Setting can be dangerous - Closed for TheNextNewGuy

[p_c352006]

Sexting can be dangerous - Closed for TheNextNewGuy

Jessie Smith
5'3" 115lbs, blonde hair, blue eyes, 32B cup with a very cute round backside


I couldn't believe how well my life was going. After just two years teaching annoying high school students I managed to land a job at my local college. It was a little strange at first knowing the students in my class were on average, only 6/7 years younger than me but since they were mostly freshmen they still seemed more like high schoolers than college students half of the time.

Having only graduated from school a few years prior I felt like I had the benefit of understanding how my students felt as freshman better than some of the other professors around campus. I knew that if I used that knowledge and experience I could quickly become one of the most popular and effective teachers in school.

I started my first semester by providing students with my office phone number on my syllabus, but unlike any other professor, I also provided my cell phone. Texting had become such a simple and convenient way to communicate these days and I felt like it would be beneficial if students had the ability to text me questions they had and get more immediate assistance than simply by emailing me and having to wait until I accessed my work account to see what messages have come through.

It worked well at first. Students would ask questions about assignments and needing clarification on a topic we covered and I was able to get back to them quickly.

My boyfriend Justin, started getting a little annoyed with me however, as I ended up spending a lot of time texting with my students and answering questions in my off time at home. He felt like I wasn't spending enough time with him or was distracted by my phone when he was around. I felt bad but I also wanted to be the best I could be at my job. Maybe I needed to work on being a little more balanced with my work/life time management.

That's why Friday evening I decided to make it up to him. He was always hinting about how he liked when I would send him sexy pictures while he was at work but usually I was too busy or just felt self conscious about it and rarely followed through with it. Today would be different.

I undressed from my work clothes and laid down on the couch on my stomach. I got my phone out and turned on the front facing camera. I had a pretty good angle at my booty which was his favorite part of my body so I snapped the picture and sent it to him with a little message

"Hey baby. What do you think? "

I hit send and suddenly felt my stomach start to flutter with excitement. I had never gotten turned on sending Justin pictures like this before. I couldn't wait to see his response

 

[p_c352006]

Jessie Smith
5'3" 115lbs, blonde hair, blue eyes, 32B cup with a very cute round backside


I couldn't believe how well my life was going. After just two years teaching annoying high school students I managed to land a job at my local college. It was a little strange at first knowing the students in my class were on average, only 6/7 years younger than me but since they were mostly freshmen they still seemed more like high schoolers than college students half of the time.

Having only graduated from school a few years prior I felt like I had the benefit of understanding how my students felt as freshman better than some of the other professors around campus. I knew that if I used that knowledge and experience I could quickly become one of the most popular and effective teachers in school.

I started my first semester by providing students with my office phone number on my syllabus, but unlike any other professor, I also provided my cell phone. Texting had become such a simple and convenient way to communicate these days and I felt like it would be beneficial if students had the ability to text me questions they had and get more immediate assistance than simply by emailing me and having to wait until I accessed my work account to see what messages have come through.

It worked well at first. Students would ask questions about assignments and needing clarification on a topic we covered and I was able to get back to them quickly.

My boyfriend Justin, started getting a little annoyed with me however, as I ended up spending a lot of time texting with my students and answering questions in my off time at home. He felt like I wasn't spending enough time with him or was distracted by my phone when he was around. I felt bad but I also wanted to be the best I could be at my job. Maybe I needed to work on being a little more balanced with my work/life time management.

That's why Friday evening I decided to make it up to him. He was always hinting about how he liked when I would send him sexy pictures while he was at work but usually I was too busy or just felt self conscious about it and rarely followed through with it. Today would be different.

I undressed from my work clothes and laid down on the couch on my stomach. I got my phone out and turned on the front facing camera. I had a pretty good angle at my booty which was his favorite part of my body so I snapped the picture and sent it to him with a little message

"Hey baby. What do you think? "

I hit send and suddenly felt my stomach start to flutter with excitement. I had never gotten turned on sending Justin pictures like this before. I couldn't wait to see his response

 

[TheNextNewGuy]

Justin Taylor
19
College Freshman

"Oh dear God, she's naked..." I thought to myself.

Looking up from the unexpected and incredible sext to my friend Ryan's expression I realized that I hadn't thought those words but spoken them instead.

"Who's naked?" he asked casual, probably assuming that I was looking at starlets on the Internet.

"Katy Taylor!" I said with a wide smile. "From History 111."

"No fucking way!" he said.

I nodded, then turned the phone around to show him the picture. His eyes bulged and his mouth fell open as he said, "Oh my god, what the hell is she doing sending you naked pictures of herself?"

"I helped her with her midterm paper," I explained, looking back to the picture. "And she said that she would make it up to me however I wanted, and I told her I wanted a sexy picture of her. She just laughed and said sure thing. I never actually expected her to go through with it."

I never expected it, and neither would have Ryan, because I wasn't the type of guy to whom beautiful, sexy college freshman sent naked pictures. It wasn't like I was ugly or anything. I've often been told I was actually pretty handsome, and I have nice atletic body. I just wasn't smooth and suave with the ladies. Farthest I've ever gotten with one was groping Carolyn Hansen's tit senior prom night.

I couldn't get my eyes off of the image long enough to even read the message that came with it. I finally read it, and Ryan and I discussed how to respond.

"Ask for more!" he suggested. "See if she'll show her face."

"She ain't gonna show her face!" I countered.

I decided that I would answer, and I typed a simple, "Beautiful. Simply beautiful. But I got you an "A", so ... how about more?"

I sent the text, and it was only after I sent the text that I realized that the number from which it had come was not Katy's phone number. It did seem familiar though so I looked through my contact list and found it. I hadn't included any personal information, though, so I didn't know who the number was.

That was when my heart skipped a beat. I remembered typing in the number, but...

No way. Couldn't be. Why the hell would ... No, she wouldn't.

Then I swiped the contact entry upwards and found a note I had entered at the bottom ... identifying the course number ... the class taught by Miss Smith!

My college professor had sent me a picture of her naked body! And I had asked her for more!

 

[p_c352006]

"Beautiful. Simply beautiful. But I got you an "A", so ... how about more?"

I read the message and smiled

"What is he talking about?" I thought to myself. "He got me an A? What does that mean?" Justin and I liked to play around about me being a professor and would sometimes make jokes about earning "extra credit" when we were fooling around. I guess he was trying to say he was going to give me an "A" later or something, but I was definitely confused. I figured I would play along though.

I thought for a moment about how to respond. I rolled onto my back and snapped another picture, partially covering my chest but only by a little. I wrote on my message

"An "A"? I would say you have me a D+ Hopefully these B's are enough for you. Can't wait to see you tonight baby."

***send***

I waited. Feeling my stomach churning with anticipation. I couldnt believe I was sexting my boyfriend like this. Maybe there was something to all of this after all. I should have taken him up on his offer to do this a lot sooner. I guess I never realized how much it would turn me on. I couldn't wait to see his response when he saw my naked upper body pop up on his phone

 

[TheNextNewGuy]

My heart was pounding as I continued to study the image of Miss Smith. It wasn't simply the picture. It wasn't even the incredible, naked body in the picture. It was the thought that the young college professor who spent her day being ogled by men, younger and older, has chosen me to sext.

Why? Why me?

I mean, it wasn't like I was complaining. I was just confused. She'd never expressed and interest in me before. I'd ogled her as much as anyone else, but I don't think she'd ever caught me, so the idea that she was taking the initiative on my fantasies seemed unlikely.

I peeked up at Ryan who had gone back to the video game on his phone, his ear buds back in place to hide the explosions and screams of the moans of the zombies he was beheading with a samurai sword. I tapped and swiped just in time: the next sext came in without volume or vibration. My eyes widened again.

This pic left no doubt in my mind that the naked woman wasn't Katy Taylor. The first pic could have been mistaken as my fellow class mate, but not this one. Katy had a tattoo on her upper right hip, which this erotic creation did not. And now knowing the phone number from which the godsend came I could see beyond a shadow of a doubt that this was in fact my...

Oh God! I thought. My teacher. My professor! Miss Smith is ... fuck, she'd naked and sending me pictures of herself.

"Did she show her face?" Ryan asked, his loud voice causing me to jump. I looked up to find him staring over the game -- apparently paused as no sound was escaping his ears -- as he asked further, "Did she send one with her face?"

I contemplated showing him the next picture, but I knew that he, too, would notice the lack of the tattoo and wonder who the hell was sexting me. I answered, "No. And she didn't send another picture." I looked back to the phone as if reading and said, "Sorry, that's the only one you get ... unless you help me with the final."

"Help her, for Christ's sake, help her!" Ryan said, already returning to his game since there was no additional nudity to be shared with him. As he began tapping and mouthing Dead! Dead! he finished, "You really need to try to tap Katy. Hell, everyone else has."

I returned to studying the not-Katy image as I mumbled, "I'll try."

