Chapter Text
The image that appeared on Charlene’s screen was something she hadn’t considered possible in her entire life. Long blonde hair cascaded over the girl’s shoulders where her arms pushed her tits together, capturing some of the hair between them. One arm extended out towards the phone, holding it low enough that it just barely caught her pouting pink lips in the top of the shot, and at the bottom her hair ended in a small pool between her thighs pressed together.
Every bit of her figure was shown, from her chest to her waist to her hips and more. Even without seeing it from any other angle Charlene knew that figure well. Her hand trembled and a gasp escaped her lips as it burned itself into her eyes enough that she’d see it on the back of her eyelids for days afterwards.
An image of one of her students naked.
She threw her phone away with a ragged breath, face beyond flushed with a shocking cocktail of emotions. Was she turned on? By another woman? By her student ? By someone she hated?
Charlene sank to her knees, wondering just what she’d managed to get herself into.
—
By the time Charlene was two glasses of wine deep into her night and filled with enough bravery to text that number again, her student Natalie had fallen asleep.
“ Why did you send me that? ” She asked. The text remained unanswered until early the next morning, far earlier than she expected. When she rolled out of bed at 6:30 AM it had already been sitting there on her screen for just under an hour.
“ You mean that wasn’t what you wanted? ” The first text stated. “ It’s not my first time being blackmailed. You don’t need to pretend to be my friend. ”
Charlene pinched at the bridge of her nose as she took in the message, hangover and lack of sleep making her head pound. She grabbed some painkillers and swallowed them dry before grabbing the burner phone again to reply.
Even now, Natalie’s hips were on screen until she opened the keyboard. She didn’t know what to do with the electric feeling of arousal that rocked through her body.
“ I’m not your friend. ” She texted back. For a moment she read through her past messages. I know about your secret. The evidence she had that Natalie had let her friends cheat off of her in school. The simple truth that if reported, she was on her final warning and would be suspended. And then suddenly…
Her naked body.
Charlene didn’t get it. She’d said, no, demanded that Natalie would be doing whatever she wanted her to do or else she’d be revealing the information. Why then had the girl suddenly sent her a picture of her body?
“ What do you mean you’ve been blackmailed before? ” Charlene asked, unable to leave her curiosity unsated. Eager to bury the nude that haunted her, she sent another message. “ Is that what the others who blackmailed you wanted? ”
Just as Charlene began to stand up, thinking she’d get started with her day while waiting for a response, one came. The burner phone dinged and she picked it right back up from where she’d set it down on the nightstand, clinging to it and quickly opening the keyboard as she read to hide the nude. It was almost gone.
“ Well, yeah. I mean what else do guys want? ” The reply made Charlene sick to her stomach.
“ I’m not a guy. ” She texted back.
“ Wait, really? ” The text came back, followed by another in quick succession. Charlene didn’t realize it, but Natalie was staring at her phone in shock at the other side of the conversation. “ Why are you doing this then? ”
Feeling like a vindictive cunt even as she wrote it, Charlene typed a response back. “ Because I hate you. ”
—
Somehow after learning that Charlene was a woman, Natalie began to text more and more. She had a million questions, and Charlene did not have the patience to answer them all. “ Shut up and let me get ready. ” She texted at one point before showering.
“ Wait, you go to the same school as me then right? ” Natalie asked. “ Why do you hate me? ”
These questions and several more went unanswered as Charlene simmered all morning over her blackmail attempt gone wrong. Was this how things worked these days? Was everything about sex? Natalie wanted to know why she hated her, how she knew her, and all these things but most of them boiled down to this.
If not sex, what was Charlene after?
“ You know I’d rather get this done with sooner than later. Can’t you just tell me what you want so I can get it done? ” A text asked as Charlene ate her breakfast. Charlene wondered how Natalie could type so fast.
“ All I want is to see you miserable. ” She typed back grumpily, even less sure than Natalie about how to get this done. This perky beautiful girl was as aggravating over text messages as she was in her class. Always poking questions. Always disrupting the conversation. Always interrupting her train of thought.
