A Teacher Blackmailed Chapter 1

Tiffany Jones is a twenty two year old teacher who recently landed her first job. As she sat in her car outside Haven Meadows Secondary School, the same school that she attended when she herself was a student, Tiffany sighed and prepared for her career in teaching. Tiffany was lucky in that she recognised most of the teachers from when she was a student, so this helped settle her nerves and soon she considered herself part of the faculty.

Being a naturally shy and timid person, Tiffany worried that when she started her job she might struggle to control some of her students. But those fears soon faded away as the students realized that she was a really nice person, who legitimately cares for each and everyone of her students, and would do anything to help any of them out; she soon found herself one of the school’s more popular teachers.

Out of her control was her natural beauty. Being a little self-conscious, she preferred clothes that covered herself, choosing trousers and baggy long-sleeved tops on most days. She was, by anyone you would ask, a very attractive young woman. She kept herself in great shape by playing tennis, going to the gym, and eating a healthy diet. Her brunette tresses were waist length, thick and slight wavy, and her fabulous smile, radiant skin, dark brown eyes, and generous 32C cup breasts were in perfect proportion to her toned 5′ 2” frame.

Tiffany had moved back to her home town for a fresh start. She thought it best, not only as it was closer for her new teaching job, but for months rumours about her boyfriend cheating on her had kept rearing their ugly heads. While there was never any actual evidence of his infidelity, she thought a little distance between the two of them would give her time to think and, maybe, give her a chance to get out and live a little. Maybe meet someone new. Her boyfriend David chose not to follow her, but was still less than a half hour drive from her new home. His plumbing business was well established and he didn’t want to pack up shop when he was making good money.

Next door to Tiffany was Matthew, a student at the same school. He was eighteen and in the sixth form. Matthew was always a bit of a loner at school, and he spent most of his school life hiding away from the bullies in the computer room, honing his already very impressive technology skills. Like everybody, Tiffany always found Matthew to be slightly odd, but always seemed harmless enough to her, so when she had a barbecue to help her settle into her new home, she thought nothing of inviting Matthew and the rest of his family to their big ‘welcome to our new home’ party.

Last Friday, Tiffany gave Matthew detention. He arrived 10 minutes late to class… not for the first time. Tiffany was fair, but took pride in making sure her classes started on time and without interruption. Tiffany would have given him just a warning, but his nonchalant attitude when he finally appeared for class without so much as an apology, drove her over the edge.

Unfortunately for Tiffany, inviting him to that barbecue was her downfall. Matthew snuck into her bedroom and planted a tiny webcam on her dressing table. Ever since he has been spying on the young teacher, and has hordes of videos and photographs of her semi naked and completely naked. The student as since been spending nearly every day jerking off over his teacher.

The detention infuriated Matthew and he vowed that she would pay for giving him a detention, as it led to him being late for his weekly trip to a technology show.

Matthew spent over a week planning his revenge. Then, on a Sunday night he put his plan into action, creating a secret email account and blocking the I.P. address to make sure that there was no way of tracking him. He sent Tiffany an email, attaching several of the pictures and videos of her that he had, along with a message: “who would of thought a teacher could be so sexy.” Then, he waited to see if his beautiful teacher would take the bait or not.

Next door, Tiffany was busy preparing for her classes the next day when her phone beeped as the email was received. Opening the message, her hand went to her mouth in both shock and horror as she read and saw what the email contained. After a few minutes of blind panic, she composed herself and decided to see if she could find out who the email was from and what they wanted.

After what seemed an eternity, Matthew received an email back from her. “Oh my god, who are you and where did you get these pictures?”

“Less of the questions. I’m the one who asks the questions around here, and my question is what are you willing to do to stop these from not only appearing on the internet but also throughout school?”

This message didn’t surprise Tiffany. This was new for her, but in a way she was expecting a response like that. She replied once more… “Anything, what do you want? Money? Grades?”

“Anything” is exactly what Matthew wanted to hear. He started to believe that his blackmail plan might just work. “Neither. You’re a very sexy woman, and I think you should show it more.”

Using this response to try and trick him, Tiffany sent another response… “Okay, tell me where you live and I’ll come over and show you whatever you want to see.”

Matthew read her email and as elated. He started to write his response thinking about all the things he would do to her. Then suddenly, reality dawned on him as he realized that she only wanted his address to find out who he was. He couldn’t risk being in trouble with not only his parents, but the school and the police too.

“Nice try. I meant you should show your body off more in class. Do you have a mini skirt?”

Tiffany’s heart sank. “No I don’t.”

“Well, I suggest that you buy one. Tomorrow for school I want to see you in a mini skirt, a thong, no bra and white blouse that leaves nothing to the imagination. If you don’t, then I promise your pictures will go on the internet and copies will appear at school.”

Tiffany didn’t respond and spent the entire night going back and forth on whether to humour her blackmailer or not. In the end, she decided to stand up for herself and went to school in her usual attire.

Matthew was waiting near the school gate, spying on her and was furious when he saw what his teacher was wearing. Deciding that she had to be taught a lesson, he watched her take her usual route to the staff room for her coffee. He rushed to her classroom and left a naked picture of her on every desk.

The colour faded from Tiffany’s face when she entered the room and saw the naked pictures of herself. She now knew that whoever her tormentor was, he was serious with his threats and quickly picked up each picture, stuffing them all into her handbag.

Now a nervous wreck, she quickly pulled out her mobile and sent an email. “I’m so sorry, please I’m begging you don’t show anybody else those pictures. Tomorrow I will come dressed as you want, I promise.”

A huge grin came over Matthew. She was now complying but for her testing him, her humiliation would be much worse than what he had originally planned.

Tiffany spent the rest of the day looking at her phone, desperately awaiting another email that didn’t come until her final class. A class which Matthew was in. He could see how desperate his teacher had become and emailed her. “You have made things so much worse for yourself. From now on I own you. The next time you deny me, I’ll make sure everybody sees these pictures and videos of you.”

Matthew could see the mixed emotions on her face as she read it. She was both relieved but horrified at the same time. She quickly replied. “Okay, anything you want I promise.” As she sent the message her eyes scowled the room to see if any of her students were on their phones. But nobody was. Everyone, including Matthew, had their heads buried in their books.

When he arrived home Matthew emailed his teacher. “I want your mobile number now.”

Tiffany was reluctant to send her mobile number to a student, but at the same time she didn’t dare test them again, so she sent her mobile number in response.

Matthew now knew that she was falling further and further into his trap. Feeling brave, he immediately replied with his own mobile number… and a demand. “Send me a selfie of yourself topless with the word “SLUT” written on your chest in bright red lipstick. Send it to my phone. Now.”

Tiffany’s eyes welled up as she read the email. She knew that whoever was blackmailing her was serious. She went to her room and drew the curtains, before sitting naked in front of her vanity. She wrote SLUT in big letters on her chest and took the selfie. She had never felt so humiliated in her life and she started sobbing the moment she heard the sound effect. She couldn’t bring herself to send the picture until she received yet another message. “Now, or else.”

She closed her eyes and pressed send, feeling so worthless and cheap. Matthew, on the other hand, was elated. Closing the curtains had done nothing for her as he watched it all. Her undressing, writing on herself, taking the picture, and her sobbing as she sent it.

The following day, Tiffany arrived at school feeling completely on display and out of her comfort zone. She had done what was asked of her, and wore a short denim skirt that covered her thighs all but two inches above her knees, a black lace thong, no bra, and a nice white blouse with frilly accents.