She was so beautiful. Flawless fair skin. Firm, B's with suckable pink nips. Shaved for that no-hair-in-the-mouth experience while you were eating her out.

Not that I'd had to deal with that in the past, of course. I'd tried to get Carolyn Hansen to let me stick a hand down her pants Prom Night, a first step to getting my face down there before the night ended. But it wasn't to be, and here I was, 19 1/2 years old, a college freshman, surrounded by sexy girls my age and older, unable to get my dick wet even with the homelier or sluttier girls.

What was wrong with me? The problem -- though I didn't fully recognize it at this point -- was that I simply wasn't bold and forward enough with girls-- women! Most of them liked a man who took charge, who acted manly, who exhibited confidence. I was too shy.

I nearly leaped out of my skin as my phone rang, which in turn scared the crap out of Ryan. I answered it, rolled my eyes, and said only, "Okay."

I stood began to gather my stuff, explaining that my mom wanted me home, when Ryan's face lit up and he laughed. "Dude! You've got a fucking boner!"

My mind had been deep into the thoughts of and reasons behind Miss Smith's sexts, and I'd forgotten about my current excited condition. I glanced down to find the crotch of my pants pushed outward by the erection that my previous sitting position had been hiding. I only laughed, saying, "Hey! Katy's ass!"

Ryan laughed as I tried to reposition my shaft for less visibility, adding, "Yeah, it did it to me, too."



I got out to my car and immediately returned to the second sext pic. I just sat there in the growing darkness, the brightness of the phone's screen illuminating my face as I contemplated the situation. Then, just as with the sext before it, I finally paid attention to the text that accompanied it:

Can't wait to see you tonight baby.

What...? I thought. What the hell does that mean?

Just as my comment about Miss Smith giving me an "A" had confused her, her own text was now confusing me. I mean, I was already mind-blown over the fact that my professor had chosen me to sext--

"Oh fuck," I murmured. My heart cracked in half, and my head fell back against the rest as I closed my eyes and realized the truth: "She isn't sending these to me!"

I looked back at the picture again, then beat the steering wheel with my free hand and I screamed, "Fuck! Fuck! Fuck!"

Miss Smith wasn't sending these to me. Not intentionally, anyway. How had this happened? Two Justins in her contact list maybe? Maybe a John or a Jerry and she only typed in J before selecting the name, incorrectly.

"Fuck!"

As I sat there wondering what next to do, I began laughing. How could you have thought your teacher was sexting you? Sending you naked pics? Wanting to fuck you? Of all the guys at school, students and teachers-- professors? She chooses you? You're an idiot.

I tossed the phone aside, started the car, sat there for a long moment, then turned the car off and again retrieved the phone. I stared at Miss Smith's delicious body for a long moment, then...

Guilt!

It was obvious that Miss Smith hadn't intended me to have these pictures, but ... what was I to do about it? She was eventually going to realize her mistake. I wanted more pictures, maybe something more erotic, maybe a pussy shot, maybe her touching herself ... maybe her face, as Ryan had suggested.

But, I couldn't continue this error of hers. It was wrong. Miss Smith had erred accidentally, but what I would be doing -- asking for more after knowing she hadn't intended me to have any -- would be intentionally wrong.

I couldn't believe I was doing it, but I was opening up a reply window and typing:

"Miss Smith. This is Justin Taylor. From ENG-101. I think there's been a mistake."

 

[p_c352006]

I remained in the couch, fully naked as I waited for Justin's next reply. I started thinking about him at his desk at work, looking at the pictures I had just sent him. I wondered if he was getting hard under his desk as he looked at my naked body and imagined what he wanted to do to me when he came over that night.

I could feel myself getting turned on as I pictured his hard cock and my hand began tracing down my stomach and between my legs. I brushed my fingers against my clit gently and started to play with it gently, teasing myself as I awaited My boyfriends reply. I slipped a finger between my slit and felt my own juices coating it immediately. I couldn't believe how turned on I was by this. I am going to have to start doing this more often; I'm sure Justin won't mind.

Suddenly my phone buzzed and I grabbed it quickly, excited to see what Justin said

"Miss Smith. This is Justin Taylor from ENG-101. I think there's been a mistake."

My heart began to race and a surge of fear ran through my entire body. My stomach turned and became nauseous, as a cold sweat began to break out all over my body, despite still being completely nude in my apartment. I looked at the message again and starred at it in disbelief. "How could I have been so fucking stupid?!" I thought.

I felt guilty almost instantly. I had just sent two naked pictures to someone other than my boyfriend. If he ever found out he would leave me in an instant. I couldn't believe I was so careless.

Then it hit me.... What if the administration finds out about this?! I would lose my job! Not only that, but the news story that would follow would be all over local televisions and newspapers. I would be a complete outcast in my town and would never be able to land another teaching job again. Even if I hid the pictures I sent from Justin he would find out if I was fired and learn the truth.

I grabbed my phone and began typing as my hands shook. i took a deep breath to try and calm myself down long enough to text without the entire phone going crazy in my hands

"Justin, I am so embarrassed by this! Obviously those messages were meant for my boyfriend. Please please please please please don't let anyone know about this! If you delete the pictures and pretend this never happened I will give you an "A" in this course and you don't even have to show up to class for the rest of the semester. Deal?"

I hit "send" on my phone and sat there watching it. After only ten seconds I was freaking out too much to wait. I grabbed my phone against and sent another message

"Please Justin, you can't let the administrators at school know about this or any of your friends. I will do anything to keep this from getting out. Please don't tell anyone!"

I sent the message again and put my phone down

I got off the couch and quickly put my clothes back on, suddenly feeling incredibly exposed despite being in my own apartment. I couldn't believe I had done something so stupid. A free "A" in class has to be good enough to make him keep this a secret right?!

 

[TheNextNewGuy]

"Justin, I am so embarrassed by this...!" began Miss Smith's response.

I chuckled, quick and sharp, thinking to myself Not as embarrassed as I am. After a moment, I thought Why am I embarrassed? I didn't do anything.

The reason, of course, was that I had looked upon my teacher's naked form, even if I hadn't known it was my teacher. Actually, it was because I had continued to look upon her naked form. I was still sitting in my car out in front of Ryan's house, swiping back and forth between the two pics while massaging my hard cock throught my jeans.

Miss Smith went on with her text, guaranteejng me an "A" without even needing to show up for class. She fi ished, "Deal?"

I thought about it for a minute, going back to swiping between the pics again. It would probably be better if I didn't come to class anyway. How was I going to learn from Miss Smith when every time she turned to the white board my gaze fell to that wonderful ass? And how was she going to teach if every time she turned back she found me staring at those firm little melons?

I was composing a positive response in my head that would satisfy Miss Smith when the second text arrived. I wouldn't delete the pics, obviously. I imagined that they would be the topic of my daily masturbations for weeks, even months to come. But I wouldn't rell anyone about them.

I typed, "I would never tell. Will delete now." I thought a bit more and, realizing I needed to see here in the flesh -- dressed anyway -- I added, "Not an idiot, so will take A. But need to learn what you can teach so would like to keep coming to class if that's ok w u."

I sent it, then fired up my car ... so I could home and beat off.

 

[p_c352006]

I sat in the couch in a panick, practically shaking as all the scenarios ran through my head of the school administration finding out about this. If it makes the news my family would know, my friends... I would be a laughing stock. How would I ever recover from this?! Not to mention poor Justin who treated me so well and did nothing to deserve this but would be known as the guy whose girlfriend was sexting her students

He phone buzzed on the table. I was almost too afraid to look but knew I had to.

I read the message from Justin. A sense of relief came over me as he said he wouldn't tell anyone and that he would delete the pictures right away.

"Thank God!" I thought to myself as I continued

He wanted the A but still wanted to come to class to actually learn the course. I guess that's a good thing but it definitely felt strange trying to picture him sitting in class, knowing that he's seen me naked. There was nothing I could do about it I guess. I can't exactly tell a student they can't come to my course, especially not one that could get me fired.

I wrote back to Justin

"Of course that's fine with me. Let's just pretend this never happened." (Send)

I didn't know how likely it would be that I would ever get over this moment. Even a simple text to my boyfriend from now on was going to require me triple checking the name on the contacts list before hitting send. Not to mention the fact that I was now going to have a student sitting in my class that's seen me naked. It's bad enough having a bunch of horny 18 and 19 year olds trying to look down my blouse when I come by their desk or sit at the desk staring at my ass every time I turned around to write on the white board. Now one of them won't even need to use his imagination I picture what's under my clothing. How the hell am I going to teach like this

 

[TheNextNewGuy]

I didn't have Miss Smith's class again until Monday because of some Administration thingy on Friday, and it was only Thursday now. I didn't know how to feel about that. On one hand, I wanted to see her immediately, to imagine her in front of the class as naked as she was in the pics. But on the other, I knew that this was going to be hard for each of us, so maybe a few days apart was what we needed.

I was wrong.

