Childhood Exploration

Giving a bored sigh as he flopped around on the sofa, unable to find a comfy position, tossing and turning from his belly to his back while staring at the walls, Jack's face bright meddle up at the sound of the doorbell ringing, the 10 year old golden retriever's tail wagging behind him as he jumped up and ran to answer it. Opening the door, Jack was met with the usual slightly shy yet pleasant smile of his best friend Legoshi, the grey wolf offering up a paw to shake his hand. The golden retriever didn't know many other cubs their age who'd try to shake their friend's hands, as if they were in a meeting rather than at a sleepover, but he'd known Legoshi long enough to get used to the awkward wolf's peculiarities. Giving a chuckle, Jack wrapped his arms around the other boy, squeezing the lanky canine into a tight hug, unable to keep the big smile off of his face as he laughed, spotting the wolf's tail giving an excited twitch as well, 
“Finally, I thought you'd spend all summer long on that trip!”
Unsure of what to do with his hands, debating whether he should return the hug or rest them on his friend's shoulders, Legoshi instead simply let them hang by his sides as the excitable dog hugged him, smiling as Jack finally let go of him, the golden retriever's eyes glimmering with joy while motioning for him to step inside, 
“C'mon in, I got some really cool comic books just last week! Oh, and I also got that one action figure, where it does the…”
Following Jack inside, Legoshi listened to his friend chatting, silent as usual but paying attention the whole time, thankful that the golden retriever had learned some years back that he was a better listener than talker. 

With the boys taking full advantage of having the house all to themselves, with Jack's parents out for the evening, it didn't take long for the pair to end up in the backyard. Both canines enjoyed playing outside rather than staying cooped up indoors all day long, with the two even having cobbled together a sort of hiding spot near the back of the pup's backyard. Tucked away in the corner of the yard, hidden behind bushes and a few trees, the duo had set up a few big sheets of plywood and tarps to make a little makeshift clubhouse. The boys would hide out there to snack on treats that they'd snuck from the pantries, to gossip about whatever was happening at school, to read comic books they weren't allowed to have, and do anything else that they didn't want their parents seeing or hearing. Sitting down amid the patch of trees, right next to their hiding spot, the cubs were taking a breather after a long session of playing cops and robbers, already planning on what they'd do next when Jack suddenly spotted someone on the opposite yard from his place, a stone's throw away. The golden retriever watched as the teenage daughter of one of his neighbours stepped out in a bathrobe, unfolding a sunlounger before taking off the robe, revealing she was wearing nothing but a set of skimpy bikinis underneath. Staring at the young woman laying down for a spot of sunbathing, seemingly unaware of the audience she had, Jack's jaw dropped to the ground as he ogled at the girl, completely entranced. 

Noticing his friend staring at something, Legoshi raised an eyebrow, 
“Huh? Is everything alright?”
Turning to look at what had gotten the dog's attention, he spotted the half-naked girl, turning back to the blushing boy with a chuckle, 
“I see. Do you have a crush on her?”
Quickly clearing his throat and fixing his gaze safely to the dirt, crossing his legs while laying his hands over his lap, Jack hoped the wolf wouldn't notice the redness on his face, or the bump appearing on the front of his shorts, 
“M… maybe…”
The retriever's hopes of his arousal remaining a secret from Legoshi turned out to be misplaced, covering up his face out of embarrassment as he noticed the smiling wolf staring right at his crotch, quickly turning around to hide his erection, 
“H… hey, why are you staring at me like that!?”
Legoshi simply shrugged and laughed, 
“What's there to be embarrassed about? Don't you get those all the time?”
“Well, I… I don't… do you?”
Legoshi nodded, 
“Of course. Sometimes just entirely randomly, other times… well, not so randomly. It's just what happens.”
Turning back over to face his friend, slightly reassured though still feeling very awkward about his red rocket rubbing up against his shorts while the other boy was right there, Jack squirmed around with a nervous grimace on his face, 
“I guess…”
Seeing the dog's discomfort, Legoshi glanced over at the little clubhouse they'd built, 
“If it's bothering you, why not take care of it? I promise I won't look, if you're shy about it and all.”
Jack cocked his head, his shorts still tented up as he gave his friend a confused look, 
“Take care of it?”
“Yeah. You do know how to get rid of those, right?”
Seeing the blank look on the pup's face, Legoshi chuckled and stood up, waving for the golden retriever to follow him as he stepped into their hiding spot, 
“C'mon, I'll show you how to do it, it's real easy, and fun!”

