Under Lock and Key pt 1 Shadow, dressed up in his usual “nerdy” outfit, pedaled through a cycling road which started in front of Moulin’s house and stretched for a few kilometers ahead towards a huge gray building which used to be a storage but she had seemingly rearranged it to use it in her wild roleplay sessions. “I wonder what she’s planning this time…” Shadow thought out loud as he pedaled towards the building. At the very least, it was an excuse to use the mountain bike Sonic gifted him for his birthday last year. It was just catching dust in Moulin’s garage and besides he kinda liked it: it was all black with red and orange flame-shaped decorations, kinda like his motorcycle. He huffed a little, having to wear weighted shoes instead of his usual air shoes was kinda hard but he was willing to commit in order to look nerdy. A few kilometers later, Shadow had arrived in front of the building. It looked even more massive and imposing from up close, so much so that Shadow jokingly thought: “heh, what even is this? A prison?”, until he noticed the butlers from the house dressed up like security guards and the big, highly reinforced gate in front of the building, not to mention all the bars in front of each window. “...I guess I was fucking right…” Shadow muttered to himself as he was stopped by the guards. “Halt! What brings you here?” said one of them, walking closer, one hand on the baton. “Uuh, I’m… Shadow, I, uh… I’m here for the summer job for G.U.N. Academy…” said the Ultimate Lifeform, pulling out his patented nerdy voice and also the fake permit Moulin had made for the roleplay. The guard gave it a read, then scoffed and said: “Welcome to the Faculty for Ultimate Correction of Knavish Maidens Exclusively. Or as we call it…”, to which Shadow raised a brow and spelled out: “Uuh… F.U.C.K.M.E.?” which prompted the two guards to laugh. “HAHAHAHAHA!! GAY BOY!! GAY BOY!!” They both laughed and Shadow silently cursed himself for falling for such a stupid trick. “...Hilarious... Where can I be initiated?” he grunted, breaking character a bit with a strong glare which made the two faux guards wince a little before recomposing. “Oh, uh, right that way. Leave the bicycle in the parking lot.” said the other guard, pointing him at a service entrance. Shadow sighed and, back on character, thanked them and pedaled in the parking lot, while the two guards looked at each other a bit intimidated. Shadow left the bike in the parking lot, chaining it to a pole, and then walked through the service entrance. After a bit more stuff to sign, Shadow was led to another room where a nurse, a certain cow he remembered very well, did some physical tests on him and took the necessary measures so that they could find him a fitting suit. Needless to say, a few of the physicals seemed a bit… inappropriate, like when the nurse asked him to drop his pants and underwear so she could see his penis, and he swore she seemed to take her time looking at it from different angles, using her pencil to poke it or his balls. She asked him to turn around, hands on the wall, and as he did he gasped as she grabbed his ballsack and began twisting, pulling and massaging it, leaving him rather flustered. At the same time she pushed a finger up his asshole, causing him to moan even louder as she pushed it in real deep, wiggling it and prodding around, even brushing against his prostate a couple times which caused his penis to harden a bit. “Hmmm…” mumbled the nurse as she then pushed a second finger in, now thrusting into his ass. Shadow covered his mouth with one hand to not moan, leaning on the wall with his head as his cheeks turned red and he had to fight the urge of moving his hips as the nurse continued to thrust her fingers inside his ass, spreading them. “Rather loose…” she commented as she unceremoniously pulled her fingers out. Shadow’s legs quivered, almost collapsing after that experience. “Now, I need a sample…” he heard the nurse say and as he looked down, saw that she had flopped her gigantic white boobs on the table, right below his twitching, hardening penis. “S-Sample of what…?” he asked with a shaky voice. The nurse huffed, Shadow couldn’t see it due to him being turned but she was blushing since she wasn’t used to acting like this, and grabbed his shoulder, forcing him to sit weirdly on her breasts. Like so, his cock was jammed right between them, being enveloped by her chest’s insane warmth and