Blackmail

[JEMMA]

For the entire week following the accident Miss Tan was absent from college. A succession of cover teachers took her place, offering no explanation for her absence. When she did return she looked pale and washed-out. Her lessons lacked coherence, she was clearly distracted. It was odd knowing that I was quite probably the only person who knew the route of her troubles. 

As the weeks have gone by she has gradually returned to her former self. I find it frustrating that she doesn't know how much I have helped her, and has no knowledge of the risk I took. I feel I'm owed a significant debt. And it's time for payment. 

Today I got to college before 7.30, knowing there would be few teachers around at that time. Cautiously, I crept into her classroom, making sure I wasn't seen. On her desk, I left a sealed white envelope, addressed to 'Miss Tan'. 

A short note within read, 'Dear Miss T, I know your secret. It's time we talked. Text me.' My phone number was at the foot of the page. 

Judging by her distracted demeanour in a lesson of hers I attended a few hours later, I am confident that she both received and read the letter. 

However, midnight is now fast approaching, and I've not had any contact from her. 

This wasn't unexpected. Tomorrow is another day.

Friday 18th November

Today began in much the same way as yesterday had. I arrived at college early and found my way to Miss Tan's classroom. Today, however, I decided not to extend the courtesy of a private note. 

I took a black marker, and it foot-high letters on the whiteboard I wrote: 'Tut, tut, tut. You're a very bad girl. You can't run from everything you know. Text me. This is the last time I am going to ask.'

I didn't have a lesson with her today, but I did see her eating in the canteen at lunch time. She was deep in conversation with another teacher, making it difficult to gage the effect my message had made. 

Just after 6pm, my phone beeped. A new message, from an unknown number. I felt nervous as a tapped to open it. 

'Who is this?' it read.

'Is this Miss T?' I replied.

'Yes, who is this?'

'I'm a pupil of yours.'

'What's your name?'

'I can't tell you that. Did you get my note?'

'Yes, I got both your notes. I have no idea what you're talking about. Stop this right now and I'll take it no further.'

'You have no idea why you're a bad girl?'

'I'm warning you! This stops now!'

'Or what?'

'I'll report you.'

'Go ahead. I'll happily tell anyone who wants to listen all about your little accident.'

'I honestly have no idea what you are on about! Leave me alone!'

'Really? That wasn't you driving away from that poor man that night?'

I waited ten minutes, but there was no further reply. 

'If you're not going to talk to me I'm sure the police will,' I provoked.

'I honestly don't know what you're talking about,' she replied.

'If you tell me that one more time I'm going straight to the police. Understand?'

Again, there was no reply. 

'Hello?' I prompted.

'What do you want from me?' she responded.

'A thank you would be nice for a start.'

'Were you in the other car?'

'Yes, that was me.'

'Why didn't you tell the police it was me?' 

'It wasn't your fault. He shouldn't have been there. Maybe you shouldn't have run away, but I guess you probably panicked. A lot of people would in that situation.'

'Thank you.'

'How are you feeling about it all now?'

'I'm okay. Still a bit shaken-up. The main thing is that the man is okay.'

'Have you told anyone else what happened?' 

'No, I haven't. Have you?'

'No, and I have no intention of doing so. I really just wanted to let you know that I knew. If you ever want to talk about things let me know.'

'Thank you, that's very kind.'

'Have a good weekend.'

Monday 21st November

I had a lesson with her this afternoon. She was focused, bright, at times almost bubbly. There was no indication that she had been burdened by me having contacted her. Maybe she really believed that all I wanted was to offer her a shoulder to cry on.

If she was holding that opinion, there is little doubt that will have changed dramatically this evening.

'How are you?' I texted her around 9pm.

'I'm okay thank you,' she replied, an hour later.

'Did you have a good weekend?'

'Yes, thank you.'

I prepared myself for an angry reaction to my next question. 

'Have you got a boyfriend?' I asked.

'Don't ask me questions like that. I appreciate what you've done for me, but I'm not answering those sort of personal questions.' 

This was a do or die moment. I was quite nervous. A voice inside my head was telling me to leave it, to walk away. But there was another voice shouting louder, convincing me that this was a once in a lifetime opportunity, and now was the time to take it.

'You'll answer whatever fucking question I ask you! Have you got a boyfriend?' 

'I can't answer that. I'm your teacher!'

'If you don't answer me you won't be a teacher much longer. You decide. Are you more likely to get in trouble answering my questions or not answering them?'

'I haven't got a boyfriend.' 

'Good. When did you last have sex? And don't make me ask twice!'

'About six months ago.'

'Who with?'

'My boyfriend at the time.'

I left the conversation there, with a final message that read 'That wasn't so hard was it.'

[JEMMA]

Tuesday 22nd November

Miss Tan was not in college today. I was a little concerned. What if she turns herself in? What then for me?

I shook off my worries, she would be a fool to confess to everything at this stage. 

'Why aren't you at college?' I asked her at lunchtime.

'I didn't feel up to it. I've got a lot on my mind. Mainly because of you!'

'Because of me?' I replied, in disbelief.

'Yes, you're scaring me.'

'You have nothing to worry about. Do as I say and no one will ever find out about what you did.'

I had to work tonight. It was nearly midnight by the time I arrived home.

'Are you still awake?' I texted.

'Yes' she responded.

'Are you going to be in college tomorrow?'

'Yes.'

'Good. I'm going to ask you some questions now. Okay?'

'What sort of questions?'

'The sort you won't want to answer. But you're going to. Understand?'

'Yes.'

'How many men have you been with?'

I waited over an hour for a reply. Just as I had given up hope of one coming my phone beeped.

'Five' the message read.

'And how many woman?' I replied, hopefully.

'None' came her expected, but still disappointing, response. 

'Do you like sucking cock?'



'No'.

'Do you like having your pussy licked?'

'Sometimes'.



I am delighted with myself. She may not have appreciated it at the time, but she has now given me an extra layer of collateral. It would have been difficult for me to come forward about the accident at this stage. Had I done so, I would have had a lot of questions to answer myself. I withheld information from the police; not to mention the fact that I have been blackmailing a school teacher. Now though I have a far more feasible weapon at my disposal. Two text messages, sent within minutes of each other. The first from my phone asking if she enjoyed cunnilingus; the second from hers with a tentative reply. I could, in theory, take these messages to a number of sources, my parents, my older sister, another teacher, and tell them that I am uncomfortable with the relationship I'm having with this teacher. If I did this, what could she possibly do? She couldn't tell anyone I was blackmailing her, they would ask how and what with. Her only feasible option would be to resign, in the full knowledge she would never be allowed to teach again.

My final message of the evening detailed the above theory. Miss Tan made no reply.

Wednesday 23rd November

I had no lesson with Miss Tan today, but I did see her on a few occasions. She didn't look too good. She was very pale and wore no make-up. 

'You look ill' I texted her, as I climbed into my car at the end of the school day.

'I didn't get much sleep' she replied.

It was time, I decided on the drive home, to set her a little assignment. Nothing too challenging, just something to ease her into the game.

'Do you ever watch porn?' I asked.

'No' came her predicted response.

'Later tonight I'm going to send you a link to a porn clip. You're going to watch it. All of it. Understand?'

'Yes.'

Later in the evening I sent a link to what is a fairly typical porn clip. It features a well known female pornstar with two men. 

'Have you watched it yet?' I asked, shortly after having sent it.

'I'm not at home at the moment.'

'Where are you?' 

'At a friend's house.'

'Let me know when you're back.'

I waited a couple of hours, and then started to grow inpatient.

'Are you home yet?' I asked.

'Yes' she replied.

'I told you to let me know when you were back!'

'Sorry, I've only just got in.'

'Have you looked at the link I sent you?'

'Yes' 

'Tell me what happens in it then.'

'A dark haired woman has sex with two men.'

'How does it end?'

'They ejaculate on her breasts.'

'Did you enjoy it?'

'No.'

'Oh well, I'll have to send you something a bit more interesting next time then.'

Thursday 24th November

I think I'm getting a bit obsessed by this situation. All day long I've been thinking about her, last night I dreamt about her. This afternoon Josie, my ex, sent me a text message saying that she was missing me, and having second thoughts about the breakup. A couple of weeks ago I would have done anything imaginable to get this girl back in my life; today, it just seemed irrelevant. I didn't even reply to her message.

