Obligatory disclaimer: This is a work of fiction. Names, characters, places and incidents either are products of the author’s imagination or are used fictitiously. Any resemblance to actual events or locales or persons, living or dead, is entirely coincidental.
He was a despicable human being, and he loved himself for it. Leaning back in his 200 dollar ergonomic chair, his hands behind his head, with a triumphant smile on his face. He was reading the text for the fourth time, making sure there was no mistake. He owned her. on the other side of town, she had no clue what was going on. She was sleeping, maybe even dreaming, but she had no clue how her life would change in the following weeks.
He thought back to Stephanie and miss Roland, miss Roland was pure luck, on the other hand, Stephanie, that was deliberate. Miss Roland he had discovered was cheating on her husband. A stupid mistake In her words had caught him on.
In high school, sex ed. They were having a group conversation. The subject cheating was being dealt with. A lot of people had a lot of opinions: I would never do it, I don’t think I could live with myself, sure if the girl is hot and I don’t have a LTR,… then someone asked miss Roland. The hot French teacher.
‘Cheating is wrong, a good person would never do it’. Wait a good person, not you? Everyone has voiced their own opinion, all other teachers included but not you. Everyone had missed it, but he had been obsessing over her choice of words the next few days.
Now miss Roland was well liked. Blonde with blue eyes. She didn’t dress the part but even with a not to revealing wardrobe she was a steady appearance in many of the fantasies of the male student body. How many boys had sat in class thinking about her ass when she turned her back even when she was wearing jeans. a lot of boners were hidden under desks the few times when she came to school wearing a dress or skirt.
He too had fantasized about her, of grabbing her blonde hair with his hand and forcing over the table and have his way with her. but until he had actually discovered her cheating these were all merely fantasies.
His obsession had lasted a few months, until he had definite proof of her transgressions over her fiancé. A couple text he had intercepted with his self-constructed femtocell, a device that intercepts all transmissions from and to her cell that he had strapped under her car and wired to feed of the battery. Most of her texts he had read confirming his suspicion that she was cheating on her fiancé. A few weeks later, when her fiancé was planning to go away for a weekend his final plan shot into action.
He had taken three days off school and spent them wiring her whole apartment, or her fiancé’s apartment, for audio and video. The place was huge, a loft apartment overlooking the bay. How could she pay for this with a teachers salary? He had asked himself. Later that night he found the answer. Her fiancé was the heir to the whole building, his parents were loaded, and he also didn’t make dimes working as a supervisor in the nuclear reactor. Good catch miss Roland.
You can get in almost everywhere while you’re wearing a airco-repair uniform and you’re carrying a toolbox. The guard at the entrance didn’t even hesitate when he asked were the apartment for Roland was. He had placed camera’s everywhere and wired them to stream over the internet using her router. They would only be recording when there was movement in front of them. The cameras in the bedroom and the one overlooking most of the apartment were infrared so they could record in the dark. Luckily he had been able to access her schedule trough the mainframe from high school. So he knew how long he could spend in her apartment. He had spend time looking trough everything.
Friday he cut it fine. Leaving just as she drove her car down the ramp for the carpark. By the time he got home he had footage of her in the shower getting ready for her fling to arrive.
During the weekend he didn’t check the footage much. He was busy writing the app that would control her life from now, he did it so nothing could be traced back to him, the app deleted every trace of evidence from itself and the device where it was installed.
When the weekend was over he had over five hours of footage from his teacher sucking, fucking, and generally doing pg.+ rated things with not one as he had thought but three men. He didn’t bother checking the recipient in the logs from the femtocell. Good to know for future reference.
Monday rolled by slowly. He had to collect the cameras again. He realized as he was writing the app that every single one of them could be traced back to him. but her fiancé was home the entire day. Poor bloke was relaxing on the couch where his girlfriend had been fucked not 12 hours before while he had no idea.
He got lucky Monday evening, both of them went out on a date, the irony. He walked back up before being stopped by the security guard.
“hey what are you doing here?” the guard asked.
“fucked up last time, a stupid thing. but my boss is making me fix it on my own time.”
“oh, ok sorry hadn’t recognized you.”
“yeah, no problem. Being the new guy sucks sometimes.”
“I can relate.” The guard joked before heading back downstairs.
When he had collected all of the cameras he sent her a simple text message “download this app and follow the instructions or the evidence from what you did last weekend will go online. You have 4 hours”. It was nine in the evening, she had until one.
He set up a script that would post a short clip of one of her romps if she hadn’t installed the app before one o’clock. . She would immediately receive a text with the link once it was uploaded. Nothing to recognizable, but nonetheless it would be online for at least six hours before he would be able to take it down. Lets hope she is smart enough.
