A Nerd’s Nightmare
12th: Of course Shadow tries to sneak away but he gets caught by the MILF's who decide that they must pay for ''peeping'' on them and they have their way with him...


13th: At the end after everything Shadow wonders if he'd ever graduate if keeps getting molested by everyone


Shadow couldn’t believe it: not even a week had passed since their last roleplay session and Moulin already organized a new one, and with the same ‘premise’: the scholastic one, with Shadow playing the super endowed but extra submissive nerd.
-I’m starting to think they have a type…- sighed Shadow as he pretended to study a physics book inside the massive room they decorated as a school library. The place did feel quite nice to be in, surrounded by books and with no sound it gave quite the powerful study vibes. Sadly, said quietness was broken by the notes of Hit me baby one more time playing out loud as the three naughty girls walked in the room hugged together, chatting and giggling loudly to themselves. Rouge, Ruby and Silvia spotted Shadow, who tried to ignore them and focused on reading, and grinned as they went to him, surrounding him and blocking his only way out.
-Hey, little freak.- said Rouge, grinning.
-What’s up, nerd?- asked Ruby, chuckling.
-Hey, we’re talking to you, little pervert.- grunted Silvia, forcing him to look at them.
-Now what do you want? I have to study for the physics test or else my grades will drop even more…- he grunted, adjusting his glasses.
-Aw, aren’t you diligent?- asked Rouge, bending forward and squeezing her tits together.
-Diligent AND boring.- added Ruby, doing the same.
-So boring I might fall asleep. Who cares about physics? When are you gonna need that complex shit in life, anyway?- asked Silvia, imitating her friends. Shadow fought hard to not look at their boobies which they shamelessly flaunted to his face, inches away from him too, and tried to assert some sort of dominance, even though that was not really working.
-Uh, g-girls, m-may I ask you to r-respect my b-boundaries?- he asked, trying to dial down his usual dominant self for the sake of the roleplay, but that only made them grin wider and get closer, narrowing the space between their sexy bodies and Shadow, who almost climbed on the table as they cornered him.


-You think you can escape us? Think again, fuckboy…- Rouge chuckled as she sat on Shadow’s lap, pressing her tits on his face.
-Our snuggles are inevitable… Your chances of getting away are inexistent…- Ruby sneered as she pressed her tits on Shadow’s left side of his head.
-Give in. Just let us own you for good…- Silvia whispered as she pressed her tits on Shadow’s right side of his head. He was drowning in tits and he was surely loving it, however for the sake of the roleplay he started struggling to get them off, something he’d usually could do with no problem but he had to restrain his own strength for the roleplay, fully committing to the bit. They giggled and grinded their sexy bodies onto him, squishing their tits on his face and gleefully snickering as he fought to get them off, especially Rouge with her fat ass grinding on his growing boner.
-Heh, lookie here, he’s already getting hard from just a little bit of teasing…- chuckled Rouge, keeping on grinding on him.
-Ew, so disgusting…- Ruby giggled, rubbing his package too through his pants.
-He needs to be punished for his insane lewdness.- Silvia sneered and joined Ruby’s hand in stroking Shadow’s cock, making him moan as the three girls made his face pop up from their tits and started to smother him with kisses, not leaving a single inch of his face untouched from their heavily lipsticked lips, soon coloring his face with dark purple, pink and cyan kiss marks and leaving him panting and moaning as they continued to tease him.
-Mmmmm… Let’s do it, nerdy…- cooed Rouge, licking her lips.
-Right here, right now, between the books you love so much…- purred Ruby.
-Let’s do it until your balls fall off…- moaned Silvia. Shadow already felt done for, but then they heard a clicking sound coming towards them, which had the girls get off of him in a panic.
-Oh shit, the librarian!- groaned Rouge as she and her friends ran off, leaving Shadow alone to clean his face from their lipstick.