'Where are you?' I texted Miss Tan, at half six this evening.

'At home' she replied.

'I want a picture' I told her. 

'A picture of what?' 

'You. Your face.'

'Why? You know what I look like.'

'Just do it. Now!'

A picture arrived shortly after. Her miserable expression, coupled with the fact she wore no make-up, made her look almost unattractive.

'Why do you look so unhappy? And why aren't you wearing any make-up?' I questioned.

'Because I'm not happy, because you won't leave me alone.'

'Send me another picture. With make-up and a smile this time.'

She did as instructed, I was soon looking at the second picture, in which she now wore lipstick, a little eyeliner and an uncomfortable smile. 

'Much better. You look pretty again now' I informed her, before asking if she was ready for some more porn. 

She didn't reply but I forwarded a link. The video I directed her to features one of my favourite pornographic niches, bukkake. The word alone makes me hard.

'I've watched it' she replied, a short while later.

'Tell me what happens in it.'

'A lot of men, ejaculate over a girl.'

'I don't like the word 'ejaculate'. It's too formal. Tell me again what happens.'

'What word do you want me to use in its place?'

'Use your imagination.'

'A lot of men cum all over a girl.'

'Did you enjoy?'

'No I didn't.'

'How does it end?'

'The girl swallows it all.'

'Do you swallow?'

'No. Can I go to bed now please?'

I made no reply.

[JEMMA]

Friday 25th November

Today was very busy. I had a full timetable at school, five very long lessons - none of which were taken by my favourite teacher - followed by an incredibly boring three-hour shift at work. Once that was done, I went home, had a quick shower and headed out for a few beers. It turned out to be a very good night. 

I arrived home quite drunk but by no means paralytic, some time around 1am. I wasn't planning on contacting Miss Tan, but as I climbed into my bed thought, why not give it a shot?

'Are you up?' I texted.

'Yes' she replied, almost instantly, to my surprise. 

'What you doing?' 

'Not much, just got back from my friend's house.'

'Is this friend male or female?'

'She's female.'

'What did you get up to?'

'Watched a film, drank some wine.'

'I want a picture.'

'Of?'

'Your tits.'

I was waiting for a hostile response, and, when my phone beeped its little beep a few minutes later, I assumed I would be reading one. But I wasn't. Instead I was looking at her beautiful naked tits.



'Nice' I responded, not wanting to fully convey how surprised I was at the ease of her compliance. 'Now send me one of your pussy' I followed.

Surely a protest is coming this time, I thought to myself. Again though, I was wrong. Her naked pussy was soon on full display on the screen of my mobile phone. Above it lay a patch of neatly trimmed dark hair.



'I don't like the hair. Get rid of it' I demanded.

'All of it?' she questioned.

'Yes.'

'Now?'

'Yes.'

After a relatively short wait, I was looking at an almost identical picture to the one I'd received previously, the only difference being my requested amendment. 



'Very nice' I told her.

'Thank you' she replied. 

She was thanking me now? This was all too much. I knew I needed to capitalise on her unexpected williness to follow my instructions, but the alcohol was stifling my imagination.

'I'm going to send you some more porn' I informed her.

'Okay' she replied.

The clip I sent her the link to this time again centres on the art of bukkake. It stars two girls, one who catches the cum directly from its source and the other who has it spat at her via the mouth of the other. 

'I've watched it' Miss Tan confirmed, about ten minutes later.

'Did you enjoy?' I asked.

'It was okay' she replied, to my astonishment.

'Really? What did you like?' I probed further.



I was eagerly anticipating her next response. She liked it, I kept thinking to myself. She may have only said it was okay, but that was a giant leap from what I had expected. My excitement soon turned to frustration, as my phone remained painfully silent. I chased once, twice and even a third time, but there was nothing. I do not know if she fell asleep, or if she came to her senses.

As the clock ticked over to 3am, I decided to let go of my frustration and drifted off to sleep.

Saturday 26th November

I woke early this morning with a moderate hangover and a raging hard-on. I needed her answer to my final question.

'Good morning' I texted.

Her reply was disappointing. It made it clear that she was less than comfortable with last night's events. 'This has got to stop! You need to leave me alone', it read.

'Are you forgetting something? You owe me' I responded.

'I'll give you money, anything. Just stop making me do things! Please!'

'I don't want your money.'

'Well that's all I can offer you. I can't do anymore of these things you've made me do. I won't.'

I made no reply. It was time for action. I spent the rest of the morning creating aliases on various social networking sites. I then posted the pictures she'd sent of her tits and pussy across a number of different groups and forums, one of which is directly related to our school. I included no description or explanation.

[JEMMA]

'I think you should look at these' I texted her, along with half a dozen links that led to intimate photographs.



'What the fuck are you doing!' she quickly came back.

'Do as I say and they will be removed before the end of the day. If you don't, I am going to start adding descriptions. This is your final warning.'

'Okay, I'll do anything just take them down.' 

'First, I want an apology.'

'I'm sorry. I promise I won't argue again.'

'Good, but you still need to be punished.'

'What do you mean?'

'You are going to send me a video. And in this video you're going to slap yourself ten times. If the slaps aren't hard enough I'll make you do it again.'

'Slap myself where?'

'Your pussy.'

I was apprehensive. I knew that I had demanded a lot of her, and, if she didn't comply, I knew I would have a big decision to make. 

The video was dark and grainy. The hand that held the camera was visibly shaking. But none of that mattered. I had the video, and I could see and hear everything I needed to. Miss Tan was perched on the end of her bed, naked from the waist down. Her free hand left the shot and then returned quickly, planting itself on the perfectly bald pussy at the centre of the frame. The smack, was accompanied by a whimper and the faint mumble of 'fuck'. A couple of deep breaths followed, before her free hand settled a few inches in front of her cunt. After one final deep breath the hand began moving back and forth in rapid succession, smacking hard each time. After the tenth strike the screen went black. 



'Good. If you ever argue with me again the punishment will be far worse. Understand?'

'Yes.'

Monday 28th November

I was sat in the library this morning trying to study. All I could think of was Miss Tan. I knew that contacting her at this time of day was somewhat futile, she was more than likely taking a lesson, but I couldn't help myself. 'Reply as soon as you get this' I sent her.

By the time she did reply, a couple of hours later, I was in a physics lesson. That wasn't going to hold me back though. I put my phone under my desk and began tapping away.

'Where are you?' I asked.

'I'm in the staff room' she responded.

'I want you to take a marker pen and go to the toilet. Text me you're sat in the cubicle.'

'I'm there' she confirmed, after a short wait.

'Good. Now write 'I love sucking cock' on the wall.'

The next message I received was a picture, displaying red graffiti against the faded blue of the partition wall.

'Now take your top off' I ordered.

'Done' she replied, within seconds.

'Write 'slut' across your tits.'

Another photo arrived, her beautiful tits, marked as I had instructed.

'I'm done with you. Go back to the staff room.' I told her.



This evening, I decided it was time to revisit Friday night, and see if I could dig deeper into her warmer-than-expected reaction to the second bukkake clip I'd sent. To do this I simply sent it again. 

'That's the same video from before' she sent in response.

'I'm aware of that. Did you enjoy it this time?' I replied. 

'No, I didn't enjoy it last time either. It's disgusting.'

'I don't believe you.'

'Believe what you like. Do you want anything else from me? I want an early night.'

I was disappointed, I had convinced myself she had enjoyed it. Perhaps I was wrong.

[JEMMA]

Tuesday 29th November

Today was a bad day. First my parents were on my case, for various reasons I won't go into. Then I was in trouble at college, for various reasons I won't go into. Josie then started hassling me, and her friends soon decided to join in too. Yes, I behaved terribly; yes, I'm an arsehole, but it's over. That was your fucking choice, now leave me the fuck alone! Finally I had work, which was as it always is, very long and very boring.

It was 9 o'clock, I was in my bedroom drinking a beer, sulking. I didn't plan on contacting Miss Tan. I couldn't be bothered with anything that required even the slightest effort. I was going to finish my drink, have one more maybe, go to bed and forget that the day had ever happened.