In the morning the first thing he did was check if she had installed the app. On his burner were 4 missed calls and a dozen texts. All from her: the first one said ‘screw you’, then ‘how do you know’, ‘I don’t think so’ from then the tone changed. ‘please take it down’ , ‘take it down or I will call the police’, ‘please I will do anything’, ‘installed the app now take it down’, …
He did as he promised and booted up his pc to take down the video before heading down for breakfast. Three hundred and twenty two views. That was a lot more than he had expected. It at least explained the four missed calls.
In school he spend the whole day coding his app further, for immediate results he could control it from his phone but this time it was just making a choice of what he wanted to happen. He spotted miss Roland from a distance in the hallway. She did look tired, probably from watching the view counter rise all night. When she got home the game would begin.
Her day was horrible. She couldn’t stop thinking about the things this guy, girl, person, or thing that was blackmailing her would want. The moment her phone connected to her home WIFI she received a notification from trainer, the app she had installed to get the video of her and brad offline. Her weekend of fun had taken a really dark turn. Was this Tim’s doing? Why would he message me during our date?,… the questions that had played her all night and day kept coming, and it didn’t look like she was going to get any answers soon. On the screen popped up a message. She opened the app to get a question, ‘are you home alone right now?’ under the question was a box with two options yes or no.
She didn’t dare lie, she pressed yes.
‘for how long?’ the trainer asked, a slider like her alarm appearing under.
4 hours, until Tim arrived.
‘in 40 seconds I want a picture of your underwear drawer, if you have multiple, I want multiple pictures.’ Under the sentence was a button to open her camera. She didn’t have time to think. She got up and walked to her closet. Pulled open the drawer containing all of her panties and took a picture. Next she opened her drawer of bras and other underwear and took an second picture. The spinning circle indicating it was uploading the pictures was still spinning when she received the next instruction.
‘undress and take pictures from the front, back and sides. Don’t cover anything up.’ underneath again the camera button and this time there was a timer that counted down from five minutes. This was a hard pill to swallow. when there were three minutes there was a message.
‘or else your whole weekend will go online, it is only a matter of time before your boyfriend finds out. you have one chance. I don’t bother with people who don’t listen.’
This jarred her, she didn’t want to lose her fiancé or more precisely his money and connections. She was sure if he found out her life would be over. This fact had made it even more exciting to cheat on him. she knew he was a dick, but even he deserved better than her and now she was facing the consequences.
She just powered through it. Standing in front of the mirror, one arm by her side, the other holding her phone. Picture, quarter turn, picture, quarter turn,… it didn’t take long before the app responded.
‘next picture is in front of the mirror, sitting on the floor, with your legs spread.’
This one was even more humiliating than the previous four. Just thirty seconds this time. No time to hesitate. the utter humiliation dawned on her. she told herself she would draw the line at masturbating.
‘take a shower, doll up with makeup, do your hair in elegant curls, the whole nine yards. then send pictures in five different sets of lingerie, at least one with fishnets and garter. ‘ she had one and a half hour to complete this task.
When she got out of the shower she just chose the first set that she could grab, donned it and sent the pictures. It was the same for the other four sets. About a minute after she sent the pictures the app had the next set of instructions.
‘tonight you will wear the fourth set and some pumps. ONLY the forth set and some pumps. You will cook a lovely meal for your boyfriend and will be waiting on your knees when he gets home. you will suck his dick the moment he arrives and let him cum on your face. Then you will give him his meal and excuse yourself to the bathroom to send a picture of your face covered in cum. Do you understand?’ again, there were only two options. Yes and no. the moment she hit yes there came another set of instructions.
‘after he is fed you will ride him on the couch like you fucked Sunday afternoon. Or else.’
He found out she had nipple piercings. Two of them. ‘little miss perfect does have a naughty side’ he joked to himself as he received the set of pictures. He started to code the rest of the scheme. As he was typing this stuff out he still had over half an hour before her deadline for the shower would run out.
When he received the first picture he could see her wearing a red thong and matching bra. Makeup and a hairdo did make her looking a lot sultrier, especially the black eyeliner combined with the red lipstick.
In the next one she was wearing the same set but in deep purple.
Eventually he chose the black lace boy shorts with the see trough bra. He didn’t go for the fishnets but he did have her wear a garter with matching black stockings.
After typing out the instructions he damned himself for not leaving the camera overlooking the living room. There would be a lot of action. He instructed the app to send her another set of instructions at eight in the evening.
