#team skull boss

[blusboarart]

His emotional support buddy

_

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[nightfallenarts]

It’s Ya Boi

More of my current art. I wanted to take a break from my original works and wanted to do some fanart.

[anoradraws]

The Jacket

A Guzma x Reader Short Story

Summary: You travel to the large mansion of Po Town to challenge the boss of Team Skull, Guzma, but after every grunt battles, puzzles, and other obstacles you finally arrive at his throne room at the top floor of the Shady Mansion; but once you entered, he’s not there... except for his jacket sitting on his makeshift throne.

Editor’s Note: This is kinda silly, stupid, and weird even for me, yet I wanted to write this anyway, but hey let me know what you think about it.

⚠️WARNING:⚠️Sexual preferences, explicit language, nudity; read at your own caution!

Po Town was considered one of the most dreary and miserable areas in Ula’Ula Island of Alola; nearly run down to ruins by a band of misfits known as Team Skull, who took over the town many moons ago, with the help of two leaders-- the second in command known as ‘Big Sis’ named Plumeria, and the Boss and founder of Team Skull named Guzma, who is said to be the most dangerous and threatening of the organization.

You traveled there for one purpose though: to challenge Guzma to a battle!

With help from the local police officer, and Ula’Ula Island Kahuna, Nanu, you enter through the walled gates into the decrepit town and begin your pathway to the large mansion located near the edge of the small borough, known as the Shady House, where you were told at some point during your journey is Guzma’s lair. You encounter several grunts along the way as they tried to slow you down, but you pressed onward with you head high as a Sirfetch’d ready for combat.

Finally, you arrive at the mansion; and once you stepped inside you see that it was far more dilapidated than even the town itself. With broken windows and ripped curtains, spray painted and slashed paintings hung on the walls, and several boxes stacked as walls in almost every corner of the main lobby. You didn’t hesitate as you start searching through every available room for clues as well as battled more grunts until you make your way up to the stairway to the second floor, careful to avoid the fallen chandelier as it blocked the second set of stairs of the main staircase.

You repeat the same process as the main lobby, and afterwards you manage to find an alternative route to the balcony outside. It was nearly a more dangerous tread to the other side of the building as the floor and rooftop soaked with the never-ending rain that continued to pour over the town, but carefully you were able to pass through without a scratch or otherwise.

You enter through a large window on the other side of the house after being outside for a steady but short while, and you walk through the large hallway until you finally approach a doorway at the end. In the pit of your stomach you feel this must be where Guzma is hiding; this is it, no turning back now, you take a deep breath and slowly but confidently opened the door and entered the room.

Once inside, you oddly find... no one is here, not even Guzma.

“Huh, that’s weird. Where’s Guzma?” You asked to yourself. “Usually he’d go all ‘big bad whatever’ to see me.”

It is strange; you expected a feeling of a Boss fight cutscene from a video game, but it turns out he’s not even in his room; then, out of curiosity you decide to snoop around for a while before concluding to leave and perhaps try again at a later time.

First, you noticed a large chest of lime green colored crystals called Buginium Z, an object usually given to trainers by Kahunas or Totem Pokémon after completing a trial as part of an Alolan tradition called the Island Challenge; then you rummage through the closet full of Ariados webbings and tattered clothing that looked like suits and dresses that belonged to possibly the previous owners of the mansion before it was taken over by Team Skull. You noticed the King Sized bed across the room, a large cabinet behind it filled with half empty and full bottles of liquor that seemed to be hardly touched, two safes that held the cabinet atop, and you finally spot the makeshift throne which made you roll your eyes in annoyance by how it’s set up. A large worn purple colored lay-z-boy sits atop two large flat platforms with a hallway rug underneath the furniture, two table stands sit on each corner of the platform with one of them having a laptop, and sitting on the chair sits a lone black clothing in which you suddenly took a strange interest in.

You approach the “throne” and slowly reach down to touch the cloth, but a foreboding vibe chills through your spine as a side of your mind is trying to warn you not to touch the fabric; but you ignore the ominous hints and, like a cursed artifact from a sacred temple, with delicate ease you finally pick up the apparel.

You study the clothing and realize it was a black hoodie, but not just any hoodie, it’s Guzma’s signature short sleeve hoodie with the large Team Skull logo on the back and black zig zag patterns with white backdrop on the sleeves and the sides. Whatever possessed you to hold and touch the leader’s coat is even beyond your self-conscience, yet here you are.