My phone beeped. A new message from 'Miss Tan'.

'Why the fuck are those pictures still online?' it read. 

I gritted my teeth in anger as I typed, 'Who the fuck do you think you are speaking to me like that?'

'I'm sorry but you need to take those photos down. Please!'

I went to my computer and thumped away at the keyboard. Via my alias, I logged onto a popular social networking site. The picture I'd posted of her tits in our college group now had a handful of comments - 'Nice', 'WTF!', 'Who's this? lol' - along with a fifteen thumbs-up. 

I added to the comments, 'Believe it or not this is a teacher of yours...'



I knew this was a risky move that could, if seen by the wrong person, lead to an investigation into the authenticity of the statement. But, in that moment, I did not give a fuck.

'You should look at this' I texted, along with a fresh link to the picture.

My phone started ringing, 'Miss Tan' flashed across its screen. 

Good, I thought to myself, she's panicking. 

I rejected the call and sent another message. 'I'm not going to speak to you, but I will punish you.'

'I'll do anything. Just take that comment off' she replied.

'I want pegs on each of your nipples for 30 seconds.'

A video arrived soon after, showing a close-up of her naked chest. A clothes peg was attached to each tit. She seemed to cope well with the pain, her breathing was controlled, and there was no whimpering to be heard. The video lasted a whole minute, with the pegs clamped to the nipples throughout. I was in no mood to offer her praise for having exceeded my expectations, in fact, I was looking for any fault I could find.



'Who said you could clean your chest?' I asked, referring to the instructions I'd given yesterday.

'Sorry' she replied.

Shortly after I was looking at a photo showing that she had not only re-annotated her tits, but she had also re-attached the pegs.

I was still reluctant to commend her, so instead I sent her instruction for tomorrow. 

'In the morning you're going to dress in a skirt for college. No tights, no panties' I told her.

'Okay' she replied.

[JEMMA]

Wednesday 30th November

I had a lesson with her this morning. She wore a light pink blouse and importantly, she had on a skirt. There were definitely no tights underneath the skirt, but, naturally, it was difficult to determine whether or not she was pantyless. At every given opportunity I would stare intently at her arse, to see if there was any hint of a panty-line; there wasn't.

It was my intention to demand photographic evidence to confirm all my instructions had been completed, but unfortunately the day ran away from evening.

This evening too, lacked for any real interaction. I sent her a message around six o'clock, asking if she was home. She replied to say she was having dinner with her friend. 

I then went on an unscheduled outing to the pub, and didn't give her much thought.

Thursday 1st December

This morning I woke up to a text message from Josie that read 'I'm not going to college today. I'm home alone. And very horny.'

I ended up spending the whole day with her. I fucked her every way I could imagine, all the while wishing she was Miss Tan.



After I was done fucking her I was ready to leave, ready to walk out and prove I am the arsehole her friends keep telling her to stay away from. But she gave me those puppy dog eyes, and before I knew it we were sharing a starting platter at the nearby Chinese restaurant. 

I got home late, and confused. I was in no mood to contact Miss Tan.

Friday 2nd December 

Today was another hectic Friday. Before I'd even left the house this morning I'd had one friend calling me about a game of football after college, and another trying to arrange this evening's drinking venues. I also had a string of texts from Josie, which were swiftly ignored.

With a full day at college, and a shift at work, on top of the plans I'd been making, I resigned myself to this being the third successive day that would see minimal contact between Miss Tan and me. 

I was very wrong. At about eleven o'clock this evening, I was sat in the local pub with my friends, and I felt a vibration in my pocket. I assumed it would be Josie, so ignored it. Half an hour or so passed and I headed to the toilet to take a piss. There were two new messages on my phone. The first a text from Miss Tan that read 'The writing is beginning to disappear'. The second was a picture of her tits still bearing now faded letters of the word slut. 

'You better re-write it' I texted, hurriedly. In less than a minute, another photo arrived.

'Are you at home' I asked.

'Yes' she replied.

'Are you alone?'

'Yes.'

I had now made my excuses and was walking home from the pub. 

'Have you been drinking wine?' I quizzed.

'Yes I have' she answered.

'I want to see the empty bottle in your cunt.'

The next picture nearly brought on an eruption in my pants. It showed a dark red bottle with its entire neck buried in her hairless pussy.

'What now?' she asked, as I was still taking in the picture.

'Fuck yourself with it' I instructed.

I had to read to her next message a three or four times to convince myself I wasn't imagining it. 'Can I watch some porn while I fuck myself' it read.

I forwarded her a link to a favourite scene of mine. A man and woman in a toilet cubicle; he's rough with her, very rough. He slaps her face, spits in face, fucks her face, until she gags, and then pushes her head into to toilet bowl while he fucks her hard from behind. 



I waited impatiently for her next reply. It came some fifteen minutes later, in the form of a video. 

She was laying down on her bed, completely naked. Her knees were hitched up, the bottle was going in and out of her pussy. She moved the camera to show a laptop sitting on a bedside table; the clip I'd sent was playing. The camera returned to her, and the speed with which she fucked herself increased. 'Fuck,' she kept repeating, 'fuck, fuck, fuck.' She was going to cum. She began screaming in ecstasy and the screen went black.

'You came?' I enquired.

'Yes, I did' she confirmed.

'Did I say you could cum?'

'No, I'm sorry. I couldn't help myself.'

'You need to be punished.'

'Okay.'

I was so turned on that my hand was now shaking. 

'Suck the bottle clean.' I ordered.

Minutes later I was watching her running her tongue along the bottle's neck. The visible marks that she had left earlier were disappearing as she circled the glass. She looked into the camera and smiled, then took the bottle neck into her mouth. She worked it back and forth, slowly at first, and then with more pace. I wished more than I'd ever wished for anything that I could be that bottle. Soon it was moving so fast that she started to gag. This didn't deter her though, she pushed the bottle further down her throat, and held it there. She went without a breath for at least half a minute before pulling the bottle free.With mascara running down her cheeks, she swallowed hard and took a deep breath of air. Finally, she turned to the camera, smiled again, and the video ended.



It was all too much for me; I now had a mess of my own mess to clean up.

[JEMMA]

Saturday 26th November

I woke early this morning with a moderate hangover and a raging hard-on. I needed her answer to my final question.

'Good morning' I texted.

Her reply was disappointing. It made it clear that she was less than comfortable with last night's events. 'This has got to stop! You need to leave me alone', it read.

'Are you forgetting something? You owe me' I responded.

'I'll give you money, anything. Just stop making me do things! Please!'

'I don't want your money.'

'Well that's all I can offer you. I can't do anymore of these things you've made me do. I won't.'

I made no reply. It was time for action. I spent the rest of the morning creating aliases on various social networking sites. I then posted the pictures she'd sent of her tits and pussy across a number of different groups and forums, one of which is directly related to our college. I included no description or explanation.

'I think you should look at these' I texted her, along with half a dozen links that led to intimate photographs.



'What the fuck are you doing!' she quickly came back.

'Do as I say and they will be removed before the end of the day. If you don't, I am going to start adding descriptions. This is your final warning.'

'Okay, I'll do anything just take them down.'

'First, I want an apology.'

'I'm sorry. I promise I won't argue again.'

'Good, but you still need to be punished.'

'What do you mean?'

'You are going to send me a video. And in this video you're going to slap yourself ten times. If the slaps aren't hard enough I'll make you do it again.'

'Slap myself where?'

'Your pussy.'

I was apprehensive. I knew that I had demanded a lot of her, and, if she didn't comply, I knew I would have a big decision to make.

The video was dark and grainy. The hand that held the camera was visibly shaking. But none of that mattered. I had the video, and I could see and hear everything I needed to. Miss Tan was perched on the end of her bed, naked from the waist down. Her free hand left the shot and then returned quickly, planting itself on the perfectly bald pussy at the centre of the frame. The smack, was accompanied by a whimper and the faint mumble of 'fuck'. A couple of deep breaths followed, before her free hand settled a few inches in front of her cunt. After one final deep breath the hand began moving back and forth in rapid succession, smacking hard each time. After the tenth strike the screen went black.



'Good. If you ever argue with me again the punishment will be far worse. Understand?'

'Yes.'

