Category: Erotica

“Come into my office Tommy.” Tommy watched as Sister Jean waltzed into the big office and stand against the door with a frown. He’d been caught once again, having sex with one of the female catholic students. Had it not been for leniency from Father Andrew, Tommy would’ve been kicked out a long time ago, but per the Father’s request that he get (multiple) other chances, he was still there. He slowly trudged into the office past her icy glare and sat in one of the chairs in front of her desk.
Sister Jean followed him soon after, plopping down in her own respective chair. Why are you here today Tommy?” She asked cold and rhetorically. “Tommy hid his face half-way under his hand and sighed.
“Why do I usually get called here Sister?”
“You tell me,” she quickly said as he finished his statement.
Tommy could only shake his head and shrug. “They caught me….again,” he blurted out. “Caught you doing what?” Sister Jean clasped both her hands together and put them on the table.
Tommy nervously chuckled and looked away. “Caught me….uhm…. messing with one of the Catholic girls.”
Sister Jean nodded and squinted her eyes, staring a whole through his body. “Is that right Tommy? Why were you “messing” with the Catholic girls Tommy?” He fidgeted with his hands as he tried to find answers to her questions.
“I-I uhm, I don’t really know,” he stammered. “Yes you do…. yes….you….do Tommy. Do not sit here and lie to me,” she countered. Tommy snickered again and looked around the room as if he couldn’t believe the interrogation of his actions. Sister Jean was not so pleased however and it shown on her face. “Tommy, I am not laughing. Tell me why we caught you over in the girls dorms, past midnight, fornicating with one of the students.”
The boy sat there in his chair, looking for words to say. “I’m waiting Tommy,” Sister Jean barked. “I was trying to….have sex with one of the girls,” he admitted defeatedly.
Sister Jean raised her eyebrows mockingly and gasped. “Well my heavens! I thought it was made crystal clear that any interaction with the opposite gender was to be kept platonic? And you come into my office confessing that you were caught trying to have sex with one of the students? As strict as our policies are, and you still continue to defy our rules….how old are you again Tommy?”
He sat there staring at her, his face a bright shade of crimson and flushing with embarrassment.
“Your age Tommy,” she said licking her lips. “I’m about to be nineteen Sister.” The woman nodded slowly, breathing out a dramatic sigh. “I’m only twenty seven myself, but even I find it just a tad bit odd why we can’t enforce these rules with you. I see you in my office more than I see half of my own family Tommy. Is there something you enjoy about coming here?”
He shifted in his chair. Sister Jean was one of the more younger nuns on campus and her looks usually afforded her shy compliments, back handed flirtations, or just simple stares. Just the mere glance she gave Tommy had him shivering with nervousness. “Anytime now Tommy,” her voice breaking him out of his trance. “I’m just warming up to the rules I guess Sister Jean, that’s all,” he shrugged again and flashed her an uneasy smile. Her eyes danced around his face and shifted downward to his hands, which were now sweaty.
“You’re lying to me, you’ve been at this Catholic school for two semesters. You’re not warming up to anything, you just like to get in trouble.” Tommy stood up from his chair and opened his mouth to respond but was quickly shut down by the raising of the woman’s hand. “No, no sit back down,” she said and he obliged, slowly lowering back down to the chair.
Sister Jean watched him and then stood up from her own respective chair and began roaming the room. “Tommy, I like you. I really do….you just make it hard for me to take your maturity seriously. Time and time again we catch you doing something you’re not supposed to, and time and time again you back handedly say you won’t do said instance again. Then not even hours later, you do it again. Why do you do this to me Tommy?”
Overcame with guilt, he shrugged and glanced back down towards the wooden office floor. Sister Jean shook her head in annoyance and folded her arms. “What do you even see in these girls you are so keen to deflower? Why can’t you just (at least) find one and wait until marriage?” Tommy smiled shortly and began playing with his hands. “I mean….that’s not the way guys hormones work Sister,” he replied with a chuckle.
Raising an eyebrow, she walked in front of him and sat in front of him on her desk. “Then how do they work Tommy? I thought with me being an adult and all I’d know a little bit about teenage hormones but what do I know? Educate me,” she said with a moot smile. He nervously looked her up and down while taking long breaths. Her gown clung to her body more tightly and her caramel face glowed in the fading sunlight under her powder blue shawl.
