Three days in Fuchsia City… Simon had plenty of time to kill.

Day one, after he left the beach, he challenged the gym. It wasn't too challenging to make it through the "invisible" maze, especially when he could sometimes catch the glare from the glass walls. The similarly dressed trainers proved to be tricky, but he figured the true Janine would be at the end of the maze anyway. No need to skip on good exp, right? His Sandshrew, now named Dusty, even managed to evolve from it all.

He expected an easy fight, but if it wasn't for luck he just might have lost terribly. Janine's pokemon all had some way to stifle his plans… that Weezing of her's could have won it all if he hadn't sent out Fang(his Aerodactyl) when he did.

Still, the experience made him stock up on Full Heals as soon as he reached the mart. Later that day, he got himself a room at the local hotel. Sure enough, most of it was… purple. The walls were a welcoming warm shade, whereas the actual furniture was darker. Simple, but effective and comfortable.

Day two, an early start. The first thing he did was finally evolve his Nidorina into a Nidoqueen, who he then simply named Queenie. After he left the hotel, he visited the Safari Zone. Knowing Alvin got some good catches spurred him on, wanting to find his own new pokemon to add to the fold. Admittedly, his target was one of the rare Dratini that lived in the lakes, but luck wasn't on his side with them. He did find a Slowpoke, though, as well as a Kangaskhan. And Slowpoke was the much easier catch of the two.

Later that day, however, he got a text from Alvin. He was asking about an easy way to get more pokemon, and he wasn't taking "Just catch some more." as an answer. So, he told him about Mr. Fuji's app. Back on the topic of more pokemon...

He couldn't think up a nickname for his new additions just yet, but that was for later. And it'd be a lie if he had said he wasn't thinking of how they would be in bed… Matter of fact, he wasn't above trying it out now. That day, he got one other pokemon that was in the pc out solely to see their performance. That pokemon was an Ekans he thought he'd use, but never did. Matter of fact, she hadn't seen any battle since before he went through Mt. Moon. But now, he got her on his team and trained her up enough to evolve.

However, he had yet to try anything with any of his pokemon outside of his Ivysaur as of late. But now that he didn't have much to do…

Day three. Simon slept in this time, waking up around noon with a wide yawn. He fumbled around as he reached for the nightstand, locating his glasses and putting them on. Today was the day. He had abstained from touching himself since arriving in Fuchsia, for the most part, and he planned out how the day ought to go. Though he did allow time to finger himself in preparation, hoping he'd be more used to anything going there.

f Alvin were to find out he was doing this, well… Simon banished that thought. The most his brother would do is tease anyway.

He sat up in bed, groaning as his back popped a little. "Alright… who first?" he mumbled to himself as he climbed out of bed. His heartbeat sped up as he picked up a pokeball from the nightstand, having it grow in hand "Well… Now's as good as ever. Let's go, Dusty." Simon said as he nudged the ball forward. The ball shook, and then opened up, releasing a flash of light that soon formed into the shape of a Sandslash, who blinked a few times at the sight of Simon. "Sand…?"

"Morning. I've got a little something for you guys today, so don't freak out." Simon instructed, taking up two more balls, one another regular pokeball and the other a safari ball. He tossed both of them behind, hoping he made enough room as he heard them burst open.

From the light came an Arbok and a Kangaskhan. While the large snake hissed eagerly at the sight of Simon, Kangaskhan looked away with a low grunt, hands moving down protectively over the baby in her pouch.

"Alright… you two can be on standby so… Just stay there and watch if you want, okay?" Simon turned his attention back to the Sandslash. "We're going to get a lot closer today."

Simon climbed back on the bed, raising a hand to gently pat Dusty's head. "Hey… Sorry I haven't been the best trainer. I should've had you out and about more often. So, I wanna make it up to you." He says, gently scratching under the ground type's chin.

Dusty let out a low sigh from the contact, groaning a little as he leaned into Simon's touch, nodding his head.

"Heh. Glad you agree. Now, do as I say and lay down for me." Simon ordered. "And lift your tail as much as you can." He moved his hand from Dusty's head, quickly moving down to his crotch instead, rubbing over the soft sheath that was there.

