Crazy trouble with love part 6
Shadow and Eggman
Series: Sonic
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Shadow walked down the hall of GUN's HQ with his usual frown (something he never gets rid of) since he was called in by the higher ups for some reason.
When he reached the door he pushed it open and saw the Commander sitting at his desk before looking up.
"Ah, Shadow, glad you could come in. I know you probably have something else to worry about, but this is of the gravest concern we've had in a while."
"What is it?"
"We just got word that Eggman has managed to kidnap several of your friends. Silver the hedgehog, Tails 'Miles' Prower, Knuckles the echidna, and Espio the chameleon from the Chaotix detective agency."
"They're not my friends." he spoke with a blunt tone.
"Regardless, if he's capturing after well known allies of yours, it's only a matter of time before he goes after others like Sonic, maybe even you. That's why I want to put you under watch until we can free them, I'll be sending in a group to get them back."
"Forget it." frowned Shadow. "I'm not gonna sit back and get eyes all over me. I can go and get them myself from that fool."
"Shadow, you're an important part of GUN, if you go and end up captured we might have to take drastic cases against him."
"I can use Chao Control to get me, that faker, and the rest out before that can happen."
"Shadow, you-" moved to speak before the hedgehog ran out of the room and let out a sigh. "He might think he can handle it, but I know otherwise. I'll make sure the best of the best track him for backup."
(With Shadow)
Said hedgehog hover skated across the ground and through the forest to where he remembered Eggman's base was located at. 'The fat doctor probably has his traps set up the same as last time, getting inside will be almost too easy.'
But as he hover skated past some trees he was unaware of two turrets rising up and taking aim before firing out two orbs which broken open to show glowing strings.
Shadow himself glanced behind him and looked before the first one wrapped around his arms and the second wrapped around his legs, causing him to trip and skid across his front with a grunt and roll a little before stopping. "Damn it, that's a new one."
He struggled against the ropes, but felt a sudden shock go through him making him yell out before slumping on the ground with him gritting his teeth.
"D-Damn it Eggman, come out of h-AHHH!" he screamed feeling another shock with his consciousness fading as he passed out while two robots moved over and grabbed his legs before they started dragging him.
(Later)
"Ugh...wh...wha..." groaned Shadow who started to feel himself slowly coming to.
"Well well well, the ultimate lifeform graces me with his presence."
Shadow's eyes shot open before he saw Eggman sitting in front of him and narrowed his eyes before he tried moving, only to feel his wrists held down and looked to see he was spread out on a table like an 'X' with glowing bracelets and anklets.
"Don't worry about getting up, I think your little seat will help you with what I have in mind for you." chuckled the doctor. "No doubt you came regarding that info I 'leaked' to GUN."
"Wait, you mean you-"
"I wanted them to hear. I wanted you to know because I knew your pride would get in the way if they tried to have you get put under watch for 'your own good'." he laughed. "I wanted you to end up here so you could join your friends."
"They're not my friends." he spoke tugging on the restraints and trying to use his chaos power, but he didn't vanish or even loosen them. "What the hell?"
"Did you really think I'd let you get away that easily? I took some time after the last guy to 'convert' to make sure you wouldn't be able to get away by making restraints that neutralize chaos abilities." he smirked while clapping his hands as several figures moved up from behind him. "Why don't you say hello to my little harem?"
Shadow's eyes widened when he saw the guys dressed up like sissy prostitutes that looked like something out of some perverts wet dream. "What the hell is this!?"
"Like, hey there." waved Silver with a giggle while Espio hid his mouth with a fan, Tails smiled innocently, and Knuckles just put a hand on his hip. "Have nice dreams?"
"Silver? Tails? What the-what the hell is going on?!"
"Isn't it obvious? You're the new guy for Eggman's new harem." giggled Tails with his tails swishing.
"You'll make a great addition to the boss' side." smirked Knuckles while Espio giggled.
"I wonder what you'll look like after he's done with you."
"The hell I will! You four have lost your minds!" he growled tugging harder.
"Of course not, we've just had our eyes open to something better." smiled Espio while they walked over near the table. "And soon you will too."
"Now it's time to stop being so grouchy and start smiling for the boss." spoke Knuckles before reaching under Shadow and grabbed his ass before it started getting squeezed.