The librarian walked to him, her clicking heels resounded through the walls of the library as she stopped in front of Shadow. Shadow cleaned his glasses, then looked up and gulped. Grenda had never looked so stern before but now, with her brownish suit and those golden glasses, she looked like she could kill a fly by just staring at it.
-What’s going on here?- she asked, even her voice, usually sweet and with her heavy Northern accent, now sounded very stern and without a single trace of accent in it.
-Uh, nothing… Those three girls started to harass me but thank goodness you came…- Shadow sighed, he usually felt fairly small around Grenda and today was no exception.
-Glad to help. Now, I actually need your help for something. Do you mind?- she asked, even when she looked stern and unreachable, her sweetness still poured through. Plus, it was written in Shadow’s character bio that he never refused to help her since Moulin left Grenda’s clumsiness in her character.
-Sure thing.- he said, getting up. She had to move some very big piles of books and she dropped a lot of them more than once, each time she had to bend to take them and each time she’d give Shadow a nice view of her huge boobs or of her underpants, which were almost completely swallowed up by her meaty asscheeks. Actually, the first time she did so, the first two buttons of her shirt flew off due to the strain put to them and almost hit Shadow, making her show off more of her cleavage. He nosebled but hid it as he helped out Grenda.
-Good. Now, keep the ladder still for me while I put them back up.- she said. Shadow complied, being greeted with an even better vision of her massive ass as she climbed the ladder and her short skirt really didn’t cover her up that much. He nosebled again, then he widened his eyes as he saw her lose her balance and fall down. The good thing? She wasn’t injured. The bad thing? She landed with her meaty ass right on Shadow’s face, swallowing his head in her asscrack. The worst thing? She saw he was hard and smirked as she got up and helped him up.
-I can’t have you wander my library like this. Come to my office, now.- she said, dragging him there. Shadow blinked and noticed he was hard, blushing as he knew what was gonna happen. She led him in her brown office and locked the door as he walked in, allowing him no choice but to explore Grenda’s office. She had lots of books, seeing how she was supposed to be the book type, but amongst them he saw a copy of the Kamasutra.
-See, my dear bookworm, I just happen to be a very severe nymphomaniac who’s attracted by younger guys who are as huge bookworms as me…- she cooed as she started stripping, revealing her gigantic curves, rivaling those of Moulin and Vanilla in terms of size and wobbliness. 
-I-Is that a f-fact?- asked Shadow, his heart beating fast as he saw Grenda’s massive body wobble his way to him, purposefully swaying her wide hips and making her tits, udder and ass bounce with every step she took.


Not even a few moments later she had ripped off his clothes and was riding him in the cowgirl position, his hips slapping hard against the entrance of her vagina as his cock thrusted fast and hard inside her, making her moan as she moved her hips in sync with him.
-Ahn! Ahn! Mmm!! Yes! Yes! More! Ram your fat cock in my pussy more!- she moaned, turned on by Shadow’s girth plowing her pussy hard. He groaned as she fully laid on him, most of his body hidden by her massive tits squashing down on him and making him feel their weight, texture and warmth and also making him hear how full of milk they were with how much they were sloshing with each thrust he made inside her. He groaned as his hands were basically absorbed by her tits up to his elbows, her super soft titflesh squished past his fingers as they swallowed his arms almost completely.
-Hhhhhh!! More, more, more! I love having my tits squeezed! Squeeze my tits harder, my little bookworm!!- she mooed in bliss as he increased the speed and strength of his thrusts, gritting his teeth as he was already feeling close. He fucked her for a few more minutes, but then he gave up and creamed her pussy with his cum, both moaning as they came together. She got up and carried him on her lap, making him hug her slender waist as he had her huge nipples right at his mouth level.
-You know what to do. Drink up.- she cooed and Shadow gladly obliged her by stuffing his mouth with her nipples and even part of her areolas and started sucking vigorously, immediately being rewarded with two small yet vigorous streams of milk. He was yet again immediately addicted to her milk’s delicious flavor, its just right warmth and enticing smell, and kneaded her boobs to make more of it come out while his cock regained vigor. She mooed and moaned as he drank her milk, no matter the role she played or how many times it happened this was something that never failed to turn her on incredibly. Alas, all good things had to come to an end, so Shadow moved away and got up on her lap, holding her shoulders as he pushed his cock inside her tits, making her smile and squeeze them together, rubbing them on his cock as she gave him a titfuck. He widened his eyes in wonder as his lower half was completely gone, buried under her massive boobs who massaged and rubbed his body. He placed his hands on them and massaged them too as Grenda titfucked him, mooing as she did.