Always reminding her of her least favorite memories, with every movement and every breath, truly a vapid bitch, or at least Charlene thought so.
“ Wow, that’s kind of pathetic. ” Natalie replied as these thoughts of hatred flooded Charlene’s mind.
She grabbed her phone and tapped with angry little thuds on her screen, misspelling and needing to retype her point several times before managing to send it. “ Do you want me to just get you that suspension today? I’d be happy to turn you in. ”
“ My bad. ” The text was followed by several bowing emoji. “ Please, Mistress, forgive me. I’ll do anything you want. Please don’t turn me in. ”
There was nothing to indicate the tone, but somehow Charlene knew that Natalie was being sarcastic. Being called “Mistress” though, sent another wave of confusing emotions through her. “ Why Mistress….? ” She asked.
“ Like it? ” Natalie asked right away in return. “ Did you like what I sent last night? ”
Charlene had finished eating and was putting on the final touches on her outfit. Avoiding the question she typed a snippy response. “ Shh. I’m doing my makeup. We can text more later after school. ”
“ After? What a goody two shoes. ” Natalie teased, drawing a snort from Charlene.
Of course this bitch wouldn’t care about texting in class.
—
There was a lot about Natalie that Charlene just couldn’t understand. Firstly, how in the world did the girl smile so much and act so normal when she was actively being blackmailed? How often had this happened before? She couldn’t help but glance at her burner phone’s screen mid-class as she taught the students with Natalie among them.
Aside from that, how did Natalie text so much without her noticing?
“ Cmonnnn do you not check your phone at all in class? ” Natalie texted. “ I’m boredddd. ” These and more texts with questions Charlene refused to answer poured in every so often while she taught, until eventually she couldn’t resist any more and typed out a reply as the class worked on a handout.
“ Don’t you have friends you can be bothering instead of me? ”
“ Yeah, but I want to know more about this girl who decided to blackmail me. ” “ You are really a girl, right? ” “ It’s kind of a new experience, I guess. ”
Charlene stared out at Natalie as the girl typed, even making eye contact with the girl. She was skillfully tapping away with one hand, making eye contact with her teacher, and still sending messages rapid-fire. Meanwhile if Charlene tried to type she’d have to lift the phone close to her face and take her time with it. She scowled at Natalie before continuing with her class, leaving the girl’s texts unanswered.
More than anything, Natalie could never know it was her on the other end of this.
—
Charlene meant to ignore the backlog of texts and take control of the conversation again once school was over and she felt safe fishing out her burner phone again, but once again Natalie had left her with something she was forced to pay attention to.
This time it was a simple text. “ This is a prepaid phone? Did you literally buy a phone just to blackmail me? ” The text asked.
“ How the fuck did you find that out? ” Charlene asked back, walking through a bustling crowd of high school students back towards her car. She was careful to keep her screen hidden as she watched for a response, scowling at her screen.
“ These things are public, sort of. I just put the number into a website. I thought it would be a burner app number or something, it’s just weird you used my number and not snapchat or something. ”
Snapchat? Charlene had never tried the app before and never wanted to. Probably because she’d never wanted or expected photos like the one Natalie had sent her before. Like the one she still hadn’t deleted.
Before she could reply, another text came in, stopping Charlene in her tracks. “ You have enough money to buy a burner phone, so you’re probably at least a junior or a senior like me. Can probably drive too? You stopped texting just long enough to drive this morning? ” The text reasoned out, sending a cold chill down Charlene’s spine. “ Are you still at school? I wonder if I could find you texting me if I looked. ”
“ Stop trying to figure out who I am. I will get you suspended if you try any more. ” Charlene snapped back, feeling herself fill with fear and frustration. Just what was this vapid bitch trying to prove? Who was helping her? Charlene couldn’t imagine the straight-D student she knew being able to figure out this much on her own.