I spent the rest of the week and entire weekend thinking of nothing but Miss Smith. Over those four days I masturbated to the fantasy of sex with my teacher so many times that my cock ached and barely expelled anything when I came. The last beating I had to laugh at the pitiful discharge, thinking I broke it!

Come Monday afternoon I was so excited to see Miss Smith that I beat everyone to the class room. Then, I thought that might give the wrong impression. I hurried out and waited in the quad until I both knew that most of my classmates were there and saw Miss Smith enter.

I sat closer to the back than I typically did, and tried not to sfare at her too much. But it was hard... as was my cock.

 

[p_c352006]

When Justin came home from work I was so anxious to see him. He knew nothing about what had just transpired obviously but still, I felt so guilty about what I had sent my student with the same name that I felt obligated to make it up to him somehow.

I was probably been a bit too sweet and affectionate throughout the night because as we sat on the couch watching a movie he asked if everything was ok. "Of course. Why wouldn't it be?" I asked him in reply. He said I just seemed like something was going on. I had to convince him that I was just really excited to see him. What he didn't know was that all I could think about was the fact that two hours ago I was on this couch naked, taking pictures that I ended up sending to a student.

"I've been looking forward to seeing you today too!" He said with a devilish smile

"Oh yeah?" I suddenly felt nervous again for some reason.

"Absolutely!" He replied as he turned his body and pushed me back into the couch. He kissed me passionately as my body have way to his forceful advances. His hands ran up and down my body as we kissed. He sat up and pulled off his shirt then reached for mine. I arched my back to help him. He pulled my shirt over my head and tossed it to the floor as he immediately reached to my back and unhooked my bra, then yanked it off of me

"God I love your tits!" He said as he buried his head into my chest and started to lick and suck on my nipples, kissing and nibbling on each.

He sat up and grabbed the waistband of the yoga pants I was wearing and began peeling them down my legs. Since we were alone at home I wasn't wearing any panties so when he finally removed my pants I was completely naked on the couch.

I started reaching for his belt and the button on his pants when I was suddenly hit with the reminder that I was naked on my couch again. Just two hours earlier I was in this same position and shared it with the wrong person. What my amazing boyfriend was looking at right now was the same image I gave my own student two hours ago. As I looked at the lust in Justin's eyes I wondered if the other Justin had the same look on his face when he opened my messages. Did it make him hard the same way Justin was right now as he looked down at my naked body on the couch? I suddenly felt ashamed of myself for thinking those thoughts but couldn't let Justin notice. I continued removing his belt and unzipping his pants. He pulled them off himself because it was too tough for me to do from my back.

He was back between my legs in no time, but now his rock hard cock was pressed directly between the soft folds of my pussy. He was grinding against me as we kissed and I could feel him sliding up and down between my legs easily

"Mmmmm somebody is awfully excited tonight. I've never felt you so we before." Justin said as he thrust his dick up and down my slit slowly

I realized he was right. I was practically dripping right now as Justin's cock explored my smooth slit. Was it my guilt? Did knowing I had done something wrong make me more wet than usual? Was the knowledge of a student having seen me naked that much of a turn on? I wondered

That night I came in record time and it was one of the most intense orgasms I've ever had. I couldn't believe how amazing I felt as I collapsed back into the couch.

"Wow babe! I've never heard you so loud before. What got into you?" Justin asked

"I guess I was just really turned on tonight. Was it bad?" I asked

"Not at all! I loved it! I want you to do that every time!" He said, obviously not aware of what added to me arousal this evening

We never ended up watching the end of the movie and instead wound up going for round two in the bedroom.

The rest of the weekend was pretty similar. I couldn't seem to get enough as Justin and I ended up having sex almost every chance we had. I was already feeling less guilty about my mistake, especially since Justin promised to delete my pictures from him phone so I had nothing to worry about. It made me feel odd learning that I was so turned on by what had happened. That didn't mean I wanted to ever make that mistake again, but still, I wasn't all the upset anymore that it had happened

**********************************************

When Monday morning finally came around I was on cloud 9. My boyfriend and I had an amazing weekend together filled with the best sex we've ever had and I was excited for another week of teaching at my dream job. It wasn't until I was walking into my lecture hall that it suddenly hit me that I would be seeing Justin Taylor for the first time today since my little accident. My stomach was suddenly in knots as I tried to come to grips with the situation. I was going to be teaching a student who had seen me naked and posing sexually. I wondered if he would be able to contain our secret or if his face would give away the fact that something was up. Would I even be able to hide it or will I be uncomfortable and be unable to hide it? I wondered if Justin would be sitting at his desk and thinking about what I looked like under the skirt and blouse I was wearing that day, now that he knows what I look like without them on. As all these questions ran through my mind, one more came into my head

"Why do I feel wet right now?!"

 

[TheNextNewGuy]

As soon as Miss Smith began talking about homework, the other students stood and began putting their bags and packs together. I'd been waiting for this moment, and -- under the cover of the others -- I immediately stood and headed out the Hall's back door. I knew if I hung around, I would want to simply stand there and ogle Miss Smith until my eye balls fell out of their sockets.

I didn't have a class for an hour and a half, so I took a casual walk out to my car, which I had parked in a remote parking lot, knowing what I was going to want to do after Miss Smith's class. Under a huge, shade providing tree and behind the tinted windows, I masturbated to the fantasy of the teacher here in my car, straddling my groin, as naked as in the pics, screaming as I drove her to one, two, three orgasms before exploding myself.

I cleaned myself off with a handful of napkins, then headed to the Athletic Building to use the shower before my next class...



And then, on Wednesday, I did the exact same thing. Showed up for class as the other students were blocking the view, resisted staring at Miss Smith who seemed to also be resisting staring at me, went to my car to masturbate, headed to the gym to wash up, and finished my day...



By the time Friday came around, I was beginning to wonder whether I could maintain this for an entire term. A term? I was likely to have Miss Smith for the entire year. And since she taught some upper level classes, I might even have her next year, and the year after that. I couldn't do this three times a week for the next three years of my education!

What was the problem? Well, that was simple. I wanted more. I had been falling asleep each night with my lotion-coated dick in my hand and my cell phone propped up against my book bag on the edge of my bed. Then, I'd printed the photos out, putting them on a clip board leaned back against my bedside lamp. I'd masturbated to dozens of scenarios, in and out of bed and at my house, her house, school, parking lots, coffee shops, and even the Dean's office.

Beating off to those two pictures just wasn't going to keep me happy. I kept reminding myself that Miss Smith had offered my a bribe to delete the pics: an "A" for the term without even showing up for class. What if I...?

You can't do that! I told myself. It was dishonest. It was conniving. It was socially unacceptable. It, of course, was blackmailing Miss Smith into sending me more pictures. Better pictures. New poses. Erotic poses, as in...

Oh god! I thought, wondering how in the world I was going to ask Miss Smith to photograph herself touching herself. I was convinced that if I just had that, I would be satisfied. That would be enough. Miss Smith's hands, on her body, down there, touching, fondling...



It had been 9 days since Miss Smith had sent me the pics, and I hadn't communicated with her in that time. But today, after class, as she was reminding the students to study for the quiz on Monday, I approached her for the first time. When she looked up and saw me at her desk, I got the reaction I'd pretty much expected.

"Hi," I said simply, surprised I got even that out. I set a folder before her, saying, "The homework for this week, Miss Smith."

That was all I said. I turned to leave, gave her one more glance -- unable to keep my gaze above her breasts, unfortunately -- and left to begin my weekend of continuing masturbation.

When she opened the folder, whether it was here now or later when she graded homework, she would find a note paper clipped to the third page:

I need to tell you that I did not delete
the pictures from my phone.
I just couldn't do it, Miss Smith.
You are so beautiful, and I love to look at you.

That being said... I would like some more.
I think I deserve more, because of my honesty
in making this admission and this promise that
I would NEVER show them to anyone, EVER.

No one knows it's you sending them,
so as long as I promise, what's the harm?

I would like to request something ... EROTIC.
I was thinking that maybe you could be masturbating.​

 

[p_c352006]

When class rolled around I was definitely nervous about how I would deal with Justin. A few students started rolling into class and I started writing the topics we were covering that day on the white board. When I turned back around there he was... Justin was sitting in his normal spot and looking at me. I felt myself start to feel flustered, my body began feeling warm as my nerves got the best of me.

I looked at the other students and tried to just avoid making eye contact with him. Once I got into the lesson a bit I started feeling normal again and was able to relax, but each time I looked over at Justin my stomach would spun. I would quickly turn my attention to a other student, but just couldn't shake the feeling that Justin was still watching me.

When class finally ended I got nervous again; wondering if Justin would approach me about what happened. I honestly didn't want to talk about it and was hoping we could just pretend this whole mistake never happened. When I watched him get up from his seat and leave with everyone else I felt a huge sense of releif.

