Our Lady of Stretched Holes' Home For Wayward Girls

[WritesNaughtyStories]

Mother Superior Lily sit in her office behind the heavy wooden desk that had been old before Vatican II had been ratified and reviewed the reports on the various girls in the sisters' care. Everything seemed to be in order and the girls' test scores were overall very good. A couple would need some additional encouragement but there was time for that. Sister Lily checked her schedule and gave a sad sigh, another new girl was being brought in.

When the door opened a small, red haired girl was ushered in.

"Gwen, is it?" Sister Lily asked checking the file. "Theft." She read a little further and looked up, "VI DE O games!?" she said, enunciating each syllable as if it hurt her tongue to say the words. "You defiled your immortal soul for that mind rotting filth? You don't belong here!" She turned hard, angry eyes on the child, "Flogged and dumped in prison is where you belong."

[Ginger Jailbait Gwen]

Gwen didn't know why she was there fully with Mother Lily there she had heard the woman could be quite cruel to people that needed discipline, although she didn't truly know just how far the rabbit hole the Nun truly went with kids she truly was furious with. She finally entered the room where Mother Lily was indeed sitting at her desk with her well endowed body with something extra hiding beneath the desk, in which Gwen and other kids that were just entering wouldn't know about until it was too late.

She nodded when she was asked about her name with her obviously not liking where this was leading to as she heard the words Theft she didn't think she had actually been caught, though it made sense with how her Parents had just mere moments ago dropped her off there seemingly acting weird around her as they drove off telling her that Mother Lily would be sure to help her whatever that meant which she now realizes what they meant by that.

"HMPH!. . ." Gwen crossed her arms when she suddenly heard the outburst from the Nun since she didn't agree that what she had done was all that to bark about, after all, she had just stolen one video game and nothing else it wasn't like she would do it again nor did she feel that she should be flogged and dumped in a prison. All she did was grunt in annoyance as she looked away clearly not acting how she should with someone like the Nun in front of her, yet she was acting all too much like a selfish brat though her body was still so different from other children her age with her having a big fat ass and childbearing hips.

[WritesNaughtyStories]

Mother Superior stood up slowly and leaned forward with both hands on her desk.

"You are a disrespectful little heathen, aren't you, Gwen? She growls threateningly. Her dark habit does nothing to hide her firm, expansive bosom as it heaves.with her fury.

She picked up a long, heavy ruler and slapped it against her hand as she rounded the desk. "That is not how ladies behave at Our Lady of Stretched Holes, you wicked little cunt." The tall nun grabbed Gwen's neck and hauled her out of the chair with surprising ease. She pushed her against the edge of the desk and pressed her face to the blotter.

"Get those slutty bike shorts down! It's time you learn some manners. Fucking horrid little shit, you're not acting that way. Not here. Not anymore."

[Ginger Jailbait Gwen]

She sits there not caring what she was saying to this bitch after she accused Gwen in such a way, after all, stealing a game wasn't that big of a crime but apparently it was to this far back Nun. 

"Yeah, yeah whatever. . ." Gwen obviously didn't see the threat that was looming before her that was until she heard the heavy ruler slap against the woman's hand echoing throughout the room, it was definitely not a light slap indicating to Gwen that she had indeed pissed off the wrong Nun right then and there. She didn't even realize what was happening until she felt the immense pain on her hair being hauled out of her seat, with her suddenly feeling her head forced on top of the desk with her big bubble butt high in the air for Mother Superior to admire.

"Ouch! Hey what are you doing!? Let me go!!"

Everything that the Nun could see was Gwen's extremely tight white yoga pants clearly not leaving anything to imagination with how slutty it was not to mention her shirt that clearly tugged inside of those pants exposing her sides to the air, as well as to anyone who would want a taste of this young underage little ginger brat.

Edited August 29, 2023 by Ginger Jailbait Gwen

[WritesNaughtyStories]

When the rude criminal didn't bare her plump bottom for the whipping she so richly deserved, Sister Lily turned red with ire. She grabbed the waist band of the white yoga pants and the brat's underwear together.

As the girl's bubble butt jiggled into view, Sister Lily felt the familiar tingle in her habit. At the sight of the little hussy's pink slit and winking pink asshole, the Nun slapped the ruler down hard across her ass, skimming over the juicy curve to barely miss the girl's slutty pussy.

"You filthy sinner, wasting the gifts the Good Lord gave you with violent and depraved gadgets!"

The way the ginger's ass cheeks jiggled as the pink welt spread got the nun even more aroused and her thick futa cock was beginning to tent the front of her habit. She smacked Gwen's plump butt again, this time swiping up and just catching the little whore's exposed vulva.

"That slutty, fat ass is a punishment for sitting on it so much, you know." She rubbed her growing erection through the dark, coarse fabric and swung the ruler back down. "I'll need to punish you properly if we're to save your soul!"

