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Hot For Teacher
by Dim (dimitri69@fastmail.fm)

***

This is sort of a continuation of my 'Wendy' stories 
from Archive 40. You don't have to read those for this 
to make sense, but it might be fun. This is kind of 
about how we never really know what people are like in 
the privacy of their own lives. It's always the quiet 
ones, so they say. (FF, nc, voy, v, oral, bd, tor)

***

I’d been following Ms. Caine for almost six months 
before it happened. What had originally been nothing 
more than "innocent" teenage revenge fantasy changed 
into something completely different. Something I never 
would have imagined.

Let me back up a little bit. My name is Anna, and I’m a 
junior in high school. Near the end of the last school 
year one of my teachers, Ms. Caine, caught me and my 
boyfriend at the time celebrating my "sweet sixteen" in 
one of the empty classrooms. That would have been 
humiliating enough, but she called a meeting with my 
parents to discuss what had happened, which lead to 
problems at home, and I had to attend weekly detention 
meetings with her and listen to her lecture me on the 
dangers of teen sex.

Oh, and of course word got around the school, giving me 
a reputation. And my boyfriend ditched me and is now 
banging my former best friend.

Naturally, I wanted revenge.

I spent most of the summer trying to learn anything and 
everything I could about Ms. Caine. Eventually I began 
following her, learning her routine and taking 
pictures. My plan, or what little plan I had, was to 
find a way to embarrass her the way that she had 
embarrassed me. Ms. Caine is a young teacher, mid-
twenties but looking more like a teenager herself. 

Most parents tend to think she’s a student at the 
school rather than one of the teachers responsible for 
their children’s education. She’s also very attractive, 
thin and athletic. But she comes across to her students 
as very conservative, even prudish... despite her youth 
and beauty, and the fact that she dresses to obviously 
take advantage of her body’s natural gifts. 

I never did believe that about her. Even as she was 
"educating" me on the evils of premarital sex and 
lecturing me about the immorality of having sex with a 
boy at the school, I never did buy her "prude" act. I 
just KNEW there’s was more to her than she let on.

So I resolved to prove it. I planned to get some kind 
of embarrassing pictures to post anonymously on the 
internet or around the school. And it turned out that I 
had something of a gift when it came to "spying". I 
managed to follow her just about everywhere she went, 
and before long I had roll after roll of photos. But 
none of them particularly interesting. 

I began getting closer. I would sit near her at 
restaurants and eavesdrop on her phone conversations. I 
snuck into her purse and broke into her locker in the 
teacher’s lounge. None of which provided anything 
useful. I was getting more and more frustrated, and 
that frustration was slowly altering my initial 
"innocent" revenge fantasy into thoughts considerably 
less innocent.

And then it happened. I followed her to a restaurant 
one evening where she met a man. I’d seen him before 
during my surveillance, but never really gave him much 
thought. They didn’t seem to be anything more than 
friends. Until that night, that is.

I had grown bold in my amateur detective work and was 
sitting at a table not even ten feet away from them, 
situated slightly behind them, just out of her 
peripheral vision. It was a "nice" restaurant, meaning 
the light level was low for mood and atmosphere. Also, 
while I don’t think of myself as necessarily 
Unattractive, I am rather plain, making it easy for me 
to blend into the background if I want to. In other 
words, I really wasn’t worried about being noticed at 
this point.

At one point during their dinner, Ms. Caine’s friend 
reached into his pocket and pulled out two small 
objects which he set on the table in front of her. She 
seemed shocked and grabbed one of the items quickly, 
glancing around as if to make sure no one had seen her. 

They spoke in hushed tones for a minute or two before 
Ms. Caine got up from the table and went to the 
restroom. I waited a few seconds and then followed. As 
I passed their table I glanced quickly to see the item 
that remained in front of the man and it looked for all 
the world like a garage door opener, or maybe a very 
small remote control.

Intrigued, I stepped into the bathroom and saw that Ms. 
Caine was the only person in there. She was in one of 
the stalls, but I could tell she was standing, and 
seemed to be fidgeting with something. I took the stall 
next to hers, being as quiet as I could so as not to 
"disturb" her, and put my ear up to the wall between 
us. It sounded like she was adjusting her dress. Then 
she got very still and quiet, though I could tell she 
was still just standing there. After a minute of 
absolute silence she suddenly let out a small gasp. I 
imagined I could hear a very faint buzzing sound but it 
was quickly muffled and followed by another gasp, and 
even a small moan. 