Two days later was another class with Justin and just like Monday I had a tough time keeping my nerves in check initially, but was eventually able to get into the lesson and put ehat happened into the back of my mind

By Friday I was almost feeling normal again as I walked into class. Justin was one of the first students there and when I looked in his direction he was looking at me, but it wasn't a normal gaze. He seemed like he was lost in thought but still looking towards me. I shook it off and pretended it was just a college boy spacing out, but a part of me wondered if when he looked at me he was picturing me naked underneath my clothes. The entire class I kept looking over at Justin and noticing his focus was off. It didn't matter I guess since he was already getting an "A". To be honest, I don't even know why he keeps showing up to class in the first place.

The class ended and the students started filing out, but as Justin walked by my desk he set a folder down and told me it was his assignment. He didn't have to actually do the work so I was kind of surprised that he completed it, but there was a strange look in his eyes when he set it down that made me wonder if he was just pretending to drop off homework so the other students didn't realize he wasn't doing anything.

I didn't look at it right away in fear that another student would see a blank report and wonder what was happening, but once the class cleared out I opened it up. When I did my heart nearly stopped and my stomach felt sick

*****************************************************************************
I need to tell you that I did not delete
the pictures from my phone.
I just couldn't do it, Miss Smith.
You are so beautiful, and I love to look at you.

That being said... I would like some more.
I think I deserve more, because of my honesty
in making this admission and this promise that
I would NEVER show them to anyone, EVER.

No one knows it's you sending them,
so as long as I promise, what's the harm?

I would like to request something ... EROTIC.
I was thinking that maybe you could be masturbating.
*****************************************************************************

"OH MY GOD!!!" I thought "He said he would delete them!" The little shit not only kep them but now he's basically blackmailing me into sending him more picture. Does he really think I'm just going to go home and send him a picture of myself masturbating?!

I closed the folder and slammed it down on my desk. I didn't know if I was scared, nervous, angry, or simply annoyed at myself for being so stupid in the first place and sending those first pictures to the wrong contact.

I collected the assignments and walked to my car. The whole time my mind just ran through every scenario of what I could do to get out of this. If I tell him no, what would Justin really do? Would he go to the school administrators and tell them his teacher sent him naked pictures? Would they really fire me for that if I explained how it was a simple mistake?! I bet he wouldn't actually go through with it..... but what if he does? Would explaining that it was a mistake be enough to convince them to let me keep my job? What if he doesn't tell the administration, but tells other students instead? He could start sending my pictures around the school and I would be a laighing stock. Other professors would definitely find out eventually and he wouldn't even have to confront the dean about it. I was in a panick by the time I made it to my car

The entire ride home I was sweating at the thought of this getting out. I tried to think of some other way but I couldn't

I walked in my front door and set down my work bag. My hands were practically shaking as I walked into the bedroom with my cellphone in hand.

I thought about my sweet boyfriend Justin and how amazing he is. I was already so guilty about sending those two pictures to the wrong Justin, but now I was actually considering sending another... and at his request no less. How could I do this to my boyfriend?

I tried to jutisfy it by telling myself that if I don't, the pain he would feel when work got out about this scandal would be way worse than me sending a picture of myself to someone. It wasn't like I was enjoying it or doing anything with him. This was the best of a bad situation.

I removed my clothes and laid down on the bed. I got my camera out and tried to find a way to hold it while still managing to touch myself. I didn't want to show my pussy to my student; it was bad enough that he has seen my boobs and ass and a hint of my mound but this was going to be much worse.

I reached my hand between my legs and placed my fingers over my soft lips. Even that soft touch gave me a small tingle between my legs. I needed to get this over with as soon as possible so I snapped the picture and went to send it. When I looked at it I realized it was extremely obvious that I was just covering myself with my hand and not actually doing anything sexual.

I didn't want to do this, but if I was going to do it then I wanted to make sure it was goo enough that Justin wasn't going to ask for another one.

I placed my hands between my legs again, but this time I actually started to move my fingers slowly around on my clit. My nipples hardened and I felt a wave of pleasure sent from within my pussy as my juices started to flow. I ran my finger between my slit and could feel that I was getting wet very fast. Was the fact that I was nervous making me more wet somehow?

I went back to touching myself and grabbed my camera again as a finger slipped inside of my tight hole.

I snapped the picture, then a few more to be safe, but after feeling my finger enter my hole I realized I was now too turned on to stop.

I dropped my phone and continued to play with my pussy. As one finger worked in and out of my hole the other found my clit and began working it back and forth with my knuckles. My body was squirming around on the bed as I pleasured myself. I couldn't beleive that what started as my student blackmailing me into sending him a picture had led to me playing with myself on my bed. My thoughts wondered as I tried to imagine what Justin would do when he received the picture I was going to send him. Would he like it? Would it make him hard?

I imagined him in his dorm room somewhere looking at my pictures as he stroked his young hard cock until it explodes in an eruption of hot cum.

Suddenly my body tensed as an orgasm crashed over me. I felt my pussy clench around my finger as my knuckles kept strumming my clit. My back arched as my stomach flexed over and over.

I collapsed onto the bed as I gasped for air.

"Holy shit!" I panted out loud.

That's when I realized that I just made myself cum while thinking about my student Justin. I was suddenly full of shame and disbeleif that I actually had a such a fantasy. I felt sick to my stomach again as I reached for my phone and looked at the pictures I had taken. I can't beleive I'm doing this....

I selected the one that seemed the best, while also hiding some of my most private area.

I didn't even bother sending a message with the picture as I hit ***send***

 

[TheNextNewGuy]

I had spent the first half of my PhysEd class trying to conceal my on again, off again erection. My mind had been filled with variations of how Miss Smith was going to react to my demands. Most of those variations -- fantasies -- involved her masturbating on camera ... or coming to my bedroom to masturbate live before me ... then making love to me ... all night long ... into the next day ... all weekend long.

Of course, the variation that I knew was more likely involved the police coming to my house to arrest me for extortion or sexual harassment or both. Another involved Miss Smith's boyfriend -- who I imagined as an Ultimate Fighter, 6'6", 300 pounds of muscle -- pulling me out of his bed in the dark and pounding me to a pulp before demanding the phone upon which his girl friend's naked pictures were held.

So when I was on his way home and my phone chimed with a text, I pulled over quickly into a city bus stop parking zone and whipped it out. My eyes grew wide and my mouth fell open at the sight of Miss Smith touching herself. My cock instantly hardened. She did it! Oh my god almighty, she did it.

I looked for a message but didn't find one. Probably better for her not to send one. If I tried to use this against her, it wouldn't seem like anything more than some picture I downloaded from the web. As I stared at the phone in one hand, the other hand dropped to my lap where it began kneading my erection through the fabric of my jeans. I peeked around my car for watchers, wanting to whip my cock out right here, right now and beat myself to orgasm. But a sudden and loud horn made me nearly jump out of my jeans, and looking into my rear view mirror I saw the fast approaching city bus that wanted the space I was occupying.

I threw my car back into drive, hurried away, hurried into the house, into my room, and into my bathroom. I opened the medicine cabinet and positioned my phone against a row of bottles from acne cream to vitamins to Neosporin. I stripped, lubed my cock from a bottle of hand lotion, and pounded myself to the image of Miss Smith, imagining that hand of hers working quickly upon the unfortunately unseen clit. When I finally spurted, I was so primed that my load splatted against the tile beyond the sink's fixtures. I leaned over, moaning in great ecstasy, heart pounding, knees nearly failing, and I thought about this incredible twist that my sad little life had taken.



On Monday, I skipped Miss Smith's class. Most of it anyway. I was standing in the hallway beyond the door when the students all began rising to leave. I slipped inside and made my way casually through the milling teens until I was standing at my instructor's desk. I could tell by her expression that I'd surprised, possibly even shocked her. I smiled politely, feeling my face flush red with embarrassment at what I was doing.

"My printer died over the weekend, Miss Smith," I said, using the words I'd been practicing all morning, "So I wasn't able to print my report." I set a flash drive on her desk, continuing with nervousness in my voice. "This is my report. I hope you don't mind my giving it to you in this form."

I quickly turned away, heading out, afraid of what I or she might say if I stood there any longer.

 

[p_c352006]

I spend the better part of my weekend feeling guilty. Guilty about what I had done to my boyfriend when I accidentally sent those pictures to my student, guilty about doing it a second time even though I didn't really have a choice. What I felt the most guilty over though was how I had gotten turned on when I sent the last picture to Justin. Despite being blackmailed into sending a picture of me touching myself I got wet during the process. I was so turned on by it and by the thought of Justin jerking himself off while looking at it that I continued touching myself even after taking the picture until I made myself cum.

I spent a lot of time at my boyfriends house that weekend trying to be a good girlfriend. I was probably doing too much because Justin asked why I was being so sweet to him recently.

"I'm always sweet to you aren't I?" I asked

"Of course you are baby. You just seem extra sweet this weekend."

"I just love you that's all." I said with a smile, and a feeling a guilt in the pit of my stomach.