The Sandslash let out a moan, higher pitched than expected. His quills rattled quietly as he did as Simon said, rolling over onto his side instead and raising up his leg, tail wagging side to side as he exposed himself. Simon bit his lip at the sight, getting more than a good look at his pokemon. A soft, smooth rump that housed a beckoning pink anus at the base of his swishing tail. A slightly fuzzy scrotum hung down, leading up to a lengthy sheath that was opened up a little at the top, revealing a deep red colored tip.

"Aroused already? Good. Let's see what gets you going." Simon grabbed at Dusty's sheath, stroking it slowly as he would do to himself, staying up close to the top where the tip was growing out. While he was busy, he looped his arm around the Sandslash's raised leg, The view had him right there by Dusty's foot…

"Sa-aaaaah…" Dusty whimpered, humping into Simon's paw immediately, all claws curling up as the pleasure surged through his body. He hadn't felt something like this before, his body jerking and pressing his foot on Simon's face in response, moaning loudly as more of his cock pushed from the sheath, giving a hearty throb before releasing a glob of precum.

"Mmf! Dusty you can't-" Simon stopped himself. What if it was what got Dusty more horny? "I mean… Hold it there." He mumbled around that foot, lowering himself so he could start licking along the sole of it. Other than a little bit of dirt, there wasn't much to complain about. He licked again and again, his free hand now up and caressing Dusty's foot, keeping it against his face. Sure enough, he was getting louder, lightly clawing at the blanket as he whined and moaned, getting faster with humping into Simon's hand.

The foot licking seemed to do the trick. So, closing his eyes, Simon let himself get into it, lapping around right where Dusty's claws ended. As he did, he moved his hand so that he would be fondling those balls instead, feeling the weight of them as he rolled them around in his palm. Such nice… hefty weight they had… when was the last time Dusty unloaded? Or was that just the natural size?

The sex with his pokemon… it could be his own research. After all, nearly every book he read seemed to gloss over the subject, leaving it up to "daycare mysteries" at best.

"Mmm… I wonder, Dusty… are you top or bottom?" Simon pondered out loud, focusing on licking the area right where Dusty's claws ended. "I guess we'll find out soon…" Simon peeked down at Dusty's crotch. Almost fully out the sheath, that cock had a few noticeable veins pulsing at the surface. Simon bit his lip, huffing softly as he continued to caress it, gathering precum from the tip to smear along the rest.

Once it was lubed up nicely, Simon hopped off of the bed to undress. First went the shirt, undoing the buttons and tossing it aside. Then he stripped off his pants, standing in his boxer briefs as he stretched. "Alright, what do you like more?" He asked, yelping a little as he felt something prod him on the butt.

Arbok had reached her tail over, giving Simon a sly wink when he turned around. The chipmunk huffed, crossing his arms. "You'll have your turn. So just wait and- Ah!" Simon nearly fell as his underwear dropped between his ankles. Before he could question it, he felt Dusty moving closer, and the nose going between his cheeks said it all.

He tensed, blushing as Dusty's arms wrapped around his waist. "I-I see, you're a top…" He cleared his throat, sighing as he pried himself free. "Okay, okay, let me get in position." Simon said, nudging the Sandslash aside as he crawled back on the bed, laying out on his stomach, adjusting himself so his cock would be facing backwards..

He could feel Dusty moving about behind him, hearing little sniffs and grunts mingled in with utterances of his species name. Simon just bit his lip, his heart beating away in his chest like crazy. The only male to be on top of him was his Ivysaur… He gulped, feeling the Sandslash's weight above him now, the tip of that shaft now meeting his loosened asshole. Simon grasped at the blanket in preparation, bracing himself.

"Slash!" Dusty thrust forward unceremoniously. The entirety of his shaft disappeared inside of Simon's ass, causing the munk to groan out in a mix of both bliss and pain. The pre wasn't enough to completely lube up, it would seem. Nonetheless, Simon bit down into the blankets, breathing heavily through his nose as Dusty pounded away at him.

As he kept moving, the pain was fading… there it was. The pleasure he had come to expect from it all. Simon grunted, trying to lift himself up a little, only to be pushed right back down by Dusty. He definitely wanted his way. "A-Ah… relax, I'm just… ohhh god, I'm getting comfortable…" Simon moaned, his claws sliding out so he could grip into the blankets better. "Go a little d-deeper, you're right by my prostate." He ordered.