[Ginger Jailbait Gwen]

Gwen didn't know what she had truly gotten herself into with Sister Lily there as she was ruthless especially to children, so when Gwen didn't do as she was told did she suddenly feel the free air rush to her legs not to mention her tight cunt and waiting asshole. She couldn't believe that Sister Lily would just outright take Gwen's clothes off only to spank her ass moments later, she shrieked in pain as the rough wooded ruler came crashing down on her bubble butt making it wobble ever so delightfully for Sister Lily to see.

"Ouch!?~ That really hurts!!" Gwen began feeling tears welling up in her eyes from such force being done to her body even her Parents had never hurt her before, yet here she was bent over the desk of some stranger getting her ass smacked with a ruler clearly leaving her ass as red as a ripe tomato. All Gwen could think about were when was it going to end with the punishment she just kept feeling the ruler smack against her repeatedly not fully hearing what Sister Lily said nor did behind her with her hidden cock.

"Please just stop Sister Lily!! It is hurting too much!" though Gwen said this she could feel how her pussy had actually begun to enjoy the punishment leaking some of her love juices out for the Nun to witness as she could clearly see this punishment wasn't going the way she thought, although maybe that wasn't such a bad thing for her seeing as she now had a underage ginger brat she could command and lecture while her Parents awaited reply from Sister Lily.

[WritesNaughtyStories]

Sister Lily let the ruler slash across Gwen's round, jiggling butt again, this time right across where the little girl's leaking pussy showed between her plump cheeks. The Nun slid the ruler across the delinquent's ass to the top of the cleft.

Sister Lily explored the crack with the edge of the ruler. She stroked down it, letting the corner hook in the little slut's winking butthole as it passed. The purportedly celibate bride of Christ let the ruler slide between the glistening, puffy pink lips of the juvenile' exposed cunt.

"What's this, you degenerate sex fiend? Trying to tempt a woman of God with your slimy, underage charms?"

The ruler fell again, slapping sharply against the thief's exposed pussy. Sister Lily leaned down to look Gwen in the face. "Lust carries a high price, for whores like you, Gwen. " She whispered before she stood up and walked to the side of the desk.

The Nun pulled open her habit to expose tits bigger than Gwen's head and a cock - a cock!? - that looked like it dragged on the floor.

"The Lord loves you, Gwen, so he's brought you here so I can save you from yourself."

The Nun gripped her massive schlong behind the fat, purple head and walked around behind Gwen. She pressed the fat head to the girl's little cunt, "This will teach you to get aroused by your wickedness." She grabbed Gwen surprisingly round hips and jerked her back as she thrust forward, jamming the entirety of her massive cock into the girl on her desk.

[Ginger Jailbait Gwen]

She kept feeling her ass tightening from the impacts that was constantly being forced upon her by Sister Lily, as all Gwen could do was hope the onslaught was over soon enough as her body was beginning to act weird with her not understanding why. 

*Why is this happening to my body why is it liking this painful sensation from Sister Lily??..* Gwen was dumbfounded that her whore body was enjoying the rough attention it was getting from having no stimulation done to it, and now it was fully taking advantage of the sensational overload that was befalling it and Gwen's mind. Suddenly without her noticing nor realizing it did she feel the sharp yet brief pain hit her cunt as she climaxed for the first time albeit it a small one with Gwen not knowing what truly happened, not even moments later did she heard Sister Lily talk with her getting only half of what the Woman was saying to her.

"N-no Sister Lily just let me go please. . . My pussy and ass are seriously hurting..."

*What the hell is that monstrous thing!? Is that seriously a penis it is waaaay too big!!* Gwen's mind raced a million miles per hour as she was now utterly confused as to how a woman could have a cock and one as huge as Sister Lily's was, she didn't know what was about to happen and if she had known she would probably have ran for her dear life as her place was now going to be as this Woman's Plaything. "Wait!? You can't be serious Sister Lily please don't do it!! Don't rape me!!" Gwen pleaded on deaf ears as she felt the biggest amount of pain in her life with it staying there for a while as the massive cock had penetrated and destroyed her hymen with it bulging her stomach kissing the back of Gwen's womb.

[WritesNaughtyStories]

The girl's can't was impossibly tight but Sister Lily could feel her walls clenching hungrily. "You filthy, disgusting slut!" The hung Nun growled. "You love having your whore cunt split."

She could barely believe how dirty the girl was. She could feel her fat cock pressing against the desktop through the girl's body but Gwen's pussy just got wetter and pulled Sister Lily's veiny schlong deeper.

Everytime Lily's sensitive cockhead banged against the back of Gwen's uterus, a shiver of forbidden pleasure. The Nun knew she should not be enjoying this but the girl's body massaged her cock, welcomed it and felt like heaven.

"Lord, forgive me...." she prayed as she began to fuck the underage girl wantonly. She took long, hard thrusts, jamming her cock deep in Gwen's delicious folds with every stroke.

"You are the devil's child!' The Nun yelled as she pumped a gallon of futa pedo cum into Gwen's underage womb.