On Monday I walked into the building my class was held in and felt a sudden sense of anxiousness wash over me. I hadn't heard from Justin all weekend and wondered if I would see him in my class today. I hoped that after getting what he wanted he would be satisfied enough to stay back at his dorm room instead of showing up for my lecture but another part of me seemed almost excited at the thought of him watching me as I taught.

I battled through my distractions as the day began and my first two classes went by without issue. I was feeling more relaxed and the anxiousness I felt that morning had all but disappeared. Until my third class of course which was Justin's class.

Students started filing in over the course of about ten minutes and each time the door opened my head would snap in the direction of the noise to see if it was Justin. I didn't know if it was anxiety I was feeling each time I looked at a student entering, worried that it would be Justin or if it was just hoping it would be him so that I could stop wondering if he was going to show up.

His seat was empty of I began class and while it was nice not having him there as a distraction to my teaching I still caught myself looking at his empty desk throughout the class expecting him to suddenly be there.

As I finished my lecture I asked the class to drop their most recent papers on my desk as they left. I didn't notice that as the first few students left, Justin had slipped into the classroom. Suddenly a hand placed a small thumb drive on my desk and I looked up. My stomach churned when I realized it was Justin

He told me some story about his printer not working and said he had to save his report to a thumb drive instead and that he hoped that was ok. I wondered if he had actually attempted the paper since he didn't need to or if he was just dropping off an empty thumb drive to give the appearance to other students that he was still working in class. Before I could even say anything back to him, Justin had turned around and walked out of the room with the last few students.

I collected everything and placed it in my work bag to take home that night. I hated grading papers at school and often found that it was a much more enjoyable process while at home on my couch under a blanket with a glass (or three) of wine.

I packed my things up for the day and walked to my car. On the way home I called my boyfriend Justin and asked what his plans were for the night. He said he was probably going out with some friends to grab a few drinks and asked if I wanted to tag along. I wanted to but I had a ton of grading to do so I just said I would stay at my place tonight so he could go have fun with his buddies. He didn't seem to hurt at the idea of a night out with the boys and to be honest I needed a quiet night at my place anyway.

As soon as I was at my apartment I dropped my bag and went into the bedroom. I hated having to wear heels and tights all day so the second I got home I would immediately strip and put on sweats or yoga pants and a big sweatshirt or something cozy.

I went to the kitchen and opened a bottle of wine, pouring a "healthy" amount into a glass and taking it over to my coffee table. I got my computer out and the stack of papers from school and started to work my way through them. I was happy with the progress some of my students were making but for others it was clear that they phoned in this assignment. What was just as annoying was the amount of papers filled with paragraphs that were clearly copied and pasted right from Wikipedia as if I'm not going to be smart enough to realize it. I rolled my eyes and took another big drink as I marked up paper after paper with my red pen. I used it so much in fact that I noticed it starting to dry up. I always keep a few extras in my bag so I reached in to grab a fresh pen when my fingers felt an unfamiliar object. It was the thumb drive Justin gave me. I had almost forgotten about that.

I starred at it for a moment wondering if he really didn't attempt the assignment. He was showing up to class without being required to so maybe he was actually trying to earn his grade instead of just taking the easy a.

I figured it was worth looking at so I slipped the small storage drive into the side of my laptop. A folder opened with a file that read "my project". I double clicked it and a window opened up on my screen. It wasn't a word document, it was a video of some kind. my screen was instantly filled from torso to neck of a naked male with their penis exposed

"OH MY GOD!!!" I screamed into my empty apartment as I closed my laptop quickly. "Was that?! It couldn't be... Could it?! Why would?!.... "

I pulled the thumb drive out of my laptop and set it the side of my coffee table and just started at it. My heart was pounding as if Justin had just walked right into my living room and pulled his pants down in front of me. In a way that's almost what he had done. I took a huge gulp of wine and a long deep breath as I tried to calm myself back down. I opened my laptop back up and the video was gone now they the thumb drive had been removed. I couldn't believe he gave me that. Was it actually Justin though? I didn't see a face, but then again I close the video within the first two seconds of it playing.

I took another sip of wine and told myself I needed to finish grading my other assignments. I took another paper from the pile on the table and started reading. After each page I would turn the sheet of paper over and as I did my eyes would look over at the thumb drive sitting on the corner of my table.

Another page read and another glance at the small storage device. With each page and each glance my curiosity grew. "Was it actually Justin?! Does he say anything in the video?!"

I finished the paper I started grading and looked at the pile that was stacked to the left of my laptop. Then I looked to my right at the thumb drive, still tempting me.

"Fuck it." I said as I grabbed the device and pushed it back into the side of my laptop. The folder opened again and I double clicked the file to open it just like I did before

The video player opened and I saw the naked torso on my screen again. This time instead of closing my laptop and let the video play. I watched the man squirt some type of liquid on his hand and then start stroking his penis. His hand moved slowly up and down as he started to get hard. Within a minute his hand was wrapped around a huge erection! it had to be close to 9 inches and seemed as thick around as any cock I had ever seen. I always though my boyfriend was big at almost 7 inches but this put his dick to shame. It looked smooth, like it was either shaved or trimmed and the librication being rubbed onto it made it almost glisten as the camera recorded it. I watched as the hand moved faster, as I started to notice a soft moan becoming audible on the video. I was mesmerized by this huge cock being stroked on my computer screen. Suddenly the hand moved faster as I noticed his balls tighten and then a huge rope of cum blasted into the air and landed on the guys chest. The next few shots went into the air a little lower and looked to be landing on his stomach as the last couple burts rolled out and down the shaft. The hand continued stroking the slowly softening cock gently for a few moments before another hand reached forward and turned off the camera and my screen went black.

"Holy shit!" I thought to myself, realizing that for the last few minutes I hadn't blinked. I
Squirmed on the ground a little as I sat in the floor but as I moved I felt a wetness between my legs. Apparently watching the short video had made me so wet that I had started to soak through my panties. I reached into my pants and felt the wet spot that had formed through the thin fabric of my underwear and as I did my fingers brushed against my swollen clit. I shockwave ran through my body.

I gasped slightly as I left my hand there for a moment. I rubbed myself just a little, feeling the stimulating sensative of my own touch against my aroused clit. My hand moved and slipped inside my panties as I looked at my computer and double tapped the mouse button.

My screen was filled again with the naked upper body of a young man as I watched him stroke his cock to full hardness. My fingers began probing my pussy as I watched the man on the screen jerking off his huge dick as I tried to imagine what it migut feel like if it was entering my tight hole. I wondered if I could even take a dick that long and thick inside of me. "Justin already felt huge inside of me; that thing might split me in half." I thought as my mind and fingers continued to work simultaneously.

As the hand the screen quickened its pace so did I and as I watch his balls swell and his cock start to erupt my body did the same. My heels drive into the carpet of my living room floor as my ass muscles clenched and raised off the ground. My body was flooded by warm tingling pulses as I climaxed to the sight of my students cock erupting on my laptop monitor.

As I collapsed back down into the floor and the video ended I immediately came back to the reality of the situation. I had just masturbated AGAIN to my blackmailing student; this time as I watched him jerk off and I fantasized about his cock being inside me. "What the hell is wrong with me?!" I wondered to myself as I was once again left filled with shame.

I closed the video tab and looked back to my papers. I took a deep breath before grabbing the next and returning to what I had started out intending to do.

When I finished grading everything I placed the stack of papers back into my work bag. As I reached for my laptop I looked at the thumb drive sticking out of it still.

"One more time won't hurt." I thought as I opened the video again and watched it to completion. I took the file and copied it to my own hard drive before removing it and putting it in my bag to return with the rest of the assignments.

"What am I doing?!" I thought to myself in a confused state. I wasn't in control of myself these days and knew I had to do something about it but at that moment I had no idea of what that something was.

 

[TheNextNewGuy]

I couldn't get Miss Smith out of my mind. At all. Ever! Walking away from her class ... going to my next one ... participating in practice ... driving home ... eating with my family ... showering ... which, of course, included finally getting to beat off once again to the fantasy of his teacher flat on her back, legs parted, bare tits pointing to the ceiling as I pounded my cock hard into her warm, wet pussy.

This situation was moving so quickly. Beginning with a miss sent pic, it had now become me masturbating on video ... for my university teacher! What was next?

I smiled as I considered that. Yeah ... what IS next?

I finished my shower, snatched up my phone, and sent a text to Miss Smith:

Did my project impress you?
What grade are you going to give me?
I thought maybe we could discuss it over coffee.
Karlie's Koffee Kup, noon?​

I didn't actually expect Miss Smith to accept my invitation to the little sidewalk café down the street from the building in which she taught. I returned to the bathroom to finish drying and putting on my sleeping clothes, then returned to my phone, knowing that there would be a message that said Fuck off, Justin. Instead, I found my phone off. I pressed the power button, but nothing happened. I popped out the battery to reset the phone, then started all over again. Nothing! "What the fuck!"