Dusty was eager to obey, it seemed. The Sandslash moaned louder, those large claws resting on Simon's shoulders as he pushed in just as his trainer requested, every last bit of his length burrowed inside of the warm tightness. The moment his tip touched that sensitive spot, the scream Simon let out nearly scared the ground type. "S-Sla, sand, saaan!" Dusty moaned, lowering himself so he was laying on top of his trainer.

"Fuck… hnn, don't w-worryyy…" Simon fought to form words, his glasses going askew as he tilted his head in the blanket. Now that he was letting himself bottom here and there, well… he knew why Theodore was a squealer. Just feeling his prostate being assaulted again and again was enough to drive him mad. He sighed, panting away now as he savored that pleasure, a constant surging throughout his body as Dusty had his way.

Of course, having not messed with himself in a while, Simon was also fighting to not lose his load already. Teasing was one thing, but now that he was in the midst of it, well…

Simon groaned, giving his rump a little shake now. He reached up and took hold of one of Dusty's paws, rubbing along the back of it as he gripped it for support. The constant rhythmic smacking of his butt and Dusty's hips was erotic, making Simon huff. He was usually the one causing that sound; not even his Ivysaur's vines could make it happen.

As his pre began to leak out on the bed, a new sensation nearly sent Simon over the edge. A flickering tongue at the covered tip of his cock. He couldn't see, but he knew it wasn't Kangaskhan making it happen.

"I told yo-ouuuuu… you'd get your turn…" Simon grunted out. He only heard Arbok hissing, and her tongue certainly didn't stop. If anything, the flickering became more and more frequent, now a persistent licking that was nudging down the foreskin. "S-Stop, before you make me- Hnng!" Another rough pound against his prostate. Simon couldn't form words anymore, as Dusty kept on hammering into him at that roughness. He tensed up and, as much as he tried to hold back, Simon ended up cumming on the bed. Or… moreso, right on Arbok's tongue. From the very first spurt, she coiled her tongue around his length, letting his cum fill her mouth.

She hissed happily, even as more and more cum flowed out. Her trainer must have been pent up… and she got to have it all~ Even if she had to watch Dusty's ass bounce while he plowed Simon silly. To think she had to wait…

Simon groaned and shivered as his cum continued spurting. Between Arbok nursing at him and Dusty still ramming his prostate, he wasn't going soft at all. He groaned out loud, shivering as he lifted up off the bed some, his hole now clamped down on Dusty's shaft, tugging at it whenever he tried to pull out.

"Sla-ash… saaand…" Dusty whined out, the tips of his claws almost digging into Simon's shoulders as he continued to rail his trainer. Hearing the way he moaned, feeling the way he clenched… He'd peak himself if it wasn't for the growing desire to stay inside of him.

The Sandslash picked up his pace again, plowing at Simon's soft ass as fast as he could manage, letting out more grunts while he arched up his back, quills rattling as he bit down on his lip, grinding down on Simon now. It was too much…

"Nnngh, i-it's okaaay…" Simon moaned, his claws tearing into the blanket now as he found himself being filled up by Dusty. He was letting out more of those high moans, his head tilted back as he squealed in bliss. All that cum was rushing into him, giving a slowly building warmth that Simon didn't get from whatever resided in Ivysaur's vines.

His climax didn't last for too long. Dusty huffed tiredly, eyes closing as he soon pulled out of Simon, panting as he rolled off of his trainer, curling up into a ball at the foot of the bed. With a groan, Simon rolled over onto his back, panting as he stared down Arbok. She was staring right back at him, her tongue flickering out every now and then as she held his gaze.

"Hrr… Lucky for you, I'm still ready to go." Simon huffed, looking behind her. Kangaskhan was watching him, though her hands were down covering the baby's face. Simon didn't know how to read her expression… was she upset? He didn't have time to ask. Right as he was about to ask, Arbok lunged forward with a loud hiss, tackling Simon to the bed.

He let out a scream, finding himself wrapped up in Arbok's lengthy body in no time, her coils holding him tightly from feet to shoulders. Though she did allow one spot to be free. Simon's shaft was poking out from between her coils, and she looked him right in the face.

