School Problems

Shadow writed at his desk, huffing as being a principal of a high school had its ups and downs... If he was a real principal. In fact, he was merely pretending to be one, a role play with one of G.U.N's new girls which had a passion for sexual roleplaying and, in addiction, was also amazingly hot so when she asked Shadow to partake in a little school RP he didn't backed down, also because Rouge was in a mission in Holoska and would be back after a week so he had a free field to have fun with all the girls he wanted. His thoughts were brought back to reality by a knock on his “office”'s door “Come on in” he said, looking up, barely able to wait how would she look like as a student. The skintight G.U.N uniform looked extremely sexual on her, so he hoped that a school uniform would look even better. She walked in slowly, waving her long silvery mane with a huff and moving one of the hair tuft near her eyes with the style of a model. He widened his eyes: she wore a white and green top and a green skirt which perfectly hugged her oppailoli body, her boobs, thighs and ass were way bigger than the rest of her body and her face looked very young despite her being 19. She walked towards Shadow and sat down, looking guilty (Damn, is she good at rping... And that body? How can she walk around without being sexually harassed?) he wondered as he huffed and tried to get in his role, while she played with one of her hairbangs nervously as she waited to be scolded by her “principal”.

“So, miss Sylvia... It has been brought to my attention that you have been caught cheating on your math test...” he said, adjusting the fake glasses he wore on his face and looking to his papers “But prof, math it's, like, super hard! It's, like, the lessons go in one ear and, like, go out of the other!” she protested, pulling off an incredible imitation of a typical bimbo. Shadow repressed the urge of clapping her for her Oscar interpretation and coughed a bit “That's not an excuse, miss Sylvia... You need to study or else you won't get your diploma...” he said serious (Wow, Shadow is quite good at this...) thought Sylvia giggling in her mind “Oh c'mon, prof! You can't be, like, so dead serious... I mean, when are fractions gonna be, like, of any use in my future? I wanna be a dress maker! And my clients will never, like, gonna ask me fractions!” she whimpered “But you're gonna need to keep track of the eventual money you're gonna make of your dresses, right?” he asked, raising a brow “...Ah, yeah... Well, I'm gonna have, like, someone who'll do it for me...” she replied, twirling her hair tuft with her finger. Shadow pretended to be angry and slammed the register on his desk “That's enough! If you don't behave, you'll have to go to summer school!” he growled, making Sylvia wince for real (Oh wow... He's committed to the role...) she thought before gasping “WHAT? NO! Not summer school! Anything but that, prof! Like, there has to be something, anything else I can do aside going to summer school!” she whined. Shadow grinned “Anything, you say?” he asked, grinning “Well, in that case...” he said, rubbing his hands with a perverted smirk

She whimpered and placed her hands on his desk “L-like... Like this, prof?” she asked, looking back at him “Look in front of you! And lean more on the desk!” he said stern. She whined a bit but did as commanded, leaning her almost preposterous bust on the desk, squishing it on the table and raising her shapely butt in the air (Damn, look at that ass... I have to resist the urge to destroy it...) he thought as he grabbed a woode ruler (Mmmm... The waiting is killing me... C'mon, Shads... I've been a bad girl... Punish me...) she thought biting her lip “P-prof?” she asked shivering “NO TALKING!” he grunted, smacking the ruler on her butt and making her whine in pain “IHN!” she moaned “What did I just said?” he sneered, slamming the ruler more on her butt, making her whine more “The more noise I hear, the more spanking you get!” he hissed, keeping on hitting her ass with the ruler. Sylvia whined more, though deep down she was getting insanely turned on. As Shadow spanked her, her shirt started to unbutton, until it gave up and opened, letting her huge breasts out, barely covered by her push-up bra
“Hm? What is this? Coming in my school wearing such an obscene lingerie? Who do you think you are?” he grunted going to her front and starting to smack her boobs with the ruler, making her whine more “A-AHN! P-PLEASE, NOT M-MY BOOBS!! P-PROF, D-DON'T SMACK MY B-BOOBS!!” she cried, wetting her pants (Oh Chaos, yes! Smack my oppailoli boobs more!!) she whined in her mind, biting her lip as her boobs got punished more and more, wagging her tail as the pain turned her on more and more.

