There were times, back in the olden days where Leroy was truly happy. Many of those days came when the young wolf got to spend days with his grandpa Nick. He loved his grandma and his parents, but Grandpa was something special. He loved adventures. Going to the mall, treasure hunting on the outskirts of town, Pirates of the new sea with cardboard boxes and foam swords. What excited young Leroy more than playing adventures were hearing stories of grandpa’s own adventures. Leroy sat on his grandpa’s lap with his ears fully perked with a smile on his muzzle as his grandpa recounted an adventure he and his dad had when they went to go get milk from the store only to have their car break down halfway home. “So what happened next?” Leroy asked “Well we walked to the nearest payphone. It was quite the walk to it you see When we got there I realized I left my only quarter in the car. So your dad, being just a little bit younger than you at the time, went up to the nearest Person he could find and asked for a quarter to call a mechanic.” the older wolf paused to raise a finger “here’s the twist, the person he asked was non other than the mayor of the city!” “Your Joking!” Leroy’s jaw dropped. “Nope! Young Gregory, your dad charmed old Mayor Brown, a rather charming deer enough to convince him to take us to the mechanic and cover the bill for fixing it” Grandpa Nick said with a proud smile. “And we made it back in time for your grandma’s famous cookies” Leroy laughed “Ha! No wonder he’s able to bribe mom to do almost anything including humping her in the middle of dishes” It was grandpa Nick’s turn to laugh this time. They even heard a faint chuckle coming in from the kitchen. The older wolf looked at Leroy with a smile. “Those two rascals could never stop from the moment we introduced them to sex.” Leroy couldn’t help but giggle. He’d heard the story a dozen times of their first time and their family’s history tendency of marrying in the family that spanded back at least 6 generations. This didn’t seem to bother Leroy too much though as he was an only cub and hoped to keep it that way. The 9 year old still never minded the occasional romp with mom and dad though, even got grandma to suck him off a few times. But hadn’t done it with grandpa nick yet. It was close to dinner time, and Leroy could smell his grandma’s famous mashed potatoes and gravy, along with the smell of a well seasoned roast. The wolf cubs mouth watered at the smell of grandma’s cooking. His mom was good at cooking but grandma had that extra touch that made it so good! Grandpa Nick Could smell it too as he licked his muzzle. “Dinner’s ready in an hour boys” came Grandma’s voice. Grandpa smiled. “Time enough for a quick adventure to the backyard, yes?” Leroy paused a moment in thought “Actually grandpa, I was wondering if you and I could...do a naked adventure in the bedroom?” Nick’s eyes widened as he blushed at his grandson’s request knowing full well what a naked adventure meant the last time with grandma in the middle of them. “Not Grandma?” Nick asked, a little unsure. Leroy Nodded. “Yeah grandpa...I’ve uh...already topped daddy, and he offered to top me but...I want someone special to be the first to...do me, and I want that to be you grandpa!” Grandpa Nick’s expression softened and turned into a flattered smile as he heard the cub’s explanation. The old wolf gave a soft nod and motioned leroy to follow him. The two went upstairs and made it into the main bedroom. Leroy the whole way was more excited then he was nervous. He knew grandpa was--not at big as dad was but he’d never had someone up his butt before. Leroy approached the bed and took his shirt off As he undid his shorts he looked over at his grandpa and watched him do the same thing. He noticed that his grandpa looked really good for someone his age. The 55 year old hardly had a grey fur on him, save for his head fur which was a little greyish. As Nick took his pants and boxers off leroy’s eyes fixated on the older wolf’s sheath and balls making him blush through his own fur, The blush didn’t go unnoticed. Nick looked down at his half naked Grandson and smiled, Leroy returned the smile in kind as he took his shorts and briefs off revealing not only his whole young grey furred body, but his own small sheath and a set of balls.. The Young wolf was nearing that age when puberty was starting to show itself. He kicked them aside and came over and gave his grandpa a hug. Nick returned it and smiled. “We better get the adventure started Leo, Grandma will have dinner ready in roughly 50 minuets time. So we won;t beagle to do everything” “That’s ok Grandpa!” Leroy nodded and cupped the older wolf’s balls in his paw. “ I really just want you to hump me with this” Nicks gave a soft sigh of delight at the feel of his balls in paw. “Well then you better get on the bed in a good position and I’ll find the lube” Grandpa nick said looking to the side “assuming we have some” Leroy nodded and walked over to the bed. He climbed up and found a good spot on the side where he could get on all 4’s as he waited for grandpa nick who was searching the drawers for some lube. He eventually found a bottle in the nightstand and smiled as he came over to Leroy. He looked at his butt a moment and could feel his own cock start to swell in his sheath, Nick spread leroy hole open with a free paw and squirted some lube inside his grandson and rubbed ait around. Leroy gave a small squeak as the cold liquid hit his engineer wall and it slowly warmed up with his body heat. Nick took a breath and put a little on his paw and used it to pull his sheath back revealing his erect cock. Leroy Looked back with a smile as he felt a paw on his butt. Nick returned the smile as he teased the tip around the hole before using his paw as a guide as he started to push inwards. The young wolf blushed and moaned a bit as he bit his lip as he felt his grandpa’s cock slide in with some ease. “Hey, you took that very well scoot” Nick said. “Scoot” was Leroy’s nickname when he was little. The young wolf blushed brighter hearing it as he could feel his grandfather’s knot rest against his tight butthole. Nick gave his grandson a moment to adjust before he started to pull back then start to push back in causing the young wolf to groan out in pleasure. It wasn’t long before Nick had developed a steady pace as he started to make love with his grandson. Leroy moaned beneath his grandpa as the old wolf fucked him. It was way better than he had imagined, and they were just getting started, Leroy soon felt nicks second paw on his butt as the older wolf gave a grunt and picked up the pace, making leroy’s moans heard from downstairs by grandma who was busy when she heard the door knock. Leroy and Nick didn’t hear the door as the passion in the room intensified. Nick knew he wasn’t going to last long, which left him feeling a little conflicted as his knot started to swell in size as he thrusted deeper in Leroy’s tailhole. He wanted to give his grandson a good first time but didn’t want to endure the thought of cold meat. Leroy on the other hand was on the verge of erupting his own load as Nick went in deep. Soon there was a pop followed by two howls of delight as Leroy could feel his Grandpa’s knot and cock pulse inside him. As he felt grandpa nick’s knot and cock pulse and fill his insides with cum, LEroy himself shot a small load across the bed. “I haven’t done that in a while” Nick panted softly. “It was my first time being screwed like that” Leroy said. Nick snorted “No sonny boy, that was called making love” he explained “I only wish it wasn’t so fast though. You know how grandma gets?” Leroy Nodded. “Yeah, but for my first time being made love too that was pretty awesome!” Nick Smiled “Was I good for an old woof?” Leroy turned his head and smiled “Heck yeah! You were awesome I hope we can do it again” “Absolutly! Next time I’ll let you top!” Nick smiled down at him Leroy smiled so big, nothing could spoil this moment The food opened causing leroy and Nick to turn. There in the doorway were two familiar faces, Leroy’s mom and dad who were smiling happily at the two of them. “Roy! Elisa! Your back early!?” Nick said with a smile. Roy smiled “Not soon enough, looks like. Getting our son pregnant?” Leroy and nick both laughed. “Boys can’t get pregnant dad! Only mom and grandma can” “Well...mom can’t anymore” Elisa said “But I sure as hell am” “Wait what?” Nick said snapping his head to attention “Are you…?” Elisa nodded “I am and it’s a girl!” Leroy’s jaw dropped as only one word entered and stayed in his mind. “Fuck”