HEAD BOY'S GIRL PART 1

This story has mature content. So, read it at your own risk. This is not to defame or humiliate anyone. Just a piece of my imagination.

It was Friday afternoon and Shahana was ready for the weekend.

As a high school senior, her life wasn't that hard, but she still thought that she deserved her well-earned rest at the end of the week. This weekend was bound to be special, too, because she, her boyfriend Jai, and a few of their friends were going camping.

Shahana wasn't a prude and Jai and she had already had sex, so Shahana was excited to see what would happen on this unsupervised trip.

She belonged to a conglomerate family and like all the rich children she was send abroad to study. Rosewood Academy was a high school plus collage boarding university. It was one of the best in the world.

The last bell rang and Shahana rushed to her locker to get her things and go. She would have to leave now or she would be caught by someone and there would be hundred questions asked by seniors.

Bending over, Shahana was sure that her ass and panties were peeking out of her short skirt, but she didn't mind. Shahana actually liked showing off and purposefully pulled her skirt up high when walking the halls. But it wasn't her fellow students she was trying to impress.

She attended Rosewood Academy high school which meant the targets of her promiscuity weren't the student body, but rather the seniors in the college side of it all. For some reason her high schools appointed a college boys senior as head for her boarding house.

With her ass out and panties likely showing Shahana wasn't surprised when she heard a deep voice behind her.

"Ms. Arora! I hardly think that skirt length is in accordance with our high school dress code. Why, I can see your bum! What is a tease doing walking in the halls!"

Shahana turned and saw Head boy Aryan who was in charge of her boarding house, the intimidating despot who ran their lives at this point. He was 21 in third year of college, a tall and handsome man who could still somehow slink around, a panther hunting for the next pupil to berate when she got out of his very tightly drawn lines.

He was a notorious disciplinarian and she'd heard haunting tales about long-lasting detentions in his rule. He also seemed to have a predilection for girls who'd just turned 18 like herself.

"Head boy, I'm so sorry!"

Shahana shimmied her skirt down to get it to regulation length which was a homely 1 inch above the knee but Aryan stopped her before she could finish. He gripped her small arm.

"Ms. Arora, this isn't the first time you've had a dress code violation. If I'm correct, this is the third time this week I've had to chastise you! What have you to say for yourself?"

"Head boy Aryan I'm sorry! I didn't mean to, I promise! But please, can we talk about this later? I'm going on a trip with my friends and can't be late!"

"No, Shahana, we're going to talk about this now; I'm tired of telling you to abide the dress code. I am your senior; I should be respected. Frankly, I think you may be going down the wrong path. And what is this trip you're talking about? Are you even old enough to go somewhere without parental permission certificate?"

"Yes, Head Boy, I just turned 18 last month! And my boyfriend and I are going camping in just a few hours so please can I go? I would be done by tomorrow"

"Just turned 18 you said..."

It seemed Aryan had only heard the first part of her outburst. Shahana tried to scurry away but he held her tighter.

"Shahana, I'm afraid you're going to have to come with me to my office. You are clearly experiencing some new feelings right now that you're expressing through your revealing dress, and I don't think I can let you go until we've discussed your behavior in detention. Come along, you can text your little boyfriend and tell him you're going to be late. I won't keep you long."

Aryan had been provided with his own office after he was elected as one of the head boys. Shahana wanted to run but his body was twice her size and he easily led her to his door. When they got in, he locked it which made Shahana's stomach drop. This didn't feel right.

"Ummm... Head Boy? Please can I go home now? I promise I'll be a good girl until graduation."

Aryan chuckled and led her over to his large oak desk. Shahana felt a lecherous hand "accidentally" swipe the underside of her left buttock as he walked by and his grin made her shudder.

She usually thought their Head Boy was a really handsome guy, but now she could only see him as a predator who had caught his prey.

"Since you're in here because of you're insatiable need to show yourself off, I think the appropriate way to kick this naughty habit is to give you an outlet. Give you a chance to see if you really like teasing men."

"Head Boy!"

"Quiet, girl!"

He rushed up to her and put his hand over her mouth. Shahana looked up in fear and he stared down at her sternly.

"No more talking, okay?" Shahana nodded. "Good girl," he grazed her cheek tenderly.

"Why don't you start by hiking up that skirt, Shahana. Pull it up slowly and I'll tell you when I think it's the right height. Go on now, I know you love doing this."

He had a point. Shahana slowly pulled the waist of her skirt up until the bottom was mid thigh, half of her smooth, tanned legs now exposed between her long socks.

She looked up and Aryan shook his head. He pointed his finger up so she pulled the skirt higher until the bottom rested at quarter thigh. Shahana's legs were trembling because she had on one of her sluttiest white g-strings, which was sure to set Aryan off in some way or another.

She hoped this would be high enough but when she looked for confirmation, he, of course, commanded her to raise her skirt even more!