He smirked and moved away “It seems that this type of punishment doesn't work... But maybe something more extreme...” he said locking his office's door and going towards Sylvia again, watching as she panted and teared up in pain/pleasure “Strip...” he ordered her “W-what?” she asked “You heard me... Strip or I'll do it...” he hissed, folding his arms. She cried as she did that, slowly removing her clothes (Wow, she's good... She look like she's really at the mercy of a pervert teacher...) he thought as she watched her strip. Soon she was as naked as her mommy made her, her huge boobs were free for Shadow to gaze at them and at her inverted nipples, along with the rest of her sexy body. She shivered and hugged her breasts to hide them, however Shadow summoned his trademarked Chaos Rope and used it to tie her up. Her wrists and arms were tied above her head, the rope was tightly bounded around her chest, ass and torso and her legs were also tied up and spreaded so that he could gaze at her pussy. He smirked “You have such a slutty body, Sylvia... It's like you want these type of things done to you...” he comented smirking. She quivered in “fear” and groaned, squirming but couldn't move an inch (Mmm... This is so good... Please, punish me more...) she thought, loving especially how tight the ropes were on her boobs “P-Prof... I-it hurts...” she whimpered “Girly, you don't know hurt...” he said, smacking the ruler on his other hand before whipping her whole body, of course focusing on her boobs, ass and thighs, making her whine in pain and, of course, pleasure.The redder the struck areas got, the more horny she got, moaning and squirming more to get more spanked “B-b-bag...” she whined. He raised a brow and looked in her bag, seeing a lot of vibrators “You brought THESE to my school?!” he asked, fakingly growling, to which she nodded a bit “You planned to use them during lessons? Well, let's see if you like them now” he hissed, applying them on her nipples and clit and turning them on to max, making her moan loud “U-UUUUUHHHHHH!!! N-NOT ALL OF T-THEM!!! N-NOT LIKE T-THISSSS!!!!” she whined, arching her back and drooling. He smirked and went to the door “Stay like this until I get back...” he said, blindfolding her “So you won't know if I'm back or if someone else walks in...” he chuckled, leaving

She was left in the middle of Shadow's office, blindfolded, tied up and with four vibrators pushed to the max on her body for a good half hour. She shivered and moaned, squirming and trying to get the ropes off, or at least pretending that she was doing that. In reality, she loved this, no one else had rped with her like this. Shadow was the perfect rp companion and she was well aware of that, while not being aware of anything around her “H-HELLO?! I-IS SOMEONE, ANYONE, HERE?!” she asked whining as she couldn't take it anymore and came a lot. That's when Shadow walked in, as he actually had hidden near his office's door and pulled out a new red syringe from his pocket. He smirked and kneeled down, removing the blindfold from Sylvia's eyes and showed her the syringe (Is that a drug? He wants to inject me with that? I'm getting curious!) she thought “Wanna know a little secret about your principal?” he asked grinning and injecting himself with the concoction. She widened her eyes and wondered what would happen, then he gritted his teeth as, in front of her, his pants ripped and three huge cocks swarmed right before her “I... am an alien, and I got here to impregnate young girls!” he said laughing evily before he made the Chaos Ropes vanish and bounded her with his dicks “WHAAAAAT?!” she asked, gasping (Ho ho! Talk about unseen plottwist!) she thought as she squirmed in the surprisingly steel-strong tentacle-like dicks, who coiled around her from chest to toes and kept her still. The three tips, each incredibly huge came in front of her face and tits “I tested you to see if you could resist my kind's type of mating and you resulted positive... So, without further ado, I'll proceed with copulation... But first, I really gotta savour your killer body, Earthling...” he said smirking as the cock heads approached her muzzle and nipples “B-but... T-those h-huge t-things... W-will d-destroy m-me...” she whimpered and tried to get away “Huhuhuhu... Fear not... My dicks, just like tentacles, can fit in even the most confined spaces... Here, I'll show you...” he said grinning as they forced their way in her nipples like nothing,s till she yelled in painful pleasure at the unusual insertion “UUUUUUUUHHHHHHHHH!!!!” she whined before the third dick was shoved right in her mouth, filling her cavern and deepthroating her immediately, allowing only a muffled moan out of her full mouth.

“MMMFFFGGGHHH!!! MMMBBB!!!” she teared up (O-OMFG! T-they're so f-fucking huge and thick!I... I've n-never had such h-huge dicks in all of m-my fucking life!! M-more! Push m-more of their insane g-girth into meeeeeee!!!) she moaned in her mind, if he could read minds he'd be surprised on how she could separate her real feelings from her actions, as she cried and squirmed pointlessly in his dicks's strong grip, which tightened around her a bit and made her wince at the sudden squeeze “Mmmm... Both your throat and your tits feel really nice, Earthling! And squeezing your luscious body is a real treat! I think I'm gonna enjoy this little foreplay...” he chuckled as the dicks started humping her throat and boobs “M-MFGH?!” she whimpered (I-if this is j-just the f-foreplay... O-oh Chaos, I can't w-wait to be f-fucked by these... Amazing m-monsters...) she moaned in her head as she felt his cocks ram the deepest points of her throat and tits (G-gotta breathe... T-through my n-nose... O-or else I'll s-suffocate... I-I love this... Deeper... Deeper!!) she moaned in her mind as she struggled, feeling the two cocks humping her tits and the one in her mouth savagely fucking her face. He smirked and brought her closer, groping her boobs and making her moan “Heh, these are very soft... And I can feel my dicks ramming them from the inside... Bet a little bitch like you wasn't expecting that... Well, in my culture, fucking a female's boobs is a sign of affection... So, how'd you like my affection, Miss Little Bitch?” he asked grinning, Sylvia admitted in her head that he was very good at inventing stuff (UUUNNNNFFFGGGHHH... Y-YESH! C-CALL ME NAMESH! U-UGLY NAMESH! I DESHERVE T-THEM! I-I'M A LITTLE R-ROLEPLAYING BITCH WHO L-LOVES BEING F-FUCKED BY YOUR T-TENTACLE-DICKSH!! RAM Y-YOUR DICKSH I-INTO ME MORE!!) she yelled in her mind as the humping speed increased and he groped her boobs more.

