Author Note: Every aspect of this story is 100% fictional and all characters are 18+. It was written with the intent of entertaining those who enjoy the fantasy of non-consent sex. Some of the characters and situations would be ridiculous and disgusting if viewed through the lens of reality. Your sexual partners should ALWAYS be treated with respect even when, per their wishes, you're pretending not to.
One note on the story itself: You may notice that I like to leave my main characters in precarious predicaments. This is not done with the intention of eventually continuing the narrative as I have no plans to write any sequels or additional chapters. However, anyone else who would like to attempt to do so has my full blessing.
** A Teacher's Lesson **
Panic gripped Mandy. She was certain that she had set her phone down right there on her desk before starting class. She quickly scanned her students as they filed out. High school seniors on Friday afternoon and with less than a month left before graduating were not above pulling pranks. Unfortunately, most had already left and none of the remaining looked back or gave any other indication that they might have taken it.
Mandy commanded herself to calm down. Sure, the phone contained pictures and information that could ruin not only her career but also her life, but it was locked. No one could access it, she reminded herself. Still, the prospect that it wasn't in her possession caused her considerable anxiety.
Then later, when she returned from her lunch break, it was there, just sitting in the middle of her desk. Maybe one of her students had taken it but had a change of heart, she thought. She picked it up and prepared to type in her passcode but froze. Somehow the phone was already unlocked and the wallpaper background had been changed to a picture she had taken earlier in the year. It was a point of view photo showing her skirt pushed down to her thighs under her desk with her hand creeping down into the top of her panties. In the background, beyond the hiding shadows of her desk, her second period English class diligently worked. Written in bright red type across the picture was a message: "Buymore parking lot. Be waiting in your car. 4pm."
At first it had been a way for Mandy to feel better about herself. Trevor had broken up with her and knowing that most of the teenage boys (and some girls) in the school masturbated with her in mind was no longer enough. So she began to post teasing, semi-naked pictures of herself online. Strangers would tell her how sexy she was and the things they'd do to her body if they only could.
It wasn't that she didn't think she was sexy - she already knew that she definitely was. She was in her late twenties, tall, leggy, with brunette hair usually pulled up into a tight bun to show off her long neck, an ass that stuck out just enough and breasts big enough to allow her to show off without the help of a push up bra. As far as she was concerned, the tight pencil skirts and cleavage revealing blouses she wore were just the whipped cream and cherries on top of what was already a decadent dessert. Regardless, it still made her feel good to know that total strangers would line up to fuck her solely based on the way she looked.
After she had collected a few dedicated fans, it stopped becoming a way to make her feel better and became a way to make some extra money. She had her own personal website created where people willingly paid a monthly fee for access to photos and videos of her wearing sexy clothes and doing sexy things. People even paid extra for "private photo shoots" where they could instruct her how to pose. They sent her outfits and lingerie that, for a price, she would sometimes send back "used". But, by far, her most popular products were the photos of her doing naughty things at work. All of these things - the photos, the videos, even access to her website - were stored on her phone.
She was a nervous wreck the remainder of the school day, unable to concentrate on anything. Afterwards, she made an excuse to skip a faculty meeting and raced to the Buymore parking lot, being sure to park far away from the building. She had gotten there early and used the time to research her situation on her phone. She was so focused on absorbing as much advice and information as she could, she didn't see the figure approach her car and was startled when the passenger door opened and someone got in.
"Hello, Miss Broderick."
Of course it was Derrick Jenks, Mandy thought. It was well known among the other teachers that she didn't like him. There was no question that he was one of the smartest seniors in the school but there was just something about his mannerisms that Mandy found creepy. He had a tendency to stare at a person without blinking, like a crocodile considering just how to eat its prey. Mandy was recently on the teacher committee to award their "citizen of the year" and had fought to prevent Derrick from winning.
"Derrick. What you did to my phone was illegal."
"Whoa. Listen, we don't want to have to send all of those photos out. We only want you to buy us a few things. No big deal."
She was about to ask what he meant by "we" when both of her car's back doors opened and Flynn Quimby and Matty West got in.
They were both also seniors in Derrick's class. Flynn had been attached to Derrick since freshman year. He was a short and cruel kid who she'd seen bring several other students to tears with just his words. Matty, on the other hand, always seemed super sweet. Just really dumb and kind of funny looking with his ears that stuck out. He was also one of her students who was a little more obvious about his crush on her. Mandy never really understood why he hung out with Derrick.
