This story happened a few years ago. I was in University, and in a position to be a TA for a course. Please note that, unlike some of my other stories, this one is mostly about a tense buildup, as opposed to the actual sex.
It was the start of the year, and I was back on dating apps. I met a girl on an app, and decided to get coffee. Let’s call her Misty.
I was happy to learn that Misty was even prettier in person than in her pictures: she was a fit asian with a small frame, perky b cups, and a nice little ass. The most attractive parts about her, though, were her big round eyes, and infectious smile. I later learned that she used to be a cheerleader, and really had a cute girl next door kind of vibe.
We talked about the normal things, and were having a really good time. I went on to ask about what courses she was taking. She told me she was taking x, y, z and biology 101 (note: course name changed for obvious reasons). I started to sweat a little, and ask her who her professor was (there were at least 4 different profs teaching it). She said Mrs. Hullabot’s, and I sweat even more. Finally, I asked her section number, and she said “2”.
Immediately my smile disintegrated: as life would habit, she not only was in the course I was TA’ing, but I was specifically the TA responsible for grading her work. Note that I set up my dating app filters to prevent situations like this, so I was extra disappointed it happened.
She was still there, her smile almost blinding; I told her with a sad expression that I was actually her TA, and it would be a conflict of interest for me to continue dating her.
Her smile gave way to a surprised expression for a few seconds, then a thoughtful one. Finally, she looked at me with her big eyes and said: “can’t it be our little secret? Honestly, you being my TA is kind of hot”.
I was caught off guard by how quickly she went from a a smiley, cheerful girl, to someone positively dripping with sexual desire. She saw me thinking, and added “couldn’t you give me some personal tutoring sometime?”.
I was very tempted. I wanted to tell her to get in the bathroom on her needs so I could give her some personal attention.
But I didn’t, because despite my kinky nature, I actually take conflicts of interest pretty seriously. I told her that it was a shame because I was enjoying my time with her, but that I couldn’t date her anymore. I also told her that I’d be disclosing my conflict to the professor, and getting her transferred to a new TA. She looked sad, and since I was too, I told her that we could still be friends and keep in contact. I gave her my number, apologized for the trouble, and left.
The next day I chatted with the professor. I told her I was responsible for grading the exams of a friend (I used that term liberally ;) . She said this kind of thing happens all the time, and that we would just make sure I wouldn’t grade any of her work. Problem solved!
Except it wasn’t. Later that week we were about to have a quiz, and the evening before, Misty texted me. She basically asked about the difference between x and y.
I told her she could feel free to refer to her textbook. She replied with:
“But I’d rather refer to you; are you busy right now? Maybe we can Skype. I’m not fully dressed, but such a professional and responsible TA won’t be bothered by that right? “.
I reminded her that would be an unfair advantage, and wished her the best on the test. I couldn’t sleep, though, so I imagined what she was wearing and jacked off to her that night.
The term progressed, and she kept on getting bolder and bolder. After the midterm, where she didn’t do great, she asked me about the best way to get it regraded. I told her that, as a senior TA, regradings often went to me (anonymized) and that I was probably the toughest TA. She replied:
“Hmm understood.. but when I think about it, I don’t think I’d mind you getting rough with me at all. Maybe a bit of that will help a girl like me remember better”.
Once again, I parried, but later thought of tying her up and giving her ass some solid slaps. I enjoyed those thoughts thoroughly.
This continued until exam season; she seemed very busy studying for her exams, and I was busy doing my own work and grading. The exam for the course I was grading was actually quite early, and we had final grades up within a week.
She was still finishing her other exams, but texted me after she saw her results:
“Ouch I did so badly, this house was the worst!”
I told her that, given her grade she was definitely below the average,but that she still seemed to have a solid enough understanding of the subject matter to build on it. Standard TA kind of response. She replied:
“Yeah, but it isn’t good for my ego for the course to smack me around like that”.
Finally I replied: “then how about I smack around your pretty little face in a way that’s good for your ego?”
Not a standard TA response. But of note is that my contract was over at that point, and there was literally nothing I could do or say that would change her performance in the course. She had been playing up kinky student / ta stuff all semester, and I had a lot of pent up frustration. The conversation continued something like this:
Misty: well look who’s finally grown a pair!