Monday 28th November

I was sat in the library this morning trying to study. All I could think of was Miss Tan. I knew that contacting her at this time of day was somewhat futile, she was more than likely taking a lesson, but I couldn't help myself. 'Reply as soon as you get this' I sent her.

By the time she did reply, a couple of hours later, I was in a physics lesson. That wasn't going to hold me back though. I put my phone under my desk and began tapping away.

'Where are you?' I asked.

'I'm in the staff room' she responded.

'I want you to take a marker pen and go to the toilet. Text me you're sat in the cubicle.'

'I'm there' she confirmed, after a short wait.

'Good. Now write 'I love sucking cock' on the wall.'

The next message I received was a picture, displaying red graffiti against the faded blue of the partition wall.

'Now take your top off' I ordered.

'Done' she replied, within seconds.

'Write 'slut' across your tits.'

Another photo arrived, her beautiful tits, marked as I had instructed.



'I'm done with you. Go back to the staff room.' I told her.

This evening, I decided it was time to revisit Friday night, and see if I could dig deeper into her warmer-than-expected reaction to the second bukkake clip I'd sent. To do this I simply sent it again.

'That's the same video from before' she sent in response.

'I'm aware of that. Did you enjoy it this time?' I replied.

'No, I didn't enjoy it last time either. It's disgusting.'

'I don't believe you.'

'Believe what you like. Do you want anything else from me? I want an early night.'

I was disappointed, I had convinced myself she had enjoyed it. Perhaps I was wrong.

Tuesday 29th November

Today was a bad day. First my parents were on my case, for various reasons I won't go into. Then I was in trouble at school, for various reasons I won't go into. Josie then started hassling me, and her friends soon decided to join in too. Yes, I behaved terribly; yes, I'm an arsehole, but it's over. That was your fucking choice, now leave me the fuck alone! Finally I had work, which was as it always is, very long and very boring.

It was 9 o'clock, I was in my bedroom drinking a beer, sulking. I didn't plan on contacting Miss Tan. I couldn't be bothered with anything that required even the slightest effort. I was going to finish my drink, have one more maybe, go to bed and forget that the day had ever happened.

My phone beeped. A new message from 'TAN'.

'Why the fuck are those pictures still online?' it read.

I gritted my teeth in anger as I typed, 'Who the fuck do you think you are speaking to me like that?'

'I'm sorry but you need to take those photos down. Please!'

I went to my computer and thumped away at the keyboard. Via my alias, I logged onto a popular social networking site. The picture I'd posted of her tits in our school group now had a handful of comments - 'Nice', 'WTF!', 'Who's this? lol' - along with a fifteen thumbs-up.

I added to the comments, 'Believe it or not this is a teacher of yours...'

I knew this was a risky move that could, if seen by the wrong person, lead to an investigation into the authenticity of the statement. But, in that moment, I did not give a fuck.

'You should look at this' I texted, along with a fresh link to the picture.

My phone started ringing, 'TAN' flashed across its screen.

Good, I thought to myself, she's panicking.

I rejected the call and sent another message. 'I'm not going to speak to you, but I will punish you.'

'I'll do anything. Just take that comment off' she replied.

'I want pegs on each of your nipples for 30 seconds.'

A video arrived soon after, showing a close-up of her naked chest. A clothes peg was attached to each tit. She seemed to cope well with the pain, her breathing was controlled, and there was no whimpering to be heard. The video lasted a whole minute, with the pegs clamped to the nipples throughout. I was in no mood to offer her praise for having exceeded my expectations, in fact, I was looking for any fault I could find.

'Who said you could clean your chest?' I asked, referring to the instructions I'd given yesterday.



'Sorry' she replied.

Shortly after I was looking at a photo showing that she had not only re-annotated her tits, but she had also re-attached the pegs.

I was still reluctant to commend her, so instead I sent her instruction for tomorrow.

'In the morning you're going to dres in a skirt for college. No tights, no panties' I told her.

'Okay' she replied.

Wednesday 30th November

I had a lesson with her this morning. She wore a light pink blouse and importantly, she had on a skirt. There were definitely no tights underneath the skirt, but, naturally, it was difficult to determine whether or not she was pantyless. At every given opportunity I would stare intently at her arse, to see if there was any hint of a panty-line; there wasn't.

It was my intention to demand photographic evidence to confirm all my instructions had been completed, but unfortunately the day ran away from evening.

This evening too, lacked for any real interaction. I sent her a message around six o'clock, asking if she was home. She replied to say she was having dinner with her friend.

I then went on an unscheduled outing to the pub, and didn't give her much thought.

Thursday 1st December

This morning I woke up to a text message from Josie that read 'I'm not going to college today. I'm home alone. And very horny.'

I ended up spending the whole day with her. I fucked her every way I could imagine, all the while wishing she was Miss Tan.



After I was done fucking her I was ready to leave, ready to walk out and prove I am the arsehole her friends keep telling her to stay away from. But she gave me those puppy dog eyes, and before I knew it we were sharing a starting platter at the local Chinese restaurant.

I got home late, and confused. I was in no mood to contact Miss Tan.

[JEMMA]

Friday 2nd December

Today was another hectic Friday. Before I'd even left the house this morning I'd had one friend calling me about a game of football after school, and another trying to arrange this evening's drinking venues. I also had a string of texts from Josie, which were swiftly ignored.

With a full day at college, and a shift at work, on top of the plans I'd been making, I resigned myself to this being the third successive day that would see minimal contact between Miss Tan and me.

I was very wrong. At about eleven o'clock this evening, I was sat in the local pub with my friends, and I felt a vibration in my pocket. I assumed it would be Josie, so ignored it. Half an hour or so passed and I headed to the toilet to take a piss. There were two new messages on my phone. The first a text from Miss Tan that read 'The writing is beginning to disappear'. The second was a picture of her tits still bearing now faded letters of the word slut.

'You better re-write it' I texted, hurriedly. In less than a minute, another photo arrived.

'Are you at home' I asked.

'Yes' she replied.

'Are you alone?'

'Yes.'

I had now made my excuses and was walking home from the pub.

'Have you been drinking wine?' I quizzed.

'Yes I have' she answered.

'I want to see the empty bottle in your cunt.'

The next picture nearly brought on an eruption in my pants. It showed a dark red bottle with its entire neck buried in her hairless pussy.



'What now?' she asked, as I was still taking in the picture.

'Fuck yourself with it' I instructed.

I had to read to her next message a three or four times to convince myself I wasn't imagining it. 'Can I watch some porn while I fuck myself' it read.

I forwarded her a link to a favourite scene of mine. A man and woman in a toilet cubicle; he's rough with her, very rough. He slaps her face, spits in face, fucks her face, until she gags, and then pushes her head into to toilet bowl while he fucks her hard from behind.

I waited impatiently for her next reply. It came some fifteen minutes later, in the form of a video.

She was laying down on her bed, completely naked. Her knees were hitched up, the bottle was going in and out of her pussy. She moved the camera to show a laptop sitting on a bedside table; the clip I'd sent was playing. The camera returned to her, and the speed with which she fucked herself increased. 'Fuck,' she kept repeating, 'fuck, fuck, fuck.' She was going to cum. She began screaming in ecstasy and the screen went black.



'You came?' I enquired.

'Yes, I did' she confirmed.

'Did I say you could cum?'

'No, I'm sorry. I couldn't help myself.'

'You need to be punished.'

'Okay.'

I was so turned on that my hand was now shaking.

'Suck the bottle clean.' I ordered.

Minutes later I was watching her running her tongue along the bottle's neck. The visible marks that she had left earlier were disappearing as she circled the glass. She looked into the camera and smiled, then took the bottle neck into her mouth. She worked it back and forth, slowly at first, and then with more pace. I wished more than I'd ever wished for anything that I could be that bottle. Soon it was moving so fast that she started to gag. This didn't deter her though, she pushed the bottle further down her throat, and held it there. She went without a breath for at least half a minute before pulling the bottle free.With mascara running down her cheeks, she swallowed hard and took a deep breath of air. Finally, she turned to the camera, smiled again, and the video ended.

It was all too much for me; I now had a mess of my own mess to clean up.