Shadow jumped when he felt the hand and felt a surge of pleasure go up his spine.
"Oh, and we like so forgot to mention you got a big 'ol needle in you." giggled Silver while Shadow tried to move away from the hand.
"Go ahead girls, help Shadow feel more 'welcome' smirked Eggman.
"Yes sir." they nodded before they started rubbing across Shadow's chest and legs while Knuckles started to focus one finger across in between his ass cheeks making him groan and jump.
"H-Hey! I'm not into guys!" he groaned while tugging at the shackles harder.
"It's not about being gay, it's about knowing your place." smirked Espio circling his fingers where Shadow's nipples were while he felt his body getting more warm which in turn caused the nipples to harden.
"And look what I have here." grinned the scientist holding up a pink vibrator with a wire attached to the remote.
Shadow groaned while tugging against the binds while trying to ignore the toy get pushed into his ass. "I'm gonna kill you Eggman!"
"After we're done you'll be begging for more and calling for more." he taunted before moving away while Tails grabbed the remote and turned it on.
Shadow gritted his teeth and glared at the smirking fox while yelling out as Espio and Silver licked across his chest making him get hotter. "F-Fuck off you sidekick bitch!"
"Now now, no need to be such a party pooper." smirked Silver before tilting Shadow's head up and pressed their lips together with a moan making him go wide eyed.
'He's fucking kissing me!' he thought while trying to move his head, but his body was feeling so boiling warm his head was starting to feel fuzzy. 'What did Eggman put inside me?'
Tails smiled while turning the dial up while Knuckles leaned down and began licking the dick which was slowly standing up. "How's it taste?"
"Bitter and tasteless."
"Then fix that up."
Knuckles licked across the underside while Silver and Espio found Shadow's nipples and started licking there making him jump and his dick get harder.
"D-Don't lick me there." he groaned.
"Relax, you'll love it all." purred Espio while using one hand to reach down and rub Shadow's ass under the table while the hedgehog groaned from all the licking and the vibrations.
'Damn it! I'm gonna knock their heads off when I get out of here! But...why am I getting so warm like this?!'
"Tails, make the device go all the way up." ordered Eggman.
"Of course sir." he smiled while turning the dial all the way up making Shadow go wide eyed as the vibrations went through his dick and ass.
"F-Fuck! Knock it off!"
"What's that? You want more? Gladly, Knuckles? You know what to do." smirked Tails with his tails swishing.
The echidna sucked around the sides while moving to the tip and began to slide his mouth over it while Shadow gritted his teeth.
'I'm gonna cum! I gotta hold it in!'
Espio and Silver shared a look and nodded before biting on the nipples making him yell before his sperm started gushing into Knuckles' mouth making the echidna hum.
"Don't swallow it, let it cover you." Eggman spoke up.
Knuckles quickly pulled off and stuck his tongue out while letting the rest of the seed gush across his quills and face.
"How's it taste?" asked Espio.
"Here, have a taste for yourself." the echidna pulled the chameleon close before both start to kiss and wrestle their tongues together while swapping the sperm between each other while Tails saw Shadow's dick was still hard and giggled.
"Looks like someone still has the stamina for more. Which means I can test out some more toys on you."
Shadow glared at the fox who walked away before coming back with some green anal beads.
"These I've been waiting too long to use on someone, luckily our boss thought you'd be perfect for these." he moved one down to the ass and began to slowly push it in making Shadow groan followed by the others slowly with Shadow closing his eyes.
'I can't get off on this!' he thought while his ass tingled from each one before Tails stopped and grabbed the ring at the end before twisting it and the hedgehog let out a loud moan when he started to feel each one begin to spin. "Ahhhh!"
"These kinds rely on heat to go fast, meaning the more you get off on them the more they'll keep going. So you could keep them inside and never stop cumming."
"Like, you're so lucky." giggled Silver before Tails pulled out a pair of nipple clamps and attached them to Shadow's nipples, making him cry out before his sperm shot out on the fox making him chuckle. "You're so sensitive one touch is enough to get you off."
"N...Not true!" he cried out while feeling the beads spin faster and came again all over the floor with his mind going blank. 'It's feeling too good! I'm gonna lose it!'