“Well uhm….when guys you know….like a girl,” he started, “they usually make plans to uhm….please each other right? So I think in my case…there’s just so many girls that I uhm…that I like….and they usually like me back,” he stopped to take a nervous gulp. “Who am I to not try and please them right?”
Sister Jean pursed her full lips in amusement. “So you’re a ladies man?” Tommy chuckled and shook his head. “No I wouldn’t go that far Sister,” but she disagreed. “No that’s what you just said correct? That a lot of the Catholic girls like you?” She waited for him to blurt out more false answers. “Well I mean they don’t like me they just-,” “Just what?” She queried, cutting him off in the process. “They like what I have to offer I guess I don’t know,” he answered sheepishly.
Sister Jean smiled, then her smile turned into a hearty laugh. “And what would that be might I ask?” Her glance shifted towards Tommy’s crotch area which now looked more swollen than when he first walked in. Her eyes traced back up to meet his nervous gaze. “Look Sister Jean, if you want me to promise to never get in trouble again….look I promise okay?” Tommy gave her an uneasy look and shifted in his chair again.
“You said you had something to offer the girls we keep finding you with, all I wanna know is what is it?” Tommy laughed uneasily but Sister Jean was serious. Her stare was now an intense glare that caught Tommy in each and every angle of his face. “What is it?” She asked sternly and after a couple seconds he pointed between his legs. “What’s that? Your zipper?” She mocked and Tommy frowned. “What do you want me to say Sister?” She sat up straightly on her desk and began rubbing circles on her knee. “I want you to tell me what you have to offer that’s between your legs,” she said just above a whisper.
Tommy looked away and covered his face in embarrassment. “Sister, I really don’t even think something like that is even necessary….just let me go. I promise I-,” “Tell me Tommy, and I’m not asking,” she interrupted, growing impatient.
Tommy looked her in the eye for a split second and let out a defeated breath. “My…my dick Sister Jean,” he blurted out.
“Language,” she mocked with a frown. Their silent gazes hit each other like two boxers in a ring, with Sister Jean’s gaining the upper hand. “So that’s what this is all about? Your inability to keep your hands to yourself and your manhood, and I use that word loosely with you Tommy, inside of your pants?” The boy shrugged again causing her glare to intensify even more. “Have you even been with a woman before Tommy?”
Sister Jean shifted her body on her desk in a position that forced her legs to spread ever so slightly. Tommy took another gulp and wiped a bead of sweat from his forehead. “I’ve uhm…I’ve been with lots of uhm… women,” he croaked. Sister Jean displayed a small smile as she let out a rugged sigh of her own.
“I’m going to ask you again, have you even been with a woman before?”
The question was vague but open ended enough for him to fully understand what she was asking. Tommy gave her no answer and continued to wipe sweat from his face which was now beat red. Sister Jean chuckled slightly and rose up from her desk. She unbuttoned the baby blue gown and began pushing it away from her body before looking down at Tommy with a scowl.
“Answer me when I ask you a question Tommy,” she snapped suddenly and a wave of fear washed over his body. “I-I- uhm… I guess…not,” he stammered. The woman looked at him, almost with a glint of pity, and shook her head. “So you lied to me? Tommy….I give you every opportunity to make this easy for yourself yet you still defy me,” she started as more buttons were unclamped and more of her body was exposed to him.
Her body was extraordinary, thick with ripples running along her hips, as her copper taunt skin, and smooth features mimicked a leather cow-hide. The gown fell into a small blue puddle on the floor while she stood in the middle of the room wearing only lace lingerie and her head wrap.
In all her glory, Sister Jean grabbed the young man by his shirt and ripped it off with deceptively strong hands as he stood in the middle of the floor almost ashamed. She scoffed with a half-smirk as to say “that’s it?” Making Tommy even more nervous. “Im disappointed in you boy, you have a full fledged woman standing in front of you but nothing to show for it. I’m ashamed.”
The teen could only look at the woman as she stared down between his legs with an eager but angry glare. “Take off your pants,” she started and Tommy’s eyes grew wide. “Sister- Sister Jean we don’t even have to do all of this,” Tommy pleaded as he cowered back down in his chair.
A loud crack rang across the room as the Nun suddenly slapped the boy hard across his smooth face. Tommy gasped for air as he tried to rub away the stinging sensation on his cheek. He looked up at the woman confused and embarrassed.