My mind was reeling. I told myself this couldn’t be 
happening, but another soft moan from the next stall 
and the almost imperceptible buzz sound confirmed that 
it was. My imagination began running wild, picturing 
what sort of "toy" the prudish Ms. Caine could be using 
on herself over there. I pressed my ear tighter to the 
stall divider, straining to catch every detail of 
sound, considering even sneaking a peak under the 
divider, when Ms. Caine shifted and opened her stall 
door. 

I peered out through the crack of the door and watched 
her move to the sink. Her back was to me as she washed 
her hands. She wasn’t carrying a purse and there were 
no pockets in slinky black dress, so at first I 
couldn’t figure out what she’d done with her toy. But 
then she shuddered and caught herself on the edge of 
the sink. She stood tensely like that for a few seconds 
before letting out her breath, shaking her head 
slightly and moving quickly back out into the 
restaurant.

I was stunned. Unless I was imagining things Ms. Caine 
had just strapped some kind of vibrator onto herself 
under her dress and was now walking back out into 
public, still wearing it and apparently with it still 
buzzing away. I had to splash cold water on my face to 
snap myself out of it, my mind racing with the 
possibilities. I had to get back out into position, had 
to see for myself if what I suspected was going on was 
really going on.

I moved back out to my table, taking the long way 
around to avoid passing directly in front of Ms. Caine 
and her man. But even before I sat back down, even from 
halfway across the room, I could see that the man was 
holding that little remote control in his hand under 
the table. Ms. Caine seemed to be composed at the 
moment, smiling and talking casually. But as I reached 
my seat I saw the waiter come up to their table, and 
noticed Ms. Caine’s friend press a button on his 
remote. 

Ms. Caine nearly jumped out of her seat, but quickly 
caught herself and smiled up at the waiter. She wasn’t 
talking though. She just smiled, and her eyes glazed 
over a little bit. The waiter spoke to the man, asking 
how their meal was, and then continued on his rounds. 
The man did something with the remote again and Ms. 
Caine visibly relaxed, her eyes fluttering as she 
regained her breath.

This happed many more times over the next half hour or 
so, with the man apparently using the remote to 
activate whatever Ms. Caine had put on under her dress 
anytime anyone came near their table. Clearly there was 
a game going on here. One I couldn’t have imagined Ms. 
Caine playing, even in my wildest dreams.

I couldn’t catch my breath and I felt light headed. I 
had to leave, had to get out and get some fresh air. I 
left the restaurant and went out to sit in my car. The 
chill night air cleared my head somewhat, and I began 
to take in exactly what had just happened. And as I put 
it all together, I noticed something even more shocking 
than this new revelation about my "conservative" young 
teacher. I realized that I was extremely turned on.

So I sat there, in my car in the parking lot of a very 
popular restaurant, and played with myself. I leaned my 
seat back and pushed my hand down the front of my pants 
and touched my wet pussy, and for the very first time 
made myself cum with the thought of Ms. Caine. 

Before I could continue to a second orgasm however, the 
happy couple came outside and walked to their car. I 
sat back up and started my own car and followed them 
out of the lot and all the way to Ms. Caine’s house. 
They both went inside together, and I parked down the 
street and made my way up to the side of the house. 

I’d been outside her house many times during my 
surveillance, but never this close. I moved to the only 
window with a light on at the moment and peered as best 
I could through the small crack in the blinds. And what 
I saw, then and over the course of the rest of the 
night, changed my life. Literally.

I watched as Ms. Caine and the man have sex. I watched 
as several other people, three men and two women, 
arrived at the house and let themselves in. I watched 
as Ms. Caine was taken by all of these people into 
another room of the house (with a larger window and a 
slightly clearer view for me) and tied, standing naked 
and helpless, while everyone took turns doing things to 
her. 

And I watched as the whole thing was videotaped.

And just like that, my entire revenge fantasy changed 
completely.

***

So, here we are. That was then... this is now.

It’s taken awhile to get everything in order. First I 
had to come to grips with everything I’d seen, 
everything I’d learned about Ms. Caine that night. And 
then I had to come to terms with everything I’d 
subsequently learned about MYSELF. Ms. Caine had 
humiliated me in front of family and friends, cost me 
my so-called boyfriend, and tried her damnedest to make 
me feel ashamed for my sexual behavior. 