“ Come on, I won’t tell. I just want to know that you’re a girl for sure. ” Natalie texted. By now Charlene had reached her car. She sighed as she bent forward with her head on the steering wheel, staring down at the screen. “ It’s okay if you like girls. I wont tell anyone. ”
“ What do you need, a picture of my bloody fucking cunt to prove it? ” Charlene texted back angrily.
“ Well, I did show you mine. ” Natalie teased back.
Charlene gripped her phone so tightly her fingers turned white. Was this flirtation a clumsy attempt to unmask her? A way to get her in trouble?
She threw the phone into her purse and drove home, ignoring Natalie as she did. As expected a few more messages sat there waiting for her when she got home.
“ Don’t get mad I was just teasing. ” “ Hey, I’m sorry. Please don’t report me okay? I just don’t really know what to do about this. I don’t know what you want from me. ” “ What do you want from me? ”
Charlene sighed as she looked at the screen, face flushed deep red. “ I don’t fucking know anymore. ” She texted back.
Somehow, her house felt stifling. Her outfit felt suffocating. She threw off her blazer in a rush once inside and loosened her bow, unbuttoning the first few buttons of her shirt. She knew exactly why she felt so heated, even if she wasn’t ready to admit it.
She poured herself a glass of wine, ignoring the ding from her phone as another message arrived. She downed the entire glass in a rush and poured another before stumbling over to her phone, picking it up.
Yet again, a photo was there. This time it was just Natalie, face and all, smiling at the screen. She wore her camisole from today without the jacket, thin little straps somehow holding it all up. She looked almost angelic, even to Charlene. The sight made her scowl.
“ How do I look? ” The accompanying text asked.
“ I don’t know. Good? ” Charlene texted back, trying to figure out a way to ask why Natalie would be asking her opinion before another text cut her thoughts short.
“ Are you into girls? ”
After a while Charlene typed back an exasperated response. “ Do you want me to be? ”
“ It’d be easier to deal with, if you were. ” Natalie replied. Shortly after another text arrived. “ I’m used to that, at least. ”
Charlene grabbed at her hair as she tried to suppress the rush of sympathy she felt, wondering exactly what kind of life this student of hers lived. Wondering how a seventeen year old girl got so used to blackmail that the idea of sending photos of her body was the easy way out of a situation like this, to her.
“ I don’t fucking know. ” Charlene replied, trying to figure out her emotions. Too prideful to admit that she had been turned on since the night before, and too unsure of her own intentions. She hadn’t set out with the intention to do this, and sexually exploiting her student was not her idea of revenge. Rather, it was something she viewed as beneath her.
But Charlene was also terminally honest. She couldn’t say she didn’t want it, and she knew exactly why she couldn’t say that.
A very puzzled and frustrated Natalie sent another text. “ Do I need to pretend to not be into it for you then, miss #1 Natalie hater? Would it be better for you then? ” Followed by another text. “ You wanted to torment me? Didn’t you have any plans? ”
“ No. ” Charlene admitted. “ I kind of thought just being blackmailed and wondering what I was going to do to you would torment you plenty. ”
A series of laughing emojis came rolling in from Natalie’s side.
“ Seriously? Wait, are you younger than me after all? That’s so cute. ”
Charlene scowled at the screen. “ I’m not telling you anything about me. ”
“ Sure, sure. You are really a girl though right? ”
“ Yeah? Why do you keep asking? ”
“ I believe you. Well, I’ll do whatever you say I guess. ”
Charlene stared at Natalie’s good-natured reply with a small scowl. Just what was she doing? At this point it felt more like flirting with her student than anything else. She sipped at her wine, undoing her outfit piece by piece and sinking into the couch.
“ Are you home? ” Charlene asked.
“ Yeah? Why? ” Natalie replied, once again cutting Charlene off before she could type another reply. “ What, want another naughty picture? ”
“ Yeah. ”
The text was sent before Charlene had time to second guess herself. Before she had time to consider things. A text to her student, one she hated, asking for something naughty?