With a tear forming, she pulled it up until the swishing pleats were resting just above her cheeks, the bottoms of her plump globes poking out. Shahana's panties were thankfully covering her freshly-waxed, teenage pussy which was starting to feel funny next to this man.

"That looks to be the right height, don't you think, Shahana? Now you get to show off those incredible legs just like you always want to."

"Umm.. yes Aryan sir, thank you..."

She was not sure why she thanked him for his compliment, but with no power in the situation it felt like the right thing to do. She would pretty much do anything at this point just to get out of here.

"You know, Shahana, it's not just legs, that men like to see. No, we like much more than that. Why don't you undo the top button on your blouse, baby girl? I've seen you do it before, so I know it won't be your first time."

He read her again and seemed to know all about her habit of unbuttoning her shirt, especially around seniors she thought were hot.

"Another button, baby."

She'd now undone the top three and her matching white lace bra was showing. She noticed that Aryan had, too, begun to expose himself by undoing the top of his shirt.

His muscular chest was visible which made Shahana bite her lip. To her embarrassment, she loved men. Her friends preferred the sleek bodies of their my stud teen boyfriends, but she secretly craved a man. The strict contrast of big, manly bodies against her smooth, curvy figure was a prominent fixture in her fantasies. And now it was happening in real life.

"So now you see why your outfit choices have been inappropriate lately, correct? Do you think a girl like you would be allowed to do that without consequences? Do you think she can show off herself to men without them taking advantage of her sweet vulnerable body?"

He'd gotten up and was almost holding her as he raged. His hands were firmly planted on her ass and Shahana tried to squirm free but she couldn't.

She relented slightly and soon found herself wriggling but in a different way. The big hands clutching her cheeks were squeezing and prying, his probing finger getting closer to her pussy. Aryan was much bigger than her high school boyfriend and it was comforting to lean into him, his wide frame easily supporting her petite body. Her panties were moistening and Shahana snapped back to reality and jerked away. Aryan grabbed her wrist.

"Can I please go to my room now, Aryan!"

He laughed.

"Did you really think that was all your punishment, baby girl? You broke rules and you are going to pay the price. This little strip tease was just for your benefit, with your voyeuristic tendencies and all."

Her benefit! The perv just wanted to see some tits! He pulled her over to his desk and bent her up against it.

"Hold onto the side now, Shahana, I don't want you moving too much while I punish you."

Moving!

What was he going to do? Shahana's knuckles went white gripping the edge of the desk as Aryan came to the left of her. He lifted her skirt and inhaled sharply when he saw her almost naked ass. He was so close to her and Shahana was tired of fighting him off so she just stood as his meaty hands groped her buns.

"Such a beautiful ass, Shahana. So fresh and pert. Just begging for a few spanks."

"Spanks???" Shahana tried to jump back but he held both her wrists in one hand.

"Quiet! Certain girls with behavioral issues like yours need special attention to fix them. Since you've been so insolent as of late, I've decided that the only way to straighten you out is giving you a firm spanking with my bare hands."

His other hand was swatting the bottom of her cheeks upwards in anticipation, making them jiggle. All this touching around her butt and pussy got her warm and wet and Shahana was terrified that Aryan would see her physical reaction. Shahana tightened her legs to hide her dripping honey.

"Yes, baby, I'm going to give you a bare-bottom spanking and afterwards you're going to follow my rules to the letter, lest you want to spend more time over my desk. When I give you each spank, I want you to think about what you've done, and think about why you're in this room. I also want you to think about why your little pussy is getting so wet for your Head Boy, Shahana."

Shahana gasped at his statement and he smirked before gripping a cheek, shaking it, then slamming his hand down onto it.

"Ahhh!! Aryan!"

"Quiet, Shahana! I know what I'm doing. This isn't the first time I've had a slut in this position. Now I'm going to redden those cheeks until you respect my wishes!"

SMACK! SMACK! SMACK!

He alternated left to right, still holding her wrists tightly. The spanks hurt but in between each he'd rest his hand and manipulate her bubble butt. His fingers would twiddle against her panties and every tap made her leak more until they were sopping. The spanking continued and Aryan leaned down to tell me something.

"From now on, Shahana, I'm giving you a new dress code. Since you want to act like a slut, you're not going to wear your skirt modestly like the other girls. No, I'm going to let you be the whore you obviously want to be. You're going to pull your skirt up high, nearly to the cheeks, showing what everyone has been missing out on. You're going to unbutton a few times, too, and you're always going to be in matching panties and bras to make sure you look your best. Do you understand me?"

The pain of the spanking and utter humiliation of the experience had set in and Shahana cowed to the desk pathetically.

"Yes, Aryan I promise! I'll do what you say I swear! Please, please, please can I go to my room now!"

Shahana's legs were jelly and the desk was holding her up. Aryan walked behind her and pushed his crotch up against her, lewdly pumping it up against her butt. Between the desk and Aryan she wasn't going anywhere so Shahana laid and let the bizarre pleasure of this huge man humping her take over.

