It was dark today. Perfect for a Riolu training to master aura and that's just what's happening. The small, golden furred canine happily walked through the woods, observing his surroundings. He has taken this route many times before but the sights always fascinate him. He soon arrived at his favorite meditation spot. A large boulder covered in moss and vines. But his favorite thing about the spot was that it was completely quiet. Only Bugs and Birds could be heard, but faintly.

Riolu jumped onto the rock and sat down, sighing happily as he felt the moss cushion his body. He crossed his legs and took in a deep breath of air before closing his eyes to meditate. He would stay like this for many hours without eating or moving. This created an open gate for anyone who would like a piece of the Fighting type. And maybe…. someone did.

Two yellow eyes peer at Riolu from a tree not far off. The purple body of a serpent tightened in anticipation as the pokemon watched him. This hunter was none other than Ekans. The snake resisted rattling his tail, knowing that Riolu would hear it and be scared off. His eyes widened suddenly. Riolu shifted his position, leaving himself open for attack. Ekans sprang forward, his jaws wide open. Riolu's scream echoed through the once quiet forest.

"EKANS! WHY DO YOU DO THAT EVERY TIME?! DAMN IT!" Riolu squealed, his eyes full of anger. Ekans only laughed and squirmed, having enjoyed that to much to answer. Riolu crossed his arms. "Dick..."

Ekans sobered up instantly, causing Riolu to wiggle a bit in discomfort. "I know. But we did make a deal." Riolu looked at him puzzled. "3 weeks ago, you bet I couldn't make you scream. If I did, you would do whatever I said for 1 whole day." Ekans sneered and Riolu groaned.

"Fine. What do you want me to do…..?" Riolu reluctantly asked. Ekans held up his tail.

"Suck on my tail." he cooed.

Riolu raised an eyebrow, but asked no questions as he took the tip of the tail and slide it into his mouth. Ekans smirked. His plan was coming together quite well.

Riolu started to blush as he sucked on his friends beady tail. He felt something stir inside him but he didn't know what. Ekans noticed the blush and smirked, starting to thrust his tail in and out of Riolu's mouth.

Riolu pulled his head back with a gasp, saliva dripping down his chin. He looked back up to Ekans for his next request.

"Now on your back." Ekans commanded. Riolu blushed harder and and did so, holding his legs close to his chest.

"Now what?"

Ekans only smiled as he pointed his rattle towards the Fighting types rear. Riolu gasped and whimpered, but didn't complain. He did go back on his part. The shiny Pokemon looked away sheepishly as he moved his legs, giving Ekans the ok to use his tail.

Ekans hiss softly and pushed the first part of his rattle into his friend, causing Riolu to flinch.

"You're tight back here. You a virgin?" Ekans asked. Riolu nodded and bit his lip, his blush increasing still. "Well I'll go easy on you... For now." Ekans hissed deviously. Riolu gulped quietly.

Ekans continued to slowly push his tail deeper, letting Riolu feel every bump of the rattle as it slid into his rear. Riolu whimpered in pain as his tailhole was stretched by the serpents tail. It felt so good! Riolu blushed harder as he start to let out quiet moans, making Ekans smile.

"Feel good?"

Riolu only nodded and started to relax, his small belly starting to bulge as Ekans touched deep inside him. The Emanation Pokemon started moan louder, signaling Ekans to go faster, which he did. The Poison type Pokemon pumped his tail in and out of Riolu faster and faster, causing the smaller Pokemon's body to bounce. Riolu felt his small cock throbbing and swelling with cum.

"E-Ekans…. I'm getting close…" Riolu panted. Ekans smirked and shoved his tail deeper, making Riolu arch his back and squeal in pleasure. Ekans continued to thrust, slowly wrapping around the small puppy, his own two cocks throbbed with need. He smirked and pulled his tail from the smaller pokemon. Riolu looked up at him, feeling empty. Ekans only motioned with his head down to his cocks and Riolu understood immediately. The shiny canine rolled over from off his back and crawled over Ekans, leaning down and taking one of the reptilian cocks into his small mouth. Riolu used his hands to jerk off the twin cock as he bobbed his head around the snakes member. Ekans cooed in pleasure and slid his tail back into the puppy's rear, pounding away with renewed vigor.