"Hey! You're not going to get away acting like that, I'm gonna-" He went quiet. The way she glared at him just… made him go quiet, not moving at all. Her tongue flickered out, brushing over his nose a few times before she slithered around him, adjusting herself until the far end of her tail was curled up to his crotch, rubbing it along his protruding cock.

"Arrr~?" She cooed, looking into his eyes still as her tongue curled around his neck, leaving behind a trail of her drool while her slit brushed and stroked against his length.

Simon bit his lip, squirming against the bindings before he just gave up. "Yes… Yes you can. Go for it."

And yet, she didn't take it just yet. Instead, Arbok continued to caress his shaft with the edges of her cunt, holding her lustful stare while her tail coiled around his dick, smearing some of her juices on him.

"Haaah… don't you d-dare tease after that…" Simon grit his teeth, his toes curling against the blanket as he fought to escape Arbok's body. No dice. The more he wriggled around, the more Arbok squeezed on him and played around with his shaft.

"Bok. Bok~" the large snake teased, curling her tongue up Simon's neck, flickering the split tip right by his ear. The sensation made him laugh a little, but he closed his mouth just as fast, grunting as he tried to thrust forward.

He huffed as she maneuvered her dripping folds away, shaking her head. "Hrr… you expect me to beg?" Simon asked, only getting a nod in response.

Simon let out a sigh. At least no one would hear him. Other than his own pokemon of course…

He had to harden his nerves, but cleared his throat. 'Just sound like Theodore. If he were with a girl, admittedly, but just be him regardless.'

"Arbok… can I please be inside of you? I'm hard enough as is, so some attention would be really, really nice. Please let me go in?" He was kicking himself mentally.

Arbok was more than happy to oblige. She bumped her face against his chest softly, dropping her tail down so his cock would sink inside of her with a wet slap. She let out a soft coo, wiggling that art of her tail side to side, stroking her cunny along Simon's shaft and nuzzling him as she did so.

"Aah… Mmf, f-for someone who's never do-oone this… you sure do seem like you know what to do…" Simon huffed. Just like when Nidoqueen was a Nidorina, the juices that were sloshing around his cock were thicker than the usual, and gripped at him more whenever she pulled off, causing him to moan out and squirm a bit in her coils. Arbok certainly wasn't giving him much room to work, and she seemed all too pleased to be wrapped around him.

She hissed once more, closing her eyes while her hood spread out. Arbok's coils loosened from his arms, letting them free as she leaned in closer. Simon got the message, shaky hands going up to rub on the smooth scales that decorated her hood, focusing mainly on their face-like pattern.

"Chaaaa~!" Arbok's moan was shaky, backed by yet another hiss as her head rested on top of Simon's. In response to the petting, she rode herself on his cock faster, giving her tail a little twist so he'd be entering at another newer angle.

Simon bit his lip as he added more pressure to his rubbing, one hand focusing over an eye pattern while the other wrapped around Arbok's body, gently pulling her closer as he took each of her thrusts. "T-That got you going… Are you- Hnngh! A-Always gonna wrap me up like this?"

In response, Arbok's mouth pressed against his. Her forked tongue wriggled its way into his mouth, flicking around some as she kissed him. Simon winced from the scaly texture at first, but found himself giving into it soon enough, shuddering all over as he let his tongue rub along her's.

Odd as it was, he found himself relaxing in those tight coils. The constant shifting of Arbok's body on his, and the occasional squeezes she gave him, made it feel like a full body massage. Just enough pressure for him to feel her weight kneading on him, and not enough to the point of pain or restricted breathing. She just held him in place, her moans and hisses mingling with the wet sounds of her pussy working him towards a second orgasm.

Simon tried to stave it off, but that wasn't lasting for long. Arbok's inner walls squeezed down around him once more, going down on his shaft once more and staying there while she broke the kiss, hissing at him while she nuzzled up to his neck. She bared her fangs and gently grazed them over his skin, her coils tightening around his body as another moan escaped her.

"T-Tight… too tight!" Simon gripped the edges of her hood, squeezing down on them as he ended up cumming again, his shaft throbbing hard against her clenching walls while he shot out his second load of the day, his breathing heavy and labored as the bliss filled him up once more, sending wild tingles from head to toe.