Saturday 3rd December

I knew I had delicate situation to handle. Last night's excitement was almost undoubtedly fueled by her alcohol intake, and it was therefore highly likely that she would be regretting her actions.

I decided not to mention it, and instead set her a fairly simple task. I told her that, at some point over the weekend, I expect her to go a busy carpark and finger fuck herself.

She gave no reply, not even to confirm receipt, but I remain confident that during the course of tomorrow I will be watching her carry out my instruction.

Sunday 4th December

Around 1pm I was lazing on the sofa watching some crap on TV, when my phone beeped. I smiled, and retreated to my bedroom, knowing that I now had something far more interesting to be watching.

The car park was familiar, a retail park just the other side of town. She panned the camera around, showing that it was moderately active, with around a third of all the spaces occupied. The camera moved down, as she slid forward slightly in her seat and rolled up her skirt. She wore no underwear. Then came as very pleasant surprise, her free-hand left the shot and returned with a small pink dildo.

The toy headed straight for her pussy. As she began sliding it in and out, there were audible indications that she was aroused. She continued for a couple of minutes, the fuck-rate increasing, along with her moaning.

Suddenly she stopped. She moved the camera up and pointed it out the window, just a few yards away a woman was getting into her car. The video ended.

Monday 5th December

I had a lesson with Miss Tan this morning. I couldn't help but stare at her for long periods, the whole time questioning if the weekend's events had been real. Had I really coaxed this beautiful, respectable woman into the performing of such debauch acts? Surely it was all just a figment of my imagination?

The longer I stared at her, the more I wanted her. Frustration was taking hold of me. I wanted to force her over her desk, to rip off her panties, to fuck her so hard that she'd scream and cry until her body couldn't take anymore. I wanted her mouth, her cunt, her breath. I wanted my cum on her and in her.

By the time I left the classroom my frustration was turning to anger.

'Where are you?' I asked her at lunchtime.

'I'm in the staff room,' she replied.

I was looking for any excuse to chastise her.

'Address me properly you fucking whore!' I insisted.

'Sorry Sir. I'm in the staff room Sir,' she corrected.

'Are you wearing panties today?'

'Yes Sir.'

'Did I say you could wear panties today?'

'No, sorry Sir.'

'Take them off.'

Within minutes I was looking at her black panties screwed up on the toilet floor.

'Have you ever been fucked up the arse?' I questioned.

'No Sir I haven't' came her reply.

'Why not?'

'I don't know Sir.'

'Have you ever fingered your arse?'

'No Sir.'

'Well what are you waiting for?'

The next photo showed her tight little arsehole engulfing the middle finger of her left hand.

'Does that feel good?' I asked.

'I'm not sure Sir' she replied.

This brief exchange had cooled my rage, but the frustration was still with me. After college I had a four-hour shift at work, during which I thought of little but Miss Ta. More specifically, I thought of little but me fucking Miss Tan. I walked through the logistics in my mind, and found nothing but obstacles. The crucial issue, I surmised, would be my loss of anonymity. Allowing her to discover my identity would be far too great a risk to take at this stage; it could end the game, or, worse, get me into some serious trouble. Accepting this, I questioned the feasibility of fucking her without revealing myself. A mask maybe? This seemed a little far fetched but I gave it some thought. I was actually on the verge of concluding it could work when I considered the legality. Yes, what I've been doing up to now is undoubtedly outside of the law, but fucking her, without full consent? That might be taking it a tad too far.



I left work defeated. On the drive home I reached for my phone and sent a text.

'I'm coming over to your house right now, and I am going to fuck you very hard' the message read.

Unfortunately, the recipient was Josie.

[JEMMA]

Tuesday 5th December

I woke up this morning, freezing cold, on the back seat of my car. Josie lay next to me, her head resting against. my shoulder.

We decided to take the day off school. Things were going great, it was if we'd never been apart. I started to remember how much she had meant to me, and regret having ever let her get away.

If something feels too good to be true it all too often is too good to be true. One of her friends phoned, asking why she wasn't in school. All her friends are shit-stirring little bitches - who think far too much of themselves - but the girl who rang, Emily, is the worst of them. By the time their conversation had finished, Josie was in floods of tears, and questioning if I could really commit to her this time around. I did my best to assure her I would, but it wasn't good enough. We were soon in the midst of a heated argument, centred on my past infidelities.

It was early evening when I arrived home. I was full of anger and resentment; I needed to let off some steam.

'Where are you?' I asked Miss Tan.

'I'm home Sir,' she replied, instantly.

'Send me a picture.'

'Of what Sir?'

'Anything.'

I was soon looking at her naked tits, which still bore the word slut. It was a nice enough picture, but nothing exciting, nothing I hadn't seen before. I wanted something new, something different.



I decided to find out if she had a webcam. She confirmed there was one built into her laptop, but claimed she didn't know how to use it. I told her to set-up an account on a popular instant messaging service, and to download the corresponding application. I gave her the username for an alias I had created and a few minutes later I was accepting a new contact request from 'dfc7777'.

'Is that you?' I typed, my hands a little shakey.

'Yes, it is Sir' she replied.

I initiated a video call, safe in the knowledge that there was no camera attached to my own computer.

Miss Tan sat on her bed, legs crossed looking down towards the camera. The room was dimly-lit. She wore what appeared to be pyjama bottoms and a hooded sweatshirt. Her hair was tied back.

She waved at the camera and then leaned forward to type.

'Do I not get to see you Sir?' she questioned.

'Of course not, you stupid slut,' I responded, 'I'm in a bad enough mood as it is without you asking me dumb questions.'

'Why are you in a bad mood Sir? Is it something I've done?'

'Take off your top' I ordered, ignoring her question.

She pulled the sweatshirt up over her head and threw it to one side, revealing a black bra underneath.

'Shall I take my bra off too Sir?' she asked.

'No,' I instructed, 'leave it on but take your tits out.'

She pulled both cups of the bra down and her tits fell free.

'Now smack one' I wrote.

Her left hand went up above her right tit and came back down with moderate force.

'Harder' I demanded.

Again the hand went up and down, impacting twice as hard as her first attempt had.

'Harder!' I repeated.

This time the hand went high above her head and crashed down with such force that the camera rocked.

I still wanted more. 'Hit it harder you fucking cunt!' I demanded.



Her hand went higher and crashed back down, and then she repeated it, not just once, not even twice, but three times, each strike more vicious than the last. When she was done her tit had a fiery glow, her breathing was rapid and tears ran down her flushed cheeks.

[JEMMA]

'Go and get your dildo' I ordered, consciously making no attempt to acknowledge her efforts.

She disappeared from the screen, and returned within seconds, dildo in hand.

'Suck it' I instructed.

With the base gripped tightly in her right hand she began moving it in and out of her mouth.



'Guess what you're going to do next' I typed.

'Fuck myself Sir?' she replied, breaking off her plastic fellatio.

'Yes. But not your pussy.'

'My arse Sir?'

'Yes.'

'Now Sir?'

'Yes.'

She nervously bit her lip, shuffled away from the camera and began sliding her pyjama bottoms down her legs; she wore no panties.

'What are you?' I asked.

She leaned forward again, to answer my question via her keyboard.

'No!' I stopped her, 'don't type it, say it!'

'I...I'm' she stuttered, quietly, 'I am a slut.'

'Louder!' I typed.

'I'm a slut' she repeated, still not loud enough.

'Louder!'

'I am a fucking slut.'

'Louder! Tell your neighbours, you fucking whore!'

'I am slut,' she shouted, 'I'm a dirty fucking slut!'

'Good, now put that plastic cock in your fucking arsehole!'

She threw herself down on to the bed, lifted her bum and planted the toy in its target.



I sat back, cock in hand, to enjoy the show. It had an uncomfortable beginning. There were a chorus of distressed moans, accompanied by numerous profanities, as she cautiously moved the dildo in and out.

Within a couple of minutes she began to relax. The moans continued, but not all were quite so pained. The repeated outburst of 'fuck' seemed to have evolved from 'fuck, that hurts' to 'fuck, that actually feels okay.' Soon, it was more akin to 'fuck, that does feel good' and then 'fuck, that feels really good.' Her free hand was lightly caressing the inside of her thigh. She wanted to touch herself.