[Ginger Jailbait Gwen]

Gwen couldn't believe she was being raped by a Nun of all people as well as a pedophile, or at leas that was how she saw the situation she was in while getting plowed by a big adult cock repeatedly. 

She felt overly stuffed by the big throbbing cock spreading her wet folds apart to accommodate its girth and size, she could practically feel it throbbing immensely inside her womb while pushing at the back walls clearly giving Gwen a big stomach bulge. "Please stop this, I don't want this Mrs. Lily. . ." She could hear the forgiveness Lily was asking from the Lord yet she couldn't understand why she was then continuously raping the little girl's cunt, Gwen could even smell the musk in the air while hearing those wet squeezy sounds from their cheeks clapping together from each thrust.

Gwen suddenly felt the girth and overall size of the cock suddenly get much bigger than before, and sure enough she would just as quickly feel gallons of futa pedo jizz shoot straight into her underage womb coating it with Pedo Batter as Gwen screamed in disbelief.

[WritesNaughtyStories]

Sister Lily pulled her dripping cock out of Gwen's young pussy with a wet, slurping sound.

"Whore." She said harshly and slapped the girl's pale, bubble butt. "Look how your slutty vagina sucks, aching to be filled again."

Cum and pussy slime dripped off the nun's fat, slightly soft member as she reached down. With one hand she grabbed the sinful little thief by the neck and pulled her upright. She spun the girl around, her fat dripping cock fractions of an inch from the girl's face.

"Look at the slime your whore cunt has plastered all over my chaste member! Clean it off, now!" She thrust her hips forward and pressed the heavy dick against Gwen's small, startled face.

[Ginger Jailbait Gwen]

Gwen could still feel the jizz deep inside her little underage cunt with her folds opening and closing from the onslaught it had just experienced, while Gwen kept panting with her sore throat from all the grunting as she could still smell the heavy scent of Sister Lily's throbbing shaft. Gwen was still in disbelief while also in a daze from her cunt even climaxing along with the Pedo who had just raped her in the Lord's Name, though Gwen could feel the sudden grip around her neck as she was spun around only to get a massive sniff from the throbbing member fractions from her face.

"Uurgh. . ."

Gwen was startled but knew she couldn't do anything to stop the onslaught she was forced to endure by the Nun in front of her and as much as she hated this she had to do it, she began slowly opening her mouth for the cock to enter as she had seen it in adult shows her Mother didn't know she watched from time to time. Gwen could feel how the size and girth of the cock was too much for her tight little mouth and throat but she did her best to clean Sister Lily's shaft, even though she was new to it she wasn't bad it was almost like she had sucked a ton of cocks in the past with how well she cleaned off the slime from the cock.

[WritesNaughtyStories]

As the disgusting little slut began to fellate the nun's enormous cum and pussy juice covered cock, Sister Lily grabbed Gwen by the hair. The shocked nun wrenched the girl's head backwards, "You filthy whore!" she screamed.

"Look at you, performing lewd sex acts to clean up after yourself! You are shameless and irredeemable!" The nun took the root of her hardening cock in her other hand and slapped it against Gwen's lips. "You're a cock loving slut, look at you." She hissed as she stuffed the fat head back into the girl's mouth.

Still holding her by the hair, Sister Lily began to force Gwen's head up and down on her cock. Every thrust pushed more of the dick into Gwen's greedy, slutty throat and the nun's cock swelled more.

[Ginger Jailbait Gwen]

Gwen had begun to give fellate to the Nun as she had been instructed to not realizing it was a test to see just how slutty the little dumb whore was, and Gwen had indeed failed the test immensely as she was constantly being degraded by the Sister in front of her with her throbbing rod blessed upon her by the Gods. Gwen could even see how it was pulsating ready to shoot another load into the little underage whore soon enough, not only that but the odor of it was strong almost intoxicating as she felt the slaps on her lips clearly showing who was in charge.

"MMPH!?"

She began feeling how her hair began getting tugged on as the massive shaft was thrust deep into her mouth and down her throat with the Nun clearly enjoying herself though trying to hide it as this being punishment to the little girl, with the shaft pushing all the way to the base and back to the tip with each thrust. Gwen kept feeling the girth of it widening her mouth while also feeling the pain from her hair getting tugged on like she was some sort of toy she could use as she pleased. . .

[WritesNaughtyStories]

As Sister Lily's fat cock hardened in Gwen's young mouth and throat she could see how the horrid little monster's eyes glazed over with pleasure. She tried to resist the temptation of face-fucking the little whore but Gwen kept grunting and moaning and forcing herself down, on to the nun's thick, throbbing shaft.

"You're the devils child!" the nun hissed, angrily as she clutched at the Rosary beads around her neck.

As the nun's big, heavy balls slapped against Gwen's chin and the little hussy's eyes rolled back in her head, Sister Lily could smell the girl's aroused pussy. She dropped her beads in disbelief and pressed her fingers against Gwen's underaged snatch. "You're aroused again - is there no redeeming you?"