softness. Shadow gasped again, unable to pull away since she held him by the shoulders quite strongly. “Please don’t move, this won’t take long…” the nurse mooed, and from her voice, it was clear that she too was rather shy about this and wanted to end it quickly. Shadow nodded and stopped moving, thus allowing the nurse to grab her breasts and start titfucking him, rubbing and squeezing her boobs all over his cock. Shadow immediately moaned, his cock grew hard in seconds, and he found himself laying on all fours on the medical table, humping her boobs like an animal. He then yelped as the nurse proceeded to give him a rimjob too, eating his ass while fapping his cock with her huge tits. He could feel her tongue slither inside him, wriggling like a snake and adding to the pleasure he was being showered with. It didn’t take long for him to cum right between those fat cow udders, which the nurse squeezed hard around his dick until the orgasm ended and he was left laying on the table, panting and huffing in the aftershock, while the nurse walked away. Once all that ordeal was over and Shadow had rested and was allowed to shower, he was given his uniform and told to go meet the warden of the prison. Shadow wore the uniform, which suited him perfectly, and headed for the warden’s office, waiting outside until he was given permission to come inside. His heart was still beating hard after that early foreplay, and was thinking that already this roleplay was shaping up to be good. As he was given permission to enter, Shadow walked inside, finding a rather familiar echidna sitting at the desk of the prison’s warden. It was none other than Lien-Da, former kommissar of the Dark Legion and someone with whom Shadow has had a few, rather hot, encounters in the past. She was studying him with those piercing blue eyes of hers, looking him up and down. Shadow couldn’t help but be impressed by her inquisitive aura, making him see what others would feel whenever they were being judged by her back in the days of the Dark Legion. “So, you’re the fresh new meat, huh?” she asked, getting up and walking towards him. Shadow winced a little and nodded, unable to take his eyes off of her. To say that her outfit was revealing would’ve been very diminutive: had they been alive, the buttons on her blue shirt would be screaming in agony due to how much the fabric was stretched by the imposing size of her breasts, of which her cleavage was generously showing and spilling from the openings in the shirt. Also, by the way they wobbled freely, it was safe to assume that she wasn’t wearing a bra, and each tit was as big as her head. Her ridiculously slim waist gave way to ludicrously large hips, barely covered by the black skirt she wore, and immensely thick thighs, which looked even juicier while wrapped by the dark grey stockings she wore underneath. She walked around him, studying him further like a predator studies its prey, and as she did he could see that the skirt barely covered her humongous ass, which also wobbled around as she walked, each cheek as big as her head as well. Occasionally, as she walked, the skirt would lift a bit, making him see clear as day that she wasn’t wearing panties either. Underneath those extremely tight clothes, she was as naked as her mama made her. She finished her walk around him and planted herself right in front of him, her boobs wobbling again before coming to a stop. A few unending seconds passed, and Shadow couldn’t help but feel just a little bit uneasy about the way she looked at him. She wasn’t breaking eye contact and her eyelids squinted so much that all he could see of her eyes were her pure dark pupils. “...Maggot.” she said bluntly. “From now on, you shall refer to me as ma’am, madam or madam warden, is that clear?” she asked. “Y-yes, madam!" he said, getting all stiff. “And as long as you’re under my wing, when I order you to do something, I expect you to do exactly as instructed, without hesitation, whining or groaning. I’m not your mom, your girlfriend or your babysitter, I am your superior. Am I clear?” she asked again, really showing her skills as a commander. “Yes madam!” Shadow replied, a little bit bummed of having to obey Lien-Da but he wasn’t gonna question the rules of the roleplay. “Good. Now, stretch your arms.” she said, putting her hands behind her back. Shadow gulped and nodded, stretching his arms in front of him and keeping them still. Suddenly