Guilt racked her drunken brain until her phone dinged again unexpectedly quickly. It was Natalie in a kitchen in the photo, with her back to the rest of her home. Her camisole was tugged down and so was her bra, flashing one of her tits completely at the camera.
“ I’m cooking dinner for my family right now. If you can wait fifteen minutes I can model for you more. ”
“ Okay. ”
As Charlene waited she stood up, ambled over to her bathroom, and tossed her clothes in the laundry bin. She looked at her own naked body. A bit tan, covered in some freckles, tits at least a size smaller than Natalie and saggier and wider, less shapely hips. Charlene was unable to see her own natural beauty. If she sent Natalie a picture, she reasoned, there was no way the girl would do anything other than mock her.
At least that was what Charlene was certain of.
She wandered into her bedroom and lit a candle, part of her own self pleasure routine.
In her bottom drawer was lube, a few toys, and a few other little knick knacks she rarely made use of. Some of it was from the days when she thought she’d bring a partner back home to use them with, but it had been nearly a decade since the last time that happened.
Now she just grabbed her lube and a bullet vibe as was her standard before laying down a towel on the bed to lay on.
It was so routine, so standard, that she felt disgusted by it. It was nothing like the spontaneity of Natalie’s photos. Nothing like what she imagined the young girl’s sex life was like. Maybe it wasn’t all roses with the way the girl alluded to being blackmailed often, but…
Charlene was a bitter old woman, so to her the grass on Natalie’s side of the fence was irredeemably green. She’d do anything to have it. Do anything to tarnish it.
“ It’s done! What do you want to see? ” The text came to her phone right as Charlene was finished getting comfortable. Guilt plagued her expression as she looked at the screen. “ Do you want to sext? Have phone sex? Or just see more of me? ”
“ I’ve never sexted or had phone sex before. I don’t know how they work. ” Charlene admitted.
“ Well… I don’t mind explaining it. ”
So Natalie began unknowingly teaching her English teacher about the wonders of phone sex and sexting…
—
A few hours earlier, and Natalie had been utterly at her wit’s end with the mysterious texter. Sending a nude to someone who it turned out didn’t want one was embarrassing as hell, and the mysterious slow texting was even more frustrating.
Was this really a girl? Her sleuthing hadn’t uncovered any proof one way or the other, but Natalie was beginning to think she must be. She couldn’t imagine any straight guy not pouncing on the opportunity to see more of her, or any gay guy hating her guts as much as her mysterious hater friend did. So, she was a girl, but then what the hell was Natalie supposed to do?
Did she just have to deal with this for days? Weeks? Some mysterious slow texter who could decide to do anything to her at any time?
Nothing in the world sounded more stressful than that, but more than that there was this undercurrent to their conversation that Natalie was fascinated by. Charlene hadn’t denied liking the photos. She hadn’t denied liking women. Like most of her questions these ones had been dodged but these questions stood out to Natalie.
After all, if this mysterious blackmailer really wasn’t into her that way, wouldn’t she say so immediately?
The more she thought of it, the more intriguing it was. Had she caused some mysterious hater’s lesbian awakening? Was someone on the other side trembling and scowling, lusting after someone they hated more than anything?
Enemies to lovers maybe? Natalie thought that her friend Cassidy would call it out like that immediately. Rather, her friend would have a field day with this whole situation and want to write fanfic about it. At this point her blackmailer had proven so toothless that Natalie didn’t feel all that scared of things, so she just teased her over and over again.
“ Are you into girls? ” “ Do I need to pretend to not be into it for you then, miss #1 Natalie hater? Would it be better for you then? ” “ What, want another naughty picture? ”
“ Yeah. ”
When her hater broke down easier than expected Natalie found herself filled with an inexplicable amount of excitement. Normally she’d have probably fought back, negotiated more, made it clear that this was a one time thing and the dirt on her would be deleted afterwards.