You hold onto the hoodie a little longer, feeling the recent warmth that lingers even within the sleeves, and at that moment-- only for that moment-- you felt a forbidden passion about the hoodie, like a warm summer breeze blowing through your hair during an outing, but you instantly shrug off the feeling and finally throw the hoodie back on the chair.

“Okay, I dunno what that was about, but I’m leaving!” you said with a final stomp toward the door to exit the room.

For some reason you stop; just as you reach up to grab the handle of the door, you oddly look back at the jacket, and then back at the door again. Rationally, you want to leave, but a more mischievous side of you is weirdly calling for that hoodie as a playful idea slowly starts to form in that messed up head of yours.

“Hmm...” You pondered and then give a devious grin. “I guess it wouldn’t really hurt to try on the jacket-- just for a little bit, at least.”

So, you unhook your backpack and set it next to the chest of Buginium Z-Crystals, and then you pick up the hoodie once more and easily slip it on, feeling the lingering warmth once again but this time it’s now shrouded around your upper body.

It was larger than you expected, understandably because Guzma himself is quite a very tall man (maybe even taller than your family member you know well of), and while you start to take a liking in wearing the jacket, another idea comes to your mind-- and now you start to mimic Guzma while standing in front of the purple colored chair.

“Oooh, lookit me, ‘I’m da Big Bad Boss who beats ya down and beats ya down and beats ya down blah blah BLAH blah BLAAAH’!” You mocked with a hearty laugh and tuned into a croaking voice to mimic Guzma’s. “’YEAH, big bad GUZMA is here‘!”

You start to run around like a preschooler, imitating Guzma’s slouching, walking, and almost every other gimmick he does to make himself look intimidating to the public’s eyes. “’I use Bug-Types because everything else SUCKS’! ‘Ya boy’s a big bad stinky rotten no good asshat with nothing else better to do than steal people’s Pokemon and knock out bus stop signs because they also SUCK’!”

You laugh and giggle, trot around and stomp around, as you continue to mimic Guzma for only a couple more minutes until you finally settle yourself on the large lay-z-boy to take a break from poking fun of the Team Skull leader. You can’t help but laugh at your jokes, but then that laughter slowly turns silent as you look around the room once more. At that point you start to feel a little lonely, well not quite Cubone lonely so to speak, but nonetheless you feel a bit empty inside.

You study the room for a few more minutes pondering to yourself of how Guzma really does feel when he’s not always ‘Big and Bad’ as he always claims. You shook your head at first as you logically feel the man’s a total menace, a danger to everyone in Alola, and yet... there was something more about him than even you don’t know about. For a moment, you actually felt sorry for him; why it is, you don’t know, and as you try to shake off the feeling it wouldn’t go away. 

The way you taunt him earlier starts to slightly haunt you, almost feeling bad for even poking fun of him, and that’s when you look down at the jacket once more. The hoodie feels so warm around you, with his scent still lingering in the fabric; musty with some hints of a mild cologne brand, and some cocoa. It was a very odd smell, but you seemed to take a liking to it, making you flush a pretty shade of rose on your face.

Admittedly, when you first met Guzma back at Malie Gardens, you thought him as a very terrifying man with the way he talks smack and scares the living daylights out of everyone around him, but over time you weirdly wanted to know him more, as you secretly developed a slight crush on him, that is until one day when the grunts kidnapped a little girl’s Yungoos from the Aether House and you had to go through Hell and back to retrieve the poor thing and take it back to the child. This is actually your second trip to Po Town to be honest, as you felt enough is enough of Team Skull’s harassment among Alola, and wanted to battle Guzma to force him and his gang to pack up and leave.

That was the original plan at first...

However, as of tonight, Guzma’s not at the mansion, and as far as the grunts you battled earlier, are still hanging out at the house but they’re actually not even noticing you’re in Guzma’s room, wearing his jacket and sitting on his throne.

After taking some time to look back on your thoughts, you start to sit back more on the throne to take a little comfort to yourself. You start to feel a slight breeze in the room, probably coming from the cracks of the main doorway, and you feel cold until you pull Guzma’s jacket closer and tighter to you. Then you feel the passion from earlier come back to you, now more alleviating than before, and for some reason you feel like his presence is slowly wrapped around you, keeping you warm, soothing, and loving.