After a bit more of that, she made him fuck her ass doggystyle, pinning him to a wall with her meaty posterior and having him grope her buttcheeks as he slammed his cock inside her butthole, moaning and gritting his teeth as she was squeezing his cock tightly.
-HGH! HGH! M-Miss Grenda! Y-Your ass is squeezing my cock!- he moaned loud, humping her as much as the narrow space between his back and the wall allowed him to.
-H-Hihihihi… K-keep fucking my ass, darling…- she mooed, twerking for him a bit as she helped him thrust his dick inside her. He gritted his teeth and tried to endure her just a bit more but her titjob from before weakened him, but as he was about to cum, she tightened like crazy on his root, preventing him from moving and from cumming.
-Mngh?!- he asked, moaning as he was trapped.
-I want to see you suffer a bit more… If you want to cum, you have to beg me to make you cum.- she said, grinning. Shadow struggled to hold on but his desires were too much for him to endure so, after a few interminable minutes of being denied release, he broke.
-P-PLEASE! PLEASE, L-LET ME CUUUUUM!!!- he yelled, tapping on her ass. As he did, she loosened and Shadow flooded her insides with his semen, howling in bliss as he released it all inside her and squeezed her buttcheeks too.
She chuckled and moved away from him, letting him slide on the ground, panting and moaning as his cock went limp. After he recovered, he went to another section of the school-decorated house, this one was an art room. It had a wooden circular pedestal in the middle of it with a chair on it and it was surrounded by easels with white canvas on. He seemed to be the first one there, even preceding the teacher, so he got in his place and patiently waited. The doors opened after a few minutes, but it wasn’t the teacher. Instead, the mean girls walked in and each took their place, grinning as they yet again surrounded Shadow, making him sigh as they eyed him hungrily. After a while, the teacher walked in, making Shadow gasp. They even convinced Ana to be in on this?! She was wearing a small apron which barely covered her gigantic body… and that was it! She literally had nothing else on her. The three bad girls bit their lips in jealousy and maybe a bit of horniness since she was massive, one of her breasts was as big as their heads.
-Welcome to you all. Today we draw nude models.- said Ana, clapping her hands and making her curves jiggle again.
-Oh boy…- muttered Shadow, as he already had a feeling on where this was going.


-Volunteers?- asked Ana, to which the three girls raised their hands at the same time.
-Okay, I guess we got three. Okay, girls, strip down and choose a position, any position you want.- said Ana, to which the girls immediately stripped, remaining naked, and got on the pedestal, which was roomy enough for all three of them and started to get in sexy, lewd poses that Shadow had to paint while Ana watched him from behind, her huge body mere inches away from him making him feel so small. He shaked a bit as he painted the three girls in all of their lewdness, their poses made their bodies touch and rub each other in very suggestive ways which already made his crotch tingle, and things weren’t helped by Ana peeking at what he was doing, smirking as she saw him rub and squeeze his thighs together as he painted. The girls chose several different poses, each more provocative and sensual than the other, until Ana walked on the pedestal, pushing them away.
-No no no, you’re doing it all wrong. Here, I’ll show you.- said the titanoboa, removing her apron and freeing her body from any constraints, making the girls and Shadow eye at her massive jiggling body. She laid on her belly, pressing her boobs on the ground, and raised her butt in a crouched and feral position, her tail pooling behind her as she gritted her teeth to assume a more wild, and yet sexy, expression which the girls and Shadow were quick to paint on the canvas, the girls stayed naked all the while which was very distracting for Shadow as he tried his best to focus on Ana, who next went on her back and arched it, using her forearms and shins to stay in position while her curves again jiggled madly. Shadow had to squeeze his face to prevent blood from seeping out of his nose and even the others were incredibly turned on by her body, so sturdy and massive yet so bendy and jiggly. They painted that too, then Silvia and the others went to Shadow, who looked up, gulping as he had their boobs almost on his face.
-Your turn, nerd.- said Silvia, smirking.
-W-What?- asked Shadow.
-You know what we said, shrimp.- chuckled Rouge.
 -Get up there and strike a pose in the nude. You have to.- added Ruby, smirking.
-They are right, Shadow.- said Ana, joining them.
-We all have to do it, or else it won’t be fair.- she said, placing her arms on her squishy, thick hips.