I needed to know whether Miss Smith said yes, no, or screw you. I considered calling her from the house's land line, but I didn't know her phone number. It was only in my phone. I resigned myself to just showing up at the coffee shop the next day and seeing if she showed up...

 

[p_c352006]

I somehow managed to finish grading the rest of the assignments I brought home and was about to turn in for the night when my phone buzzed. I figured it was MY Justin texting me to say good night and tell me how much he loved me like he texts every night but I was wrong. It was Justin.... Just not my Justin.

Did my project impress you?
What grade are you going to give me?
I thought maybe we could discuss it over coffee.
Karlie's Koffee Kup, noon?

I starred at the phone. "Did his project impress me?!" I questioned myself internally. I thought about how watching his little "project" got me so turned on that I had to pleasure myself on my living room floor as I watched it several times. I couldn't tell him that though. He was obviously enjoying this little game of his too much already. is he serious about meeting for coffee to discuss it?! I wasn't going to talk about his little video in the middle of a coffee shop right down the block from where I teach!

Then again, what would happen if I say no?

I felt trapped. I didn't want to feed into Justin's little game any more than I already had but I also knew I didn't hold any of the power in this situation. I guess coffee wouldn't seen too suspicious if its by my building. I mean, lots of teachers meet with students to discuss assignments and class materials.

I started typing my response

Justin, I don't know what you expect me to say regarding your "project" but we had a deal that you would get an A in this class so that's what I'm giving you. I don't think it's necessary to discuss this any further but if you feel like this is something that needs to be addressed I will meet with you tomorrow before class.

I hit send and placed my phone on the bedside table. I went about my evening rituals, brushing my teeth, washing my face, all the usual pre bed routines. When I got back to my room I noticed my phone was lit up with a text. I was a little nervous to look but knew I had to see what Justin had responded with

It wasn't my student however, it was MY Justin.

"Goodnight babe. Just wanted to say I love you and I miss not being with you. Why don't you come stay at my place tomorrow night. I'll even cook dinner for you."

a small part of me was almost disappointed that it wasn't my student, which only made me feel even more ashamed at my actions as of late. I kept trying to convince myself that I had no choice bit it didn't stop the feeling of guilt, especially knowing that I had masturbated while watching my student stroke his huge cock on video.

"I love you too Justin. Sounds good. I can't wait to see you tomorrow night." I replied before turning off my light and falling asleep

The entire night my dreams were filled with images of Justin and his erection. Watching stroke it and jerk himself off as I watched. I had one dream where I was standing in front of class teaching as he sat in his chair with his cock out working it in the middle of my classroom.

When I awoke the next morning and got up to take a shower I noticed a wet spot in my panties as I peeled them to the floor. I haven't woken up with wet panties in a long time. Why am I allowing myself to be turned on by a blackmailing student?! I should be infuriated and sickened by him and in some ways I was, but in another way I wasn't.

I got dressed into one of my normal work outfits. A brown pencil skirt with a fork fitting pink knit top. It was thinner than a sweater but thicker than a blouse. I didn't want Justin to think I was trying to impress him so I purposely picked up the top since it was a V-neck with only a small hint of cleavage.

My hands were shaking as I pulled into the parking lot at school and instead of walking to my classroom, began walking down the block to the coffee shop. I opened the door and spotted Justin right away as he sat at a small table off to the side of the room. He smiled and waved to me when he saw me enter and waved me over to his table.

"I shouldn't have agreed to this." I thought to myself as I approached my student, as he smiled mischievously.

 

[TheNextNewGuy]

I couldn't believe Miss Smith showed when I saw her walk through the door. The skirt and top fit her figure tightly, more so than what she typically wore in class but less so than I assumed she wore on dates or for her boyfriend.

I was so anxious to talk to her that I actually waved her over excitedly. But once she'd sat, I simply stared at her, unable to get any words to come out of my mouth...

 

[p_c352006]

I sat nervously across the table from Justin. We both starred at each other uncomfortably in corner of the coffee shop. In texts, Justin had seemed fairly calm, and in control, almost confident in his messages and requests but now that I'm sitting in front of him he seemed uncomfortable. I caught myself wondering if this was really the same kid who recorded himself stroking that large cock I watched on my computer. Maybe he found that online and thought it would be funny to make me uncomfortable. This nervous kid couldn't actually be the owner of that big cock right?

I was beginning to get impatient with the quiet awkwardness. I was aware that I still wasn't the one in control of the situation but it also seemed like nothing would be said if I didn't speak up first.

"So what did you want to talk about Justin?" I asked "you asked me to meet you so what is it you want to discuss?" I tried to sound confident in my time, almost trying to convince myself that as a professor, I was the one in charge. I knew that wasn't the case however. Maybe by confronting Justin in person he would begin feeling scared and decide to stop this little blackmail game of his. Then again... Pushing too hard could backfire and make things even worse. I needed to play this carefully

 

[TheNextNewGuy]

Miss Smith finally broke the tension with, "So what did you want to talk about Justin? You asked me to meet you so what is it you want to discuss?"

I smiled nervously, still not sure of what to say, let alone sure I could speak at all. I cleared my throat, looked about for eavesdroppers, then cleared my throat again. "I, um ... I was just..."

I couldn't say what I wanted to say, so I suddenly asked, "Do you think I could have an extension on Chapter 8. The synopsis, I mean. I ... I haven't read it yet, and..."

I let the thought go. I couldn't read the expression on Miss Smith face. I was blackmailing her for sexts ... sending her flash drives on which I'd masturbated ... and now I was asking for leeway in a class I didn't even have to attend?

I wanted for her response, then got up the courage to ask my question. In a low volume, I said, "The, um ... project that I sent you. I was, um ... wondering ... you know ... was it worthy of a good grade, because--" Oh god, here we go, I thought before continuing, "--I... I wasn't sure whether it was good enough, so ... I thought maybe, you know..."

I felt the blush flood my face as I went for it. "I thought that maybe you could send me an example of how you would have done it. You know ... in video this time ... not still image."

 

[p_c352006]

I watched Justin squirm nervously in his chair as he spoke softly from across the table.

"Do you think I could have an extension on Chapter 8? The synopsis, I mean. I .... I haven't read it yet..." He asked uncomfortably

I sort of felt releived when he actually asked a question about an extension on his work but I had to wonder if that's why he really called me here. He knew he was getting an "A" in class as long as he kept my little mistake a secret. He had already chosen to exploit the situation by breaking our original agreement in asking for another picture, then followed that up by sending me a video of himself masturbating. Those weren't exactly the actions of a timid young man, but sitting across from him in this coffee shop it was clear I wasn't looking at the same person who sent those others texts or made that video. In person, face to face, Justin seemed nervous and anxious, unsure of how to speak to me or what to say. The confidence he seemed to have through text was now replaced by an uncomfortable energy. It made me wonder how this could even be the same person. I wondered if Justin was this nervous around all girls or if it was just me. Maybe that's the reason he keeps pushing the limits of this arrangement. This might be the only way he can get a girl to send him pictures like the ones I sent him.

I was about ready to answer him about his assignment, assuring him that he could have all the time he needs and that he didn't even have to do the assignment at all if he didn't want to but before I could respond he continued talking

"The um... Project that I sent you. I was um... wondering.... you know... was it worthy of a good grade? Because I wasn't sure whether it was good enough so... I thought maybe, you know..."

He was looking down at the table as he spoke, nervously fidgeting with his fingers. Despite seeing his clear level of nervousness, I think I was probably the one who felt the most nervous in that moment. I started to fear what his next words would be. My mind was racing with possible scenarios that could play out from here as he paused, afraid to continue.

"I thought that maybe you could send me an example of how you would have done it. You know... In video this time.... Not still image." He finished before looking up at me with a scared expression. Was he expecting me to tell at him in the middle of a coffee shop? I couldn't do that in fear of losing my job. Regardless of the situation I can't just yell at one of my students, especially in public. I also wasn't going to say yes. I'm not going to record myself masturbating for one of my students! I wouldn't alevej agree to do that if my boyfriend asked me to. How do I say no though? He may have all the leverage but he also seems scared to death right now. I bet I could flat out refuse and end our meeting and he would simply feel bad about it and never mention it again.

Although.... What if he does feel bad about it and decided to get back at me by distributing my pictures? I was so confused about what I should say. I knew what I wanted to do but I also knew that when it came down to it I didn't have a choice if Justin truly wanted me to do something. I had to be smart

"Justin, I don't think that's something I can help you with." I said "I can help you with other questions you have about class but your project isn't something I can discuss with you right now." I hoped that he would be satisfied with that answer for the time being. I wasn't being rude or even telling him no; just trying to avoid the conversation all together in that moment. I can't believe one of my students just asked me to make a video of myself masturbating and all I'm worried about it saying no in a way that won't upset him.

I looked Justin in the eyes and waited to see how he would respond. I was nervous but tried not to show it. Maybe putting on a confident front will be enough to make him abandon the subject

 

[TheNextNewGuy]

Figured, I thought to myself. I'd pushed a bit farther than Miss Smith was going to let herself be pushed. I looked back to my paper cup of cooling coffee and stammered my response. "No, I ... I under-- I understand, Miss Smith."