You cuddle within the hoodie a little more, smelling his scent ever so tenderly to your warmth, and that’s when you start to feel a heat inside you, a wanting feeling, even with Guzma’s hoodie dressed on you.

Without thinking, but at the same time you wanted to, you take off your regular clothes and set them next to your backpack against the chest of Buginium Z-Crystals, leaving nothing but your panties on.

You wrap Guzma’s hoodie ever so tightly yet comfortably around your upper body, ignoring the breeze flowing through your bare legs; the lingering smell of Guzma still wafts against your face, and the fabric shrouds you ever so tenderly like he was really hugging you. Then, as you keep stroking the hoodie with gentility, you slowly reach your hand into your panties, imagining it’s Guzma’s as you start to rub against your clit, pleasuring yourself to the thoughts of Guzma all around you while you wear the hoodie like it were hypnotizing you.

After a few minutes, you hardly hear the door of the throne room creak open as you were starting to feel a climax coming soon, and at that moment, that’s when you hear his voice.

“Wow, this is a new one!”

You finally snap out of your masturbating trance after hearing that deep but familiar voice, accidentally scratching your clit with one of your fingernails; you whimper by the graze, despite not being as painful, as you quickly turn around with your legs both feeling a little like jelly and keeping your nether regions covered despite wearing the panties; you also wrap the hoodie very tightly to hide your bare breasts, and finally you see him in the flesh, straight and tall, with a befuddled look about his face-- Guzma!

“OH ARCEUS!!!” You panicked at Guzma’s unexpected arrival. “G-Guzma, I-I did-- I-It’s not what it looks like, I mean-- I didn’t mean-- I-I can explain--”

You feel so mortified by this moment as you feel your whole body flush red, getting caught by the one person you were starting to develop feelings for, and even worst of it all is you’re still wearing his hoodie.

Guzma continues to stare you down with a deep stupefied look on his face after catching you masturbating in the middle of the room with his coat on; at the same time however, in all the months he’s come to know you since your first encounter back at Malie Gardens, he’s definitely surprised to see a daring and freaky side of you, especially in this current predicament.

“I go down to help a couple of the grunts move a sleeping Snorlax from the swimming pool for a couple hours,” He cries with an annoyed tone. “and now I find (Y/N) here, rubbing one out in the middle of MY room, wearing MY jacket like the horny slut she is! This is definitely something I’d never expect from a goody-two-shoes teacher’s pet like you, that’s for sure!”

At this point you just want to get out of this house, go back to your home, and hide beneath thirty blankets on your bed for the rest of your life after what you had just done. You couldn’t help it, somehow you were in the mood, and you didn’t want the moment to stop. Very weird and wrong, especially for you but face it, deep down you actually want Guzma, you never felt anything like this for him or anyone beforehand; now, you just don’t know what to think of anymore or make any excuse to get yourself out of this moment, and perhaps not even Guzma would want to see you the same way again.

“I... I-I’m so sorry...” You apologized as your whole body is still blushed in embarrassment. “I’ll go ahead and leave now, I’m sorry this happened.”

However, as you turned your back to head to the chest of Z-Crystals to get your belongings, Guzma grabs you by the arm and pulls you a little close to him. He looks over you like a leaning tower, studying you and quite frankly admiring you in your current state. 

He chuckles slightly and gives you a sinister grin on his face. “Don’t get me wrong, now I know you couldn’t have just come here to mess with my stuff, but since you’re here anyway and.. I hate to admit... you look pretty cute in my hoodie.”

Your face blushes even redder as Guzma confessed his interest in you; then you smirked nervously and you feel a warming comfort through your skin.

Then, Guzma’s smile widens as he spoke once more. “But... there is one thing that doesn’t go with that jacket.”

“What’s that?” You asked.

Guzma leans closer to your ear and whispered. “Your panties... Take them off.”

Your eyes widen as you thought he must’ve seen your underwear while you try to hide the rest of your body with his coat, but after a moment with your thoughts, you surrender to Guzma’s command and easily take off your panties and push them aside, now fully nude but with Guzma’s jacket still clinging around your upper body.

Guzma gives a lustful look in his eyes as he reaches out to you once more. “Now, c’mere!” 