She may as well get something out of this, too. Shahana felt herself lightly pushing back against the firm bulge in his suit pants. Unfortunately, her reciprocation came off as eager and he didn't like her trying to take charge.

"Such a tease," he grumbled before yanking her back up off the desk.

With tears running and her disheveled skirt barely covering her reddened ass Shahana tried to button up and run out but Aryan stopped her again.

"Uh, uh, uh, little baby. You've been very bad and I think it's time we give your mother a call."

"Stepmother!" Shahana corrected him. Everyone knew the story of how Mr. Arora, a respectable CEO was cheating on his wife for his secretary. He then married her and send Shahana to Rosewood Academy.

Shahana hated her stepmother and she was sure even Aryan knew that. Ever since she married Dad, she started taking all of his attention and left her to rot. Dad was so enamored he went along with it, saying "ask your mother dear" and shooing away any complaints she had. "Mother" (Shahana would never called her that) was rude and thought Shahana was getting in the way of her life with Dad. She wanted Shahana out of the house so he wouldn't spend time and money on her. She was a real bitch and Shahana hated her.

"No don't call her! Please!"

"Silence! I'm going to tell her all about your little misdeeds. Come. Sit with me."

He sat in his throne-like desk chair and pulled her into his lap. Shahana wrestled out for a second but he easily held her with an arm around her slim waist. She stopped fighting and put her two hands delicately on his forearm that was exposed from his rolled-up sleeve. He looked like such a man and all those naughty feelings came flooding back.

Aryan picked up the phone and began dialing; he put it on speaker.

"Hello. Mrs. Arora speaking." Shahana rolled her eyes. She loooved calling herself Mrs. Arora.

"Hello, Mrs. Arora. This is Head Boy Aryan Khanna in charge of boarding where your daughter resides from Rosewood Academy."

"Oh! Aryan! Who doesn't know you and your chairman father? A week ago, only we had dinner with him. For what do I have the pleasure of speaking to you?" Shahana scoffed again. She was always obsequious to men in power.

Aryan moved his hands to her chest and began undoing her blouse. Shahana gasped when he pulled it off but he just hushed her then moved onto the bra, unclipping it deftly from the back. He yanked that off, too, and Shahana tried to cover up, but he scolded her quietly and replaced her hands with his. He was tweaking her pink nipples while he spoke.

"Unfortunately, Mrs. Arora, I have some bad news to relay. I've caught your daughter violating our dress code three times this week and had to take her into detention this afternoon."

"That little skank!" Her stepmother broke her charming veneer. "What did she do this time? That girl is trouble, Aryan! Always doing the wrong thing, I tell you! I'm so sorry you had to take her in, I hope she didn't cause too much harm."

"No, no, Mrs. Arora, there's nothing to worry about. She's a fine young lady, just a bit... attention-seeking."

He moved one of his fingers from her nipples and put it over her panties. He slipped it under and began rubbing circles all around her clitoris. Shahana held his veiny arm with both her hands while his assertive rubbing made her moan.

"What was that, Aryan?"

He muted the phone and admonished Shahana.

"I said quiet, baby! Unless you want me to get you into more trouble with your stepmother and Father!" He covered her mouth with his non-molesting hand.

"So sorry about that, Mrs. Arora. But as I was saying, your daughter has been a habitual violator of our dress code, pulling her skirt up for all the male at our school to see. I hate to tell you this, Mrs. Arora, but your 'innocent' daughter even wore a g-string to class today, and many of her peers reported that they thought she was trying to flash them. I'm so sorry I have to tell you this."

"WHAT!!" Shahana's stepmother exploded. "That SLUT!! When I tell her father about this!"

One finger then two were slipping their way into her pussy and liquids flowed onto Aryan. Stuck on his hand, he moved her to the side to unzip his pants and free his cock. It poked out under Shahana's skirt and she saw it was much bigger and meaner looking than her boyfriend's.

Her insides churned thinking about how well it would fill her up, just like his fingers. He placed both of her hands on his penis and it was so big she could barely wrap them around. Shahana was in awe at how much larger it was than Jai's! It made her surprisingly horny. Maybe she was a slut...

"Yes, Mrs. Arora, it really was inappropriate of her. But there's nothing to worry about, I'm giving her a special detention right now to straighten her out and I'm sure your daughter will come home in summer with the right mindset."

He was moving her back and forth over his cock, rubbing her wet cunt along it to soak it. He began tapping his rod lightly against her mound, then violently smacking it against her. Shahana shook and writhed from the clitoral stimulation as he lifted her to dip his tip into her tight hole. The head breached.

"That whore isn't my daughter. Do what you want with her. I know your father and family. I know whatever you would do with her would be good for her."

Shahana's stepmom ended the call abruptly and she looked back to see a grinning Aryan. Still holding her on the tip of his cock with her feet off the floor he said devilishly, "You heard her, baby, I can do what I want with you."