Author: Sailbad
Title: The Charm - Caught by Teacher
Part: 1 of 2
Universe: Jharum
Summary: A 13 year old boy's discoveries in sex with the help of the 
strange sexuality of his teacher who taps him for her needs.
Keywords: mF, mc, 1st, teach, sch, Fdom


The Charm  - Caught by Teacher
By Sailbad@storiesonline.org

Charlie was a handsome, intelligent and fit thirteen-year old boy who 
lived under very sad, stressful and demanding circumstances.  His 
mother died when he was six leaving him and his overworked, fifty year 
old father to patch together an existence as best they could on their 
own.  It was hard on the boy.  He had to forsake the playtime 
activities his friends enjoyed to help his father maintain their home.  
Charlie learned responsibility, courage, independence, and 
determination before he learned his multiplication tables.  But leisure 
was just a small portion of what he had sacrificed.  The absence of a 
mother figure left a yawning gap in Charlie’s life, a fact that did not 
go unnoticed by his father who steeled himself to find just the right 
mother figure for his son.   

When Charlie was nine his father met just such a woman and married a 
very shy but pretty, spinster-librarian of forty-nine named Alice.  
Alice had waited all of her life for an opportunity to fulfill herself 
as a wife and a mother.  Her lifelong ambition was domesticity with a 
loving husband and happy children to devote herself to.  Sadly, she 
watched the prime of her life slip by with all opportunity to realize 
her dreams stifled by her own timidity.  At long last her hope was 
restored when she was invited to share the lives of Charlie and his 
father.  

Alice was such a kind and sweet lady and she was so good to Charlie and 
his father.  Because she never treated him like a kid but rather as a 
young friend, Charlie quickly became very doting on her.  She would 
relate to him in great detail her long lonely life waiting for a man to 
love and a family to embrace.  Charlie was captivated by her and looked 
up to her as a tragic heroine that needed the shelter of him and his 
father.  She was their treasure.  

At one time Charlie even had a big crush on Alice and cherished her 
regal feminine grace, heart-shaped face, high cheekbones and large, 
wise eyes.  To Charlie, she was the prettiest, most noble woman in the 
world and he was proud to be near her.  In return, Alice was so 
grateful to finally have in her life the love of Charlie and his father 
and she flourished in the fulfillment she had waited for so long and 
patiently.  They all three enjoyed a peaceful, happy existence.  Sadly, 
it did not last.

When Charlie was 12 his father died tragically.  Charlie, of course, 
was devastated but had to walk the long road to recovery basically by 
himself.  With the loss of a love in her life, Alice became an empty 
shell of her former self.  Her slightly nervous but energetic perky 
nature turned languorous and sullen.  Her jet-black hair quickly showed 
streaks of gray and her light, nimble frame became just a case study in 
frailty.  The first week after the funeral she clung to Charlie like a 
life preserver, afraid to lose him too.  Charlie, being a good-natured 
and conscientious boy, did not hold it against her to be so clinging 
and needy.  He understood how she felt and did his best to help her 
cope and cause her no trouble.  Charlie actually loved her a great deal 
and wanted only for her to be as happy and fulfilled as she had once 
been.  Forced to mature at a very early age, he took it upon himself to 
take care of her and nurse her wounded spirit.  Being truly fond of 
Charlie, Alice returned his affection ten fold.

Having just entered puberty, his hormones were playing havoc on his 
emotions as well as other things.  He quickly discovered masturbation 
and he lost himself in it on a nightly basis.  Many images and 
fantasies filled his young mind including a great deal centered around 
his stepmother, Alice but the ones that he visited most were of his 
third period Social Studies teacher, Mrs. Petrova.  Mrs. Petrova was a 
full figured widow in her early 50’s who spoke with a distinct East 
European accent.  Her graying dark brown hair piled in neat rolls at 
the back of her head framed a round, fine-featured face that still bore 
traces of a slowly relinquished beauty.  Charlie had only rudimentary 
knowledge of female anatomy and even less about sex, but that did not 
deter his imagination from richly immersing his fantasies of Mrs. 
Petrova in great detail.  The more he entertained himself with thoughts 
of her, the more elaborate the fantasies became.  

These fantasies began to extend into his daily life.  He would sit at 
his desk in his Social Studies class never taking his eyes from Mrs. 
Petrova.  He loved every line of her body and paid close attention to 
whatever bulge or curve that a tight spot in her clothes would reveal.  
This compounded with his highly detailed imagination never failed to 
produce an erection.  In fact, Charlie had an erection almost the 
entire time he was in her class and took great pains in trying to 
conceal it.  His worst fear was of being called on in class and having 
to stand to give the answer.  Luckily, his classmates never noticed the 
tell tale long crease extending up the front of his pants but one day 
Mrs. Petrova did and just stared at it the entire time he was standing.  
From that day on, Charlie noticed her shooting glances at his erection 
every time he stood or walked by her desk.  He was so embarrassed but 
was grateful that she had the discretionary tact not to breach his 
confidentiality.

Charlie did not know why he was so obsessed with Mrs. Petrova, he had 
prettier teachers and other thoughts to occupy his attention but for 
some reason every aspect of her distracted him.  His grades were not 
suffering so he felt no reason to check his lustful thoughts and then 
one day he went too far and that was when his life began to change 
drastically.