I was now pulling on my cock so hard I knew I had only seconds before there would be an explosion. I reached for a box of tissues, but then stopped. Why waste a perfectly good load of cum? I asked myself.



'Stop!' I wrote. She looked up at the screen as my message sounded its beep. 'That's enough for tonight,' I continued, 'I'm going to bed.'



That was a of course a brazen lie, there was no possibility of me sleeping in my current state. I jumped in a cold shower, and thought through my plan for tomorrow.

Wednesday 7th December

7.30am, as usual, I was woken by my alarm. Today instead of reaching for the snooze button I found my phone and began tapping away, to put my plan into action. 'You can wear your panties to school today' I texted.

9.05am, sat in a maths lesson I initiated stage two of the plan. I sent her a message telling her that she was to go to a specific cubicle in the boy's toilets, where she would remove and hide the panties I had so graciously allowed her to wear.

10.28am, I was studying in the library, when I received confirmation from Miss Tan. 'They are under the toilet brush holder Sir' her message read.

12.29pm, I took a lunchtime trip to the toilet, heading to a very specific cubicle. The panties were a dark blue cotton. I wrapped them around my cock, and began pumping away. I came quickly, my fat load soiling a large portion of the knickers. I then began wrapping them using toilet paper and a roll of sticky tape I had stashed in my bag. Once the parcel was back under the toilet brush where I had found it, and I was far away from the scene of the crime, I sent another message, telling Miss Tan to retrieve it. She was given strict instructions not to unwrap the paper.

8pm, I arrived home from work, wolfed down some dinner and darted up the stairs to my bedroom, locking the door firmly behind me.

'Are you home?' I texted.

'Yes I am Sir.' she replied.

'Did you pickup the package?'

'Yes Sir I did.'

'Go to your webcam.'

Finally the real fun could begin. The scene was much the same as it had been yesterday evening , she sat on her bed, looking down on the camera. Tonight she wore a white t-shirt. By her side lay the crudely wrapped panty package, and her pink fuck-toy.

'Have you any idea what I'm about to make you do?' I asked, via the instant messenger.

'No Sir,' she typed in response, 'I don't.'

'Does that scare you?'

'A little Sir.'

'Does it excite you?'

'It does Sir.'

I took a deep breath to compose myself. 'Open your present' I instructed.

She picked up the parcel, her hands trembling, and began tearing away the tissue. Slowly, she pulled the panties free.

'Can you see what I've done to them?' I questioned.

'Yes Sir, you have cum on them.' Her breathing deepened, and her face flushed red.

'Take off your clothes,' I demanded.

She edged away from the camera and began to undress.



'Are you wet?' I asked as she threw her bra to the side of the bed. In reply she entered two fingers into her naked pussy and produced a substantial squelch.

'Pick up your toy,' I ordered next. 'Do you want to fuck yourself?' I followed.

'Yes,' she said outloud, 'I really want to.'

'You really want to what?'

'I really want to fuck myself, Sir.'

'You have my permission.'

She leaned back and planted her toy into her cunt. I watched for 3 or 4 minutes as the dildo brought her close to climax.

'Do you want to taste my cum?' I asked.

She continued fucking herself, and nodded her head. I wasn't able to finish typing my next instruction. It would have told her to stop what she was doing, to pick up the panties and to lightly run her tongue across the gusset. But before my fingers could even reach the keyboard, she had taken the panties and stuffed them in their entirety into her mouth. The speed with which she fucked herself increased. I could hear her sucking on the cum-stained underwear.



My hand found my cock, knowing that I didn't have long before she would be cumming, and the show would be over. Muffled screams soon escaped her panty-filled mouth, and she fell back onto the bed. My balls erupted.

As I watched her laying there, trying to regain her composure, with deep uncontrolled breaths, I made a big decision. Regardless of the obstacles and risk that may lay in my path, I will, in the near future be fucking this slut.



Thursday 8th December

I woke up this morning tingling with excitement. Over night I had thought through numerous plans that I truly believed would end with me fucking Miss Tan. They were risky and none of them were perfect, but I genuinely believed that more than one of could work.

Tonight I go bed heartbroken. A silly mistake has ended my hopes and ended the game.

I was sat in a lesson of hers today. The class was working quietly, when my phone started to ring aloud in my pocket. I always turn it off before a lesson, always. I reached quickly to reject the call. As I lifted it out my heart sank and my stomach turned. 

The word 'slut' flashed across the screen.

[JEMMA]

Thursday 22nd December

It's been two weeks since my last diary entry.

After leaving the classroom that day I drove straight home, and hid in my bedroom. I barely left it for a whole week. I didn't go to school, I didn't go to work, I didn't see my friends. I told my parents I was ill and, thankfully, they asked few questions.

When I did return to college a week later I went straight to my head of year and pleaded for permission to drop English. I was flatly refused.

When attending her lessons I now don't say a word, and I avoid eye-contact at all costs.

I've made no attempt to contact her, and have had no intention to. I've deleted her phone number, and, reluctantly, I also deleted all the pictures and videos she had sent me.

Today was the last day of the college term before the Christmas holidays. Most my friends were heading out for some drinks this evening, but I wasn't in the mood. Instead I went home and watched a couple of films.

Just after midnight, as I lay spread out across the sofa, my phone beeped.

The message was from an unknown number.

'Are you missing me?' it read.

'Who is this?' I replied quickly, not daring to hope.

'Have you forgotten me already?' came the next reply.

I sat up. My stomach fluttered.

'Is this Miss Tan?' I sent nervously.

'Yes Sam, this is Miss Tan.'

I took a deep breath.

'Have you missed me?' she asked again.

'Yes!' I replied.

'Well don't be a stranger. Speak to you soon x'

Friday 23rd December

I lay awake for hours last night wondering if I should continue the conversation. Her last message had been very final; she wanted to speak 'soon', not now. There were dozens of questions I wanted to ask, but I convinced myself that I shouldn't ask them. Not yet anyway.

Today I woke up with a plan: let her come to me.

That plan died a death at around 4pm.

'Why did you text me last night?' I asked.

'I don't know. I shouldn't have,' she replied.

I wanted to punch the wall.

'You must know!' I demanded.

A couple of hours past, in the absence her reply, I lost all discipline and bombarded her with messages.

'Don't fucking ignore me!'

'Send me a picture now!'

'I'm going to the police!'

The messages continued, on reflection, each one reads more pathetic and desperate than its predecessor.

Tuesday 3rd January

The Christmas break has been and gone, today was my first day back at college. And what a day it was.

I arrived around 9 o'clock. I had a maths lesson first thing, followed by English with Miss Tan - something I'd been dreading the entire holiday. Before my maths lesson I went to my locker to get some books. Waiting for me there was a present far greater than anything I had received over Christmas.

A large white envelope sat on top of my text books. In block capitals it was addressed to SIR. I threw it into my bag and made a beeline for the nearest toilet.

Inside there was a black thong, and a hand-written note.

'Dear Sir,

I am deeply sorry for the way I've behaved.







I will do anything to be your slut again. I know I must be punished.

Please take me back.

Your Slut'

My cock was so hard it hurt; my hand was shaking uncontrollably as shoved the panties into my pocket.

The maths lesson was a write-off. I didn't hear a word of what I was being taught.

Walking over to my English class I was excited, nervous and more than a little nauseous. I was confused when I entered the room, as were my classmates. All the tables had be rearranged, and were pushed to the wall. A single desk remained in the clearing.

'What's going on?' one of the girls asked Miss Tan.

'We're doing a practice exam today' she explained, her cheeks bright red, 'all the desks have name tags. Can you find your seats as quickly as possible please?'

There were numerous protests from the other members of class. Some claiming it was unjust for us to have an exam sprung upon us without prior knowledge. Others questioned why the exam required the seating alterations. She fended off the revolt and everyone started to take their seats. I looked for mine.

'I can't find my seat Miss,' I explained.

'I must have forgotten you,' she said, casually looking round the room, 'just sit there'. 

She pointed to the desk in front of hers. The one desk that could see hers during today's lesson.

I sat down and tried to make eye contact, but she was very deliberately avoiding it.