Hunching down slightly as he stepped under the makeshift hut, Jack still felt quite nervous as he sat down in front of his friend, watching curiously as the wolf began to strip. Legoshi zipped his pants open, tugging his underwear down to expose his sheath, his red tip already poking out as he wrapped his fingers around it, giving it a few light pumps to get his member to push out all the way, 
“See how it's getting hard? You can get it to go back down by rubbing on it some more.”
Jack blushed as his friend looked up at him expectantly, his tail waving in the air as he followed suit and popped the button on his shorts open, pulling out his stiff red rocket as well. Holding his cock in his hand, the golden retriever wasn't quite sure what he was supposed to do, looking over at the other boy for guidance, with Legoshi smiling and suddenly reaching over, 
“Like this!”
Jack let out a small yip before quickly covering his mouth as the wolf grabbed onto his dick, his eyes rolling back and a soft moan pushing through the fingers trying to keep his muzzle clamped shut as the other canine's hand stroked along his entire length, from his leaky tip to his thick knot, his eyes glued on the wolf's similarly throbbing member. Legoshi jerked the dog off for a few minutes, their heavy breathing and Jack's occasional tiny whimper covered up by the rustling of leaves, his tail wagging as his fingers were soaked in the pup's plentiful squirts of precum. Eager to teach his friend even more of the fun games he'd learned, the grey wolf got down on all fours, letting go of the golden retriever's dick only to circle behind Jack, planting a hand on the boy's back, 
“Bend over, I can make you feel even better!”
Drooling and panting just from the handjob alone, Jack didn't hesitate for a moment, leaning over on his hands and knees as he shivered, willing to do anything if it somehow felt even better than his best friend's soft and warm hand massaging his knot. Legoshi tugged the dog's shorts down slightly more, exposing Jack's rump, grabbing the retriever's ass cheek with one hand, slipping his other hand through the cub's thighs to still jerk Jack off while he was getting busy back there, milking the moaning puppy like a cow. With squirts of the golden-furred canine's pre splashing into the grass, Legoshi spread Jack's ass cheeks apart and shoved his snout between them, taking a deep sniff as his own girth gave a hard twitch, feeling fully in his element as he gave his friend a very canine greeting. The wolf didn't have his snout stuffed against Jack's rear just to sniff the boy's ass however, opening his maw and pushing his tongue out against the golden retriever's pucker, feeling the dog trembling as he pushed inside. Jack had never felt anything quite like it as the wolf ate out his tailhole, ripping out chunks of grass while whimpering and gasping, the hand tightly gripped around his base only adding to the pleasure as the hungry Legoshi’s tongue slithered deeper and deeper into his asshole. 

Getting lost in his friend's tailhole, feeling fully in his element as he felt Jack's hole twitching around his tongue, moaning softly as a slight pink hue coloured his cheeks, Legoshi’s knotted length dripped all over his thighs, one hand constantly milking his friend's shaft while the other caressed Jack's wonderfully soft and plump ass cheeks. Squirming around in the wolf's grasp, his chin presses all the way down to the grass as he trembled and gasped, drooling in a daze of pure pleasure, Jack felt a pressure building up in his loins, like he needed a tinkle, but not quite. The pressure grew greater every time the wolf's wide tongue pushed into his pucker, his paws digging into the dirt as he desperately attempted to hold it in, until one final lick from the grey wolf shoved him over the edge all at once. Legoshi felt the puppy's tailhole squeezing around his tongue as Jack let out a slurred howl, the red rocket in his hand erupting into a stream of cum as he kept licking and stroking, his nose tickled by the fluffy tail wagging right in his face as he buried his snout deeper and deeper into the dog's ass crack, moaning almost as loudly as the golden retriever as he brought his friend to orgasm. Panting, Jack stayed still with his flank pointed up and his chin to the ground, recovering from his very first climax while whimpering, his dick twitching in the air as he felt the wolf pulling out of his asshole. The puppy rolled onto his back, catching his breath for a moment before sitting up, spotting the pool of cum he'd left on the grass, wiping off a few globs of the sticky white stuff that was still drooling down his cock, 
“Wh… what happened?”
Licking off the cum from his own fingers, his snout still wet with his own saliva after rimming his best friend, Legoshi sat down with a proud smile, 
“It should go down now. Well, sometimes it takes a few tries before it finally shrinks, but you can't really go many times right in a row, you need to wait a few minutes in between.”
Jack looked down at his cock, still throbbing as a bead of cum rolled down the glistening shaft, showing no signs of softening any time soon. The wolf's girth was equally stiff, poking out of Legoshi’s open fly as he gave it a few strokes, precum spilling from his tip in a constant trickle after getting himself so worked up eating out the golden retriever's tailhole. Since it looked like the puppy might need another treatment, Legoshi thought that he could do a bit more teaching while he let Jack recover and get ready for round two, holding his cock in his hand,
“You know, there's another way to do it, with your mouth. Maybe you could do it to me, and I'll do it to you after?”
Nodding with a shy smile, unable to keep his tail from wagging, Jack perked up, 
“Okay!”