The class was taking a pop quiz and all the students were silently bent 
over their desks working on the test.  Mrs. Petrova was grading papers, 
sitting at a table that stood beside her desk at the front of the row 
of desks where Charlie was seated.  He was working so ardently on his 
test that he had lost his erection and without watching what he was 
doing, he knocked his eraser off his desk.  He immediately dove to the 
left side of his desk to retrieve it and as he did he glanced up the 
row of desks and saw the knee and calf of Mrs. Petrova’s leg under the 
table.  She was wearing that day a white blouse and a plain, woolen 
skirt that came up to just above her knees.  

Charlie was at once thrilled by this small glimpse and sat up pondering 
the wonders of what was up that skirt.  His erection returned.  He 
answered a couple more questions and then faced the nagging curiosity 
of another foray.  He summoned up his courage and then with a 
surreptitious look around, he pushed his eraser off the right side of 
his desk.  He ducked down after it and then slowly looked up the aisle.  
There were her legs, her shapely calves rising up to her rounded knees 
and then between them those softly curved thighs.  He focused his gaze 
and looked as hard as he could between the bulges of flesh, trying to 
find what lay beyond.  As he did, she slightly spread her knees to turn 
in her chair and when she did Charlie did not see the white triangle of 
her panties beneath the mesh of pantyhose but rather just a brownish 
triangle and hose covered flesh above it.  A rush of blood pounded 
through his head as this was the most erotic moment of his life.  He 
was trying to infuse this image on his brain as fuel for his 
imagination and then all of a sudden her knees slapped closed.  Charlie 
looked up and saw Mrs. Petrova glaring at him over the top of the 
table.

He sprang back upright and hunched over his test expecting all hell to 
break loose any second.  He harshly reproached himself, how could he do 
such a thing to his dear Mrs. Petrova?  He felt like every eye in the 
world had seen him and he was now under their contemptuous gaze.  He 
wished he could just shrink out of existence.  He tried but he could 
not finish the test, he sat there loathing himself until the bell rang 
for the end of the period.  Everyone rose to turn in their tests and 
leave but Charlie lagged behind to postpone the inevitable 
confrontation as long as possible.  As he placed his test on the table 
Mrs. Petrova looked at him sternly and said, ”I would like to see you 
after school, Charlie,” and nothing more.

Charlie went through the rest of the day in a state of constant worry, 
watching the clock with fear and dread.  He could think about nothing 
but what would happen when he met Mrs. Petrova.  He knew the shame and 
embarrassment alone would be horrific.  The day ended and as his 
schoolmates happily fled the building, Charlie took his long walk to 
Mrs. Petrova’s classroom and stood in the hallway.  As dreadful as it 
felt, it was time to face the music.  He took a deep breath and walked 
through the doorway.  Mrs. Petrova was at her desk grading papers.  She 
did not look up from her work but she knew he was there.  She just 
said, “Close the door, Charlie, and sit at your desk.” 

Charlie did as he was told and sat at his desk feeling the agonizing 
tenseness in the air.  This would definitely be the wrong time to have 
an erection and he tried as hard as he could to not think of his adored 
teacher.  Finally, Mrs. Petrova set her work aside and rose to her 
feet.  She walked slowly around the desk and then stood in front of the 
table at the end of Charlie’s row of desks.  She folded her arms in 
front of her and looked gravely at him.

“Charlie, you know that what you did was wrong?” she said, her voice 
was like a slap of shame in Charlie’s face.  He nodded.  “Charlie, a 
woman’s modesty is a sacred thing.  How do you think it makes me feel 
to find you looking up my dress like that?”  Charlie hung his head; he 
did not know what to say.  “What would your stepmother say?” she added, 
knowing full well Charlie’s guardianship and reverence for Alice.  The 
horror must have shown on Charlie’s face because she calmed him by 
saying, “Do not worry, I will not bring her into this.”  But she still 
pressed on her attack with, “How would you feel if your privacy were 
broken like that?”  Charlie was too ashamed to answer.  “Perhaps you 
should find out.”  There was an agonizingly long pause before she said, 
“Charlie, stand up,” she said.  He stood up and expected nothing but 
the humiliation of a paddling and then she spoke very slowly and 
firmly, “Take down your pants.”

‘She was really going to do it,’ he thought to himself, she was really 
that mad.  Reluctantly, he did as he was told, unfastening the belt and 
the fly, letting them drop to the floor.  Then she hit him with an even 
worse demand, “Your shorts too, Charlie,” she said.  He grabbed them 
and bent down as he thrust them around his ankles.  He stood up with 
his head bowed and waited for her to do something, but she did not.  
There would be no paddling, she was going to treat him to the same 
violation he had inflicted on her.

Charlie stood there before her with his pants around his ankles 
paralyzed with shame.  He was more embarrassed and humiliated than he 
had ever felt in his life but not indignant because he knew she was 
justified in putting him through this.  He had violated the sanctity of 
her privacy by looking up her skirt.  This was fair.  

