Soft echoing of tiny paws on stone bounced off the deep dungeon walls. A Riolu and an Eevee carefully walked through the dank halls of this mystery dungeon. With scarfs adorning their necks it was clear to see that this small rescue team was here on a mission.

It had only been a few months since Max had asked his best friend Iris if they could form their own rescue team together. While Iris had never planned on going on adventures she couldn’t say no to the smiling Riolu’s face. From that day on Iris the Eevee and Max the Riolu were the founding members of Team Radiant Star.

After months of training they were finally given permission to accept their first quest, and they chose to go after a Zoroark that had been using illusions to mug traveling Pokemon.

Deeper and deeper they trudged through the halls, occasionally stumbling over the thick vines that had overrun the area. The pair kept going until they reached a set of stairs heading further down into these ruins.

“We should take a small break here. Are you alright with that plan Iris?” Max glanced at his tired looking friend, already knowing the answer before she spoke. “Yeah, I could use a little time to rest my paws.” Iris sat on the ground and started to rummage through her package. She pulled out a small shiny red apple. “I could also use a snack!”

Max had also taken the time to put his pack on the floor but had instead taken out a small scroll containing the information of their current target. “So do you remember what the plan is?” Max shot the question out towards his friend as he studied over the document. His eyes glanced from the paper towards Iris, her mouth was bulging from the devoured apple. She gave a rapid nod. 

Max responded by rolling his eyes. “Right, well our target is Sly the Zoroark. Apparently not too dangerous as he mostly mugs people by tricking them with illusions.” Max continued to read over the paper. “Our plan is quite simple. You are going to distract him with your charm and I’ll hit him with a paralysis powder bomb.”

Iris gulped down her apple, giving her lips a lick to enjoy the leftover juice. “Sounds good to me! This Sly won’t know what hit him.” Iris was practically bouncing with excitement. “That’s right. Hit him fast and-” Max interrupted himself as he lunged for Iris. He tackled her as they rolled out of the way just as a figure slashed at where she was sitting a mere second ago.

Max and Iris took up a battle stance as the Zoroark glared daggers at the two friends. Shock and horror filled the duo as the Zoroark grabbed the abandoned bags and tossed them down the nearby stairwell. 

“Iris! Plan B!” Max shouted out as the two darted in opposite directions. They didn’t have any items anymore, but they still had the number advantage. Max wanted till the Zoroark was focused on Iris before launching out with a focus punch. 

Max saw his fist slam into the Zoroark’s side, but felt nothing but air as the illusion vanished. Instead of feeling the satisfaction of landing a punch, Max felt the air knocked out of him when Sly landed a counter blow to the stomach. 

Max landed on the cold hard ground, gasping for air. He only had a moment to react before the Zoroark was upon him with claws ready to tear him apart. Iris acted swiftly and with a headbutt managed to knock Sly away from Max.

Sly wheezed out in pain from the critical blow to his side, he wasn’t used to drawn out fights. This had to end soon. Iris continued the assault as she charged at the wounded figure. Sly simply smirked, too easy. 

Iris launched forward and collided with nothing. Iris screamed out in agony from the fury slashes that battered her body. She had fallen into Sly’s trap. Iris was sent flying backwards into a wall, her body now shaking from the punishment she endured.

“Get away from her dammit!” Max rushed the Zoroark but was quickly pummeled into the ground. Max winced in pain as the devious Pokemon lifted him up by his neck. 

“I always enjoy it when they act so brave.” Sly let out a patronizing chuckle while tightening his grasp around the panicked Riolu. “It makes their struggling that much tastier!” Max pried at those claws with all his might but his strength failed to free himself from the intense grasp.

Iris’ eyes went wild with fear from the horrific view of watching her friend having his life choked away slowly. “Stop! Leave him alone!” Iris slowly raised herself off the cold dungeon floor, her fatigued body threatening to buckle from the mounting pressure. 

Sly glared daggers at the little Eevee. Such a pitiful rescue team, they deserved nothing more than to be crushed. Sly’s eyes lit up and a grin soon took over that once annoyed face. He had just the way to teach these two a lesson they wouldn’t soon forget.

“You want me to leave your pal here alone?” Sly loosened his grip on the Riolu, letting him take painful gasps of air back into those tortured lungs. “Well I’m sure we can come up with a fair compromise, after all I have been a little pent up recently.” 

Iris’ confusion lasted only for the moment it took for her eyes to lock onto that stiffening member between the Zoroark’s legs. “You can’t possibly mean…” the whimpered voice was cut off by a harsh burst of laughter.

“Oh I do, so you can either get sucking or I’ll break your friend like a little twig!” Sly punctuated this threat by renewing his grasp once more causing Max to choke out once more.

“Okay! I’ll do it, just please stop!” Tears fell down Iris’ soft face as she fully surrendered to the criminal. With that confirmation Sly gently laid Max on the ground, using some nearby vines to bind the Riolu so that there would be no way for him to run.

“Smart choice. Don’t disappoint me or else.” Sly flashed his sharp claws at Iris, a warning of what awaited should she try anything. He slowly sat himself on the cold flooring and spread his legs apart. With a slowly intimidating curl of his claw he beckoned Iris over, to which the Eevee obliged with a slow limp. 

“It isn’t worth it Iris, don’t do it!” Max shouted out to his forlorn friend. Sly silenced Max by taking the adventurer's scarf and forcing it inside his maw. “That’s enough talking for you.”