smirking, Lien-Da swiftly rushed at Shadow, putting his hands behind his back and cuffing them together. Shadow gasped, he wasn’t expecting her to be so fast. She then pulled out her whip, tying it around Shadow’s waist and pulling him closer, his face ending straight between her boobs and causing a button to break free while he was forced to straddle her thigh which she had promptly raised. He was kept firmly planted in her tits, struggling and moaning for a few minutes. She was very sweaty underneath her clothes, and he was getting a faceful of furry, sweaty tits completely engulfing his head. All the while, he was forced to grind his groin on her thigh, which had him whimper even louder. She smirked, holding the whip’s two ends and pulling him away, making him gasp and breathe fresh air, a big blush on his face. She cupped his chin with her free hand, making him look up and see her wide, lewd smile and the shimmers of pure lust in her eyes. “I’m going to turn you into my personal little soldier… Behave properly, and I will show you pleasures you never thought possible…” she moaned, pure honey seeping out her mouth, as she gave him a deep, sloppy french kiss, using her whip to pin him to her body and squishing her soft, sweaty, massive tits on his chest. Shadow’s eyes went wide: that kiss combined with the early proposal she made worked wonders to make his cock hard, rubbing and grinding it on her thigh and knee. She literally devoured his mouth with hers, her tongue slithered into his mouth and completely dominated his own tongue, coiling and rubbing against it. She then pulled away and pushed him onto the ground, slamming her huge, naked, fat ass on his face. “...Or you can misbehave… in which case I will not hesitate to show you a world of pain…” Lien-Da chuckled evilly, grinding and bouncing her huge ass on Shadow's head, which was completely enveloped by her huge, pudgy dumptruck of an ass. He moaned, squirmed and struggled under her hefty derriere, unable to use his hands to lift it and forced to endure the insane pressure and weight. “Hmhmhmhm, good boy… Get ready, because from now on… You’re my bitch…” she cooed evilly and kept facesitting him. Once she was done torturing him and rubbing her scent all over him with her gigantic sweaty ass, Lien-Da let Shadow go and took him to take a look at the prison, putting on the service cap and tossing the service jacket on her shoulders. The cell block was bigger than he thought, with hundreds of cells full of women, whom he recognized as Moulin’s maids and a few of their acquaintances, all dressed up in tight and revealing prison jumpsuits and a few even having very realistic fake prison tattoos on their arms, legs, torsos or backs. As soon as they saw Shadow, every lady clung to the bars, beginning to whistle at him and calling him names, such as: -“fresh meat” -“sexy ass” -“cute rookie” -“sub screw” -“chief bitch”, and so on and so forth. They would also flash their tits at him, wrapping them against a bar and rubbing them in a titjob motion while licking their lips, or pressing their groins against the bars and rubbing them until they grew wet. Shadow groaned, not used to being catcalled, and yelped as one inmate managed to grab his arm and pulled him against the bars, his hand was inside the cell now and the prisoner inside made him knead her tit. “Gasp! Rookie, how could you?! Grope a helpless inmate like this! I’ll have to punish you now!” Said the prisoner with a fake dramatic tone and holding a shiv in her free hand, ready to cut his hand or fingers off. Shadow gasped and struggled a bit as the prisoner chuckled madly and held his hand on her tit while getting the shiv closer. He kept trying, and failed, to free himself, until he was grabbed by the scruff and yanked away from the cell, the prisoner inside groaned and tossed the shiv away. Shadow looked back and saw Lien-Da, seeing that she had saved him. “Th-Thank you, madam-MMM!!?” he groaned as she pushed him into her tits. “Rule number 1: ALWAYS. Stay away from the cells! These women will not hesitate to hurt you if you give them a chance, so don’t give it to them! I won't always be here to save your skinny ass, so you better be careful!” She scolded him, yet hidden underneath her severity was a hint of worry that he might actually get hurt. (She's good…) He thought while mumbling an apology, muffled by the wall of tits smothering him, before being let down by