Guzma pulls you in and finally locks his lips against yours, slipping his tongue inside between the wet and slobbery smooches you both take in. You and Guzma make out for the next few minutes until Guzma picks you up in a bridal fashion and takes you over to the bed, laying you flat on your back and once you hit the mattress the jacket you’re still wearing bounces open to reveal your full nude body for Guzma to gaze in awe as he climbs over you.

“Damn, you’re hotter than I imagined,” Guzma compliments as he dives to your neck and starts nibbling at the base of your skin.

You and Guzma make out a little more until he starts feeling up your breasts, pinching and twisting the nipples, and suckling them while you grasp a hand between the locks of Guzma’s soft, messy, white hair, and breathing out a few gasps and moans in between. Shortly, Guzma makes his way down slowly and tenderly across your stomach, kissing every part until he reaches your thighs; he sits up and takes off his white shirt and throws it to the floor, and then he takes your thighs and spreads them apart, revealing your already wet, shaved nether regions.

Licking his lips, Guzma takes another dive and goes straight to your clitoris, drubbing and engulfing the sensitive area, making you mewl in ways you’ve never experienced before, which at one point made Guzma look up at you to see your squirming in ecstasy, making his eyes glint in delight. In between laps, Guzma reaches a finger into your entrance, thrusting and touching all your more delicate expanse, making you all the more wetter for him, and more eager for his performance.

“Think you can take on my cock now, baby?” Guzma teased as he wipes his face with the back of his hand. 

Hesitantly, you nodded with your eyes bleary in lust, and you whole body already in motion to take anything the Big, Bad Boss will give you at this point.

“Good.” He grins; eyes glowing with desire and his smile as wide as a mischievous Gengar.

Guzma strips of the remaining clothing he had on, slipping out his already hardened cock, which is far larger than even you had imagined, and in a moment he finally yet gently slips inside your entrance. Slowly, he gets you used to the feeling of him inside you while thrusting back and forth, making you groan in delight of this moment; shortly, he begins to take you a little faster and teasing you with more kisses and bites to your upper body.

Both Guzma and you touch your foreheads for a minute as Guzma grinds faster into your pussy, stretching you and filling you with every inch of his cock; you yell his name in the air, begging for more, and he teases you once again while cupping your breasts to rub them in between each pound he takes to you.

“Ahh fuck... fuck, you’re so good! I’m gonna... almost...” Guzma pants as he nears his climax, while at the same time you also reach for yours while holding onto his upper body with your arms, clinging for dear life while Guzma fucks you to oblivion.

You yell out his name once more, and he yells for yours, and finally the both of you cum, both your heads throttle back in the wake of your climax as Guzma fills you with his seed and your juices squirm out alongside his slick dick. Both you and Guzma shortly collapse atop each other on the mattress, taking in each other’s bodies closer in an afterglow cuddle and gazing into each others’ eyes. You and Guzma make out slowly and tenderly once more, taking in another moment to yourselves until Guzma pulls out of you and relaxes himself to take another breather for himself as he lies next to you.

You also relax from the exhilaration of the lustrous intercourse you and Guzma had gone through, not even realizing the jacket your still wearing, but you also gladly didn’t take it off through the whole event. In a while afterwards, you roll yourself atop Guzma’s chest, laying your head about to hear his soothing heartbeat as you rest while Guzma wraps and arm around your shoulder in comfort. Both you and Guzma ease yourselves in a pleasant cuddle, until Guzma breaks the ice once more.

“So... What was that earlier about knocking out bus stop signs because they suck?”

At that moment, your eyes widen in shock; you had forgotten about your mocking Guzma earlier, while pretending to be him as you wear his hoodie. You look up at him and gave him a nervous chuckle, along with a very timid crooked smirk, realizing that Guzma had possibly overheard your previous insults about him before all the sexual pleasures you and Guzma endured.

Something tells you this was going to be a long night.

[bsdyaoi]

SHOW OFF

[evilfoundfamilytournament]

Team Skull VS King Dedede and his Waddle Dees

For the final round We have:

Team Skull the evil team from the Pokémon Sun and Moon games. They are a gang of kids unable to complete the island challenges and deemed failures, they eventually banded together and aim to destroy the people that look down on them. Their Leader is your boy Guzma a man who wanted to be a trial captain, but all trial captains must be under twenty and he aged out before he could qualify but he was still a strong trainer and was a trial captain in a way. We have Plumeria also a strong trainer that didn't seem to have luck in winning a lot of battles, she is like an older sister to all the members of Team Skull and will protect them.