I’d spent months thinking what I wanted was to get 
revenge by posting embarrassing pictures of her around 
the school, but I’d never imagined it would be anything 
more than maybe a secret panty shot, or maybe her 
taking a shower, or even smoking or drinking. It seems 
that I had been almost as "conservative" in my own way 
back then as Ms. Caine always seemed to be.

Now it turns out what I really want isn’t revenge. Not 
THAT kind of revenge, anyways. What I want... is Ms. 
Caine herself. I wouldn’t have even imagined it before. 
I’ve never been attracted to women before, and had no 
idea that the sorts of things I witnessed that night 
outside Ms. Caine’s window would ever turn me on. I was 
a pretty average teenage girl with what I thought was a 
pretty average sex drive. But I’d discovered an 
entirely new side to myself, and embraced a whole new 
world of desire and fantasy.

And today, I’m going to live out that fantasy.

When she first comes into the classroom she doesn’t 
notice me. She’s carrying an armload of papers to grade 
and is too busy reading one of them as she walks to see 
me sitting behind her desk. Halfway across the room she 
looks up and sees me.

"Anna? What are you doing here?"

"Lock the door," I say. She stands there for a second, 
confused. Then she comes over and puts her papers down 
on the desk.

"What’s going on, Anna," she asks testily. "School’s 
been out for almost an hour. And you shouldn’t be in 
here anyways. Haven’t you already gotten into enough 
trouble for being in class after hours without 
permission?" She gives me an odd little smile which I’m 
sure is meant to be intimidating but instead just turns 
me on even more.

"You’re going to want to lock that door, Ms. Caine. In 
fact you’ll probably want to make sure all the windows 
are locked and the blinds fully drawn. Trust me."

"Is this a joke?" She’s annoyed, and possibly just the 
tiniest bit concerned. I can hear it in her voice.

I reach into the top drawer of her desk and take out 
the remote control for the television mounted near the 
ceiling in the corner of the room. I press the video 
play button and motion for her to pay attention.

At first there’s nothing but static. But after a second 
or two the picture clears and we see a man and a woman 
in bed, naked. The camera is obviously in the hallway 
outside the bedroom so it’s not the best view, but we 
can make out that the man is between the woman’s legs 
performing oral sex. Shortly the man makes the woman 
stand at the foot of the bed and play with herself. At 
first she stands with her back to the bedroom door, 
facing her boyfriend as he sits in bed. 

Eventually she turns to face the camera. She apparently 
has no idea the camera is there, in the shadows outside 
her room, but she still puts on quite a show. The 
camera zooms in closer to get the best possible view of 
Ms. Caine playing with herself, her legs spread wide 
apart, the fingers of her right hand moving over her 
neatly trimmed pussy, her small breasts thrust forward 
as she leans back, giving her boyfriend a look at her 
ass as she thrusts her hips against her hand.

"Tell me your name, baby," the man in the video says.

"Wendy. Wendy Caine," she replies.

Ms. Caine watches the video in shock. She’s bracing 
herself on the edge of the desk, her face white as a 
sheet.

"Do you remember our first night together," the man in 
the video continues. "Tell me what you did."

"Oooh... I whipped you." Ms. Caine’s voice on the tape 
is a sultry whisper. She’s still touching herself, her 
eyes closed as she thinks back.

"More specific," her boyfriend tells her. I’ve watched 
this tape many times, so I look over to see how Ms. 
Caine is taking it. She’s still watching, still holding 
the edge of the desk for support, but the color is 
coming back to her face. Her own words from the video 
seem to knock the wind out of her... or maybe they’re 
turning her on?

"I tied you to the bed and I whipped your cock while 
you used your mouth. And then I gagged you and whipped 
your balls when I was done."

At that I use the remote to mute the volume. Ms. Caine 
closes her eyes but stands motionless.

"Where did you get that," she asks angrily.

"From your place, of course. This is a copy I made. One 
of many copies, actually. Right now there’s one in each 
VCR in each classroom, as well as about a dozen other 
copies in various places around town." I watch as she 
sags visibly. Finally she turns to face me.

"What do you want?"

"You," I say simply. She blinks once, uncomprehending. 
"I want you, Ms. Caine. And YOU are going to want to go 
lock that door now I think."

She stands for a minute longer and I watch her eyes as 
it all sinks in. There’s a sort of calm in her face 
now. There’s still a rising flush to her skin, either 
from embarrassment or, as I’d prefer to imagine, from 
arousal. But in her eyes I see some kind of acceptance.

