Amy's Discipline Lessons

The Headmaster smiled as he eased her further back onto his lap. "I know you don't want to be expelled, Amy. No one wants to be a failure.", he stated as he squeezed her thigh, inching his hand further beneath her skirt. He could now start to feel her regulation school panties under his probing fingertips. "So, I will make a proposal which you may accept or decline.", he said. He watched as the young girl squirmed in his lap. "Are you interested in hearing my proposal, Amy?", he questioned. His erection was throbbing. He felt precum oozing from the head of his aching penis as it pressed against the young girl's thighs and buttocks.

Amy felt sick as she felt his fingers playing with the elastic at the bottom of her school panties, lifting the material off her thighs, slipping his fingers underneath the thin fabric. She nodded quickly as she choked back an urge to scream. "Yes, sir. I'm listening.", she said in a barely audible whisper. His hard thing is on my bottom...

He nodded with satisfaction. Of course you're listening, silly girl. You have no choice in the matter. He had been in this position with many young ladies at the academy over the years. He could almost predict what they would say and do at any given moment. The Headmaster was truly in his element. He lifted a palm to the small of her back and patted her gently through her shirt as his other hand continued to explore the warm, smooth flesh of her upper thighs beneath her skirt. His fingers slipped in and out of the bottom of her panties, outlining the elastic hem with his thumb and forefinger.

"It seems we have two choices here, Amy. The first choice is for me to expel you from the academy and send you home to your mother. That is a choice which you have made clear you do not wish." He paused momentarily as he looked at the girl's delicate face with her tightly shut eyes and adorable blushing cheeks. "The second choice is for me to take you under my wing and make you my special project... to make you my special girl.", he said. "Sometimes, a growing up girl needs to be taken in hand and shown the correct path.", he smiled. "Would you like to be my special girl, Amy?", he asked, clicking his tongue. "Can you accept my guidance and instruction?"

Amy didn't want to be his special girl. Whatever that meant, it couldn't be a good thing. He wants to touch me. She felt ill. However, she had little choice, since her only other option was expulsion. She nodded slowly. "Yes, sir. I want be your special girl.", she said weakly. Suddenly, the tears welled up in her eyes again and trickled down her pretty, blushing cheeks. She held her hands over her face and wept. He wants to do things to me... bad things...

The Headmaster felt a rush of exhilaration as he watched her cover her face in shame. You should indeed be ashamed, little girl. I will show you real shame soon enough. "That's good, Amy. Then, we have a little agreement. A private agreement between ourselves. You will be my special project. My special girl... In return, I will prevent your expulsion and take a special interest in your further development.", he said with a smile. "I'll give you the guidance which a girl of your tender age requires."

Amy nodded silently as she choked back a sob. "Yes, sir.", she whimpered. Okay. Whatever...

Headmaster Swisher nodded slowly. "Well then, it is agreed.", he said as he eased her back onto his lap, enjoying the feel of her panties pressing against his crotch. "Now, Amy. I'm going to ask you some questions and I want you to answer me honestly. If you lie to me, I'll know it and our deal will be null and void. Do you hear me, little girl?", he asked.

Amy nodded reluctantly. "Yes, sir." Stop touching me under my skirt. Gross!

Swisher smiled, enjoying her submissive state. "Now, the questions that I am going to ask you are for your own benefit. It is important that a young girl such as yourself is completely honest. Do you understand, Amy?", he asked.

Amy nodded her silent agreement. A tear drop rolled down her nose. Okay.

The Headmaster gave her thigh a gentle squeeze. "I have found that little girls of your age tend to be dishonest. I will not tolerate dishonesty, Amy.", he said before continuing. "Do you have a boyfriend, Amy?", he asked.

Amy nodded. "Yes...", she responded quietly, in almost a whisper. Why is he asking me that? I'm being honest...

He continued to caress her upper thighs as he smiled down at her blushing face. "What's his name, Amy? How old is he?", he asked, clicking his tongue.

Amy closed her eyes and swallowed. "Why, sir? Why is that important?", she asked nervously.

Headmaster Swisher gave her thigh a quick slap. "I told you to answer my questions, girl. You don't answer a question with a question. Now, what is his name and how old is he? How old is your young boyfriend?"

Amy blushed. "His name is Joseph. He's nineteen.", she said quietly. I can feel his thing on my bottom. He's all stiff, like Joseph gets sometimes... when we're fooling around... only the headmaster's thing feels bigger... a lot bigger... she swallowed.