-B-But…- he stuttered and then Ana’s massive tail wrapped Shadow up in four sturdy, thick coils that covered him from neck to ankles and squeezed, making him groan and struggle.
-No buts.- said Ana, smirking as her tail pooled inside his shirt from the neck and slithered down his body, drawing thicker portions of her tail inside his clothes, which started to wriggle with the massive tail keping on oozing inside, then she gave a powerful flex that completely destroyed his clothes, leaving him naked in her grasp as she used her tail to bring him to the pedestal and drop him there, removing all coils except one around his neck and showing that he was already hard. He blushed, groaned and tried to get off of the pedestal and away from the girls’ gaze but the shoulder-wide coil around his throat tightened, it wasn’t a great pressure but he still had to pretend it was so he wheezed and gagged as he fell on his knees.
-Go ahead, girls. Paint.- she said, smirking as the mean girls giggled and went to their position to paint Shadow naked and panting as the coil loosened and allowed him to breathe.
-And you, stay there if you don’t want to suffocate.- said Ana to Shadow, who whimpered but nodded and remained on the pedestal, changing position whenever Ana told him under the threat of being choked again and with the girls each time suggesting a lewd pose for him to strike, making lewd and mean comments about him all the while. Eventually, Ana freed Shadow’s neck, making him massage his throat and cough, but then they all surrounded him, topping him and making him blush and shiver.
-Now… Time for some hands on painting…- giggled Ana, licking her lips with her thick, forked tongue as she obstructed the light with her imposing, massive frame. She laid behind him, pressing her tits on his head and coiling his arms and legs so that he’d be rendered helpless against the girls’ advances. They immediately lunged at him, covering his face, chest and cock in kisses and paint, smothering him with her tits and asses, all the while he tried to wriggle out of Ana’s grip. Rouge and Ruby sucked on his nipples while Silvia titfucked him and sucked his tip, purring while he moaned and struggled against Ana’s fat coils holding him. Ana grinned and pushed down on him, swallowing his head in her tits and rubbing them on his face, making him groan and squirm harder as they continued to assault him sexually. Then the three girls, taking turns, made him fuck their pussies, creampying each one of them at least three times, then it was Ana’s turn who made him fuck her ass while being coiled and squeezed by her huge tail. He groaned as he felt like a toothpaste tube, having his cum constantly squeezed out, while the mean girls and Ana giggled ominously as they took pics of him being ‘raped’.


Eventually they got bored and let him go, making him limp out of the art room as he headed for the showers to clean himself since he was covered in kiss marks, cum and paint. However, as a final stroke of bad luck, he accidentally walked into the teachers’ private shower room. He went to the sinks and washed away the paint from his face with some warm water, then as he could finally see again, he looked around, seeing how different the shower room was, then he heard a mature female voice singing and it dawned on him.
-The teacher’s private shower room…- he whispered, widening his eyes in fear and sneaking away, going for the door.
-HEY!- a stern voice made him freeze in his place, raising his hands as he felt an ominous, looming presence behind him.
-What the hell do you think you’re doing?!- he recognized Vanilla’s fake stern voice as she grabbed him and made him turn around, gasping and nosebleeding as he saw her gigantic, naked curves wobble freely right in his face.
-A peeping Tom, eh?- asked Moulin, smirking as she got out of the showers.
-You know, our school has a very stern policy against peeping…- she added, grinning as Vanilla hoisted him in the air and carried him under her armpit, her sideboob almost absorbing his face as he tried to squirm his way out, walking in the shower stall Moulin was using and followed by her. They placed Shadow in the middle of the stall and surrounded him, two tall walls of boobflesh completely covering any way out for him.
-I-I’m s-sorry, i-it was an a-accident…- he whimpered, trying to apologize.
-Yeah right…- huffed Vanilla, not convinced.
-Face it, handsome: you can’t talk your way out of this.- Moulin giggled as they lifted him and pressed their tits all over him, making only his eyes and nose pop out of their mashing boobs and cleavages. He widened his eyes and squirmed, his arms pinned to his sides by the four massive globs of fat and fur squeezing him tight and their combined texture made it impossible for him to wiggle out.
-Nghehehe…- chuckled Moulin as they started rubbing their fat tits all over Shadow, rejoicing in his pathetic moans and fruitless squirms while they dominated him.
-Hmph, you’re such a pervert…- grunted Vanilla, who despite her tough facade couldn’t help but blush as she felt Shadow wiggling like that between her tits and having Moulin’s tits mashing against hers made her feel good as well. She could feel her rack’s softness and warmth and her nipples digging into Vanilla’s made her moan under her teeth.
-I love handling pervy boys like you.- cooed Moulin, hugging Vanilla to herself and squishing Shadow harder between their tits. Vanilla squeaked slightly but did the same as well, further burying Shadow under their boobs. He was amazed at how tight they were pressing him: even if he wasn’t rping he’d have a hard time getting out of this grip, mainly because he’d have no reason to do so but also because their tits worked as a fairly good containment seal, making his every movement utterly useless thanks to their thickness and softness.