‘tomorrow you will wear set 2, I expect pictures of what you are going to wear on top of it for approval.’
And from there it went. Each of her outfits would be approved or disproved. Each day he received two or more pictures, one of her in her lingerie, the other one in the clothes she was planning to wear. He almost never approved them. and she had to change. Thank god it was getting warmer by the day because his choices would leave her shivering in the winter. She got used to the embarrassment of her lacy bra showing beneath her tank top, or her string riding up in her low cut jeans. in the last few weeks she had more often wore heels or boots than anything else.
Things changed when he got his drivers licence. He immediately went to visit his grandfather. It was a three hour drive but it was so worth it. He stopped on the way. With his laptop and a powerful WIFI card he accessed the database of some stores. To keep for later.
At his grandfather’s he constructed a simple chain, about five inches long. on the way back he bought 2 locks and u fasteners. He also got a remote operated box.
When he got home he made sure the box could only be controlled by the app an miss Roland’s phone.
‘in the janitors closet, right side top shelf is a box for you. Open it.’ The app told miss Roland the moment she arrived at school. She obliged immediately, not even stopping by the teachers lounge to drop off her stuff. Today it took her four tries to put an outfit together that he liked.
Inside she found the chain and two u bolts and two locks with a note.
‘replace your nipple piercings with bolts.
Lock both together with chain and locks.
take picture, place both keys in box.’
“WHAT?!” she kept thinking as she read the note again and again. This would means she had to get out of her dress, undo her bra and spend 10 minutes fiddling with her piercings. She knew she didn’t have a choice. She opened the app just to check. Eight minutes on the timer. She kept pacing around the room for a few minutes until the threat showed up in her notifications.
‘or else’
Those two words were enough for her to go and lean against the door, hoping no one would come knocking. She undid her dress and bra and did as the note instructed. Her nipples were pulled to each other. It was a little painful but a lot more uncomfortable. She sent a picture in her bare upper body and one with the box locked containing two keys.
The rest of the day she was aware of everybody even looking at her. a simple skater dress and some modest platform heels. Even tough no one could possibly see the chain sending a little shock of excitement through her every time she moved. it felt as if everybody did.
She go the message the box would be unlocked the moment the last bell rung. She didn’t hesitate to collect the box but decided it would be less risky to undo the chain when she was home.
From there on out she got the instruction to wear the chain every few days. When she chose an outfit with a little less cleavage he instructed her to wear it. Once she had tried to bring the box with her to undo the chain as soon as she arrived at school. But it was clear as soon as she looked at it. It would only unlock when he wanted to.
Next was the egg. It was delivered much the same way as the chain and locks: she received a message stating that it was in the janitors closet. She put the vibrating toy inside her pussy and spend the next day feeling a light vibration. By the time she would have to go home she was dripping wet.
This went on for a while. The two months the year lasted she spend her days either super self conscious that someone would spot the chain that kept exciting her nipples under clothes that someone else had picked for her to wear. Or driving home soaking wet and frustrated that the egg had shut itself off. She would clean it and plug it in to charge. And the first week she was already in disbelief this guy would have her wear lingerie every day.
Unbeknownst to her there was a girl that was getting a lot more attention from him than she was: Stephanie. The girl lived three floors beneath him. they would say the occasional hello when they would pass each other in the hallway but for the rest they kept to themselves. He was focusing on his computers. She would focus on staying the star volleyball player from the school, despite her 4’11. Granting her a spot with the ‘popular’ kids. The fact that she ran around in tight shorts and top all day probably had something to do with that as well.
One day they were both walking down the stairs. He offered her a ride when she stopped by the bus stop.
‘get away from me creep’ she answered bitterly. He knew it was because her friend was waiting by the same bus stop but still it rubbed him the wrong way. Especially since he was used to controlling miss Roland.
The next few day he spend reading her texts. His femtocell he had made for miss Roland came to good use for this.
The rest went pretty much the same way as with miss Roland. With a text showing one day.
‘install this app and follow the instructions or the whole school and your mom will find out you are pregnant’.
This was a bit of a guess on his side but four calls, two to planned parenthood and two to an abortion clinic, were pretty good indication.
He had hit straight on the mark. The app was installed and running within half an hour. He knew her mom worked nights so he spend the next days collecting pictures of her in various humiliating poses, outfits, and a combinations thereof.
When he knew he had enough to blackmail her completely he decided to use the hood and handcuffs he had made for miss Roland would have better use on her.
Source: reddit.com/r/eroticstories/comments/7nis61/miss_roland_capter_1_ncblackmailteacher
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