The Headmaster smiled knowingly. "Do you have sex with him, Amy?", he asked as he eased his hand back under her skirt. He shifted slightly, pressing his erection against her soft flesh.

Amy tried to push his hand away. "No, sir! Of course not!", she responded as she felt his hand roaming between her legs. Stop it! Stop touching me!

Swisher tickled her upper thighs with the tips of his fingers, lifting her panties up, exploring her warmth. "Are you sure, Amy? Are you sure? I know a girl of your age has needs... sexual needs which must be satisfied.", he said quietly.

Amy felt sick. She had given up on pushing his probing hand away. She sat timidly on his lap, allowing him to explore her most private area. She shivered as she felt his fingers nudging underneath her panties, coming into contact with her downy pubic hair.

"Answer me, girl.", he demanded. "I am aware of the needs of a young girl. Are you sure that you have not allowed Joseph to explore this part of your body?", he asked as his fingers approached the soft lips of her pussy. Touching... feeling.... probing... underneath her panties.

Amy cringed. He's touching my number one spot... "Joseph has never touched me there... I would never let him, sir. I'm a good girl...", she whimpered. Stop it...

"A good girl, heh?", he repeated. He frowned. The silence hung in the air as he continued to probe underneath her skirt. After several long moments, Swisher continued. "Do you play with yourself, Amy?", he asked. "Do you masturbate?"

Amy flushed with embarrassment. "no, sir...", she said weakly. "of course not..."

Headmaster Swisher nodded as he removed his hand from underneath her skirt and patted her bare thigh. He lifted his hand to her breasts and cupped each one in turn through her shirt. "Are you sure, Amy? Are you positive that you don't play with yourself? Answer me honestly, little girl.", he demanded as he squeezed her plump young breasts through her shirt. He enjoyed their supple weight in his palm. "Are you telling me that you never touch yourself in a naughty fashion? You never masturbate yourself??", he asked the blushing girl.

"No, sir. I don't do that!", she exclaimed fearfully. That's gross! "Please stop touching me like this. It isn't right!", she pleaded as she tried to push his hand away from her breasts. However, Amy was lying. She did play with herself on occasion. In fact, she had played with herself just last night, under her bed covers in her dorm room, thinking about Joseph. She pushed that memory from her mind quickly, afraid that he might somehow know what she was thinking. "Please stop touching me, sir!", she pleaded with him again. She tried to push his hand away. Stop it!!!

He slapped her hand away. "Stop being silly, Amy. There is no need to be modest in front of me. In fact, modesty is something you will no longer be allowed. As long as you're my special girl...", his voice trailed off as his hand continued squeezing her breasts. "Do you understand me, Amy?", he asked. "You do want to be my special girl don't you?", he asked quietly. What beautiful young tits she has...

Amy nodded weakly. "Yes, sir.", she mumbled as she felt his hands on her body. Touching her in inappropriate ways. On her breasts. Gross. You're a pervert...

"That's good, Amy. I'm glad you understand.", he stated calmly as he continued fondling her boobs through her shirt. He felt his cock jump as he looked down at her pretty, blushing face. I'm so glad you understand...

After several minutes, he paused. "Now, I'm going to unbutton your shirt Amy. I want to check on your development.", he said quietly. "This is something we will have to do frequently. Now that you are my special girl.", he smiled.

Amy felt a chill run up her spine as he reached for her uniform tie, unfastening it slowly. Oh no.... Oh god... She wanted to say something. Say anything. But, she couldn't find any words. She felt him unfastening her tie, pulling it off her shoulders. The next instant, his fingers were unbuttoning her shirt. "That's a good girl", he cooed in her ear. His breath was hot on her delicate skin. She could smell the strong aroma of his aftershave intermingled with the scent of pipe tobacco. "You are my special girl aren't you, Amy?", he asked gently as he unfastened each button one by one.

Amy kept her eyes shut and tried to imagine herself some place far away. Back home with Momma and my real Daddy... not my step father... She trembled slightly as he un-tucked her shirt from the waistband of her skirt, unfastening the last button. Cool air washed over her bare tummy as he eased the shirt off her shoulders and let it fall to the floor. She folded her hands in her lap and felt warm tears roll off her cheeks as his hand reached for the clasp of her bra. Please don't take my bra off....