As she considers what to do I take the video off mute, 
turning the volume up a bit just in time to hear her 
recorded voice say...

"Oh baby, I loved being punished. I loved being fucked 
and whipped. Please, whip me. Make me cum."

With that, Ms. Caine finally moves over to the 
classroom door and uses her key to lock it. I lower the 
volume almost all the way, but I don’t mute it. I want 
it just as subliminal background noise for us. She 
walks to the windows and checks that they’re all 
locked, then she draws the blinds and makes sure that 
they are as seamless as she can make them. I know from 
experience, and I’m sure she at least suspects, that 
there will always be gaps in the blinds that someone 
could conceivably see through. So there’s no guarantee 
that what’s about to happen won’t be witnessed. But 
somehow I doubt that bothers her as much as she’d like 
to pretend.

"Now what," she ask softly.

"Undress and then come over here," I tell her.

She doesn’t hesitate this time. She sits in one of the 
class chairs and takes off her shoes and socks. Then 
she stands and takes off her pants, folding them neatly 
and setting them aside before unbuttoning her blouse. 
She’s wearing a rather plain bra and panties, white and 
unadorned. 

She stands there like that for a second before I motion 
for her to continue. She takes off her bra, exposing 
her small but firm breasts. She’s lightly tanned and 
smooth skinned. The half globes of her breasts are just 
slightly accentuated by their whiteness. I notice with 
a barely suppressed shudder of lust that her nipples 
are hard.

She takes off her panties and lays them with the rest 
of her clothes and then walks slowly over to me, now 
completely naked. I rise from behind the desk to meet 
her.

The video tape has now reached a point where the 
previously unseen camera operator and several of her 
friends are tying Ms. Caine in the living room. The 
first man in the video is not holding the camera, 
filming as his girlfriend is secured helpless and the 
other people in the room begin taking turns fucking 
her... among other things.

"Now undress me," I say. She steps close to me, her 
body nearly touching mine. She looks directly into my 
eyes for a moment, both of us holding our breaths. Then 
she reaches up and lifts my shirt up over my head. She 
tosses it aside and puts her hands on my bare arms, 
running her fingers up to my shoulders, raising 
gooseflesh. My own nipples harden beneath my lacy black 
bra. She notices and smiles. 

Both her hands move around behind me, nearly embracing 
me and moving her even closer to me, and she unfastens 
the clasp on my bra. She pulls the straps off my 
shoulders and lets it drop between us, and now she’s so 
close that our naked breasts touch, her nipples rubbing 
stiffly over my own. This is the very first time my 
skin has touched the nude skin of another woman and I 
swear, if I could take my eyes off hers long enough to 
look down, I’d see sparks arcing between us. And then 
she leans in and kisses me.

As my mouth explores hers, she caresses her hands down 
my back to the waistband of my pants. She grips my ass 
through my jeans firmly. And then one hand moves around 
to the front, pressing between my legs and finding the 
heat of my sex. She moves her hands over my body this 
way, all the while kissing me passionately. Then she 
begins unfastening my belt and pants, and from the 
video above us comes the very faint sounds of someone 
cumming.

She pulls away from me and drops to her knees in front 
of me. She kisses my stomach and runs her tongue from 
my navel down to the waistband of my panties, now 
exposed as she finishes undoing my pants and begins 
sliding them down over my hips. Her fingers hook my 
panties as she pulls off my pants and they both come 
off together. I have only a second to enjoy my exposure 
to this beautiful woman whom I used to hate and now 
desperately lust after before she puts one hand on my 
stomach, the other on my ass and presses her soft mouth 
to my wet pussy.

I almost faint from the sensation of her tongue first 
touching my clit. It’s better than I could possibly 
have imagined. It seems like an eternity now that I’ve 
been fantasizing about this moment. I lay awake at 
night and touch myself, imagining this. I dream about 
this while I sleep. I daydream about it during class as 
Ms. Caine stands at the chalkboard or moves about the 
room, lecturing and educating her students.

As her mouth works expertly on my pussy, and her 
fingers stroke and penetrate me, I throw my head back 
and have my first orgasm. Through the gasp of my breath 
and the roar of the blood in my ears I hear the video 
continue, now it’s reached the point where one of the 
women, Becca, has taken a whip and is bringing it down 
over and over again on Ms. Caine’s ass. As I cum into 
her mouth, I listen to the sounds of Ms. Caine 
whimpering and grunting behind her gag as she’s being 
whipped by a stranger and her boyfriend videotapes it. 
And I remember what ELSE I’ve fantasized about over the 
past months.

