Jenny’s final lesson (F21, M42)

I was surprised when I received an email asking to meet in person. Jenny was a top student.

She was always deeply engaged during lectures and was known as one of our brightest students on campus, so it felt out of character when she said in her email that she was worried about the next stage of her life.

When I opened my office door, she had her usual blue-framed glasses that brighten her soft hazel eyes, but her strawberry blonde hair was down rather than her usual messy bun. Her outfit was not the jeans and sweater that I was used to either. She looked like she was about to go on a job interview given the collared white shirt that made her small frame look even more delicate, but her black skirt was just a little too tight-fitting to look professional. Jenny must have noticed my surprise as she looked away for a second, as if she was ready to turn around and run.

Jenny paused, pulled down on the sides of her skirt, and looking up with a timid smile said “I’m so happy that I get to see you one last time.” I invited her in to sit down as I pulled my chair around so that my desk was not in our way. She continued, “I’m really thankful for all the help you’ve given me, and I know it might seem silly, but I just wanted to see if you had any last words of wisdom for me as I go to grad school… I don’t know if I’ll be good enough.” I had already written her a letter of recommendation, praising her ability and intellect, so I knew this not to be true. But it is common for even the most promising of students to get anxious during this transition time.

Jenny began to ask questions, but she appeared inattentive to my replies, and struggled to identify and articulate the next question. I thought she was nervous. Some students will get this way, but this was very out of character for Jenny. She was never shy about talking in front of class, but as our conversation continued, I noticed that it was not the usual nervousness.

She started to fidget with her phone, like some do when they’re nervous, but… she seemed restless. Making eye contact, then suddenly breaking it. Squirming a bit, then adjusting her skirt. The squirms turned to squeezing her legs together. I tried to give her confidence by praising her intelligence and accomplishments, thinking that would calm her down, but I started to pick up on what was really going on with all the awkward behavior and tone….

She was getting off.

Since she kept going to her phone, I tried to catch what was so distracting.

After a few good glances I discovered that what she’s been fidgeting with was an app, one that I’ve used myself with a former partner, otherwise I’m not sure if I ever would have figured it out. The app serves as a remote for controlling an internal vibrator. The shock must have been visible to her, as I realized that she was pleasuring herself this entire time, in my office, while I was trying to reassure her and build her confidence.

Never did I think she would do something like this; it seemed like such a major risk to take just as she was about to graduate.

I was upset. I felt humiliated that she would be so bold to do such a thing with me.

How the fuck could she put me in this situation? Did she know how much trouble I could get into? With the realization I paused. There was just enough silence with me looking directly at her for her to know something was not right.

“I know what you are doing” I said in a manner so that the phrase could echo in her head. I thought she would react like anyone caught doing something embarrassing, but instead she just looked at me and smirked, which just got under my skin. The nerve of this girl!

“Hand that to me” I demanded, as I snatched the phone from her hand. I verified that it was a vibrator app.

“Do you know how much trouble you could get into? Did you think about how bad this could turn out for me?” I asked.

“I didn’t.. um…” she muttered, with a look that signaled that whatever fantasy she had may not go the way she planned.

“What was your plan here? Was this some fucking dare?” I demanded to know, as I leaned in trying not to yell.

Silence.

The look in her eyes, those eyes that a second ago were full of defiance were now subdued. I grabbed her face by the chin to make her look at me, forcing her to lock eyes with me. I knew I could not ignore this, but reporting it would screw us both. I asked her once again to explain herself. All she could mutter was “I couldn’t help myself, I knew this was my only shot…” Her lips trembled as she said that… they looked so sweet. I wanted to tell her that I understood, that it’s taking every shred of constraint in me to not treat her like the little slut she clearly wants to be. In her I saw all those past moments with other students that were filled with sexual tension. In her I saw one place to take it all out.

Fuck it, this is my only shot too, I thought to myself. At this point we both have a lot to lose. I got up to close my office door, a door that will stay open when meeting with students. Given what was going on, I thought it less risky than what people might see if they looked in. There was no going back now. “Did you want me to catch you?” I asked.

“I… uh.. I don’t know” she responded.

“you can’t just get away with this. You can’t just come into my office and pleasure yourself?”

I look at her phone and see that her vibrator is turned down, so I start to turn it back up.

“Is this what you want?” I ask. “umm..” she says, struggling to find the right way to respond while staying as composed as possible. “You need to learn that it is not always about what you want” I say as a turn up the vibrator even more. “Now turn around, walk up to that whiteboard, and write ‘If I act like a slut I will be treated like a stupid slut’ over and over, and neatly, until I tell you to stop.”

She turned around and did as she was told. I sat back down and slowed and sped up her vibrator. It was a joy to watch as she struggled to write. Her small butt shook in her tight skirt, but I wanted more. I slowed the vibrator and walked up to Jenny, putting my hands on her shoulders and face near her ear. There was so much I wanted to tell her, that she was my little whore now, that she would be leaving my office struggling to walk. But I said none of that, all she felt was my breath on her neck as I pulled her skirt above her waist.

Her ass was pale and petite. I now saw that she was not wearing any underwear this entire time. I got close again and told her “seems like you can’t help being a little slut, well that’s how you will be treated.” I took a wooden yardstick, which I used to jokingly threaten students, and let her know that if she continued to squirm she would get hit. “Yes professor” is all she said.