I felt stupid calling her by her surname after having seen of her what I had. But she was still my teacher in the eyes of my friends and fellow students. If I was to suddenly start calling her Jessie ... well, that would raise eyebrows.

"If you can't ... you know..." I continued, "...help me ... then ... you can't. I understand."

I peaked up at her for a split second, then back down. She was so beautiful. I wanted to see more of her ... in action. But, if she wasn't going to do that for me -- which, honestly, I hadn't expected from her -- then I couldn't really force it. After all, I'd promised to keep the pictures to myself. They were my only leverage, and they'd gotten me all they could.

Or ... had they? An evil thought suddenly jumped into my head. I looked up at Miss Smith again and felt the blood evacuate my face. You can't! my brain screamed. It's not fair! She's played fair so far. You have to do so, too! But I wanted more!

"I ... I what I have is good enough," I said, screwing up my courage to do this horrible thing. I peeked up at her once more before finishing, "What I have will do me, I guess. Do me ... and my friends."

I peeked up to see Miss Smith reaction to the fear she'd expressed clear back on that very first day -- during those very first minutes -- when she realized that she'd sent sexts to the wrong man.

 

[p_c352006]

I felt a soothing calm settle over my body as I watched Justin remain nervous and uncomfortable across the table.

"....I understand"

The words alone lowered my racing heartbeat tremendously and now that I stood up to Justin and he caved I knew this had finally come to an end. Obviously he was still getting an "A" in my course and I was incredibly embarrassed at what had transpired to this point. I even felt guilty about sending the second picture now that I realize I could have said "no" to begin with and Justin would have likely backed down. At least I didn't have to worry anymore about him making other requests like this....

"What I have will do me, I guess. Do me... and my friends." He said quietly from across the table

My stomach sank as my heart rate skyrocketed again. I felt the blood leave my face as I started to panick. "His friends?!" He can't go around showing his friends those pictures. In no time they would be all over the school with the way things travel through social media.

"Justin you can't! Please!" I started to beg. My confident front, easily broken down to reveal the desperate professor trying to avoid a public scandal.

Justin seemed to smile to himself a little, realizing his little threat worked as planned

"I guess... you can just show my how you would have done the same project and give it back to me on my thumb drive next class." He said sheepishly.

"Fine, but this is it Justin!" I said to him in a sturn tone while still attempting to speak quietly to avoid attracting any attention in the coffee shop.

I grabbed my drink and got up from the table, trying not to make a scene but wanting to get as far away from the situation as I could.

Unfortunately I was only able to walk a block to my lecture hall because I still had to teach that day. I don't know how I was supposed to do that with the thoughts I currently had rattling through my brain! "How can I possibly record myself doing that and give it to a student?!" I thought to myself as my first class began filing into my room.

The majority of the day seemed to fly by as if I was on autopilot, which I was in a way. My mind clouded with the decision I had to make. Risk losing my job, my boyfriend, my entire career.... or display one of the most intimate and personal acts with one of my students?!

 

[TheNextNewGuy]

"Fine, but this is it Justin!"

I couldn't help but smile. Not wide and proud. Just happy. "It. This is it, I promise."

I watched her walk off, my heart oounding in my chest with excitement.

My day was a whirl of thoughts and fantasies. My friends and team mates asked me several times about the smile upon my face, but I only said I was having a good day.

I had just left my last class when a thought struck me. I sent Miss Smith a text:

It will help me with my project
if you remember to include audio.
I can't learn w/o sound.​

I was afraid that she might turn off her microphone.

 

[p_c352006]

My classes flew by as my day felt more like a haze. All I could think about was my conversation with Justin and his most recent "request". I didn't eat all day because my appetite had all but disappeared thanks to the panick that swirled throughout my insides.

I was in the car and driving home; my only place of refuge lately when I remembered I was supposed to go to Justin's to make him dinner tonight. How was I supposed to do that when the other Justin was asking for what he was?! I guess I never agreed on WHEN I would give him what he was asking for so maybe I could wait another day or two as I tried to figure out how I was even going to go through with it.

I called my Justin on my way home

"Hello?" He answered

"Hey babe, it's me."

"Hey. What's up?"

"Not much. Just wondering what time you wanted me over tonight?"

"Oh.... I completely forgot. I actually told a client I would meet them for drinks tonight to go over the terms of a deal we are working on."

"Oh...." I replied disappointed. I was looking forward to the warmth and safety of being with Justin tonight but now it seemed as though I'm on my own again.

"Babe I'm so sorry. I completely forgot, but we can do dinner tomorrow instead right?"

"Yeah... That's fine." I tried to sound cool with it but honestly felt even worse than I was already feeling.

"Great. I'll be out late but I'll have my phone on if you need me. I love you."

"Love you too." I said before hanging up

"How could he forget plans we just made last night?!" I poured inside my head. I stewed on the situation for a while as I drove home. Going from sad to frustrated all by the time I pulled into my parking spot.

Entering my apartment I tossed my keys on the table beside my door and went straight to the kitchen. I opened a bottle a wine and poured a glass as I took it into the living room and plopped down on my couch.

I was flipping through my DVR, catching up on the Kardashians as I sipped my wine and tried to forget my day. Quickly, one glass became two, which became three and before I knew it the bottle was empty. My head was buzzing as I turned off the tv and got on my computer to check Facebook.

When I logged in and went to open my browser I noticed he video icon on my desktop that seemed unfamiliar.

"What is...? Oh...." It dawned on me. I had saved the video Justin made to my desktop the other night. I remembered what he asked me to do during our conversation that day and I started getting angry.

"I can't believe that little shit actually asked me to record myself. Where the fuck does he get off!" My internal monologue was so much more direct than my outward demeanor.

I clicked on the video and opened it. The image of Justin's large erection came into the screen as I watched him stroke his cock to orgasm. Maybe it was the wine or the disappointment in my boyfriend for making plans and forgetting the ones we made.... or maybe watching Justin's fist wrapped around his thick hard on turned me on more than I wanted to admit.

"You know what?! If this will put an end to everything then fuck it!" I said to myself. "At least someone wants to see me naked, unlike that asshole who forgot we made plans!"

I opened another bottle of wine, which I know now was a big mistake but I was already thinking irrationally.

I sat down on the couch and looked at my computer. "How the hell does the camera work anyway?" I asked while tapping several buttons. Suddenly a screen popped up and I could see myself on the monitor.

"Oh! There I am!" I smiled and waved to the camera. I saw the little red dot that signified "record" and hovered the mouse button above it. I had a brief moment of clarity as I considered what I was actually thinking of doing.... Then proceeded to click "record"

 

[TheNextNewGuy]

(For the reader: the following is a combination of what my writing partner, p_c352006, wrote in a PM to me from Miss Smith's POV and what I wrote from Justin Taylor's POV. She doesn't know I'm doing this, so this will be a surprise to her, too. Surprise! Her part is indented, btw.)

I was milling about the house for hours, doing chores and homework while my mind spun about the day's events. Miss Smith had told me she was going to make the recording, but I'd half expected her to text me that she'd backed out. And when I got no response to my request that the recording include audio I only became more split on whether she was going to go through with it or not.

The fantasies running wild through my mind finally pushed me to tell my parents I was going to bed early. I stripped, finding my cock already getting hard. I held it before the mirror on the back side of the bathroom door and stroked it, turning to watch it harden in profile. It really was a good looking cock, I told myself. I chuckled. It wasn't as if I had built it in shop class, so ... why was I so proud of it? Thanks folks, I mused with a smile, given credit to my parents for the DNA they'd passed to me.

I went to my bed, my cock bouncing before my groin, and pulled the little squeeze bottle of hand lotion hidden between my mattress and box spring. I laid back into the pillows with one of the pics of Miss Smith I'd received via text and forwarded to my Photobucket account now filling the larger screen of my lap top. Just as I got ready to spurt lotion out into my palm, my phone chimed. I was initially annoyed, thinking it was one of my friends at school interrupting my masturbation. It wasn't a text, though. It was an instant notification of an email ... from Miss Smith!

I sat up quickly, my heart suddenly pounding. I knew why I sometimes sent emails to people with whom I could more easily text: big files! Big files ... like video! Don't get too excited! I warned myself as I quickly opened the Yahoo mail account I'd provided Miss Smith for school communications. I feared, It will just be a copy of the summons for me to give court testimony about my blackmail charges!