As he stood there in the focus of her gaze, he fell once again to 
natural impulses he could not control.  The thought of this woman he 
was so obsessed with watching his exposed dick played on his mind.  He 
felt a bond opening up between them, as his exposure became an offering 
of his devotion to her.  A slight draft gently caressing his bare flesh 
only made things worse.  His small, boyish penis began to rise.  
Charlie tried hard to think about anything but Mrs. Petrova.  He tried 
to think about what his stepmother would feel if she got word of his 
behavior.  He tried to think about his classmates bursting in and 
witnessing this sight.  He tried to think about all the embarrassment 
that his springing a boner might cause Mrs. Petrova.  But it was no 
use, the thought of his idolized teacher watching his naked dork was 
too much for him and his erection grew.  It rose in a twitching, 
jerking motion to its full four-inch length.  It stiffened to almost 
the point of aching.  It swelled into an arch with the tip pressed 
against his belly.

When Mrs. Petrova saw it begin to rise, her eyes opened wide and she 
gasped.  It was more out of dismay that he should get an erection now 
of all times - when he should be humiliated - than out of disgust.  She 
stared at it a moment and then turned aside as if pondering something, 
her eyes darted about as if she were busily formulating some plan.  She 
stood gazing out the window contemplatively for quite some time leaving 
Charlie in a quandary as to what further dread might be in store for 
him now.

She finally turned, walked to the door and locked it.  She spun around 
on her heal and looked at Charlie with her head cocked to one side and 
a strangely sardonic smile on her face.  “You like me very much, is 
this true, Charlie?” she asked him flatly.

Charlie got very nervous and antsy but something about the smile on her 
face gave him reason to believe he could confide his heart to her with 
no fear of any cruel derision.  “Y-yes, ma’am,” he stammered.

“Charlie, I have a need... I think I can use you for something I have in 
mind,” she said.

Charlie was very confused; he expected something but definitely 
something much worse than that.  He anxiously waited to see what terms 
were about to be leveled at him.  She casually strolled to face him in 
front the table.  She stood with her hands on her hips and the same 
smile as she just looked at him, studying him.  

“Charlie,” she finally spoke, “there is going to have to be an 
understanding between us.  We are going to share a very special secret 
and I think I am safe in trusting you to keep this just between us, 
OK?”

Charlie just nodded his head.  She leaned back against the table as she 
stepped out of her shoes.

“I am going to reveal something to you that you must not discuss with 
anyone, no matter what.  I am sharing this with you because I think 
your feelings for me will not let you do anything to hurt me, do you 
understand Charlie?”

“Yes ma’am,” Charlie nodded again, his fear was replaced by curiosity 
at what she might be inferring.  His eyes were fixed now on her feet, 
drinking in a new aspect of her he had never beheld before.  Her hands 
went to her sides and pressed flat against her skirt then her fingers 
began pulling the material up to bunch under her palms.  Charlie was 
mesmerized as he watched her hem climb higher and higher up her hose 
covered thighs, past the point where her pantyhose darkened, all the 
way up to her hips.  He was absolutely astounded as to why she would do 
this or what was about to happen.  His excitement mounted as her 
curvaceous upper legs were revealed to him.  

She gathered up her skirt all the way to the hem and then in a quick 
motion she drew it up to her waist and then dug her fingers underneath 
to her waistband.  Charlie’s arousal rushed to overload and he suddenly 
felt close to shooting his wad.  He could not believe what was taking 
place before him or how close it brought him to getting off without 
even touching himself.  His eyes were fixed on her upper thighs where 
her billowed skirt just barely obscured the place he knew the 
triangular patch of her pussy to be.  His eyes darted back and forth 
between her ample, round hips taking in all the exposed curves she had 
offered to him.  

She hooked her thumbs into the tops of her pantyhose and began to 
slowly push them down, following the curves of her legs all the way to 
the floor.  Charlie felt disappointment as her skirt fell down behind 
her hands but also a thrill as he knew her bush was now uncovered below 
that skirt.  Mrs. Petrova pulled the hose from both her feet and then 
slowly straightened back upright pulling her skirt up with her as she 
went.  Charlie took in the sight of her bare, soft, creamy-white thighs 
and waited for her to expose the object of his longing.  After one last 
pause, she scooped up the front of her skirt and presented Charlie with 
the full, unobstructed view of the object of all young males’ wonder - 
her pussy.  She stood there holding up her skirt, still and silent, 
watching Charlie intently, letting him take it all in and then she 
raised herself on her toes and sat on the edge of the table, slightly 
parting her knees, putting herself on display for him.  

Upon seeing the first glimpse of her pubic triangle, Charlie actually 
stopped breathing.  To see those light brown curls of femininity framed 
between soft, round hips and surrounded by smooth, white skin was 
beyond anything his boyhood imagination could conjure.  He was amazed 
and confused as to why she would just stand there and show him her bush 
like that, it was contrary to everything he knew about the opposite 
sex.  He followed her lead and lifted his shirt tail up out of the way 
and held it under his arm.  There they both silently stood in front of 
each other, naked from the waste down, exposing themselves to each 
other for at least two or three minutes.  This moment was the focal 
point of Charlie’s life and he drank in every aspect of this simple yet 
tremendous exchange.  His libido was overdosed and an orgasm was 
quickly overtaking him.  As it approached, he felt the blood drain from 
his head.  Spasms tore at him and strained every muscle in his body.  
He felt the familiar surge of joy shoot through his dork like a big 
feather being pulled out through his loins.  His sperm erupted from the 
tip of his young penis, squirting out in thick jets that gushed onto 
his belly and ran in a slow drool down the front of his thigh.  He lost 
himself in it, let it go freely, almost pushing it forth proudly like 
an offering to her.