"Now now, no making a mess in here." chuckled Eggman before Silver and Knuckles moved down to lick the puddle up while Espio climbed onto the table and lifted the bottom of his kimono. "Why don't you help keep it from making a mess?"
"Yes sir." he nodded before spreading his ass and rubbed it against the tip making him smirk with his own dick getting hard. "Now you'll get to feel my snug asshole, I can guarantee it's better than Rouge's."
Shadow looked at Espio and groaned when the chameleon slowly slid onto it while his mind shattered and he moaned. "Oh fuck!"
"Mmm, nice and big, guess we know why Rouge sticks around you." hummed Espio as he started to move up and down on the rod while Shadow felt the beads inside him going crazy as his ass got tighter around them.
"Fuck! Fuck! Fuck!" he cursed while stunned at how tight and wet Espio's ass could feel as he squirmed. "L-Let me move damn it!"
"No, right now you'll get to enjoy what my asshole is like, all the while feeling like you're going mad." smirked Tails grabbing the ring and began to lightly move it in and out with the hedgehog crying out before he started cumming inside Espio making him smile.
"Seems like the ultimate lifeform isn't so tough after all."
Tails slowly pulled the beads out of Shadow as he panted with Espio getting off the dick as the sperm went down his legs and got off the table. "Boss, can I get a turn with him?"
"Go right ahead." Eggman hit a button before the shackles opened, but Shadow panted and didn't even notice with his dick sensitive as hell.
All the hedgehog could do was feel himself get pulled up from the table and bent over while Tails held onto his wrists and gasped feeling the hard dick rub against the underside of his own.
"Don't worry, after you really join I'll make you my new test subject, I've got so many more toys for you to try out." grinned Miles while holding both arms back and moved his dick up before rubbing it against Shadow's ass. "And we don't even need any lube."
Shadow panted and didn't even pay attention until he felt the tip start pushing against his anus making him let out a loud moan making Eggman smirk.
"Sounds to me like you're coming to accept the new you."
Shadow groaned as Tails held onto his wrists and started to push into his stretched open asshole making him let out a moan.
"Wow Shadow, even with my toy you're still tight." remarked Tails with a hum while Silver moved down in front of Shadow's dick with Knuckles and Espio walking near his chest.
"W-W-What are you-" he was cut off and let out a loud moan when the first one started to slide his mouth over his cock and the other two started to lick on Shadow's nipples.
"Ooh! You clenched up." remarked Tails who started to slide in and out of the asshole making Shadow grit his teeth from being played with on all spots. "Don't worry, I won't make you too loose, that's the bosses job."
"Ah, ah, ah, ah!" moaned Shadow with the thrusts with his tongue hanging out as Silver sucked around his dick and the other two suckled on his nipples with his ass clenching up. "Oh god, it feels too good damn it!"
"Sounds like it's my time." Eggman walked over with his dick already out and moved it in front of Shadow's face before grabbing his head and jammed his dick in making Shadow gag.
'He just put it in there like it was nothing!'
"Tails, ensure not to cum inside, that's reserved for me."
"You got it boss." grunted the fox who moved his hips faster with Eggman doing the same as he groaned from Shadow's mouth who moaned around it.
Silver smiled and began to rub Shadow's balls who moaned around Eggman's dick with her eyes drooping.
'It's musky, smells, and is so bitter, but damn it, I can't stop licking it.'
"Luckily after I'm done with you I'll give you some proper clothes to suit your new position." taunted Eggman while keeping a grip on Shadow's head.
The ultimate lifeform moaned as Tails' dick was making his ass tingle with his own dick twitching before he same in Silver's mouth who eagerly took it all. 'I'm gonna lose it!'
"Master, I think he's ready." smirked Espio giving Shadow's nipple a bite making the male groan and take in more of the cock in his mouth.
"Yeah, his nipples are stone hard." spoke Knuckles giving the one he was licking a tug.
"Good." Eggman pulled out of Shadow's mouth with the cock covered in saliva. "Tails, pull out."
"Yes boss." the fox pulled out of the snug asshole before the guys grabbed Shadow and made him sit down on the table while his dick was still hard and he looked as flushed as Knuckles' fur.