It didn’t take long till Iris was face to face with that intimidating warm rod, the size and smell making her dizzy. Iris was lost in her trance and only found her way out when the impatient Zoroark grabbed the back of her head and forced her forward. The swift penetration caught Iris off guard causing her to choke and gag on the intruding member. 

“Start sucking before I change my mind.” Sly was getting tired of the delay and made that perfectly clear by trailing his right claw over Iris’ back. Iris got the hint as she slowly began working that shaft in her mouth. Her movements easily showed her lack of experience. 

“Is that really the best you can do, start using that tongue!” The sloppy blowjob barely provided any pleasure to the frustrated Zoroark. Sure it was warm and the occasional tongue flicking was nice, but he needed something much more than this. He could tell that Iris was doing her best, but it wasn’t nearly good enough.

“Fine, if you aren’t going to make an effort I’ll just handle it myself.” Sly grabbed hold of Iris’ head before slamming his cock down her throat. Max struggled to break free from his bindings but couldn’t find a single weak point to exploit. He was only able to endure the show of his best friend being brutally face fucked. 

Sly’s eyes fluttered shut in enjoyment. Enjoyment from that tight throat that caressed his dick, and enjoyment from the noises both the former heroes were making. Iris gurgling and choking on his dick, Max yelling into his makeshift gag, it was all music to the ears.

Slap after slap of flesh against flesh echoed out into the dungeon as this brutal face fucking continued. Sly’s tongue was lolling out of his mouth as the pure bliss sent waves of pleasure up his spine. His balls continued to slap against Iris’ chin as his orgasm built up, his throbbing cock threatening to blow its load down that enticing throat.

Without warning Sly pulled out. Iris took this moment to start gasping for air, the cock no longer blocking her passageway. Sly gave a menacing smirk, he had a better idea to humiliate and torment these two. 

Sly waited for the Eevee to be done with her coughing fit, he wanted to hear her sorrow in full. It took a bit but Iris regained her composure. Her ragged breathing slowed back down to normal as she wiped the drool from her mouth. 

Sly leaned forward towards Iris, his breath crawling over her ear and sending a shiver through her fatigued form. “That mouth isn’t going to cut it.” Those whispered words brought true fear to Iris, she felt herself start to hyperventilate. “Since I’m such a nice guy I am going to let you decide.” Every word sent another pang of fear into her heart. “You can either let me fill that nice cunt of yours, or I can ravish your friend’s tight little pucker.”

Nightmare, this was a nightmare for Iris. She was given the choice of either letting this jackass get her pregnant, or being forced to watch him rape her best friend. Sobbing started anew as she struggled to decide. “He doesn’t have to know what you picked, but can you live with that choice.” Sly mockingly whispered into her ears once more
“You have ten more seconds before I just fuck both of you.” Each heart beat was another second passing. What would she pick, how could she pick. Time was running short and so Iris instinctively whispered out. “Me… choose me.” 

“As you wish.” Sly grabbed another set of vines, binding Iris up just like Max. Iris accepted her fate, she accepted it as that saliva coated cock prodded her pussy. Max renewed his gagged protesting as that thick tip threatened to impale his friend. 

Sly undid the Eevee’s scarf so that he could gag her just like the other, but before he did he whispered one last thing to the Eevee. “As you wished you have chosen yourself… to be spared.” Before Iris could say a single world she was gagged. All she could do was scream and beg with her eyes as she watched Sly pull away from her and make his way towards Max.

Max had no idea what was about to happen to him. His muffled cries of anger turned into confusion when he was turned onto his stomach. Every question Max had was answered once he felt that cock slide past his cheeks and prod his pucker.

Iris and Max both yelled into their gags. Iris yelled out in painful betrayal while Max yelled from the cock that was brutally forced all the way inside his asshole. Sly was done playing with his two toys, it was time to blow his load. There was no moment for Max to adjust to the fullness in his rear. From the very start it was just nonstop hammering into that small overly tight ring.

“Poor little Riolu. If only your friend gave better head you wouldn’t be in this mess!” Sly laughed and laughed as if he told the funniest joke. “And don’t you worry a bit because I made sure to save the knot for you!” Max cried out in anguish each time he felt that knot bump against his hole. It was only a matter of time before they were tied together. 

Each time those hips crashed into his backside Max felt himself being pushed across the floor. It felt like grueling hours for max, but was really only a few minutes before those thrusts got shorter and harder. 

“Time to mark you as my little bitch!” Sly grunted out at each intense push. Max could only grunt into his gag with each passing hump causing his poor pucker to spread way past its limits. Inch by inch the knot forced him open more before with a sudden pop it forced past that reluctant ring of muscle.

“You are such a good little fleshlight.” Sly received no response, not even any struggling as that warm goo filled the Pokemon’s abused backside. It didn’t take long for Sly to figure out why. Max had fainted from the agony from that vicious knotting. 

As the last waves of jizz filled that unwilling rump, Sly roughly began to yank himself free of that ring that was now locking him in place. “To think that before it didn’t want to let me in, now it won’t let go!” Sly once again laughed at his own joke. Max was lifted slightly into the air before finally his ass released Sly’s cock. Sly admired his handiwork as he watched that gaping hole struggle to close itself as cum began leaking on that cold hard ground.

Iris was rocking back and forth in her bindings, eyes sealed shut so that she wouldn’t have to look at her poor friend. “Maybe next time you’ll think twice before coming after me again.” Sly gave his last taunt before leaving the two explorers in those deep dark tunnels. One last echoing chuckle bounced off those dark walls as Sly imagined the deep humiliation those two would feel when they were found by another team.