They did this until they grew bored of it so they moved away, making him fall down on the floor before being tackled down by them, their warm tits mashing against his face, when two of the four tits’ nipples came in his very limited view.
-Since you’re here, might as well help us unload a bit. Our tits are so full of milk it hurts, so you better drink as much as possible to help us.- said Moulin, giggling.
-Y-Yeah…- cooed Vanilla, as both of them pushed their puffy nipples past Shadow’s lips. He immediately started sucking and licking the two nipples, while his hands groped Vanilla and Moulin’s free tits, making them purr and moan.
-Mmmmm, someone’s an incorrigible boobhead…- purred Moulin.
-Mmmfff… P-Pervert…- moaned Vanilla, who tried to look like she wasn’t really enjoying it, but she couldn’t help it for being deeply into breastfeeding and breast play. Shadow vigorously sucked each nipple, purring and wagging his tail as their creamy, warm milk started flowing in his mouth, which he lapped away immediately. Both women now moaned a bit as he squished their tits and drank their milk, soon Moulin pushed Vanilla away so that Shadow could mainly focus on her, sucking both her nipples and groping her tits. Vanilla pouted, then she noticed that he was getting hard so she pushed down his pants and started to titfuck him, her massive breasts completely covering his dick and making him moan as he sucked harder, starting to nibble Moulin’s nipples too which made her moan louder.
-Hhaahh… S-So good… Young pervs are so good…- she moaned, arching her back a bit as Shadow handled her boobs while Vanilla handled his cock, smirking a bit as she watched Moulin’s thick ass wobble and her tail wagging too. Shadow kept sucking and groping Moulin’s tits and humped Vanilla’s, until the rabbit milf moved away and pushed the bat milf away, taking her place.
-N-Now do me… Do me exactly like you did Moulin…- she moaned while Moulin grinned and titfucked Shadow, making him swallow her nippels and suck hard, nibbling them as well and causing the thick rabbit mama to moan and arch her back as she was slightly more sensitive than Moulin.
-Mmmm, it feels so hard and hot between my tits… It feels like it’s gonna melt… I’ll melt it with my tits…- chuckled the bat milf, rubbing and squeezing hard Shadow’s cock, making him thrust faster inside her cleavage and knead Vanilla’s tits harder, which made her sprout more milk in his mouth that was immediately drank by him. Shadow’s cock started throbbing so Vanilla reluctantly pulled away from his mouth and joined Moulin, now he had four hyper boobs mashing furiously against his aching dick which made him moan hard and bite his lower lip as they massaged his member with their racks.
-HHNN! HHNN!- he moaned, covering his mouth as his moans sounded very feminine.
-S-Someone sounds r-ready to c-cum…- moaned Vanilla, feeling his cock throb powerfully between their tits.
-Do it, baby, do it. Cum in our massive, fucking fat milkmakers. Cover our huge, fabric-stretching, cock-swallowing and body-smothering hooters with your sticky, thick, hot sperm.- Moulin cooed, her dirty talking pushed him to the limit as he came violently between their tits, his cum was much more gooey and warm this time and it managed to spill out of their cleavage, showering their tits with his jizz as they requested while he desperately humped their cleavage mid-orgasm as he felt great.


As his orgasm ended, the two sex-hungry milfs moved away from him, leaving him to catch his breath while covered in sweat. They licked the cum away from their tits, purring as they did so, and soon they started sucking and kneading each other’s breasts, giving Shadow one hell of a show which he and his cock surely enjoyed since Shadow wagged his tail and his cock grew hard immediately. They noticed, grinned and moved back to him, crawling to Shadow while licking their lips. Vanilla placed herself on Shadow’s face, smothering him with her pussy, and Moulin sat on his crotch, taking his cock in her pussy and making him hump her, all three of them moaning as they had a threesome. Shadow wasted no time eating up Vanilla’s begging pussy and he was amazed at how, despite fucking her multiple times, Moulin’s pussy was still very tight, clinging onto his cock madly and pumping it, almost sucking on it like if it had a mind of its own. Vanilla and Moulin locked lips with each other, making out as Shadow took care of them at the same time and moaning as his cocck and tongue rammed their pussies. They switched after a while, now Shadow fucked Vanilla and ated Moulin’s pussy, and the two milfs kept maing out furiously with each other, feeling over comed by lust. Then, Moulin laid on top of Vanilla and Shadow rubbed his cock between their two pussies, making them moan in the french kiss they gave to each other and basking in how much Shadow was moaning as well in fucking both of them at the same time. He gritted his teeth, his resistance to the limit as he first went inside Moulin and came inside her, making her moan, then he pulled out mid orgasm and finished inside Vanilla, making her moan as well. As he was finally finished, Shadow’s cock went limp and he panted as he pulled it out of Vanilla’s pussy, both milfs’ pussies leaked cum and they both panted and moaned. Shadow huffed and tried to leave, but both grabbed him, shoved him between their bodies and fell asleep, hugging him tightly and smothering him with their thick curves, his head submerged in sweaty titflesh along with his entire upper body.
-Mmrrff… How ever am I gonna graduate if I continue like this?- he thought groaning as their warmth and softness made him feel hazy and caused him to fall asleep as well, cuddled by their breath, heartbeat and massive soft titties.


The End










THE END