"Alright," Mandy said. "What you're doing is blackmail. I can call the cops right now and have you arrested."
"That's funny," Derrick replied. "I was thinking the same thing." Flynn snickered from the backseat.
Derrick pulled out his own phone, on its screen was the same picture he had left on Mandy's. "Of all the photos this was my favorite. The others will only get you fired, this will get you five to ten."
Mandy creased her forehead.
"Unlike the three of us, some of the people in the background of this pic were seventeen when it was taken," Derrick explained. "Minors."
"Nice panties, Miss B," Matty said earnestly.
"There's no way to know that's even me. You can't even see my face," Mandy reasoned. Then, after a moment, she thought to say, "It's not me."
Derrick smiled. "We both know that there's only one person this could possibly be. The investigation would be swift and conclusive."
Mandy pursed her lips and thought about what he had said. The word "investigation" in particular stirred up her anxiety.
"Alright," she finally said. "What do you want?"
First, Derrick had her take him into the Buymore. He directed her to purchase for him a fancy laptop and video camera that he said he would need for film school. Then they stopped into the liquor store where Flynn and Matty each picked a case of beer and a bottle of liquor. Derrick said they were going to celebrate "the end of school" though he declined to buy any alcohol for himself. Finally, they had her drive them to a downtown hotel. Derrick explained that "obviously they couldn't party at home with the alcohol" and needed a place. When she paid, she was surprised to find out that he had booked the honeymoon suite.
"Okay. This is it," she said as she set down the case of beer they had made her carry into the room. "You have your toys, your alcohol and one of the most expensive rooms in the city. My card is maxed."
"What, you're not staying for a drink?" Derrick asked. He was across the room, fiddling with the new camera. Flynn and Matty were on the other side of her, sitting on the hotel room couch.
"No," she said resoundly. She was past being scared and was starting to get pissed off.
"Well then why don't you just fetch us a few beers before you leave?"
Angrily, Mandy turned around, bent over, opened the case she had just set down and pulled out two cans. The camera's flash went off.
"Hey!" Mandy stood up to give Derrick a disapproving scowl.
"I was just trying to help," he said. "Maybe generate some new content for that website of yours." He turned the camera around to show the digital still of her ass sticking up in the air in her tight skirt.
"In fact," he continued as he played with the camera's setting, "Why don't you go ahead and slip out of those clothes and we'll get some video too."
Mandy froze. Flynn and Matty exchanged a look of surprise.
"Now Derrick-" her voice cracked but she regained her composure. "I did everything you asked me to. I spent a lot of money. If you think I'm going to strip for you and your little trolls, you... Well you're wrong."
Derrick continued to focus on the new camera as he spoke, "In addition to everything else, there are now security videos of you buying gifts for your students, alcohol for the underaged, and then renting a hotel room and entering it with us. Take. Off. Your. Clothes."
The camera was back up in front of his face. Its light was now on continuously and directed at Mandy indicating that Derrick was recording video of her.
Mandy's stomach sank. Immediately, she knew that he was right. Just the discovery of her website was enough to end her life as she knew it, never mind the photos with students in the background. Now with footage of her suspiciously spending her own money on Derrick, Flynn and Matty... She could almost hear the eyewitness testimony from the other teachers who already didn't like her. Her friends and family would turn their backs in shame. Trevor would feel forever justified in leaving her. Then what? Prison. A menial job. Her name forever on a website for child predators.
Everything important to her hung in the balance.
Mandy set the beer cans down then, slowly and shakily, she unbuttoned her blouse and slipped it off. Then, reaching back, she unzipped her pencil skirt. As soon as she pushed it down over her shapely hips, it slid to the floor. She was wearing a red satin thong and matching bra that a client had bought her and she had liked enough to keep.
"Why don't you go sit with my friends over there?" Derrick asked.
"No... Please," Mandy begged softly. Tears welled up in her eyes and spilled down her cheeks. But, even so, she made her way to sit down between Flynn and Matty. She had hoped to avoid touching either of them with her bare skin but it was a small couch and they both ended up pressed up against her on either side.
"How about those tits!" Derrick said from across the room where he was filming.
Flynn reached over and began to massage one of her breasts through her bra. "Oh yeah!"
"Please stop," Mandy squeaked.
"Hey Flynn," Derrick said. "Don't you have something for Miss Broderick? Something in your pants?"
"Hell yeah," said Flynn. He unzipped his pants and pulled his hard cock out. In any other circumstance, she'd have found it to be thoroughly underwhelming.