Ten minutes passed. My eyes hadn't left her, but she remained focused on the paperwork in front of her. When she did look up she still resisted my gaze. I was beginning to grow frustrated, when her hand moved to her chest. My initial assumption was that she was relieving an itch. A button on her blouse popped open. And then another. And another.

I could now see a black bra beneath the blouse. Peeking up from below it were three lines drawn in red marker pen, which I knew formed part of the word 'slut'.



My eyes were drawn to movement under her desk. She slowly began to spread her legs. I shook my head in disbelief, as her bald cunt came into view.

I looked back up and finally made eye contact. She smiled, bit her lip and pulled her phone out from under some books on her desk. I returned the smile, and reached quickly for my phone.



'You filthy whore,' I texted.

'Are you hard?' she replied.



I looked up and nodded.

'Are you wet?' I asked. She echoed my nod.

An idea sprang into my head from no where.



'I want you to pick a girl in this room,' I instructed.

'Any girl?' she wrote back with a confused frown.

'The one you think is the prettiest.'

[JEMMA]

I surveyed the room myself for a moment. It was an easy decision to make. Josie's friend Emily was sat directly to her left. I hate this girl, but she is truly stunning. Golden Brown curls, perfect tits, perfect arse and a smidgen of puppy fat, that enhances rather that detracts from her appeal.

Miss Tan didn't disappoint, 'I'd say Emily,' she replied, still looking a little baffled.

'Okay. Here's what I want,' I started to explain, 'It's a Friday night. You've put the little whore in detention. The whole college has emptied. Just the two of you remain. I want you to tell me what happens.'

She smiled and started tapping away at her phone.

'She comes into my classroom,' she began, 'I tell her to sit down and give her some work to complete.

'She does as she is told to begin with, and I start marking some books. Ten minutes pass, I look up and I notice she is watching something on her phone.

'I storm over and angrily tell her to hand it over. She refuses, so I snatch it from her. As I do I notice what I assume is a porn video is playing on the screen.

'On closer inspection I see the video is not porn. It's actually Emily on screen...sucking on a big fat cock. I can't take my eyes off the screen.



She asks if I like what I'm seeing. I tell her 'no', but she sees straight through me. Standing up, she grabs my hair and forces me to my knees.

''You're going to do exactly as I say' she tells me lifting up her skirt. She pulls her panties to one side and orders me to eat her teenage cunt.'

I looked up at this point. The pink glow in Truman's cheeks had her turned to a fiery red. Her legs were spread as wide as possible. She continued to tap away at her phone, engrossed in her fantasy. I had to pinch myself. For the last two weeks I had been moping in the belief that my game with this slut had ended in shattering defeat, and now it was back on, full-throttle.



'I try to resist. I tell her to let me go, or she'll be in big trouble. A vicious slap lands straight across the face'

'She leans down bringing her face within an inch of mine. 'Suck my fucking cunt,' she demands, biting her lip.

'I timidly stick out my tongue. She laughs and forces my face straight into her wet pussy. I start licking, she moans. I lick faster and she moans harder.

'I bring my hands up and I spread her lips so I can probe deeper. Her cunt tastes amazing. I flick the tip of my tongue over her clit again and again. Her knees start to weaken, and I'm told to stop.

'She walks over to a chair at the back of the class, sits down and orders me to crawl to her, on all fours.

'I do as I'm told. She spreads her legs as I reach her and grabs my hair. I greedily shove my tongue back into her pussy.'

Again, I looked up. She had now stopped typing. She was staring at me, breathing heavily.



'Why have you stopped?' I asked, frowning.

'I can't do anymore Sir. Not without touching myself.'

I looked around the room. For a crazy second I thought, so touch yourself.

'Okay,' I typed, coming to my senses, 'that's enough for now. But as soon as this lesson is over I want you to go to the toilet and finish. Understand?'

'Yes Sir,' she replied, with a smile.

A very long half an hour later, I was sitting in a toilet cubicle myself, waiting patiently.

'Hello Sir?' she texted.

'I'm waiting...'

'May I touch myself please Sir?'

'Yes. Now continue!'

'I am still licking her sweet young pussy. I can feel she is close to cumming. Her hand tightens its grip on my hair. 'She's going to cum,' I think to myself. But I'm wrong.

'She yanks my head back, away from her pussy. She tells me to undress. I'm soon standing naked in front of her. She picks up a ruler from the nearest desk.

'With a sadistic smile, she tells me I've got a choice to make. 'You can let me smack your pussy with this ruler...or you can drink my hot piss. Which is it to be?'

'I drop immediately to my knees and open my mouth. 'You want the piss?' she asks, surprised. 'No,' I tell her 'I want both''

And there the fantasy ended.

'Sir. I need to cum Sir. Please may I cum?' she pleaded.

'Do it,' I replied.

To be Continued.... .....all depends on the readers

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[JEMMA]

Story 14

Titfuck & Betrayal

It's late. I think. I'm in a hotel room in the town I live in. Not far from where I live, in fact. I'm meant to be working late at the office!!!!

I'm not!

A woman who is not my wife is sucking my cock while she sits on my face. It is the greatest 69 of my life.



She is gorgeous. She is my boss, younger than me with long black hair, fabulous large, pert, creamy tits, and an arse that could stop a man dead in his tracks. 

She is Zoe. She is currently grinding that arse into my face, almost suffocating me with it, still wearing a tiny pair of black satin panties that are soaking wet and being ground slowly over and over into my mouth and nose. 



I can feel her fishnet stocking tops against the side of my head and the sweat as she envelopes me with her thighs, and her panting and moaning with the effort as she writhes on top of me.

My cock is deep in her throat, Zoe giving me the slowest, longest, filthiest blow job I have ever had. We have been here for hours. I can't be sure how long. Zoe put something in my drink. My cock has been so stiff for so long I'm practically light-headed from lack of blood.

Just then my phone rings. The ringtone I set for my wife of 15 years, Jemma.

I go to get up, groggy with lust. Zoe grinds her incredible arse into my face, pushing me back onto the pillow and then I hear Zoe's languid, teasing voice. The cat who got the cream.

"Oh HELLO Jem".

I freeze. Not again. Don't make me do this again.

I can hear my wife's voice as Zoe puts the phone down and the speaker on. She is suspicious, I can hear it.

She is right to be. 

As my wife talks, Zoe begins running her tongue slowly and firmly up and down my thick, glistening shaft. 

I think this is her favourite part of it all. Of the whole thing. Knowing that my cock is in her mouth while she talks to her old friend. My wife.

"Hello Zoe. Can I talk to Sam please?"

Jemma sounds pissed off. I can't think why.

Zoe runs her tongue up to the tip of my cock, her head lifted up so her sweaty, glistening tits brush my chest, making my cock throb.

Then she swallows me completely, my cock disappearing ever-so-slowly between her glistening pink lips into her mouth, still bright with sticky gloss.



"Hello Zoe. Can you hear me?" I hear the frustration (and dislike) in my wife's voice. She hates that Zoe is working at my agency, and hates even more the fact that I now report into a woman she suspects me (rightly) of having an affair with years ago. A woman who used to be one of her best friends.

"Mmm?" murmurs Zoe, eventually coming up for air with a slow, wicked smile on her face. 

"Sorry Jem." She replies, slowly. "It's really full-on here tonight. Sam has got his hands full believe me. He asked me to get his phone for him. Can I help you?"

She reaches around languidly with her hand and pulls her tiny, soaking, satin panties to one side, showing me her delicious pussy and then arches her back again as I slowly and deliberately run my tongue up to and into her tight arsehole. 

I'm not going to lie. I didn't want this. But I had no choice. And now I love it. 

I have found talking to my wife on the phone while my gorgeous younger boss sucks me off is one of the dirtiest, most exciting things that can happen to a 45 year old man. 

I am busy running my tongue up and down her arse when Zoe suddenly changes tack.

"Oh here he IS Jem!" she gasps just as I slowly force my tongue into her arse. While I compose myself and sit up on the bed, she moves around to face me, a smile on her face and I watch her lean forward, kneel down and slide my aching cock into her deep, glistening cleavage, wet from hours of debauched hotel activity.

She keeps smiling as she begins to titfuck me while I try and talk to my wife about 'my day'.

In truth I've barely done any work today. I left the office with Zoe not long after lunch, and a morning of her sending me some pretty distracting shots taken in her office with her blinds down.