But something told her that if she played tough, this girl on the other side would run.
Not wanting that, Natalie flashed her immediately. “ I’m cooking dinner for my family right now. If you can wait fifteen minutes I can model for you more. ”
“ Okay. ” Once again the reply was short. Sweet. To the point. Was she spooked because Natalie had tried to look into her earlier? Was she shy because she was ashamed to want Natalie in this way? Natalie hummed happily as she finished cooking and rushed to her room.
“I’m going to do homework! I’ll bring my plate down later!” She said, rushing her plate to her bedroom. With her door locked, the window and blinds closed, and her dinner set aside for now Natalie began to text.
“ It’s done! What do you want to see? ” She typed in an excited rush, casually tugging off her clothing. She didn’t know what to expect, so her anxiousness made her ramble out another text message. “ Do you want to sext? Have phone sex? Or just see more of me? ”
After maybe a minute, a text came in response. “ I’ve never sexted or had phone sex before. I don’t know how they work. ”
Natalie let out an excited squeal, rambling to herself. “What the heck? This girl is precious!” She giggled. “She’s so innocent. Ah, but…”
“ Well… I don’t mind explaining it. ” She typed out, desperate to keep her cool.
She proceeded to explain in a few separate texts how these things went. How using asterisks could be used for roleplay. To pretend they were there together and act out stuff.
“ I don’t think that sounds interesting… ” Her blackmailer responded.
“ Yeah, you type too slowly anyways. ” Natalie dug back, teasing her. Next she explained phone sex. “ We’d both get off, but on call. Listening to each other. Sometimes you dirty talk, or even roleplay, just aloud. Like saying what you’d do to me and stuff. ”
“ I wouldn’t want you to hear my voice. ” Was Charlene’s reply. Natalie pursed her lips at the screen.
“ Would I recognize it right away? ”
Her blackmailer didn’t reply though. Instead the chat stayed dead while she typed the final description, how men in particular would just want to see her naked and jerk off to the pictures, and ask for pictures of her in various poses.
Finally, at the end, Natalie thought up another offer. “ We could get on call but… you don’t have to speak? But then you hear me? ”
“ Are you going to get off to this? ”
Natalie blinked at her screen. “ Aren’t you? ”
A moment later, her phone began to ring. She answered it in a rush, squeaking in surprise as she did. “Y-Yes?” She asked nervously.
Naturally, there was silence on the other side. She put it on speakerphone and stared at the screen just in time for a text to show up.
“ Let me see you. ”
“... It’s cute how shy you are.” Natalie said teasingly, not expecting or receiving a reply in return. She snapped a photo of herself in bed, laying in her camisole and panties. She thought she heard a ragged breath from the other side after sending it but wasn’t entirely sure.
Does she not know how to mute her side, Natalie wondered?
“ Take those off too. ” Her blackmailer texted. She giggled a bit in response, setting her phone down on her sheets.
“Give me just a bit…” She whined, sitting up and tugging the camisole and bra off. She made a point to drop the fabric by the phone, letting her blackmailer hear the sounds as she took it all off. Finally she laid back down on her back and picked up her phone, holding it high above her head as she aimed it down at her body.
The final shot cut off at the top with her lips, her hands spread into a seductive V around them as she stuck out her tongue. Her tits spread to either side of her body as she laid down on her back, and her legs crossed as they stretched out to just barely conceal all but the slightest tuft of pubic hair. Her pose also showed off her slender build and her defined muscles, proof of what great shape she was in.
She sent it and this time was rewarded with another ragged breath, a small moan from the other side. Her blackmailer was touching herself, and her blackmailer was definitely a girl.
“Mistress….” Natalie whined playfully. “Can I touch myself too? Is it okay?”
She hoped her blackmailer would lose patience and reply aloud, but instead there was a pause in the girl’s deep intense breathing as a reply was typed out. “ Yes. ”
Natalie snorted at the response. The girl on the other end didn’t do much to make herself cute, but somehow that was adorable to Natalie. Settling into bed with her phone in her hand she began to touch herself and moan directly into the microphone, playing up the noises a bit to make a show for her blackmailer.