“Oh, Charlie!” Mrs. Petrova exclaimed as she saw it happen.

Charlie plunged into embarrassment and frantic apologies.  “I’m sorry 
ma’am.  I couldn’t help it.  I’ll clean it up, I’m real sorry.”  He did 
not know what to do.  He bent over to pull up his pants while still 
holding up his shirttail with the other hand.

“Charlie, Charlie, It is alright.  I am not upset.  It is just a 
terrible waste, that is all.”  Still holding up her skirt, she stepped 
forward and placed a hand on his shoulder to reassure him.  As she got 
close to him, he caught a thick, musky scent that he had never 
encountered before.  It was the essence of her sex and it enticed him 
further.  “We must not let that happen again.”  She took him by the 
hand and said, “Come.”

Charlie shuffled behind her as she led him around to the other side of 
the table and to her desk.  She turned and clutching her skirt up tight 
around her waist, she sat in her chair.  She said, “Charlie, come to 
me.  Kneel down in front of me.”  Charlie knelt in front of her knees 
and starred into the mysterious pubic tangle between her thighs.  Mrs. 
Petrova pulled on a lever at the side of her chair and it dropped until 
her hips were even with his.  She spread her knees and drew her chair 
closer to him, until he was between her thighs.  

“Charlie, I am not going to hurt you,” She said in a gentle, low voice, 
her accent getting thicker.  “I am going to do something with you.  It 
will feel very good to you.  But you must not speak about this or my 
special condition.”

Charlie’s head was reeling, could she intend to fuck him?  Was he ready 
for this?  Blessed with the almost indefatigable libido of a boy, his 
erection still stood firmly against his belly.  He hoped with all his 
might that he would perform satisfactorily.  He heard a slight slurping 
noise that he could not quite place, it sounded like it came from 
between her legs.  Mrs. Petrova scooted to the edge of her chair and 
slowly crossed her calves behind Charlie’s legs and placed her hands on 
his hips.  Charlie was thrilled at the contact, never realizing it was 
now impossible to pull away from her, as if he would ever want to.

She bent over him so that her head was beside his.  “It is time to 
introduce you to my Charm,” she whispered.  Charlie heard more of the 
wet, gurgling noise and then he saw something move in the center of 
Mrs. Petrova’s cunt.  In the sparse light available between their 
bodies he could see a finger-like protrusion emerge three inches from 
where her hole should be.  He had never before seen a real pussy up 
close but he was certain they were not supposed to have anything like 
that.  He pulled away from her to allow light in more than anything 
else and he met the resistance of her legs and hands.

“It is nothing to be afraid of, Charlie,” she whispered reassuringly, 
“it is just my special little something extra.”  Mrs. Petrova placed 
her hand before her sex and the tentacle protruding from her pubis 
reached out and wrapped around two of her fingers.  “See?  It is part 
of me.  It is going to help us... be together,” she continued in a sweet 
voice.  She drew her hand along the underside of the strange appendage, 
stroking it with her fingertips.  It greeted and reacted to her touch 
as naturally and adroitly as one of her own fingers.

She pulled her hand back in presentation and Charlie bent down to 
examine this wonder.  In the dense curls of her pubic hair, he could 
make out the slit of her pussy.  He could see the puffy red inner lips 
highlighting the groove.  Out of the bottom end of the slit, where it 
curved back toward her butt, where her vagina was, he saw the pinkish 
gray tentacle glistening and writhing like a large slug.  It emerged 
from her vagina and twisted and curled against the surface of her mound 
as if trying to pull itself out of her.  It kept working itself out of 
her until a full ten inches dangled and writhed from her.  It was a 
little more than an inch and a half in diameter at its base and 
gradually narrowed to a point with a slit at the tip.  Charlie just 
could not stop watching it and the beautiful pussy it emerged from.  
Mrs. Petrova just stroked his back and let him examine her.  He 
tentatively extended his hand to touch it, cupping his hand underneath 
it and slowly lifting.  It was wet and slick to the touch.  Charlie 
marveled at how lively it was in his palm, how it curled up and then 
wound around his thumb, how it caressed the back of his hand in the 
same way he caressed it.  With his other hand he petted the soft curls 
of her pussy and gently probed her exposed, pink labia.  “Come, 
Charlie.  Let us begin,” she finally said and he straightened himself 
between her legs as he was before.

‘Begin what,’ he wondered.  ‘What did she intend to use that thing 
for?’  With his head bent down, Charlie watched in amazement the 
spectacle before him.  The tip rose and reached for his dick.  
Secreting its own lubricant from its surface and within, the tentacle 
licked and slathered a wet, gooey mess all over Charlie’s penis and 
testicles and slowly smeared it into his skin and sparse hairs.  It 
coiled firmly around his penis three times and he felt himself nearing 
another climax as the soft slickness and amazing deftness of the organ 
treated Charlie’s dick like nothing he had ever felt before.  After 
wrapping around him, the tip broke away from the coil and began groping 
in the air.  The end began to open up.  At first it was just a small 
hole but it stretched wider and wider and fluted outward.  When it had 
opened to about an inch and a half it uncoiled a couple of turns from 
around Charlie’s penis and then stretched down toward the dribble of 
semen on his leg.  The mouth-like tip poised over the glob and then 
pressed onto it.  Charlie could actually feel it kind of suck on his 
skin.  Mrs. Petrova sighed and said, “Ahhh.  It has been so long.”  The 
tip slurped and smacked against his skin, cleaning off the area.  Once 
finished, the tip rose up toward Charlie’s stomach.  It lightly pushed 
his penis aside and then started to suck up all traces of the spermy 
mess on his belly.  Its touch was light and tickled him as it worked.  
He watched in amazement at its dexterity and deliberate incentive.