I've not got much work done at all to be honest since Zoe and I came to our 'agreement'. That she wouldn't have me fired as long as I began to fuck her - wherever, whenever she wanted. It's a long story.



I can't be sure but given our history and what I know of her kinky nature, I think she really gets off on the knowledge that she is screwing her old friend's husband again.

She has basically taken my life away and replaced it with her perverted daydreams of lust and revenge against my wife. 

And now? She's all I think about. 

She has made me fuck her in our married bed at home when my family was away. She made me find my wife's old bridal underwear, slowly dressed in it for me, then made me fuck her up the arse as she filmed us. She made me come all over arse, my wife's panties pulled across her cheeks as I sprayed hot spunk all over them, panting. My betrayal complete. The film she has of it just one more reason I can never stop.

She has taken me lingerie shopping with her when she knew my family were out shopping too. She has made me fuck her in the changing rooms on all fours with my belt tied tight around her neck, riding her as the shop assistant banged on the changing room doors, her panties stuffed in her mouth to gag her from making too much noise. 

My wife heard the commotion and told me about it that night as I lay there, my cock hard again just thinking about it.

Zoe keeps threatening to borrow my teenage daughter's school uniform along with her first 'sexy' pair of knickers (she's 15) and make me fuck her in them. Sometimes she calls me 'daddy' while she rides me and makes me suck her tits. I have held her off but recently found myself thinking about it and I know it will happen. There is nothing she won't do. 

She scares me but I am trapped. I have grown to love the thrill of betrayal, looking down at the sight of my cock deep in Zoe's mouth as she makes me call home to say I'll be late. Again. 

Have you ever had a beautiful woman straddle you, her perfumed cleavage grinding into you, your wife in one ear on the phone and the other ear full of the other woman's tongue, whispering that she wants you to fuck her in the arse?

I'll tell you about all this properly one day. But for now I'm back in the room, getting the titty fuck of my life. Loving it and hating it.

"Tell Jemma that you're fucking my tits. That you're mine now." She leans in and whispers in my ear before kneeling down again.

I'm gasping now as Zoe pouts at me, pushing her fabulous, wet, sticky tits together around my cock and grinds against it, fucking me harder every minute. Her breasts feel utterly amazing.

"I want your cock in my throat again" she mouths at me. "I want to swallow you. Tell her. Tell Jemma what I'm doing to you."

I shake my head. But I can't stop. And I'm seconds away from coming all over her deep cleavage. I'm seized with the sudden animal desire to ride her from behind, pulling her hair back tight and forcing my cock into her arse and filling her with my hot spunk, but she won't let me get up. She wants me to cum like this, while I'm on the phone. 

What is a blackmailed man to do? 

I look at her dark, long, wet hair and big eyes, her thick, sluttish make-up that she knows is such a turn-on that she had done it especially in the hotel bathroom as soon as we arrive and then came out in stilettos, fishnet stockings, those panties and a black bra that pushes her tits into a creamy, deep valley that I want to spend the rest of the day climbing out of. 

"I own you now. Don't I darling?" she had whispered to me as she slowly sank to her knees in front me and began to run her tongue along the huge bulge in my trousers...

Back in the moment I am about to come all over her tits as I hear my wife demanding to know when I am coming home. I stare drunkenly into Zoe's eyes as my cock explodes between her tits and she moans, all the while staring at me. 

"What was that noise? Where ARE you?" says my wife.

I gaze at Zoe as she stands up, gleaming in the half-light of the hotel room, my cum dripping off her huge, pert tits onto my face as she stands over me, her soaking panties pulled half way down her thighs, her hair tousled and gorgeous.

Slowly I watch as she stares at me, and starts to trace a heart in the cum across her sticky tits. 



She puts her finger deep into her mouth and sucks it clean.

She takes the phone with one hand, and pulls my head in between her tits, making me lick and them clean while she says:

"I'm afraid Sam is going to have to pull an all-nighter tonight Jem. I'll let you have him back tomorrow." 

She hangs up on my wife then drops my phone in the champagne bucket by the bed...

[To be continued]

[Fideda]

Camping here

[JEMMA]

I hadn't always been a depraved adulterer who got off on being sucked off while on the phone to his wife.

Up until about two years ago my life was relatively normal. 

Zoe used to be one of my wife's best friends, from back in the day. I had always wanted Zoe, even then. She would come round from work to see Jemma, dressed in full-on killer 'account director' mode. 

She was working at a different agency from me then and I was almost relieved I didn't have to daily try not to stare at her fantastic arse in the tight, clingy short skirts that she would wear or try not to stare, helplessly, at her deep, soft cleavage.

Eventually we had begun a disastrous affair for a few months about two years ago, during which she confessed that she had always hated my wife after we had got together.



"You were meant to be mine" she told me, riding my cock one night, while I eagerly sucked and licked her huge, delicious tits. "But then Jem got you and I had to watch the two of you swan off down the aisle. I hated every moment of that fucking wedding. And I swore I would have you eventually".

It hadn't worked out. The sex was mindblowing. But I was constantly wracked with guilt and hated going home to Jemma afterwards. It freaked me out how much Zoe seemed to love the fact that I was screwing her on the side. The wrongness of it really turned her on.



She would pop round to our house a lot, supposedly to see my wife, supposedly one of her best friends. She'd sit on the sofa, chatting and laughing, whilst slowly crossing and uncrossing her fantastic long legs, showing me her scarlet silk panties in all their glory. She would try and grab me, right there in my house, whenever we found ourselves alone for a minute.

"Come on. She'll never know" as she guided my hands up her skirt and round her cheeks. I had compartmentalised my affair quite neatly in my mind as something that didn't affect my family, and I hated that this was happening in my house.

Eventually, regretfully (the sex was spectacular) I ended it and slowly our lives got back to normal. Zoe went to work abroad and we lost touch (deliberately on my part).

...Until two years later, when Zoe came back from her ludicrously well-paid role in Dubai and was promoted into our agency as client services director. Which meant, as I am an account director, that she was my boss.

All the men were in agreement: she was HOT. As she sashayed her magical arse in its tight skirts and even tighter dresses through the agency each day, we would all try not to stare at her. 

Luscious dark black long hair that fell onto large, firm tits, on top of a slim waist and killer legs. She was the kind of woman who always wore heels. Usually with stockings. 



About a month into her return, I was working late on a new client campaign when she emailed me to ask me into her office. 

There, she hit me with a bombshell. She had requested a thorough audit of the books and discovered my secret: petty larceny. I hadn't thought of it like petty larceny of course, but that's what it was. I had been slowly and quietly draining money out of the agency accounts for the last few years and thought my methods were foolproof.

Apparently not. 

I know, right? Adulterer and thief. Maybe my descent to real depravity wasn't such a surprise after all. 

"What the HELL have you been up to Sam?"

I tried to argue it for 20 minutes, but the numbers were there in black and white.

I'd never seen her serious like this. I was in deep, deep trouble. 

Not just never-work-in-the-industry-again trouble either. Real, scary go-to-prison-do-not-pass-Go trouble.

"Sam, I know we've got a history" she looked at me "But I hope you realise how serious this is".

I nodded my head dumbly, shellshocked.

"I've called an emergency meeting of the directors for first thing tomorrow morning. You'll be suspended immediately and have to wait to see what their decision is, but if I were you I'd prepare for the possibility they might press criminal charges."

She stood up, and I noticed for the first time that she was wearing a dress I remember her buying 'for me' when we were screwing each other. 

It was a fantastically tight black wrap dress, held together with a slim belt, with a slit up her thigh and cut low so that when she leant forward in it you got the view of your life.

She moved round to the front of her desk, next to me. I had my head in my hands by now.

"Your life is over now." She said softly, as she started to stroke my hair. 

"You're finished. Do you understand?"

I nodded.

"So I hope you believe me when I tell you that there is only one way out of this" she said softly. 

I looked up to see her walk over to her office door and lock it.

She walked back over to me, looked down and smiled, as she started to loosen her belt.

"You should never have ended it Sam" she said, slowly pulling the black, clingy dress open.

"Then I'd never have left, never gone away and never come back here with the express intention of making your life - and Jemma's - a living hell."