“Fuck. I’m really fucking wet…” She groaned into the microphone. “You know I heard you just a bit. It’s nice…” She gasped. “Knowing you’re a girl…. for sure.”
“ Are you gay? ” A text appeared. Natalie giggled loudly.
“I’m bi, silly. Are you gay?” Natalie asked back playfully, pulling the microphone closer. She could tell now when her blackmailer was bothering to reply, since her breathing would stop long enough to type. She was still going. “You’re definitely gay for me, at the very least…. do you have any idea how wet I am right now?”
Natalie snapped a photo of her hand, spreading hot wetness between her fingers. Her spread legs were blurry in the background. Again she heard her blackmailer's breathing change. “You’re wet too, right?” Natalie teased. “I wish I could be touching you instead. Or better yet, eating you out….”
She took another photo of her mouth open, tongue out and sent it to her blackmailer.
“Wouldn’t you love that? To force the girl you hate so much onto her knees, between your legs…” Natalie teased with a shaky voice, suppressing her moans enough to speak. Even as she did though small whimpers and gasps arrived from the other side of her phone and she knew her words were working. “Your hand grasping my hair, forcing me down until you were satisfied….”
Natalie made a point to moan openly, her hand drifting down with her phone to take a small video as she fingered herself. She saved it, sent it, and then began speaking into the microphone again.
“Mistress, you hate me right?” She asked. “Do you want to make me your toy? To use me?” She asked, listening in as her blackmailer gasped with pleasure. She had seen the video, it seemed. Natalie smirked with satisfaction. “Mm… fuck…”
Hearing the phone drop on the other side was Natalie’s only signal that her blackmailer had cum. She set down her own phone and moaned out into the night air as she toyed aggressively with herself, fantasizing about her blackmailer above her. Shoving her down. Pushing her fingers into her. Finally her legs clamped together as she whined loudly, cumming and feeling her head fill with a certain light-headedness as pleasure spread through her.
“Mistress?” She asked, turning towards the phone. “Did you like it?”
She picked up the phone and stared at it in silence for a bit.
A moment later, the call ended.
—
Charlene had several new photos, and a video. Two photos of Natalie in bed, one half undressed, the other fully undressed. One photo of the girl spreading her wetness between her fingers. A photo of her mouth open as if begging Charlene to make use of it. A video of her aggressively touching herself.
She had heard her, it seemed. Natalie had gotten that wet touching herself with her.
Worse, Charlene had gotten just as wet herself. She’d hardly needed her lube for the first time in ages and even now she ached with the desire to go back for round two.
She wasn’t young anymore. When was the last time she’d felt this much desire? Was it just because Natalie was young? Was it the thrill of having so much power over someone she hated so much?
Her phone buzzed with a text. “ You did like it right? ” Natalie asked.
Without considering the consequences Charlene lifted her hand and, palm facing away, took a single photo showing the wetness between her fingers. She sent it and slumped into bed.
She had hidden her nails. She took good care of her hands. Natalie shouldn’t know they were an adults fingers just from that photo, right? She hadn’t recognized her voice, right?
“ I’m glad you liked it so much. I enjoyed myself too. ”
Charlene stared at the text for a while. Denial would only get her so far. Hadn’t gotten her anywhere really, if she was honest with herself. She had enjoyed it. A lot. Feeling a surge of emotion crash through the mental barriers she had crashed through in her drunken stupor, she typed out a final text for Natalie.
“ You’re mine. Whenever I want you. You’re my toy. If I ask you to flash me, you flash me. If I tell you to do something, you do it. Understand? ”
She sent it, set down her phone on the nightstand, and rolled up in her blankets.
It was early, but the day had been long. Charlene wouldn’t see Natalie’s response or have to come to terms with the reality of her actions until the following morning.
So for now, she slept.