"I think we'll have this right off, young lady.", he said as he unfastened the bra clasp. He smiled as the garment fell away, sliding slowly down her arms, exposing her young breasts. He lifted her elbows and gently eased the bra away, dropping it to the floor. Her bare boobs jiggled enticingly as he stared down at them. Beautiful... very well developed indeed...

Amy shivered. Not only from the chill in the air but from the chill in her heart as well. He's looking at my breasts.... I'm not wearing any clothes from the waist up... My boobs are showing... He's staring at them!

"There now. That's much better isn't it, Amy?", he asked as his large hands cupped each bared breast in turn. He enjoyed the feel of her young tits in his palms. But, he enjoyed her blushing reaction to his palms much more. "Are you embarrassed, girl?", he asked with a slight smile. "Your breasts are developing quite nicely, young lady.", he smiled. "There is nothing to be ashamed about.", he said. Keep blushing, little girl. I delight in shaming you....

Amy cringed. "Please stop touching me like this. It isn't right... or proper.", her voice faded away as she began to sob. Please stop touching me!

Headmaster Swisher chuckled and clicked his tongue. "Nonsense, girl. Plain stupidity.", he exclaimed. "I'm only checking on your development. You mustn't be embarrassed in front of me, Amy. In fact, you must get accustomed to being undressed in my presence. I shall be checking on your physical development frequently. Girls of your age must be examined periodically to make sure everything is forming up as it should.", he said calmly as he continued massaging her bare tits. "I shall be responsible for checking on your growth. Now that you're my special girl...", his voice trailed off. I'll be seeing you out of your clothes frequently... I enjoy seeing naked teenaged girls...

Amy's cheeks felt hot as she turned her head away from him. She clenched her hands in her lap as she felt his hands playing with her exposed breasts. He pinched each nipple in turn, tweaking them. She felt her nipples hardening in spite of herself. Oh no... he'll notice!!

Headmaster Swisher did notice. "Well, young lady. I see your breasts are quite sensitive. Your little nipples are like pencil erasers. Are you getting turned on by my examination? Are you a randy girl?", he asked with a chuckle. "I bet you let your little boyfriend Joseph play with your nipples. Don't you, Amy?", he asked. "Do you like having these things played with?", he smiled as he continued tweaking her now very erect nipples. Joseph won't be playing with these things anymore... I will be the one doing the playing...

Amy blushed furiously. "No! No, sir... I don't like you playing with... I mean, examining my...", her voice broke up as she wept. Please stop... I want to go home.

Swisher suddenly let go of her breasts and gave her thigh a firm slap. "Stop being a silly little girl. Now stand up!", he barked. Get up... let me look at your body...

Amy quickly stood up and backed away from him, thankful to be off his lap and out of his reach. She bent down, reaching for her shirt. "May I go now, sir?", she asked pathetically. A warm teardrop rolled down her cheek. I am so ashamed... She covered her breasts with her arm.

"No you may not go, Amy.", he said firmly. "Leave your shirt on the ground and stand facing me with your hands on top of your head.", he commanded.

Amy froze. The shirt slipped from her fingers and fell back to the carpet. Her heart pounded as she stood up and laced her fingers behind her head. "Why... why... can't I go, sir?", she pleaded with him as tears dripped off her pretty cheeks. Stop looking at me that way...

Swisher clicked his tongue as his eyes traveled over her. "Because I must examine you completely, Amy. To make sure everything is okay with your body. As I've told you, little girls of your age must be checked on periodically... to make sure everything is forming up properly.", he said with a smile. He had been waiting to make his next pronouncement. "Now, please remove the rest of your clothing.", he said calmly. "Get completely undressed, Amy. Everything off."

Amy stood rigidly with her hands laced behind her head. She didn't move. What did he say? I don't want to take my clothes off! He's not examining my development. He's a pervert! He wants to see me nude!

"Amy? Did you hear me, young lady?", he asked. "Please get completely undressed. You may place the rest of your clothes on the floor with your other things.", he said, enjoying his power over her. Strip down, girl. It's time I had a good look at your tight little teenaged body. I've been waiting to see you in the nude... teenage girls are adorable without their clothes...

Amy felt weak. "I'm okay, sir. I don't need to be examined. This isn't necessary. Please may I go?", she begged. Please!! She glanced back at the door.

The headmaster's eyebrows creased. "Amy, I am going to count to ten. By the time I'm finished I want you completely undressed. One... two..."