Lien-Da. “Keep walking.” She huffed and made him walk to her right, away from the cells, keeping a hand on his shoulder and pressing him deeper against her sturdy yet soft hip. “Don’t even look them in the eyes. These animals will take everything as an invitation.” She huffed and pressed him more against her hip, making his face sink a little into it. He groaned a bit but nodded and kept following her, as she showed him around. Once they were done, Lien-Da decided to show him how to deal with the prisoners. She made a row of them come out. “Okay, scum. Strip down.” She said strictly. The prisoners’ eyes lit up and they stripped off a bit too willingly, then Lien-Da had them raise their hands and cuffed them to a pole parallel to the floor, and also gagged their mouths with ballgags. “Now, observe.” Said Lien-Da, wearing gloves as she began to frisk each prisoner thoroughly… and by frisk I mean grope and squeeze their boobs and butts hard, pinching their nipples until they lactated and even fingering their pussies to check for anything suspicious. Each woman moaned and squirmed as Lien-Da “frisked” them, and each time one of them squirmed a little too much, Lien-Da would take out her baton, which looked a little different than the others’, and whack their boobs and butts with it. Shadow could only admire Lien-Da’s masterful technique, easily dominating the women with just her hands and baton. Once she was done, she moved away and called Shadow’s attention on the baton itself. “See this? It’s a little different from the others’ batons.” Lien-da explained grinning, then she grabbed and twisted the base of the baton, which turned into a huge dildo. Shadow gulped a little seeing it. “It has various settings: Normal mode, like you see here…” she said, then she twisted it again which caused hard lumps to grow on it “...Hard mode, for when they get rowdier…” she giggled, twisting it a third time and having it vibrate “...Vibrator mode, with three different speeds easily settable… and my favorite…” she grinned, and with a final twist sparks came out of it “...Taser mode, this too also easy to set. This quells even the rowdiest inmate.” She licked her lips and proceeded to use the baton on each prisoner, setting it to the max speed and voltage and ramming it into the women’s pussies and asses, causing a cacophony of moans and yells of bliss to come out from all of them. Shadow was impressed… and admittedly very turned on by Lien-Da’s masterful crowd control, moving so fast between each prisoner that she almost seemed to split into multiple different Lien-Das. And she was relentless with it, not stopping even when the prisoners came and clearly begged her to stop or at the very least slow down. She went down even harder on them, not stopping until the floor was reduced to a wet, sticky mess. The prisoners all moaned and panted, barely being supported by their legs and just by their handcuffed hands above them, and all of them blushed and sweated profusely. Smirking, Lien-Da cleaned the baton and had that row sent back inside, proceeding with another, and then another. She seemed to really enjoy that part of her work, especially because Shadow was watching and getting more and more turned on. Finally, she got to the final row, but handed the baton to Shadow, wanting him to try it. Admittedly, Shadow was less used to it. The frisking part went fine, all things considered, as he simply groped and squeezed their asses and breasts like Lien-Da showed him, fingering their pussies and pinching their nipples too til they lactated. However, when it was time to use the dildo, at first all went accordingly, until he got to an inmate, portrayed by Rouge nonetheless, who grinned and began riding his dick with her ass as he got closer from behind. She teased and begged him through the ballgag to use his “bigger stick” on her, and from there Shadow lost control, because everyone else wanted his “bigger stick”, moaning and begging him to fuck them until, grunting, Lien-Da took him away, leaving them to be dealt with by the other guards. In her office, Lien-Da seemed pissed off. “What the hell was that?!” she barked, rubbing her face. “I-I don’t know, madam… I-I was doing my job, and then…” he whimpered. “SILENCE, MAGGOT!!” she growled, making him wince and stiffen up. Lien-Da got up and walked to him. “Stay perfectly still. Move and I’ll beat your ass!” she grunted, and Shadow complied, not moving an