“Do you have any more for me?” she cooed musingly.  “I think you do.”

The tip reached for the head of Charlie’s cock and seized it, he gasped 
loudly.  The mouth of the strange tendril closed over his cock-head 
sending him to the threshold, he knew he would not last much longer.  
Her tentacle then started to devour his penis, slowly working itself 
down over him like a snake eating a rodent.  Having never had his dick 
engulfed by anything more tender than his fist, the sensation was too 
much for him and before he could get a grasp of his reflexes he shot 
off again.  Charlie felt a jolt charging through his dick as he 
unloaded his ejaculation into her clinging, warm embrace.  He sincerely 
felt that it had to be the most intense orgasm of his life as the 
fleshy member seemed to coax every last bit of sperm out of him.  As 
each spurt erupted from him he could hear a faint gurgle as her sucking 
tentacle accepted his offering and gulped it down.

“Ohhh, yes.  Yes, good...very good, Charlie,” She whispered hoarsely to 
him, lightly petting his back.  And then he thought he heard her 
quietly say, “Feed me.”

The stimulation seemed to make his orgasm last longer than before and 
Charlie really felt like his bountiful sexual energy had been tapped.  
Her talented organ continued to suck on him and to envelop his dick.  
Charlie felt weak and his erection was beginning to fade.  Mrs. Petrova 
felt it too and she said, “Let us kiss, Charlie, give me your tongue.”  
He had never kissed a girl before let alone tongue kissing and he was a 
bit worried he would do it wrong.  Charlie tilted his head back and 
opened his mouth to receive hers.  She bent her head down over his 
face, her mouth closed over his and her tongue quickly pushed in.

His first kiss.  Charlie tasted something strange in his mouth and then 
a new surge of arousal and sexual urgency overcame his weariness.  He 
sucked at her tongue for more of what ever she was supplying him and 
his erection found new life.  She pulled her mouth away with a loud 
smack and said, “Easy, Charlie.  A little bit at a time.”  Mrs. Petrova 
lifted her head proudly and lightly closed her eyes.  A long, drawn-out 
moan escaped her lips as if she were enjoying a leisurely bath.

Charlie dropped his head back down and resumed watching her claim his 
penis.  Her Charm had now swallowed his entire dick up to the thin 
wisps of hair on his balls.  Then the mouth began to stretch open 
wider, flaring out as the length behind it continued to slide down over 
his erection.  The tip opened to a maw of about 3 inches wide and then 
with one big, even sweep it engulfed his testicles.  It wrapped over 
the back of his scrotum and sucked his balls into a snug, wet cuddle, 
tenderly sliding to and fro around his trapped organ.  He was inside 
her or rather she had swallowed him all the way up to his crotch.

Charlie turned his head to the side and rested it on her breast.  At 
that point he did not care if she swallowed him alive; oh, what a 
delightful way to die!  She accepted his surrender to her body by 
wrapping her arms around his back and pulling him tight to her sex with 
her legs.  Meanwhile, her Charm continued to do its work on Charlie’s 
captured organs.  Within the clingy encirclement, Charlie’s cock was 
being treated to sensations he never dreamed possible.  Even using both 
hands Charlie would never be able to duplicate the firm but tender 
undulations that rolled and slid the lithe tentacle around his lucky 
prick.  As it tended to him in its tight grasp of his boyish cock and 
balls, it slowly drew back up into her vagina, bringing Charlie’s penis 
with it until Charlie’s hips were pressed flush against her.  He was 
enchanted by the sensation of her coarse, thick pubic hairs tickling 
all around his groin.  She spread her knees wide and held him tight 
against her as she used her hands to induce him to begin thrusting at 
her, prompting his natural urges.  Nature took over Charlie and he 
began to fuck in earnest, driving to discharge another load.  

Charlie was in heaven.  He, he alone was in intimate contact with his 
adored Mrs. Petrova and receiving pleasure from her the likes of which 
he had never known.  He thrilled at the knowledge that she had 
entrusted him with her deep secret and that through their strange 
contact she was extracting something from him she highly valued.  With 
his hands wrapped around her ample butt, he drove against her and 
enjoyed the sensation of her soft flesh and pubic hair on his hips and 
belly as his cock was gently milked by her clasping tendril.  A matter 
of seconds later, he stiffened under the onslaught of another climax 
and squirted his third load into her sucking, fleshy tube.  She cooed 
her congratulations to his issue in some language he could not 
understand and waited for his exuberance to run its course before 
lifting his chin and bending her head down to deliver another 
intoxicating kiss.  Rejuvenated to fresh arousal, Charlie hugged her 
hips and bent into a new romp, enjoying such sweet rapture with his 
beloved Mrs. Petrova.  She filled his senses.  He nuzzled his head 
against her breast, stroked her naked butt with his hands, and ground 
his pelvis against her soft thighs, her lush curls, and her moist 
sucking depths.

