch suddenly asked a question. 

“So, you got two computers with unlimited internet access in here, right?” He asked Len around a mouthful of chips. 

“Yeah, and?” Len asked quizzically. 

“You ever go on porn sites?” Mitch asked casually. 

Len looked confused. “What’s that?” 

Mitch laughed out loud. “You mean to tell me you’ve had unlimited computer access in your room for like two years and you’ve never looked at porn?” 

Len huffed, frowning as he was teased. “What is porn?! Why’s it so important!?” 

“It’s sex videos, dude. You’ve really never looked at it?” The raccoon asked. 

Len’s cheeks went bright crimson. “N-No, I haven’t.” 

Mitch stood from the bed and took a seat in Len’s computer chair. He quickly typed an address that Len didn’t recognize in the URL bar and brought up a website with thumbnails of videos depicting various species of furs fucking in various positions. Len was transfixed to the screen. He had an inkling of an idea of what sex was and why he should want to have it, but he’d never seen something so graphic before. 

“Here, I’ll put on something good.” Mitch said with a smirk. 

	The innocent possum watched Mitch put on a video of a hung horse absolutely fucking a raccoon into the mattress. Len’s eyes were hooked on the sight of the intimidating, impossibly huge length that was pumping in and out of the other male with relentless speed. They had the sound muted of course, but Len’s mind was running absolutely wild filling in the audio that he couldn’t hear. Mitch joined him back on the bed with a paw settled in his crotch, openly groping an obvious bulge in his shorts. 

“What’s wrong? Not your speed?” Mitch asked as Len sat frozen on the bed. 

Len shook his head. “N-No! It’s not that. It’s just… all new to me.” 

Mitch grinned deviously at him before stuffing a paw into the waistband of Len’s underwear without warning. The possum yelped but soon melted into the bed as he felt for the first time in his life, the warm, soft grip of someoneelse’s paw around his sheath. His sheath stirred quickly, the pink length of his dick pushing free of its furry prison right into the eager grip of his friend. 

“What- haaah…” Len began to protest but the feeling of the raccoon’s slender fingers dancing around his length as it was stroked from tip to sheath took his breath away. 

Len’s mind was going a mile a minute. He was still trying to process the fact he finally knew why his horse classmates seemed to walk around funny from time to time. He knew how to get to porn sites now but most importantly, Mitch was tugging his underwear down and exposing his throbbing erection to the air. 

“Aw, you’re a little smaller than me.” Mitch said with a giggle. 

Len’s dick stood proudly at three inches long. A tapering pink length that pulsed against his belly as he lay on his bed in a daze. Mitch stood from the bed and knelt down between Len’s legs, taking his length in his paws once more as he guided the tip to his mouth. 

	The moment that Mitch’s lips wrapped around his dick, Len felt his entire body tense. He muffled his moans with a pillow as the slick, slippery warmth of Mitch’s mouth sent tidal waves of pleasure crashing through his body from his head to his toes. Len watched as the raccoon slowly pushed his head down, taking the inches of his cock quite easily into his mouth. The raccoon’s lips pressed against his crotch and he barely had enough time to squeak out a warning. 

“W-Wait dude slow down-! I’m-!” Len whined, but it was too late. 

The inexperienced possum was simply overwhelmed by the new sensations combined with the erotic video still playing on his computer monitor. He felt his balls tense and draw closer to his body before watery jizz was sent spraying into his friend’s muzzle. Each throb sent another watery spray of jizz into Mitch’s maw which he swallowed dutifully. After three shots Len was totally spent and Mitch was pulling away from his crotch with a dumb smile on his face. 

“Hair trigger, huh? Cute.” Mitch teased. 

“I-I never did this before! Lay off!” Len whined. 

	Mitch climbed back up onto the bed with his shorts down and his dick in his paw. At 4 inches long and thicker than Len’s own cock, Len watched as the raccoon quickly worked his paw over the leaking erection. 

“Hey… can I try?” Len asked. 

Mitch stopped his paw and looked over to Len. “Oh, you mean sucking me off?” 

Len nodded, still too shy to say the vulgar words out loud. 

Mitch smiled and spread his legs, allowing Len to kneel down and stick his muzzle between them. The first thing that hit Len was the heat. Having never even been kissed before, the experience of being intimate with someone else was entirely alien to him. He was drawn in by the raccoon’s body heat, and especially the intense heat radiating from his crotch. He pressed his nose up against the raccoon’s fuzzy balls and took a deep whiff of his friend’s scent. A bit of sweat from how hot it was all day mixed with his friend’s natural musk and familiar scent to create an interesting little cocktail that Len couldn’t get enough of. After a minute or so of Len simply huffing his balls though, Mitch got impatient. 

“Hey, I know I smell good but I got something a little more pressing here…” Mitch said, tapping Len’s nose with his cock. 

The light tap shocked Len from his reverie. He shot a shy smile up to Mitch before slowly opening his maw and extending his tongue. The light swipe of his tongue on the base of the raccoon’s dick didn’t taste like much. Feeling a little more brave, he took the blazing hot member into his maw and suckled on the length, making sure to avoid contact with his teeth. 

	This got a much better reaction from Mitch. He groaned above Len and pressed a paw on the back of his head, forcing it down until the possum’s nose was buried in his crotch and all four inches of the raccoon’s cock stretched the inexperienced possum’s throat open. Len immediately bolted back up and coughed, catching his breath while Mitch rubbed his ears. 

“Jeez dude, take it slow!” Len huffed. 

“Sorry… your mouth just feels insane.” Mitch said. 

Len reluctantly returned to his position between the raccoon’s pudgy legs and wrapped his lips around the raccoon’s leaky cock. The slick pre-cum drooling onto his tongue tasted salty and urged him on to press his head down until three of the four inches of raccoon dick were comfortably in his mouth. He bobbed his head similarly to how the raccoon had done before. Mitch was clearly enjoying it from his grunts and groans as the copious amount of pre-cum pouring onto Len’s tongue. After only a few minutes though, Len’s jaw was sore and he had to release Mitch’s dick from his mouth. 

	Len gripped the slick erection with a paw and furiously jerked his friend off, his paw a blur of motion in his friend’s lap while the bed squeaked with the raccoon’s thrusts as he bucked into his hand. Len could feel the throbbing dick pulse harder and harder, hear Mitch’s breaths getting more shallow and labored. 

“I’m… I’m close…” Mitch gasped. 

Len quickly pressed the tip of the raccoon’s dick into his mouth and Mitch groaned as thick jizz began to pump into Len’s mouth. The taste was overwhelming at first but Len swallowed dutifully, not letting a single drop escape his muzzle as he gulped down the surprisingly large load from his friend. Once Mitch was finally spent, Len pulled his head away, letting the raccoon lazily slip his underwear back on. 

	Len settled back onto the bed with Mitch after switching his computer off and letting darkness cloak the two of them. Usually, they’d sleep back to back or on opposite ends of the bed but he felt Mitch slide right behind him and gently hook his arms around his mid section to pull him close. 

“Well… did you have fun?” Mitch asked. 

Len nodded, knowing that with their night vision Mitch would be able to see it. “Yeah, that was… intense.” 

“We can do it again, any time you want.” Mitch said, rubbing a paw over Len’s slim belly. 

Len’s sheath stirred again at the contact. “Mmm… maybe tomorrow morning then…?” 

Mitch nuzzled into Len’s neck. “Of course. I always get morning wood, heheh.” 

The two fell asleep shortly after, chatting about upcoming video games and some light discussion on what high school might be like next year. Len replayed the mind blowing orgasm he’d had in his head while he drifted to sleep with a throbbing erection tenting his briefs.