Then she felt something weird: the dick in her mouth started descending through her throat! It was navigating her intestines and headed straight for her ass “M-MN?! MMMMNNNN!!!!” she moaned and squirmed more, not expecting that. What was Shadow trying to do? Whatever it was, it felt incredible! Her stomach was being invaded by his cock and she freaking loved it. Her attention was brought back to Shadow's red eyes by a tight squeeze of her body by his dicks, tightening hard on her frame and making her bones creak a bit “Hehehehe... Ready for my kind's total fuck? Soon my dick's gonna come out your ass and then it'll fuck your nice pussy... I hope you're ready for it... Or even not...” he chuckled, as the dick pushed its way out of her tight ass, making her whine in pain and pleasure. She couldn't even think about how good it felt, her mind was starting to melt from the pleasure of being bìfucked like this, like no one ever did. She felt it pop out of her ass, widening it and making her gag and moan “M-MNFGH...” she whined “Sylvia, you good?” asked Shadow, breaking the rp for a second as he didn't wanted to break her... Too much... Her hands were left out of the tentacle cocoon so that she could tap on the dicks if he was getting too rough, a rule they decided before starting. Instead, she just showed her thumb up, meaning that she was fine. He sighed in relief, before going back to rp and smirked “Then, here I go!” he said grinning as the dick coming out of her ass went deep down in her pussy. She widened her eyes and resumed her struggles, which only caused the dicks all over her body to squeeze tighter and he immediately started to thrust against the many inner folds of her pussy, while the dicks in her boobs went wilder “Wow! Such a grade-A pussy! Earthlings sure are the best to rape! I might get addicted to your pussy, ass, throat and boobs's tightness!!” he said smirking and moaning a bit as he fucked Sylvia relentlessly. She was drowning in a mix of pain and pleasure that she had never felt with anyone during their rps, soon drool mixed with tears as she got destroyed by his dicks.

Soon Shadow found himself about to lose it, between groping, squeezing and fucking her whole body his stamina was pushed to the edge. Besides he had never used the tentacle dick potion that Tails had recently invented, due to his sudden interest in tentacle sex, so he wasn't expecting it to drain him that much. Though he did managed to enjoy her body for a while more, soon he found himself in the middle of an unstoppable orgasm, cumming in her boobs and pussy with an incredible strength. He groaned as his dicks acted like a fire hose, widening his urethra a bit as well while they shot their cum in her. From her point, she had never felt a much powerful orgasm in her whole life, her boobs and belly swelled a bit as cum gathered inside her. Her eyes rolled to the back of her head as she gurgled and rooled more, her juices flowed out of her pussy like a waterfall as the dick pulled out of her pussy and started retreating in her ass, cumming a bit in her stomach as it went up her intestines and throat, then finally it pulled out of her mouth, causing her to inhale deeply and cough a lot, then the dicks in her nipples got out after cumming inside her boobs and making them swell up of a coulpe of inches. They both panted as Shadow gave her body one final squeeze before his dicks vanished, returning to be his usual big Ultimate Cock, and she laid on the ground panting and covered in sweat and spunk. Shadow huffed a bit and took the extra pair of pants he had for emergency, then he hrew her a towel “Clean yourself... You're a mess...” he said, wearing the new pants. She gritted her teeth and slowly got up, drying herself up. Then Shadow smirked and snapped his fingers, freezing time and shoving huge vibrators on her pussy ass and nipples, then he dressed her up again and unfroze time “U-uhn?” she asked as she felt the vibrators on her holes “Say not a word of this... And study more. The vibrators will stay there for the rest of the school year and only I can pull them out or turn them on and off” he said grinning evily. She whined but nodded and went out of his office, but before that she smirked and jumped on him, kissing his lips deeply and squashing her tits on his chest, making him widen his eyes “That... Was... Incredible! You're incrdible, Shadow! The best rp partner I had so far!” she giggled, wagging her tail, as the rp was over “Heh, thanks. Ok, you can pull them off now” he said, talòking about the dildoes in her body “Maybe I don't want to... Maybe I wanna remember how good this all felt...” she said giggling pervily before booping his nose and leaving. He shook his head but smiled at that little roleplaying pervyhog...

The End