And so the couple continued their exchange through three more of his 
climaxes, which came after successively longer durations.  In the 
stillness of the classroom, Charlie pumped his narrow, boyish hips 
against the voluptuous, womanly frame of his teacher.  They silently 
clung together, his small adolescent body occluded by her larger, 
mature body.  With his pants around his ankles and her skirt bunched up 
around her hips they made an unlikely couple of a boy loving a woman.  
All that could be heard was a light clapping sound as he struggled 
franticly against her.  An occasional slight sucking sound of her 
strange appendage alternating its clasp of his penis. A faint gasp and 
groan as he spent.  A small smack as she fed him another kiss and then 
it began all over again.  Deep within their carnal contact, her 
clinging tendril never relinquished its firm grasp of his small but 
potent member.  Their dance played on until the evening shadows 
stretched long across the room, until Charlie was shaky and weak from 
his overcharged exertions, and until his ejaculation came as just a dry 
spasm.  At last, Charlie lay limply against her breast, spent and 
lethargic.  

She allowed him to rest as her Charm again slowly disgorged itself from 
her vagina.  The full length pushed itself out but the tip maintained 
its tenuous hold on Charlie’s testicles.  She unwrapped her calves from 
behind him and braced her feet on the floor.  Taking hold of Charlie’s 
butt in her hands she said, “Come on, Charlie,” and slowly rose out of 
her chair bringing him with her.  Once on his feet, she spun him around 
and forced him to sit in her chair, kneeling on one knee beside him.  
Half straddling Charlie above his lap, she held him with one arm as her 
free hand began to stroke her Charm over the portion covering Charlie’s 
penis.  She gently pulled the lips enclosing his balls free while 
pushing his dick out through the end.  She finally freed his ravaged 
cock and it felt tingly and cool to Charlie as a slight draft wafted 
over his moist skin.  

With her skirt still bunched up around her waist, Mrs. Petrova rose 
from his side, turned to her desk and pulled a moistened towelette from 
a container in a drawer.  She bent over Charlie and began to clean up 
his penis and scrotum while he just watched her Charm hanging from her 
pussy.  It was now shriveled, a dark red and had a mottled texture.  He 
noticed that it was not as lively as when he had first seen it, it 
seemed like it was as exhausted from the encounter as he was.  She 
worked delicately around his fragile privates, wiping and blotting 
until she was satisfied she had cleaned all traces of herself from him.  
He appreciated the care and concern she showed in tending for his messy 
pud.

“Charlie, I must thank you,” she said as she worked.  Her accent was 
thicker than usual and her voice was soft and kind, not her teacher’s 
voice at all.  “You have given me a very special gift.  I think you 
enjoyed it as well, yes?  You like my little Charm?  Hmmm?”  She looked 
at him pleadingly as if imploring him for an answer.  “But you 
understand this must be our secret.  If someone found out they would 
take me away.  Your mother, she would become very angry I think, yes?  
You do not want to see me hurt, do you, Charlie?”  She squatted in 
front of him, looking into his eyes.

“No, ma’am, I’d never let anything happen to you,” Charlie said 
ardently trying hard to tear his eyes from her delightful pussy and the 
bloated flesh dangling from it, but he meant every thing he said.  This 
was greater than any dream come true.  In his young, inexperienced 
heart, lust was turning to love.  “You’re the best teacher I ever had, 
I’d do anything for you, ma’am.  Does this mean you’re not mad at me?  
I didn’t mean any harm or anything, I just really like you and all and 
...”

“I was very angry,” she replied, “but I started to think that we both 
have a hunger we can help each other feed.  Do you understand, 
Charlie?” 

Charlie, feeling self-conscious, stood up and started to pull his 
clothes back on.  Mrs. Petrova tossed the towelette into the trashcan 
and took Charlie’s place on the chair.  She spread her knees wide and 
then using just her finger tips, she began pushing against her Charm 
around the base, slowly helping it pull itself back into her pussy.  

Charlie starred at her sex, fascinated.  Watching her dainty, feminine 
hands working cautiously about her mound and labia was more erotic than 
anything he had ever imagined.  “Do other ladies have a thing like 
that?” he asked.

“Very, very few, I should guess,” she said as she tended to herself, 
“It was a gift given to me by a dear friend a long time ago.  You must 
not trouble yourself over it.  It is my Charm, it is my personal 
treasure and not for anyone to speak of.”  Standing, she retrieved her 
pantyhose from the table and leaned against her desk to pull them over 
one foot and then the other.  Charlie watched in appreciation the 
baggy, sheer material assume the shape of a woman as she pulled it up 
her legs and hips.  Stepping into her shoes and smoothing down her 
skirt she said, “Come, Charlie, it is late.  I will take you home.”  

“Yes, ma’am,” he responded.

“Charlie, you may call me Monica when we are alone but the rest of the 
time I will be Mrs. Petrova and you must behave properly,” she said.

The drive home was basically quiet.  Charlie had many questions on his 
mind but was very tired and just relaxed.  He was so happy to have 
shared the intimate sexual contact with his adored teacher and 
peacefully enjoyed her presence.  As they drew near his questions 
started to boil to the top of his mind, “Ma’a... Monica?  Did you use 
your... Charm on... your husband too?” he pondered haltingly, wondering if 
he alone held any special prominence in her heart.