Now it was my time to have my fun.

As she continued to write I would speed up the vibrator, which would lead to her squirming. Without a word, I took the yardstick and gave her a smack. Little by little, after each smack, her pale little ass turned pink. After a few rounds, the smack would be followed by a small whimper. After a few more, the whimper was accompanied by her knees giving a little. The sight of her now bright pink ass, along with the sound of her whimpers and gasps, were making me as hard as I could get.

At this point I could not hold back any longer.

“That’s enough, turn around” I commanded her.

I turned off the vibrator as it’s fun had run its course. As I stood up, I noticed her eyes lingering on the budge in my slacks.

“Is this was you wanted? To get your professor hard? You can’t just tease me and expect me to do nothing about it.”

She stared at me in a daze from the stimulation she was subjected to; she was drenched in euphoria.

“Have you fantasized about tasting my cock?” I softly asked as I caressed her face, running my thumb across her lips. “So many times..” she responded while opening her mouth and running her tongue around my thumb.

She did not break eye contact as she went down to her knees in front of me. I smirked at seeing a glimmer of the confident girl I knew from class. But I was not ready to let her control things.

“You must ask, you can’t just do what you want.. and do so politely” I instructed her.

“Please..” she said “..please can I taste you professor?… please.”

To that I responded with a slow unzipping of my slacks to reveal what I knew she’s been craving for so long. By this point I was so aroused that there was a wetness at the tip that she immediately went to lick. She let out a gratified sigh, followed by a smile as she looked at what was in front of her. Jenny did not hesitate to get going and she did so with delight. She seemed eager to show me how deep she could take me. The noises she was making alone could have made me explode at any moment, so I began to hold her head while I was deep in her throat to catch my own breath while I took hers away.

But I knew I would not last longer if she kept at it. I pulled Jenny up from her knees, picked her up by the hips, and sat her bare ass on my desk. She flinched a little as I put her down, both of us forgetting how much punishment her ass had endured just a moment ago.

I did not say a word to her, I was going to do as I pleased, and what I wanted was to taste her. Taking her vibrator out I noticed how soaking wet she was at this point. Her freshly shaven pussy let me know this was exactly what she wanted to happen. My tongue dove right inside her to her gasping and grabbing the back of my head. The firmness of her clit was made it an impossible target to escape. Her sweetness pushing me to explore her entire pussy. There was little need for me to move around as she started thrusting into my face. She then moved both of her hands behind my head. I guess I must have been pulling away.

There was no need to continue, and I could not risk Jenny having a loud orgasm without being able to quiet her. I pulled my sweet little slut off my desk and stood her up, I turned her around and pushed chest onto my desk. I kicked her legs apart as rubbed her wet pussy to let her know what was coming next. As I slowly went in I knew I was not likely to last long. It didn’t matter as she was not going to last long either. Almost immediately she let out a abrupt gasp. With each thrust she grew louder and louder. First I tried to put my hand over her mouth to muffle the sound, but it was futile. I looked around and realized that my tie would work much better, so I hurriedly took it off, wadded it up and shoved in her mouth.

“Be a quiet little slut” I commanded her.

This must have put her over the edge as she began to tremble all over, like a wave that shook her body and my cock along with it. That was it for me too as I grabbed a handful of her hair which pulled her head back, pushed as deep as I could and came hard inside of Jenny. The pulsing of my dick felt like it would never end.

She did not move. All I saw was her body draped over my desk, her back moving up and down with her breath. I saw that breath slowing as she regained her composure. Jenny stared back at me, still with my tie stuffed in her mouth and her eyes barely visible with her hair sticking to her face from the sweat. I don’t know what she felt at that moment, but there was a sliver of trepidation in her eyes. She knew I was done with her, she must have wondered what would come next.

But I was truly done with her. I was done with my lesson for the day. All that was left to do was clean up. I pulled her of the desk and pushed her to her knees.

“I need you to clean up your mess… start with me first” I demanded as I removed my tie from her mouth and placed my creamy cock in front of her. With the little energy she had left, Jenny took me one last time in her mouth, circling her tongue around then licking me all over.

She gave the tip a kiss before placing it back into my slacks. I began to wipe her hair from her face and patted her head for a job well done. Although she was my dirty little slut now, she was still my sweet, adorable student.

I asked her to get up. I caressed Jenny’s face and told her “that’s a good girl.” I gave her a soft, lingering kiss on her lips as I gently massaged her butt one last time before pulling her skirt back down again. She finished getting ready as her eyes stared in my direction. I expected her to say something, but what was there to say? All I got from her as she walked out my office was “I need to go to class, see you at graduation professor.”

With that, it was over. I watched as she walked down the hallway. Her stride announcing to the world that something was different in her. Without panties, I kept imagining my warm cum sliding down her leg as she was in class. It would serve as a reminder of what happened earlier that day.

(note: this is my first full story. I’m mostly write for myself, but I hope to get it to a point where others will enjoy it as much as I do, so please feel free to reply or DM with constructive feedback, what you like or don’t like.)

Source: reddit.com/r/sexystories/comments/oq22cu/jennys_final_lesson_f21_m42