Arbok shuddered around him, letting out a drawn out "Chaaaah~" as she felt his spunk painting her walls. She didn't let up, however. Simon's groans soon turned to pleasure filled screams as she rode out his peak, trying to reach her own with each motion. The added pressure on her hood sure did help~

Meanwhile, Simon was fighting to catch his breath. Arbok wasn't letting up at all, and the look on her face said it all. She was enjoying his struggle.

"Hnn… h-hurry up and cum b-before this starts hurting..!" He grunted out, moving his hand down from her hood to grab her tail. He had to feel around for it, but as soon as he found her clit he pressed his thumb against it, rubbing on the bud nonstop as he tried to get the big snake off.

Longest thirty seconds of his life. But he had to do it. All while he attacked her clit, Arbok squealed and writhed about on the bed, noticeably drooling as she whipped her tail about in his hold. All ip to the moment she finally came, twisting her head to chomp down on the blankets breathing heavily through her nose as she released her thick, syrupy cum right on Simon's crotch.

Arbok trembled as she unloaded, her tongue resting on Simon's cheek as she breathed heavily, gently rocking herself on his shaft now. Simon groaned, finally managing to push her off of his shaft, ignoring the slight stinging he felt on his cock as he wiggled around. Her coils were looser.

"Oh, you aren't done. If you milk me well after I finish, I'm doing the same." Simon said, both hands holding on to her tail now as tightly as he could muster, both of his thumbs pressing on her bud, rubbing up against it and pressing down again and again. Arbok writhed like a worm on a hook, and he wasn't giving her any respite. He stroked, bumped, and caressed that bud, making her squirt out her juice until it was nothing more than a weak little dribbling.

And even then, he wasn't giving her much of a rest. Not until he was free. Simon stuffed two fingers inside of her, letting them spread her out slightly as he stroked along her upper walls. "Gonna let me go now? Or do I have to make you cum again?" He asked.

Arbok let out a low whine, looking right at Simon, helplessly entrapped in her pleasureful haze. And yet, eventually, she released him from her hold, noticeably trembling as she coiled up on herself now, coming to rest near Dusty, who had uncurled himself by now.

Simon sighed and laid out on his back, looking up at the ceiling as he caught his breath. "Y-Yeah… I've been with Alvin, I can play that game too." He said, putting a hand over his face. Did he even have energy for Kangaskhan…? He peeked over at her then, letting out a little huff.

Well, Kangaskhan was still watching him. Though she had sat down and gave up on covering her kid's face, her hand instead being down between her legs, stroking at her slit. Judging by the little puddle she was making, she was into everything she saw. What Simon didn't expect, however, is that the younger Kangaskhan was doing the same thing as the mother. He would have questioned it, but their eyes met for a split second.

Baby Khan wiggled in her spot, then hopped into her mom's lap, tapping her belly and pointing over at Simon. Mama Khan, noticing this, just let out a grunt, scooping up the smaller one in her arms and sauntering over to Simon. She looked down at him and, after getting a good look at him, turned around, letting herself lay out on the bed right next to him. It creaked audibly, but didn't break luckily.

"I… Er, I'm not sure about this now, actually." Simon said. "See, it's already going soft and I- Hmrf!" He grunted as the wind was knocked out of him. Baby Khan had leapt off of Mama Khan's belly, landing right on his chest. She let out a little "Khan!" holding her arms up as her tail thumped against Simon's stomach.

He bit his lip, looking over at the mother. Knowing what the pokedex said, he didn't want to get anywhere near her bad side. But, she just gave a nod of acknowledgement, going back to rubbing up her folds as she watched. Then, Baby Khan scooted forward, her legs spread apart while she grabbed Simon's hair, tugging on it a little.

"Gah! Hey, I'm not gonna…" Then again, as long as he was being watched, the smarter thought was to go through with it. 'Well… I can get a bit of a break, at least.' he thought as he let out a sigh, moving his hands up to hold Baby Khan's hips, bringing her closer until her tiny slit was by his lips.

Simon sighed, resigning himself to the moment as he finally stuck out his tongue. With her chest against his forehead, Simon could feel just how fast Baby Khan was breathing. She was aroused for sure… but was he really about to do this?

Well.. yes. After a brief hesitation, he began to lick at those outer petals, earning a squeak from the little pokemon as her hold on his head got tighter, a shaky moan leaving her mouth while Simon's tongue trailed up and down her slit, careful to not overwhelm the little thing too soon.