I push her face away from my pussy finally, my body 
shaking and my legs weak. She reaches up and pulls me 
down to her, pulling me to my knees in front of her, 
face to face, as she kisses me passionately once again. 
I taste my own wetness on her mouth. Her hands continue 
to move over my body, my breasts, my ass. 

She takes my hands and puts them on her, moving one of 
them between her own legs. I feel the swollen lips of 
her pussy and how hard and swollen her clit is. I rub 
at it, pinching and rolling it between my fingers and 
slipping my fingers inside of her. She moans into my 
mouth and presses her hips against my hand. I move my 
mouth to her ear and pull her tight against me, now 
fucking her with my fingers. 

"You humiliated me, Ms. Caine," I breathe into her ear. 
"I wanted nothing more than revenge. I wanted to punish 
you for what you did. I used to follow you around. I’ve 
got pictures of you, all kinds of pictures. I watched 
you in the restaurant with your boyfriend that night, 
when he made you wear that toy in public. I followed 
you home afterwards and watched from outside your 
window as all of that was happening... while that video 
was being made. And I’ve watched other things too. I’ve 
seen you do all sorts of things, Ms. Caine."

Her breath quickens and she grinds her pussy into my 
hand harder and faster. I can hear in moans that she’s 
close. She likes being talked to like this.

"I think I may have fallen in love with you. I’ve 
wanted you for months. I’ve needed you. I think I might 
be in love with you..."

The first orgasm hits her then. She buries her face 
into my neck and whimpers. I continue fucking her and 
rubbing her clit, my other hand now on her ass. I press 
a finger into her asshole and she cries out and 
immediately another, harder orgasm hits her.

"But I also want to punish you," I whisper. And with 
that I push her away, her orgasm unfinished. She falls 
onto her back on the floor and uses her own hand to 
finish herself off. I stand up and walk back around the 
desk, sitting in her chair and watching until she’s 
done. When the last waves of pleasure finally fade, I 
reach under her desk and grab the bag I’ve set there. I 
place it on the desk with an audible thud. She looks up 
at the sound.

"Stand up and come here," I say. She does. I motion to 
the bag and she takes it and looks inside. Again, her 
face goes slightly pale.

"Please, Anna," she says softly. "It doesn’t have to be 
this way."

"Hand it to me and sit right here," I motion to the 
edge of the desk right in front of me. Ms. Caine sighs 
and reaches into the bag. She takes out the whip, a 
short leather crop, and hands it to me. She then 
obediently sits in front of me on the desk.

"Now spread your legs and lay back. I want you to use 
your hands to hold your pussy open for me. I’m going to 
whip your clit and I want you to help me."

Laying back on the desk with a little whimper she 
reaches down between her legs and uses her fingers to 
push the lips of her pussy aside. Sitting in the chair 
I’m at exactly the right height, positioned directly in 
front of her between her spread legs. I reach up one 
hand and light stroke her still swollen clit.

"You’re mine now, Ms. Caine. Anything I ever want you 
to do, anytime and anywhere, you’ll do. Right now I’m 
going to whip your pussy. Sometimes, while I watched 
your video up there, I would slap my own clit while I 
masturbated. Just to see how it feels. I watched them 
do that to you, and I wondered what it was like. Once I 
even used a belt and slapped myself as hard as they 
were whipping you. I only did that once though, because 
of course it hurt a LOT. Well I’m going to whip you 
even harder than that. 

"I’m not going to tie you up. Not this time at least. 
You’re going to hold still and LET me do this to you. 
In fact you’re going to beg me to do it to you. This is 
not the last time I’m going to do this to you, either. 
I think this will be a regular part of our 
relationship, so you might as well get used to it. 
Unless you want that video, or any of the others I’ve 
made without you even knowing, to get out."

She’s shaking now, obviously frightened. I place the 
leather loop at the end of the crop on her clit and 
give it just a couple of very light taps.

"Now, Ms. Caine... beg."

"P-please... please Anna, I want you to whip my 
pussy..."

I lift the crop and bring it down hard directly on the 
swollen little bud of Wendy Caine’s clit. She cries out 
and bucks her hips. But to her credit, she doesn’t move 
her hands. And after a second, she sighs, "Yes, please. 
Punish me. Whip me harder."

So I do.

To be continued?

Feedback to any of my stories is welcome.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Kristen's collection - Directory 41