inch as Lien-Da began to undo his pants. “How big can you be to get them so riled… up…” she gulped as she made him drop his pants and see his huge, half-hard cock. Of course, she had seen it before, but she kept in character and acted as if she had never seen a bigger dick before. “...How… How were you even walking with this… this beast between your legs?!” she asked, gasping and heaving it with her hand. “Mmmm… I-I…” he stuttered, then stopped as she began to rub it back and forth, giving him a handjob. She bit her lips, feeling its hardness and warmth on her hand as she massaged it faster and faster, from tip to root. “M-Madam… I-I…!” Shadow moaned as she fapped him faster. “Quiet, rookie! A dick so big is wasted on those bitches… I think I’ll take it…” she cooed, continuing to massage his cock until it got fully hard and throbbing in her grasp, then she moved away and ripped her clothes off, showing her glorious naked figure to him, making him gulp and blush more. “Well? Come over and fuck me with your bigger stick…” Lien-Da moaned, spreading and massaging her lower lips and showing how wet she already was. Shadow wasted no time pouncing on her, latching his mouth on her nipples and sucking hard while groping her big fat tits, and especially fucking her tight, hot pussy with his cock. “OOAAHHNN!! Y-YESSSSS!! HARDER!! F-FUCK ME HARDER, MAGGOT!!” she moaned loud, hugging him closer. Shadow nodded and sped up on her pussy, slamming his dick harder and faster inside her, making a lot of wet, lewd sounds. Shadow kept sucking and biting her nipples, drinking her delicious milk, while squeezing her tits hard. He too showed her how relentless he could be, ramming his giant cock inside her and shaping her pussy into his own personal cocksleeve. His tip mashed frenziedly against the entrance of her womb and she squeezed his cock tight with her pussy, forcing him to go harder in order to fully penetrate her, going balls deep inside her until he came with a mighty roar, creampying her insides and making her moan like a slut. They weren’t done, however, as next she gave him a titjob and blowjob combo, wanting to taste his mighty cock with her mouth. She sucked him deep and hard while squeezing and massaging his cock with her huge sweaty boobs, making him cum a second time, which from there they went straight for anal as Shadow humped her massive ass next, squeezing her tits from behind as he fucked her doggy style. Lien-Da’s mind was completely fried by his cock, only being able to think about sex as she had been holding off her desires for the entire day and seeing Shadow being so submissive and easy to dominate had made her grow rather thirsty. Once Shadow creampied her ass, however, he knew she wasn’t done, and soon she proved him right by forcing him to fuck her again, but this time she would be on top. Their sexual stamina was put to the test for the following minutes, as Lien-Da rode Shadow like a bike, grinding on him as if she wanted to break his pelvis. They even smooched this time, with Lien-Da greedily devouring his mouth with her own as her pussy sucked on his dick like a second mouth, gripping it tightly as it penetrated her again and again. Shadow seemed to actually prefer being fucked like this, seemingly having a thing for femdom, and actually lasted longer as she rode him relentlessly, paying him back from before. Shadow ended up cumming three more times: one in her pussy, one in her mouth and one in her ass, and each was a bigger load than before. His balls seemed to have a limitless amount of sperm and he poured it all into Lien-Da until they both collapsed on the floor, exhausted and sexually spent. Lien-Da was on top so of course Shadow ended up sandwiched between her breasts. She however, woke up first and, grinning, decided to “punish” Shadow by wearing her work clothes over him. The tight fabric meant that, even if he could move, Shadow would be unable to go elsewhere, sandwiched between her huge breasts with only his eyes and nose coming out of her cleavage, the rest of him drowning in boobflesh, then Lien-Da got back to work. As he woke up and noticed his predicament, he groaned and squirmed between her fat sweaty tits, but was stopped by her squeezing his body hard. “Quiet, maggot. I gotta finish these papers. Once I’m done, I’ll let you out.” she sneered, grinning as she had a lot more to work on. Shadow groaned and waited as Lien-Da grinned. To Be Continued…