Amy felt sick as she listened to him counting. Her mind raced to find some way out of her predicament. However, she knew he held all of the cards. She had to do exactly what he said otherwise, she would be expelled. He's blackmailing me...

With a sob, she quickly bent down, unfastening her shoes. She heard him counting as she pulled each shoe off and cast it aside. She steadied herself with one hand on the desk as she pulled her socks off and stood barefoot on the carpet as she glanced back up at him. Please don't make me do this!!!

"Five... six...", his voice droned on relentlessly.

Amy quickly unfastened her skirt and lowered the zipper. The garment fell down her legs in a puddle around her ankles. I'm only wearing panties now. He's looking at me...

"Seven... eight...", his merciless countdown continued.

Amy stepped out of her skirt and reached for the elastic waistband of her panties. Please stop! Please stop counting!!!

"Nine..."

She quickly pushed her panties down and stepped out of them. She dropped them to the floor on the pile with her other clothes. Her cheeks flushed with embarrassment as she attempted to cover her nudity with her hands. She had never been naked in front of a man before. She saw his eyes moving over her body and quickly looked down at her bare toes. I'm gonna be sick...

Swisher smiled as he looked at the now completely nude teenager standing timidly in front of him. He had been waiting to see her without her clothes since the first moment he had laid eyes on her. His cock felt as if it would explode at any moment as he watched her cringing in shame and embarrassment. "There now, young lady. That's much better. Now, I can examine you properly.", he stated with a lustful smile.

Amy remained silent, staring down at the floor. Tears rolled off her pretty cheeks as she tried to cover herself with her hands. Please stop looking at me! I want to get dressed! Despite her best efforts, all of her charms were on full display to his eager gaze. Her firm young breasts with their shamefully erect nipples, her toned stomach with her cute little bellybutton, her long slender legs and bare feet.

Swisher's eyes came to rest at the spot she most attempted to conceal at the apex of her thighs. He could see the downy patch of pubic hair peeking from beneath her crossed fingers. His cock jumped as his eyes devoured her young form. "Stand up straight, girl! Hands behind your head!", he said with a raised voice. "Let me have a proper look at you!", he commanded. Take your hands away... stop trying to cover up that sexy little body. He resisted the urge to massage his fully erect penis through his pants.

Amy felt ill as she straightened her back and laced her fingers behind her head. She was aware of the obscene way her breasts were pushed out as she stood in shamefaced in front of him. She shot a quick glance at the headmaster and noticed that his eyes were fixated on the spot between her legs. My number one spot... He's looking at me there... She quickly stared down in shame.

Swisher reclined back in his chair as he gazed at the naked girl. Other young girls had stood before him this way in the past. However, he was hard pressed to recall one so lovely. She is one of a kind. A rare find. He smiled contentedly as he examined her pubic hair. "I see you don't shave your private area, Amy.", he stated. "You have quite a garden growing there, girl.", he said. Maybe I shall have to shave you later...

Amy blushed. She remained silent, staring down at the floor. I think most girls shave down there... I wish I did...

Swisher leaned forward and opened his desk drawer. He took out a manila folder, a notepad, a tape measure and a digital camera. He closed the desk drawer and looked up at the nude teenager. "Now, I think we'll check your measurements. Come here, girl.", her motioned at her as he stood up. "Come stand in front of me.", he picked up the tape measure and smiled at her.

Amy looked nervously at the camera on his desk. "What is the camera for, sir?", she asked. "Please don't take any pictures of me like this.", she pleaded. "I'm not wearing any clothes.", she said with a frown. Her large eyes stared up at him. Please don't take any pictures...

Swisher smiled. "Stop being a baby, Amy. Of course, I will be taking photographs of you. This is a tool to be used in monitoring your development. But, first I think we'll take your measurements. It will give us a good starting point. Come here now...", he said. I can't wait to get my hands on her young body...

Amy felt weak as she walked towards him. She kept her hands laced behind her head and was aware of the way her tits jiggled as she walked. He's looking at my boobs and my bush... my number one spot...

Swisher was definitely looking at her boobs and everything else on display. He held his hand up, indicating that she should stop a few paces in front of him. He pulled the ribbon from the tape measure. "How tall are you, Amy?", he asked not expecting an answer. He bent down and placed the tape at the bottom of her bare feet, extending it upwards to the top of her head. "Yes. That's good.", he said as he scribbled the measurement on his notepad. "Now. Let's measure your chest.", he smiled.