However, as slow as Simon tried to take it, Baby Khan wasn't having it. Every time his tongue passed over her, she just bucked her hips closer, getting his tongue to poke inside just that little bit more. Her eyes closed tight, tightening her hold on his head as her moans turned into something closer to tender mewls. That tail of hers was thumping his stomach more and more, and she was already arching up her little back.

Simon let out his own grunt each time her tail fell upon him. He finally let his tongue wriggle into that tight snatch, only to find he couldn't get it very far. Maybe half of his tongue could be wiggled in before the tightness was too much to push past. That's where he focused the most of his licking, his drool keeping the area nice and wet.

Baby Khan didn't have much of a taste going on at all. Outside of a slight saltiness that had an even slighter sweetness behind it, the most he was getting was texture. A slight ribbed texture at that. While he ate her out, he couldn't help but think. Were all normal types this way? Or was it just this little pokemon?

Unfortunately, he didn't have much time to really think on it. He felt a weight shifting from the bed and, as soon as he was about to check, his cock was engulfed in an intense warmth, followed by a wetness that trailed up and down his length. Mama Khan was sucking him off. He groaned, grasping Baby Khan's tail and holding on to it firmly, How he managed to get hard a third time was a mystery.

He couldn't stop either pokemon, being left to just endure it all. Baby Khan was all too eager to hump against his tongue, wanting just as much to get it all the way in her as possible. He grunted, stuffing his tongue in more. Baby Khan's walls gave way a bit more, letting more of his tongue sink inside. She wasn't going to last for long, but neither was he.

Mama Khan was way too good at using her mouth. The way she bobbed her head, the way her tongue slathered against his shaft, it was far too good to ignore. Even more so when she grabbed his thighs, lifting his legs a little as she nursed at his length. He growled softly and arched himself a little. Being held by something leagues stronger than him… And having both crotch and butt exposed… the vulnerability sent shivers down his spine.

He didn't get the time to indulge in that feeling neither. Baby Khan suddenly squealed, loud enough to make his ears ring a little as her juices gushed on his tongue, splashing on it roughly while her walls clamped down, holding his tongue firmly in place while she bucked herself desperately on it, riding out what may have been her first orgasm from someone else.

The taste was the same as before, just with more liquid going in his mouth. Simon groaned, releasing his hold on her as he tried to pull his tongue back to no avail. Baby Khan's walls didn't let go until she was in afterglow, falling backwards on his belly, her little chest heaving away.

"Hrrrn… Khan." Mama Khan released his shaft then, leaving behind a mess of drool and precum all over it, reaching to take her child from Simon. He sat up, sighing. "Oookay… that's all of you. So let me just- A-Aaaahhh damn!"

He wasn't done yet. Baby Khan latched onto his cockhead, suckling on it hungrily while she was held there by her mother. Simon bit his lip, his toes and fingers curling against the bed as he tried his best to push another climax. Baby Khan's constant tongue work was a big help, constantly going beneath the foreskin to brush along the underside of his cock's tip. He grit his teeth, sucking in a breath as he tensed up, kicking the blanket a little. "F-Fuuuuuh… take it… take it!"

At that moment, Mama Khan released Baby Khan, letting the little one hold on to Simon's shaft as the cum began to flow once again. It filled her mouth in just a few spurts, muffling her own moans while she drank the stuff down, her tail swishing side to side happily.

Simon, however, was at his limit. He fell out on his back, having torn fresh holes into the blankets during his climax. The third one came with a burning heat that traveled from the base of his cock all the way to the tip, and that pleasure was lapped up eagerly by the little Kangaskhan. By the time she had finished drinking, all Simon could do was lay there while his cock softened.

He couldn't even think straight, lost in a daze as he turned his head to look out the window. He had other things planned for the day, but this? This was a major set back.

But, his pokemon seemed happy enough. When he managed to peek over, they were all laid out near one another, causing the bed to noticeably dip down from the combined weight. Dusty laid with Arboks' head in his lap, and he was leaning back against the two Kangaskhan.

"Gah… hah… alright… first I get feeling in my legs, then we train…" Simon panted, looking back up to the ceiling. 'Or… I just lay here for a couple hours… yeah, that's a good plan.'