But it wasn't. Oh my fucking God almighty it wasn't! It was Miss Smith ... in just a tee shirt and panties ... sitting on her couch ... even presenting her face to me!

p_c352006: As soon as the camera started recording I felt nervous but excited. It was like being a porn star or something which got me oddly excited. I sat up and turned to the side, then the other, admiring my profile before reaching for the bottom of my top and pulling it over my head. I tossed it on the floor and looked at my bra clad breasts in the monitor. They looked pretty good. I know they aren't huge but in a bra they definitely looked bigger. What they lacked in size they made up for with firm perky-ness.​

Oh my God, my brain screamed. She's going to do it. And ...! ... she's not hiding her identity. I didn't yet realize that Miss Smith was drunk. The wine glass was out of the point of view of the laptop's webcam.

p_c352006: I stood up and unzipped my skirt, pushing it down to the floor and stepping out of it. I spun around and checked out my ass.... "Not bad" I thought as I admired what all the work in the gym was doing for me.​

I moved a pillow to under the laptop and repositioned the other ones behind me. I laid back to that I could watch Miss Smith and beat off with her.

p_c352006: I reached behind my back and in clasped my bra, letting it fall off my shoulders and to the floor as I sat back down on the couch. The cool air of my apartment caused my nipples to harden and poke straight out from my breasts. I cupped them in both hands, squeezing them but also trying to warm them up.

"This looks really hot!" I thought as I starred into my computer. "I might have to show this to Justin so he knows what he's missing." I smiled deviously as I watched my hands squeezing my breasts on screen.

I leaned back onto the couch and lifted my feet, placing them in the edge of the couch with my legs spread apart, presenting my nearly naked pussy to the camera. "Justin would be so pissed if he knew what he was missing. Maybe I should show him what he gave up tonight."

Looking at the camera I smiled. "Too bad you're not here to help me out Justin! Guess I'll just have to do this myself!" I said as I pulled my panties to the side and exposed my smooth mound.​

My mouth dropped open at Miss Smith's words. No fucking way! NO ... FUCKING ... WAY! Did she really ... just tell me ... that she wished ... I was THERE! My head was spinning. Miss Smith had chosen not to hide her identity, and now she was telling me she wanted me to touch her ... to fondle her pussy ... maybe to fuck her?

p_c352006: I traced my clit lightly with one finger before playing with it gently, rubbing it back and forth. I started rubbing faster, applying more pressure with my fingers as I started to moan into the quiet of my empty apartment.

My other hand reached between my legs and found my pussy. I pressed one finger inside my tight hole as my fingers continued rubbing my clit.​

As I watched Miss Smith bury a finger inside her pussy, I tightened the grip I had on my cock and stroked it more firmly. I wanted to be ready to spew forth with her. I wanted to cum with Miss Smith ... inside Miss Smith. But as horny as I was and as stimulated as I was by the email recording, my teacher was more ready than I was.

p_c352006: The added stimulation of finding my happy with my middle finger only served to send me over the edge and into an orgasm as my hips jerked and bucked wildly on the couch as my moans became cries of pleasure. "Fuck! Fuck! Fuuuuuck!" I screamed in a high squeal as my pussy contracted around my finger. Every nerve ending was on edge as the camera captured every moment.​

I accelerated my masturbation as I saw the erotic educator erupt in orgasm, but I wasn't ready yet. I reached over and pressed the back icon on the touch screen, causing the recording to start from the beginning again. I returned to stroking my shaft as Miss Smith shed her shirt ... her skirt ... laid back ... exposed her pussy ... spoke her words.

By the time she was nearing orgasm, I was tempering off my strokes to time our orgasms together. I was breathing deeply, standing on the precipice, the pleasure in my groin right almost there! When I saw her begin to buck, I finished myself off. I was primed! With a great grunt, I watched with amazement as the first volley of cum shot literally three feet into the air before coming down to glop upon my upper shoulder. I closed my eyes and pound hard, listening to Miss Smith cum with me. I imagined her sitting atop my groin in the big couch in the Student's Lounge in B-Wing, just two doors down from my teacher's class room.

p_c352006: When I finally collapsed back into the couch I looked at the camera and smiled before sitting up and stopping the recording.​

I was initially disappointed that it was all over. But my heart was pounding and my chest was rising and falling in the euphoria of having just enjoyed simultaneous orgasms with one another ... even if they were on video ... while we were in our own homes.

I closed my eyes for a bit, then jerked back to reality at the sound of my parents laughing downstairs at some sitcom. All I needed was to fall asleep here with my dick in my hand and my laptop open next to me. I sat up a bit and reached a hand out to close the laptop ... then ... smiled wide, thinking. I sat up more, used the corner of my sheet to wipe the cum from my hands, then opened a reply to Miss Smith, typing: Thank you. That was the most erotic thing I've ever experienced in my life. Consider your "debt" to me paid. I will never EVER again ask for anything more. I will let you make the decision as to whether or not I continue in class or just take the "A". However, I have to ask: was your asking me to be there with you just for show? Or did you mean it? I would love nothing more than to make love to you. I may not be as experienced as you, but I would do my best to please you. I hope I am not embarrassing myself, playing the fool. But I don't care. I want you to know how I feel. Justin.

I hit send ... without realizing that the prompt on the screen had given two options: "Reply" and "Reply to all". I had selected the latter before I realized what I'd done. I looked at the top of Miss Smith's email, confused. My name was up there twice, but ... the email addresses ... well, only one of them was mine. I didn't recognize the other one at all. It wasn't a free Yahoo email address like mine was. It had one of those "@company name" suffices to it. What the hell?

p_c352006: I opened an email to my boyfriend and added the file. I attached the note. "Wish you were here." Then I hit send.

I sat back down on the couch to close my eyes for a moment and that's the last thing I remember...​

(OOC: I cut off the rest of the PM from p_c352006 to insert the following.)



It was close to midnight before Justin -- boyfriend Justin! -- slipped quietly into his girl friend's apartment, using his own key. He'd felt horrible all night, having forgotten his plans with Jessie. He barely got through the door before he saw her laid out on the couch, asleep. As he got closer, he smiled. Not asleep ... passed out! There was a nearly empty bottle of wine on the coffee table, and looking to his left at the kitchen he could see a fully empty one of the table there.

His smile faded, though, as he realized that Jessie had been drinking away her disappointment in him ... and possibly her anger, too. He loved Jessie very much, which made him feel horrible that he'd skipped their night of romance and love making ... to spend it with a woman from work ... in a night of romance and love making.

He looked down upon his fiancée, curled up in almost a fetal position with only her panties and the corner of an afghan covering her, and wondered How can you cheat on such a beautiful, loving, faithful woman you fucking prick! He stood there feeling guilty for a long moment, trying to find the words to use to apologize, when he realized that he probably smelled like sex. Justin laid a blanket over Jessie and headed for the bathroom instead, stripping down, showering, and donning the long robe she'd gotten him for Christmas.

He returned to the living room to find Jessie still passed out. He dropped into the chair across from Jessie and turned his phone on to set his alarm earlier since the drive to work from Jessie's was a longer commute. That was when he first noticed that he had a new email. He opened it and smiled as he began to see the same recording the other Justin had. He snatched up the bottle of wine to finish it off as he watched the woman now passed out feet away masturbate. His cock grew to stiffness, even as he realized that while Jessie had been making this recording he'd been boning another woman across town.

Justin reached into his robe and pulled out his shaft as he watched his lover near orgasm. When she came, he looked up to her milling form and thought, You might as well wake up, 'cause I'm here now ... and we're gonna fuck!

He closed the video and was about to set his phone aside when it chirped at him with a second email.

Thank you. That was the most erotic thing I've ever experienced in my life. Consider your "debt" to me paid. I will never EVER again ask for anything more. I will let you make the decision as to whether or not I continue in class or just take the "A". However, I have to ask: was your asking me to be there with you just for show? Or did you mean it? I would love nothing more than to make love to you. I may not be as experienced as you, but I would do my best to please you. I hope I am not embarrassing myself, playing the fool. But I don't care. I want you to know how I feel. Justin.
​

His eye brows furrowed as he read the message. It ... it didn't make any sense. It ... it sounded like ... it sounded like Jessie had sent the message to someone else...? And ... and that she was involved with this guy. What debt? No, this couldn't be. Justin looked at the sender and recipient names and, like the other Justin, saw the two email addresses. Unlike the younger man, this Justin knew exactly what had happened. The only question was whether or not Jessie had done this by error ... or was seeing another man named Justin.

He looked across to his fiancée, all curled up warm and comfy after her self induced orgasm and nearly two bottles of wine. Could she be cheating on him? It was outrageous. Of course, he was totally ignoring the fact that two hours ago his cock had been sunk deep inside another woman's pussy. He was about to wake Jessie when he saw the flash drive sitting on the coffee table next to the laptop. He stuck it in the USB drive and clicked the older of the two files. Justin's eyes widened at the sight of a man -- seemingly younger, definitely in better shape, and (infuriatingly) more endowed -- masturbating before his own laptop's webcam.

Justin sucked down the last gulp of the grape alcohol and slammed the bottle down upon the coffee table. Jessie jerked awake and sat up suddenly, staring across at the man she hadn't expected to be here this night. Justin turned the laptop back around to face Jessie just as the younger Justin spewed forth his load.

"What the fuck is this?"