Getting on his knees, leaning back slightly while keeping a grip around his knot, presenting his cock with a slight huff, Legoshi waited as Jack got into position. Slightly unsure and trying to find a good pose, the golden retriever got down on all fours in front of the wolf, the heady musk of the leaky girth instantly hitting his nose as he brought his snout closer to the other boy's crotch, making his mouth water as he opened up his muzzle. Laying a hand on Jack's snout, Legoshi gently guided the maw over to the tip of his cock, pushing it in and slowly sliding it deeper along the pup's wet and warm tongue, moaning as his twitching dick disappeared into the muzzle. Feeling the wolf's precum pooling on his tongue, the salty yet pleasant taste driving him to push his face deeper against Legoshi’s crotch, his muzzle bumping up against the grey canine's sack as he moaned with his mouth full, Jack held the shaft in his maw for a little while, just getting used to it as he swallowed down one mouthful of precum after another. It didn't take long for him to get a bit more comfy with the feeling, beginning to carefully bob his head back and forth along the girth, while using his tongue to swab the entire length from tip to knot, looking up at the wolf. Legoshi’s mouth hung open in a deep, growling moan as he pet the golden retriever, his eyes half closed as he huffed, his fur raising up as cold chills ran along his body at the sensation of the dog's tongue caressing his sensitive tip. Seeing the rather obvious signs of pleasure on his best friend's face, Jack kept up his sucking, using his tongue more while sinking the red rocket even deeper into his maw, wanting to repay the wolf after the wonderful licking he'd received under his tail. 

Panting with both of his hands planted on the golden retriever's head, petting and scratching the pup while trying to encourage Jack to nurse on his shaft even more vigorously, Legoshi’s fangs peeked out of his mouth as he snarled softly. Jack could feel the squirts of pre onto his tongue getting more frequent the longer he lapped at his friend's member, his lips kissing the wolf's knot when Legoshi suddenly erupted in his mouth, spewing cum right down the back of his throat. Though taken by surprise, the dog managed to keep calm and handle the sudden surge of cum, keeping his muzzle clamped down around the twitching red rocket as he swallowed and gulped, letting just a few drips of the seed leak from the corners of his mouth as the wolf grunted over him. Rearing his head back with a wild howl, mixed in with the occasional whimper and gasp, Legoshi emptied his load down his best friend's throat, holding nothing back as he felt the boy's tongue cupping along the underside of his shaft, his voice shaking as he moaned, his shirt pulled up to reveal a sliver of his cream-coloured belly fur. With both boys panting and sweaty, Jack made sure that the last few drops of the wolf's cum collected onto his tongue before finally popping the thick canine cock out of his maw, swallowing down the last mouthful of seed and wiping his lips clean, pushing himself up with a sheepish smile as he fondled his rock hard dick, feeling Legoshi’s drool still running down his ass crack, 
“Could you… maybe lick me down there again? It felt really good~”
Nodding, Legoshi watched the golden retriever bending over for him again, Jack spreading out his own ass cheeks for the grey wolf while biting his lip in anticipation, the two cubs having found a very different sort of game to while away the hours with.