“Of course, Charlie, he was my husband.” she replied.

“I guess you loved him a lot and stuff,” Charlie probed.

“Very, very much,” was her quick answer.

“I loved my dad a lot too.  Um, ... when did he ... die?” he continued.

“In ‘72,” she said, she was primarily absorbed by her driving and 
answered with little vehemence.

“I guess you weren’t married too long, huh?” he probed again.

“Seventy nine years.  Is this your house on the right, Charlie?” she 
spoke quickly, obviously more concerned about delivering him home than 
her answer.  

Charlie was confused, he knew his math and that these numbers did not 
add up.  He set her response aside and passed it off that she had not 
heard his question properly or he did not hear her correctly.  “Yeah, 
that’s it,” he said.

She pulled up in front of the driveway and then turned in her seat to 
face him.  “Now Charlie, remember what we discussed about keeping what 
we did a secret.  I expect you to behave like a gentleman and maintain 
a respectful, dignified disposition when you are at school.”

“Yes, ma’am,” said Charlie, eager to show his compliance.

“Very well then, we will tell your mother you are assisting me after 
school.  Now, go in and I will see you tomorrow,” she said, extending 
him her hand.

Charlie shook her hand and wondered why she had not offered him a peck 
or at least a hug, some kind of token of her feelings.  He shook her 
hand, said goodbye and exited her car.  He watched her drive away happy 
to have her cherished liaison but concerned to what extent their new 
bond really covered.

When he got inside, he found Alice very worried about his lateness.  
She battered him with questions about his new extracurricular duties 
and it was only with relentless reassuring hugs, pats, and caresses 
that Charlie was able to alleviate her fuss.  He went to bed that night 
still too tired to masturbate but his mind full of new visions of Mrs. 
Petrova and their new, secret relationship.  

The next day, Charlie rose and went through his usual scholastic 
routine.  He and Mrs. Petrova exhibited the epitome of discretion.  
Charlie noticed aloofness in her attitude that almost had him believe 
she regretted the entire thing.  He mirrored her cool attitude and was 
relieved when she said that she expected to see him after school as he 
walked past her desk at the end of class.  

At the end of the day, he loitered in the hallways until they were 
vacant and then sneaked into Monica’s classroom making sure no one saw 
him.  He closed the door and locked it.  She rose from her desk and 
smiled.  They met behind her desk, unceremoniously moved aside their 
clothes, and exposed themselves to each other as they had the day 
before.  Charlie’s erection was ready and eager for her embrace in fact 
it had been for an hour.  Monica’s snorkel-like Charm began to push 
itself clear of her sex before she even pushed down her pantyhose.  
Saying very little they assumed their positions and the coital exchange 
began again.  Anxious for her snug embrace, Charlie knelt tight up 
against her thighs, too close for her to see what she was doing and she 
reached between them to find his young cock and hold it out for her 
groping appendage.  She docked her tentacle to him, quickly and 
smoothly engulfed all of his genitals and began to milk him.  They 
became the room, both of them silent and still.  Charlie taking his 
pleasure and rapture from his adored teacher, Monica extracting with 
her sucking, tubular tendril whatever essence her body found in his 
bountiful ejaculate.  After an hour or so, having exhausted Charlie’s 
youthful emissions, they gathered themselves and she took him home, 
talking as they rode.

This became their routine.  Day after day they met and with very little 
fanfare or dialogue immerse themselves in their carnal congress.  Her 
insistence on his prompt and dutiful daily appointment bordered on 
almost a hunger-like dependence.  She made every effort to get the 
utmost performance from him, skillfully working him to his climax and 
afterwards promptly preparing him for more.  To Charlie she seemed 
driven, as if she were working toward some goal and anxious to reach it 
as soon as possible.  He did not care, he was duty bound and more than 
delighted to bring her more cum if that was what she wanted.  Within 
two months after their sessions began, Monica made the suggestion that 
they meet before school as well.  It was under Alice’s protest but 
Charlie came in early three days a week to be with her.  To avoid 
wrinkles they engaged each other standing up.  Monica would pin Charlie 
against the wall in a dark corner of the room.  Lifting her skirt and 
pulling down her hose she would access him through his open fly and tap 
his early morning vitality until his knees were too weak to stand.

Charlie was the happiest he had ever been in his entire short life.  
Their weekday sexual liaisons were everything his tender, inexperienced 
heart believed to be true love.  His juvenile hopes built up the simple 
but dangerously intimate relationship into an elaborate future of life, 
love and happily ever after.  He saw her expose her deeply personal 
secret and use it to bestow upon him all the joy and fulfillment a 
lustful young male could desire and he was certain it came from a 
romantic passion she had for him.  It was only after some time that her 
cold detachment began to signal to him that their affair was not 
everything he had hoped.  Charlie began to get the feeling that he was 
alone in his love.  He tried vainly to persuade her of his merit and to 
get her to show him where he stood in her heart.  It was no use, she 
would not betray how she felt nor melt her disposition that their 
affair, though sexual, was in no way emotional.  Charlie did not feel 
used because he was rewarded, he just wished so much that Monica was 
more like Alice. 