Riolu threw his head back and howled in pleasure, cumming onto the grass. Ekans chuckled and smiles. "Come up here." He said calmly, watching the puppy pant. Riolu did as the serpent says, crawling up the long body. Ekans slowly wraps around Riolu and kisses him softly. Riolu could feel the tip of one of the cocks rubbing his hole. He gulps, deepening his kiss with Ekans. He gives the slightest of nods and Ekans nods as well before shoves one cock into the boy.

A gasp escapes Riolu's lips as his rump is penetrated. It hurt. But it was a good hurt. Ekans pushes in deep and stops. The small canine instantly looks up with pleading eyes. For the first time during this moment, the serpent was caught off guard. He starts to slowly thrust, earning the prize of adorable whimpers of pleasure. Ekans smiles and starts to thrust faster and faster, earning lustful pants and yips.

The rattled tail wraps around one of the golden Pokemon's legs and lifts it, giving Ekans more room to fuck the Fighting type. The purple snake pulled back for a second and chuckled. Riolu glared at him, wondering why he stopped. Ekans ajusts his hips and winks, thrusting up suddenly. Riolu felt a stretching pain in his rear and looked down. He blushed a mix of pink and red as he saw both of the serpentine cocks inside his ass. Pre cum was already leaking from Riolu.

"I-If you fuck me with both, I won't be able to hold it back!" Riolu squeaked. Ekans leans closely and licks his cheek.

"That's the point."

Ekans starts to thrust, panting softly. He could hold back for a while. He wanted to make Riolu cum at least three times. Riolu winces as his friend starts to fuck him once again. His ass was being stretched so wide and Riolu loved it!

"H-Harder…" Riolu whispered to Ekans. The long Pokemon smirked and slowly started to unwrap from Riolu.

Riolu, thinking he had done something wrong, started to apologive right away. Ekans only laughed as he lay completely on his back. Riolu blinked, wondering what the snake was up to. Then… it hit him like a ton of bricks. Riolu placed his paws on Ekans chest (?) and started to slide up and down on his cocks.

"Ah… Ekans. I feel your cocks deep inside me, rubbing my insides. I'm not going to last mich longer!" Riolu managed to gasp out, his tongue hanging freely.

"Your ass is so tight! You feel so good Riolu! I feel your hold squeezing and pulling my cocks in. You're such a horny pup!" Ekans shot back, trying to hold his release. Ekans leaned his flexible body up so he was only a few centimeters from the canines cock. "Mm… allow me to return the favor."

Riolu threw his head back as Ekans slides his mouth around his member. He could feel the muscles in the serpents mouth. Each singlular muscle was massaging his cock. The pup couldn't hold it. With a how, he came inside the tight mouth, holding Ekans head down as he bounced on his two cocks.

Ekans smirked, gulping down each drop of bitter cum. Riolu could feel his best friend swallowing, causing his muscles to tighten around Riolu's cock. Riolu looks down, drooling in pleasure.

"P-Please, fill me with y-your milk." Riolu panted.

Ekans happily obeyed, thrusting faster and harder as the horny pokemon abve him bounced. Riolu smiled blissfully, his tiny belly bulging out from two cocks inside him. Ekans pulled away from Riolu's cock and licks his neck. Riolu shivered, he could feel another release coming on quickly. The jackal pulled the snake close to him, squealing in pleasure.

Ekans slams once more into the other male and cums, filling the pup with as much cum as he could produce. Riolu cums as well, squirting onto the grass behind the rattlesnake. Riolu could feel his stomach swelling up a bit.

"Ah~ So much~" The jackal cooed.

Ekans chuckled and laid back, pulling Riolu down to rest. "Good doggy."

The two closed their eyes to rest after the blissful moment. However, two other pair of eyes spoted the two and was already approaching them. Ekans heard it as the newcomer revealed himself and the small serpent smiled happily and what he said made Riolu's hope for rest plumet.

"Oh… hello brothers."

At the entrance of the clearing, stood two large serpents. An Arbok and a Serperior. Riolu quickly noticed that their glares weren't the only hard things on these two.

"Eep."

To be continued?