“Take off your God Damned pants Tommy….” She repeated as her eyes grew weak and almost glazed over while she slid her hand down into her white lace panties. Obliging, he did as she told him to and removed the tattered jeans that he had on, nervously tossing them to the floor. She looked down at him and then towards the jeans, finally resting her gaze back on him and the seemingly slow rising penis inside his boxers.
The woman chuckled under her breath as she snaked her hands across his frail yet tender body. Her pussy growing wet as he winced with every motion and pitter patter of her fingertips across his chest. She was going to enjoy doing to him what he thought he was doing to those innocent Catholic girls in their dorms.
“Get hard for me Tommy,” she moaned lowly while she circled her index and middle finger inside of her pussy, a pussy that had began rapidly dampening. “Get hard for me…..get hard for me….now,” she instructed as she skillfully unclamped her bra, letting it plop to the floor to reveal D cup breasts with extraordinary toffee colored nipples.
Tommy sat in the chair with nothing but very, very thin cotton covering his now rock hair cock as it sputtered in various directions in anticipation to what might happen in the next couple of minutes. “I’m- I’m…I’m hard for you Sister Jean,” he blurted out with ragged breaths.
“You’re hard for me?”
“Yes Sister Jean!”
“You’re hard for me Tommy?”
“YES!!!!!!”
Sister Jean moaned loudly, grabbing the tears rock hard dick in the process. It was thick and warm in her hands, twitching with movement of her skillful fingers. It was roughly about 7 inches with winding veins and the girth of a wild cucumber. She massaged her palm up and down the shaft of Tommy’s penis making sure to tap and tickle the head and watch as the pre-cum clung to his slit like a liquid crystal.
“You break our rules, and deflower our female students with such an attitude….as if you’re some kind of bad boy. Some…..bad mother fucker……but when a real woman grabs your dick you cower and scream like a child. Where is the man that sneaks out and deflowers various young women who have (lyingly) given their life to the Lord….over some sorry excuse for a quick fuck?” She asked harshly while tugging his dick in her hand more urgently. Massaging his balls with her other hand as she looked up in his face with sex driven eyes and a horrifying frown.
The teen could only gasp for air and grab frantically at the woman’s arms and hands as she educatedly jerked and rubbed his dick and balls with skill and rhythmic precision maneuvering away from his flailing hands as he screamed out in unknowing sexual ecstasy.
Frowning, Sister Jean tightened her grip on his cock and tugged up and down faster with ferocity and anger….because he hadn’t answered her question.
“Answer me when I ask you a question Tommy,” she cooed lowly awaiting his response….which never came.
“ANSWER ME WHEN I TALK TO YOU!!!!” She screamed out and with a firmer grip and even faster motion of movement, Tommy let out an animal like, uncontrolled scream and came right on Sister Jean’s tits. Thick, opal colored ropes of cum glazed her breasts like nectar in a newly budded Spring flower.
Looking down in amazement, she grabbed the young man by the throat and kissed him hard, fondling his tongue with hers and forcing him to gasp for air when she pulled back for a quick breath herself. Dragging him by his neck, she laid him down on her desk and removed her panties, panties that were now soaked. Dazed and weary from how hard he came, he could only watch as she straddled him at first, then hover her pussy over his face. With a final look, Sister Jean plopped down right on his face, moaning the words “Oh fuck, my Lord” in the process. She ground her pussy against his mouth and moved her hips in a forward and back movement, brushing her clit against his nose each time she moved up.
“Eat me Tommy…..eat me. Eat this pussy……”
Tommy muffled an inaudible response as his flailing began to turn into a caress of her caramel olive skin from below. She moaned in agreement and nodded as his fear slowly turned into confidence. He opened his eyes and frantically attempted to locate the bud that was rapidly smashing into his nostril that was driving the woman so crazy. Once locating her clit, he raised up one hand and began to eagerly massage it, not knowing he was doing it all wrong. She didn’t care though because it was surprisingly still pleasurable….to her at least.
Sister Jean moaned loudly as he lapped in upward strokes at her pussy which had now grown creamy with sexual intensity. She reached back to stroke his half-flaccid dick that now seemed to be growing harder again. She grabbed him by the hair with her other hand and drove his face deeper into her vagina, smothering him under her wet slit.
