Ash and Misty had been traveling together for a few weeks, and were now enjoying each others company. Problem was, they were now unable to meet up after dark as much as they wanted to, do to their new traveling companion.
Ash and Misty were glad to have Brock along, as he was nice, smart, knew a lot about pokemon and how to raise them, and was an amazing cook. But as happy as they were to have him traveling with them, there was still the issue of his constant presence leaving them without time to themselves to have some more fun.
More than once they'd tried to get away with doing stuff at night when they assumed Brock must've gone to sleep, but he always woke right when they were getting started. It was getting to them both, but Ash was taking it harder.
He'd only just started having sex, having kept to himself for so long out of fear of people finding out he was a C-boy and calling him a freak, and he was by no means ready to stop so suddenly. The pressure was building up just as it always had before, only now he no longer had the benefit of not knowing how good it actually felt.
So, left with few to no options, as there was no unsuspicious way for him and Misty to both disappear for an hour or so then reappear with grins and disheveled clothing, Ash excused himself one night and booked it as far from his traveling companions as he could without getting lost. Once he was certain there was nothing in the area to see him, Ash sat down, removed his pants, and began 'taking matters into his own hands', for rather, taking his own hands into himself.
He'd thought about bringing Misty with him, but again, it would be far too suspicious for them to both vanish then reappear later at the same time, so Ash was on his own for this one.
He kept Misty in his mind though, the thoughts of him and his orange haired lover going at it getting him wet quickly. He began working his pussy over with his fingers as he thought about the time Misty decided to use a strap-on, biting his lip to keep himself quiet.
He had been worried about Misty using the toy when she first brought it out, his male instincts immediately telling him it would end badly if he allowed Misty to use the fake cock on him, regardless of his having a cunt for it. But he hadn't been able to refuse Misty, and besides, it wasn't as though he hadn't thought about using dildos before; he just...never had. Too afraid he figured, and even more so when he saw the size of the toy Misty wanted to fuck him with.
By the time they were finished, Ash was suggesting that Misty buy one a few sizes bigger. He hadn't been expecting it to feel so good, but then again, it was kinda what he was build for from the waist down.
Misty was actually surprised by how well Ash had taken to it, and had started planning all sorts of ways to use the toy, and many others as they managed to buy them.
Ash wished Misty was with him now, using the two sided dildo she told him about. He hated that he was stuck with his fingers again, but the thought that sooner or later the group would reach the next town and he and Misty would be able to sneak away to a private room kept him excited as he touched himself, moaning softly as he was unable to stop himself from making noise completely.
What he didn't know, however, was that Brock had gone off to get Ash for dinner. Misty would've stopped him, but was unaware of Ash's plan to get some relief, and was using the time while Brock was out searching to de-stress as well.
It didn't take Brock long to clear the distance between the camp the group had set up and Ash, Ash hadn't made it nearly as far as he thought he had, and from there he was able to hear the moaning. At first, he naturally assumed it was a pokemon. Being well aware of the fact that pokemon were the only other creatures besides humans that self-pleasured and not exactly the best with people, this was Brock's first conclusion.
He realized what he was actually hearing when he got close enough to see and hear Ash clearly. His eyes widened when he saw the position Ash was in; his pants removed and caught around one foot, legs spread as wide as he could get them, both hands between his legs to pump into his wet pussy with as much force as possible, and face contorted in pleasure.
Brock was a nice guy, and had never approved of the policies against people like Ash, but he'd also never expected to see one; let alone catch one masturbating. What was even more confusing to Brock was him not being able to look away.
It wasn't long before Ash opened his eyes and saw Brock standing there. He immediately froze, his rising climax stopping dead and fading away as panic rose in him. His first thought was to run and hide, but then re remembered Misty, how she'd told him he wasn't a freak. He remembered how nice Brock was, how kind he was.
Not to mention the large bulge in his pants as he watched Ash. Suddenly, a way to fix Ash and Misty's problem became clear.
Ash smiled, beckoning Brock closer. "You just gonna stand there~?" Ash asked with a seductive grin. Brock's eyes widened even more, and his jaw dropped. Ash got up, walking over to a nearby tree and bracing his hands against it, his ass and still wet pussy now facing Brock as Ash wiggled his hips enticingly.
"A-Ash, what are.." Brock trailed off, his eyes drawn to the sight before him. "Don't think about it," Ash said, reaching between his legs to spread his pussy, "Just have some fun~"
Brock was well known for losing it around pretty girls. Now it seemed arousal of any kind had a similar effect. Brock stepped forward, walking over to Ash. "A-are you sure?" Brock asked, slightly nervous. Ash smiled back at Brock, moaning softly as he slipped a finger inside himself.
That was all Brock needed. He dropped his pants quickly, his already solid rod springing free. Ash's eyes widened now when they saw the size, and as Brock grabbed his hips, thrusting into his tight pussy hard, Ash realized he was about to learn why Brock rock the rock type gym leader.
It didn't do much for Ash to hold the tree, as after a few minutes, his entire torso was being pressed into it by the force of Brock's eight inch rod, significantly bigger than the toy, ramming into him at full force. It kinda hurt, but that also kinda made it better. Brock couldn't have slowed down if he wanted to; Ash's pussy was so tight, felt so good, and it'd been so long his Brock actually got any action, he couldn't stop now.
"H-harder!" Ash finally managed to cry out as he came, his slit clenching around Brock tight as he did. Brock didn't need to be told twice. He moved one hand to Ash's shoulder to pull him back even more as he hammered into Ash's pussy from behind. Soon Brock decided he wanted more, and pulled out of him just long enough to turn the C-boy around, lift him slightly, and thrust into him again.
Like this, Ash's back was pressed against the tree, and Brock was able to force his cock even deeper into him. Ash was practically screaming by this point, his legs locking around Brock like a vice. Brock's face was strained in concentration, moving his hips as hard and fast as he could without injuring himself in the desperate need to cum, a goal he accomplished shortly after Ash's second orgasm.
The two fell to the ground, Ash on top of Brock, enjoying the shockingly nice feeling of cum filling his pussy. C-boys couldn't get pregnant, so it was safe. As they laid there panting, Ash grinned, excited to have Misty join them next time.