Charlie made the most out of their car ride home every afternoon, it 
was an informal time when he felt they could speak freely to each other 
and he never let a moment pass in silence.  Monica was always very 
guarded in her answers to Charlie’s many questions.  She flatly batted 
away his queries about her possible romantic feelings for him.  She was 
not cold but merely pragmatic and tried hard not to hurt his feelings.  
She would simply point out to him that he was partaking in 
gratification that any boy his age would be hard pressed to find and 
that should be enough for him.  Charlie sensed her concern for his 
feelings and held it up as hope for her love.  

In regard to his other questions, Charlie was able to learn that Monica 
had met and fallen in love with her future husband in her mid twenties.  
He was much younger than her and after they were married she was 
terribly worried that he might find a younger woman and leave her.  It 
was then that she was given the Charm from a close friend of hers.  
This friend was a mysterious woman from the east who “passed” the Charm 
to Monica and bade her to pass it on to another woman when she had no 
more use for it.  She had said that men found the Charm irresistible 
and that it yielded other benefits as well.

Of her husband, she spoke volumes.  She spoke of every subtle nuance of 
his character.  She talked on and on about every detail of his life and 
how she cherished him until he died.  She said that he had enjoyed her 
Charm and that she enjoyed using it on him but that she preferred to 
have him inside her and usually kept her special appendage “pulled in” 
so that she could have him as a woman when they made love.  As she 
related it, Charlie found himself envious of her late husband and 
wished he could be held in such esteem and he anxiously wondered when 
she would make love to him “as a woman”.

Monica had questions for Charlie too.  She was always very curious 
about his relationship with Alice.  She probed Charlie’s feelings about 
Alice and what he perceived Alice’s feelings were about him.  She asked 
about their relationship, about what they did together and about any 
contact between them.  Charlie was more than happy to answer her 
questions in detail and was glad she had an interest in his life.  He 
told her all about Alice, how lonely she had been before she met his 
father and how happy she had been to finally have a man in her life.  
On occasion, Monica asked to meet with Charlie’s stepmother and when 
she did she was always very attentive to Alice and looked fondly upon 
how he and Alice interacted.

Alice herself was courteous but always apprehensive about these 
meetings.  She had many questions about what Mrs. Petrova and her 
Charlie engaged in so diligently every afternoon.  She always watched 
the teacher suspiciously and paid a great deal of attention to the way 
Charlie looked at Mrs. Petrova and how he addressed her.  On many 
evenings, she expressed her reservations about Charlie’s after-hours 
duties with Mrs. Petrova and her wishes for him to come home as soon as 
possible.  Knowing she was always calmed by his gentle massages, 
Charlie simply ushered her to bedroom, put her into her nightgown, laid 
her down, and slowly stroked her back, shoulders and legs until she 
fell asleep.  He curled up beside her and held on to her as she slept.  
He hated so much for dear, sweet Alice to be so troubled and yet he 
could not forsake his deep desire for Monica.  As he lay beside her, he 
wondered what it would be like if Alice were more like Monica.

Eventually, Alice’s anxiety over Charlie and Mrs. Petrova became so 
intense that she was unable to fall asleep without Charlie lying beside 
her.  Charlie did not mind, he loved Alice and it gave him a warm, 
happy feeling to fall asleep beside her.  They slept wrapped in each 
other’s arms, with Charlie’s invincible, straining erection, that he 
hoped she would not notice, pressed against her thigh or her hip.  

As time progressed, it was bound to happen with Charlie’s impetuousness 
and Alice’s starved yearning, their snuggling turned into light 
petting.  Although tentative at first, their roving hands eventually 
began to pass daringly over each other’s erogenous zones.  Soon, 
petting became necking; bodies wrestled as one, lips pressed together 
in sweet kisses, and whispers of tender devotions and feeble 
protestations fluttered about in the darkness.  Without so much as a 
finger tip venturing inside either’s clothing, Charlie pushed Alice to 
the conclusive extreme of erotic contact.  Being the bolder of the two, 
he delighted in using his light touch to bring her to that tense, 
squealing stage of release that he was so certain to be her climax.  

Though she did her best not to talk about their occasional nighttime 
fondling, Alice tried to keep their activity confined to her bedroom 
and then only with the lights out.  Charlie would still catch her off 
guard and playfully but tenderly fondle any part of her within reach.  
Alice always froze, temporarily losing herself in her stirred emotions 
and then thwarted him with a pleasant admonition of “Charlie, not now,” 
and a then a peck.  Charlie was watching the restoration of the old 
Alice as she blossomed back into vitality.  She again became 
industrious with activity.  She hummed as she worked around the house 
and way-laid Charlie every afternoon with excited chatter and fresh 
ideas.  Alice glowed with her newfound happiness.

Charlie stretched himself to attend to the needs of two women, one 
mostly physical and the other mostly emotional.  His dilemma was most 
pronounced at the point where these two worlds intersected.  Alice’s 
concern continued to exert itself into something that could not be 
mistaken for anything but jealousy.  It became a topic of discussion on 
many a ride home with Monica.  As much as Charlie wanted Monica to 
assume some sort of possessive position over him and defy Alice’s 
contention, he was disappointed when on the contrary Monica advised 
only tacit compliance to Alice’s feelings, saying that he and Alice 
needed each other. 


By Sailbad@storiesonline.org


  
Charm1