She was quiet when she finally released him, snaking her way back down his body until her asscheeks collided with his rock hard manhood. She smiled as her tits dangled freely over his waiting mouth. Invitingly she forced one in his mouth, loving the wet and sloppy smacks he gave as he mildly bit her nipples and tongue washed her sweet areolae. She was now ready for him to enter her.
“Fuck me Tommy, fuck me Tommy,” she pleaded. “Fuck me hard Tommy, fuck me… fuck me….. fuck me……”
He didn’t hesitate as he quickly tried to position her so her Pusey was right above his dick. Shoving himself inside of her waiting sex opening, they both moaned in unison at the sensation of bonded pleasure. Pulling her breast out of his mouth, she replaced it with her lips, almost enveloping his face under her full and moist dick suckers. His dick was wonderful as her ass bounced up and down in the air and met his pelvis with a plethora of claps from their skin connecting with one another.
“YES TOMMY!!! FUCK ME!!! FUCK THIS PUSSY!!!” She screamed as the young man tried his hardest to keep up with her hypersonic movements of her own hips.
He cried out another moan and she sensed that he was close to cumming again so she slowed down, pinning his hands above his head. Almost playing with him at this point. She looked down at him and laughed as he looked back up at her with a sweat ridden face and wide sexually uneducated eyes.
“We’re gonna switch and do missionary, okay? Because I know you’re about to cum, but I want to see you cum again. Don’t be nervous I’m gonna help you, alright?”
Tommy nodded eagerly and shuddered as her pussy came from being intertwined with his dick. Switching positions like she’d said, he found himself hovering over her now, Sister Jean smiling and lightly massaging his nipples with her hands.
“Go slow and I’ll tell you when yo speed up okay?” He nodded and she joined him as she nodded with approval. She watched as he nervously shoved his thick dick back inside of her and began to slowly thrust his hips forward and backwards. She massaged his pubic hair lightly to trigger sensations in his body and nodded for him to speed up. With a nod, he looked down and began thrusting a little faster and harder waiting for her to give him the signal to speed up more.
“Speed…up…and…when…you…get ready…..to cum…..let me…..know….okay?” She instructed between breaths as her breasts giggled in the cool but sex filled air of the lifeless office. Tommy nodded and watched as she gradually had him speed up until each thrust caused a harsh snack that rang in the air from his dick clashing with her ever so wet pussy.
“There you go…..FUCK…..THAT…..PUSSY…right there….mmmmmm,” she moaned as his dick rammed inside of her. Sister Jean was enjoying herself as this young stud whom she’d wanted no problem with was giving her a better lay than some of the men in their thirties that she would sneak off to meet every weekend.
“I’m about to cum,” he blurted out while trying to catch his breath.
“You’re about to cum?”
“Y….yeah…yes Sister Jean”
“Okay sweetie, pull your dick out and spray my tits again, it’ll be easier to clean than coming on my pussy. Then I want you to get dressed and go to your dorm. Understood?”
Tommy nodded as he gave one last thrust and violently pulled his dick out of her and shot two ropes of cum across her tits like she’d instructed him to. With a couple of last second pumps from his hand he flicked the last drops of sperm onto her body and quickly began dressing himself so he could leave and return back to his dorm.
Sister Jean took a second to catch her breath as she looked up at the room lights and then sat up on her desk, which was now covered in sweat, dried and freshly stained cum, and the sexual juices from her body. She kicked her panties and bra under the desk out of sight and quickly shucked her baby blue gown back onto her shoulders, massaging the cold and sticky cum from Tommy onto her breasts with the gown’s fabric.
She gave him a wink and stood up in the middle of the room as he quickly finished pulling his shirt over his trembling body and forced his shoes back on his feet. She grabbed him by his shoulder and turned him back around to face her.
“I don’t want you getting into any more trouble Tommy,” she said with a smile, grabbing his chin and massaging the peach fuzz that was trying incredibly hard to grow.
He nodded and sighed a breath of astonishment, still reeling from what had just happened. She grabbed his crotch and squeezed lightly, causing him to jump in surprise again.
“Answer me,” she requested again and he quickly said “Okay”. She smiled once more and planted a wet and sloppy French kiss on his lips before sending him out of her office. He smiled while he looked back at her office door until she was out of sight. “The Catholic girls are gonna be the last thing on his mind for a while,” Sister Jean thought to herself.