"Now tell me Shadow, and be clear, what is it. You want?"
"I...I..." he spoke up while staring at the rod.
"Go on and say it, or else."
"P...Put...put it in me."
"Put what exactly? You're not being clear."
"My...ass." he spoke up while seeing Eggman move over and hold his legs wide open and saw the dick was bigger than his own.
"Say that again my personal slut."
"Just give me your dick!" he cried out with closed eyes since the pleasure was way too much for him to keep it down. "Stuff my asshole damn it!"
"That's better." Eggman lined them up before slamming his dick inside making Shadow scream with wide eyes with the doctor pulling back and then slamming right back in stretching the ass open.
"Oh god! Oh fucking god!" he cursed feeling his dick flop with each movement.
"Aw, seems like Shadow loves cock." giggled Silver.
"Of course, no one can resist the boss' cock." smirked Knuckles with each of them hard.
"Yes, speaking of which, perhaps he'd let us do something." remarked Espio.
"I know what you're getting at." grinned Tails before clearing his throat. "Boss?"
"What?" he grunted from the tight confines of the ass.
"Maybe we could lend some more help with the 'initiation'."
"Very well." he grunted while a bulge was seen in Shadow who moaned and panted before seeing the other guys move on the table while rubbing their dicks.
"You like his dick so much we decided to help you really feel like one of us." smirked Espio with a moan.
"By the time we're done you'll make that damn bat look like a virgin." grinned Knuckles rubbing his own balls with a groan.
"Like, you'll feel like a new sissy." giggled Silver.
"And be all of our new toy." smirked Tails jacking himself off while reaching behind to play with his ass making him moan.
Eggman groaned with the thrusts while Shadow moaned each time. "I'll bet your body is begging for more, isn't it?"
"Yes! Yes!"
"Then sweat your allegiance to me and I'll guarantee you can feel this every single day of your new life."
"Alright! I'll do it! Just don't stop!" he moaned while the others rubbed their dicks twice as hard making them groan and moan.
"Excellent." he grunted before his dick started to twitch. "I'll paint your insides with my seed!"
"And we'll cover you in ours." groaned Silver rubbing his nipple with a moan. "Get ready for the money shot."
Shadow grunted and moaned before feeling the seed start flooding his asshole making his own cock spurt his seed up into the air as the other four cried out and began spraying their sticky cum all over his face, chest, and a little of his legs at the time. "OH GOD!"
"Take in every last drop!" grunted Eggman burying his dick all the way inside while Shadow's mind went to mush as some of the sperm the others shot on him landed in his mouth making him taste it.
"Ooooh, yeah." groaned Knuckles as the four of them let their sperm out in trickles on Shadow who had his mouth open with him having a glazed look in his eyes.
"Congrats, welcome to the empire."
(Later)
"Tails!" yelled Eggman as said fox ran in. "Is my new slut all ready?"
"Of course boss, he just got done putting on his new uniform."
"Good, bring him in." he ordered.
"Like, you look so cute!" gushed Silver walking in with Shadow, who was now wearing what looked like a copy of Rouge's outfit, except the chest area exposed his nipples in the shape of hearts, the crotch area was exposed with his dick sticking out, and the ends of the gloves were fingerless with a gaping hole in the back around his ass.
"Hello sir, I'm ready for action." winked Shadow with blood red lipstick on.
"Ah, that outfit suits you. Why I'll bet that bat would have a field day with you." smirked Eggman while Shadow rubbed up against his arm.
"Maybe, but there's no way that slut could handle your mighty dick hotstuff." he purred while rubbing the arm against his chest. "Want me to help you 'unwind'?"
"Not just yet." spoke Tails with a hand raised. "Boss, I'd like to test our new companion out with some of the toys in the lab."
"Hmmm, very well, but make sure I get a video feed, I might want to practice on the others." he smirked while Shadow pouted. "No pouting, go and do as he says."
"Oh alright, but you owe me later."
"Watch your tone or else I shall lock you in a room with nothing but a few of my robots to keep you company, and unlike me, they have no limit to stamina, or the emotion on how to NOT be rough."
Shadow gulped seeing the look on Eggman's face before nodding. "Yes sir."