VS

King Dedede and his Waddle Dees from the Kirby games. They are antagonists in the first Kirby game where they stole all the food from dreamland and continue to be in games afterwards. Waddle Dees are creatures that seem to respect and follow King Dedede to the point where they'd risk their lives even when not asked. A notable example is Bandana Waddle Dee who despite asking not to fight due to fear and being given permission to still fights despite everything. The self-proclaimed ruler of dream land has shown a good amount of care for his Waddle Dees, showing a lot of concern when they get captured and enjoying spending time with them

[novemberhope]

Malea

[anoradraws]

Omg!! The TEETH on this gorgeous man!!!💖💖💖

more old guzma doodle doos!

[jadeazora]

Y'all remember the Secret Teams merch back when Ultra came out? We need more villain team-themed merch lines, the art was so cool! 🤩

(I actually have the Cyrus, Ghetsis, and Lysandre shirts from this line, as well as their Pikachu plushies + Guzma's. It's some of my favorite merch!)

[blusboarart]

Im convinced that Guzma (and Team Skull) would vibe to Yung Gravy‘s music.

Plumeria hates it but secretly loves it.

_

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[spookyconductor]

the cutest patooties

[anoradraws]

Again, I don’t know how to animate, but use your imagination!

[ourobororos]

once upon a time i wanted to draw the pokebosses all as cats and i finally got around to finishing it 😼 i like the idea of interpreting them as regular #normal cats.... some thoughts and hcs for them below the cut bc its fun to stink about

giovanni- classic tuxedo tomcat. well taken care of but spends a lot of time prowling around... kind of the leader of the local outdoor cat community. social and charming but will always win a fight if challenged

maxie- very vocal siamese... usually stays indoors but occasionally goes out + likes to roll around in dirt. standoffish and doesnt like to be pet + gets into fights constantly with the annoying tabby next door

archie- scruffy long haired tabby who spends most of his time outdoors, esp by rivers to stare at the fish... very friendly to everyone but likes picking fights with the stuck-up siamese cat next door

cyrus- exclusively indoor tiny sphynx. glares at all the outdoor cats through the window on his tall perch

ghetsis- fluffy male tortoiseshell. nobody knows where he lives, seen outside a lot but always well-groomed and well-fed. charming so you let your guard down and then he swats when you least expect it

lysandre- massive purebred maine coon... extremely pampered and only gets the royal treatment from his owners of course. rarely goes outside and is grossed out by all the outdoor cats and their dirty coats

guzma- huge scruffy tabby, rare ghost coloration. escaped his home young and became the leader of a group of feral stray cats... aggressive and REFUSES to get caught by humans without putting up a fight

lusamine- purebred ragdoll... very fancy show cat part of a line of them- never ever goes outside but likes chatting with the outdoor cats through her custom built catio screen. always showing off her kittens

rose- purebred british shorthair, very friendly but out of touch and gets picked on by the other cats due to his pampering and rarely going outdoors. skittish and picky about his food

colress- russian blue. nobody knows if hes a well taken care of stray or an outdoor housecat, but travels far and wide and never stays put for long. the cats think he and ghetsis might be from the same household(?) but nobody knows the truth

[evilfoundfamilytournament]

Team Skull (Pokemon) VS the Gang (Always Sunny in Philidelphia)

in this corner we have that hated boss that beats you down, and beats you down, and doesn't let up... at least that's what he wants you to think, his grunts love their boss. There's also big sis Plumeria keeping all these numbskulls together, you mess with her little siblings and she'll get serious. These grunts banded together around Guzma after failing the island challenge and being outcasted from society.

and in this corner, we have what is described to be a close-knit group of friends like any other situation comedy but their all deplorable human beings.

[anoradraws]

👏😍👏😍👏😍👏

Best Male Pokemon Character Poll Bracket 3; WINNER!!!

Welp there's really only one way to announce this winner;

ahem

ITS YA BOY

GUZMAAAAAAAAA

Our boy Guzma is heading to the finals of the best poke boi poll competition!

[novemberhope]

Leilani

[crimson-cassowaries]

LMFAOO?? SO SORRY FOR NOT POSTING, kinda forgot about posting here, anyway I'm cooking shit up so yeah, here are some things I drew in May and like recently