Me: I take my work seriously. Just like I’m going to take putting you in your place goddamn seriously.
Misty: and what is my place then?
Me: at my house, on your knees, and waiting to be punished for being such a bad fucking student
Misty: I’m confused, how about you teach me what you mean?
Me: come over and I’ll give you all the teaching you need
She didn’t reply for a bit, and I was worried I had went too far. But then finally, she asked for my address.
She was there within half an hour. She had her big smile and innocent look back on, but this was undercut by what she was wearing: literally a school girl outfit. Plaid shirt and everything. This was not normal, as it was winter. But she was having fun playing dumb.
We made small talk, and I made up an excuse to bring her to my room. When there, I closed the door, and told her it was time for her tutoring session. She said she was a good student and didn’t need it, but I reminded her about her grades and that she did. I told her that good students needed to learn how to listen to orders, and to get on her knees. She complied
I then told her to unbuckle my belt, to pull down my jeans, and take out my cock. She asked how this would help her do better in school, and I told her dumb girls like her shouldn’t question what their teachers are teaching them.
She made a cute “ok” face, and proceeded to do as told. When she pulled down my boxers, my fully erect 8 inch cock bounced out, and she was noticeably surprised. Without her cute voice she said:
“oh god, I don’t know if I can take that”
I replied: “you’re the one who said you like it rough. Now be a good fucking girl and suck my cock”
And that she did. She looked amazing, with her big eyes looking up at me licking my cock. She couldn’t take too much of it in her mouth, but the way she tried so hard was really. I unbuttoned her white shirt to show a white lace bra (true to her innocence theme), and enjoyed watching her ass wiggle as she sucked me.
I told her that she was working hard, and I was going to show her that you get out what type put in. I pushed her on the bed hiked up her skirt, and slowly slide off her white lace panties. This time she looked truly embarrassed as opposed to her innocent act, and I really enjoyed it. I think it was because she had soaked through her panties, but I wasn’t complaining.
I proceeded to tease her slowly with my tongue, then going harder and harder, alternating between her cute little pussy and her clit. Her moans were cute, and I enjoyed hearing her have fun even as she covered her face in embarrassment.
When she seemed ready, I slapped on a condom and told her I was going to wreck her little pussy so her body learns to be a better student. She expressed concerns it wouldn’t fit (she was a tiny girl) but I told her I’d go slow before destroying her.
She got on top for insertion (that’s easiest for first timers) and I slowly slide in. She let out a huge moan and then was speechless for a few moments. I moved around a little bit, and she went crazy. She told me I was huge… I informed her that I am, and that honestly she was only taking half of me. Her eyes widened with a mix of fear an excitement, and I moved more and more, slowing going deeper and deeper.
Note that at this time, she still had her skirt around her waist, and was wearing her white lace bra. I unhooked the bra and sucked on her nipples, which made her tighten up even more . She was a tiny girl, and she got so tight I was worried the condom would slip off. But it held on, and I went deeper and deeper until I was finally all the way in.
She gave a big moan at that time, and her body started to shake. She told me she didn’t know what was happening to her body, and I told her it’s a normal response. She asked me to go faster, and I did, using my hands to slam her ass down in my cock. She went absolutely nuts and her nails were digging into me, and then literally went limp. This was her first time with someone of my size, and her body was done.
I respected that, and gave her some time to rest. Then, I told her it was time to help me finish. I told her to get her phone, and to look at her conversation history. I told her to get on her knees, and read out loud every single naughty message she tormented me with throughout the term.
She did, and I started jacking off. I was excited to remember all that sexual frustration though her words, and finally have her in front of me. After she was about halfway through, I told her to look up and open her mouth. She did, and I plunged my cock deep into her mouth, watching her big eyes water as I face fucked her.
Finally I let out my load and she started coughing. I got a bit of dark pleasure out of that. But after coughing, she looked up at me, gave that same winning smile from the coffee shop, and said:
“Thanks for the lesson, same time next week?”
And that’s the story of how I was a boy scout, but also fucked my student. We actually saw each other white a few times after that, but nothing could best the buildup for the first time.
Source: reddit.com/r/gonewildstories/comments/9ymxzv/being_a_boy_scout_but_also_ramming_my_student_as
Damn!