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Teacher Blackmailed by younger boy

845 words | 8 |4.36
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I’m a 28 year old 6th grade teacher in a small town in the south. There are very few men my age in my town, so I’ve had very little success with relationships and love. I had a couple boyfriends in college but nothing super serious.

My story starts at school, I had a planning period and I was on my phone, going onto another dating app to try and find a date.I had matched with a very attractive guy a few towns over and we got to talking, he seemed nice at first but very quick into the conversation he starting making sexual comments and jokes, I was desperate so I brushed them off and kept talking to him. He finally asked for a photo of my boobs, I was unsure but I went into the faculty bathroom and took the photo anyway. He sent a dick pic in response and then asked for a video of me touching myself. I was a little flushed at this point so I did what he asked. I got fully undressed, stood up in front of the full sized mirror and recorded me rubbing my pussy in the mirror. He sent a similar video back, and then asked me to find something to put in my pussy. I told him I had a pen but he said it wasn’t big enough. There was a toilet bowl brush next to the toilet that caught my eye, I used some toilet paper and water to wipe the handle of it clean and recorded me fucking myself with the handle. He told me to put the pen in my ass and I did that too. I was moaning like a teenager when the door to the bathroom opened, I hadn’t locked it. Standing in the doorway was a student from my first class, Jacob. We stared at eachother for a few seconds before he realised what was happening and closed the door, staying in the room. He immediately held his phone up and took a photo of me, with the handle and pen still inserted in my holes. I screamed at him to get out, and gathered myself before walking back to my classroom. I had one more class that day and I was praying that Jacob wouldn’t share with anyone what he saw. I didn’t hear anything for the rest of the day so when I got home I emailed him, asking to speak with him privately before school the next day.

When I got to school the next morning he was already waiting in my classroom. I shut the door and tried to explain to him “Jacob, what you saw yesterday was not what it looked like” he didn’t respond, just took out his phone and started typing on it. “Jacob, you can’t tell anyone what happened yesterday, just keep it between us; ok?” He stopped typing, looked up at me and said “If you don’t want me to say anything, you’re gonna do whatever I want for the rest of your life.” i was shocked “Jacob do not speak to me that way, I am your teacher!” He held up his phone “I have an email typed out to the principal, the superintendent and the school board. If I send this, you lose your job and your reputation.” “Fine, I’ll do what you want” “Good, take off your clothes” I knew I wasn’t winning this so I did as he said. From his backpack, he pulled out the same toilet brush I was using the day before. He handed it to me and told me to put it in my pussy. I went to put the handle in my pussy. “Wrong way, bitch” I looked up, surprised “what?” “I’ve seen porn where they put the brush side in a girls pussy, but I wanna see it for real” I started crying. “Give it to me” he said. I handed him the brush. He ordered me to sit on the desk with my legs spread. He picked up my panties and told me to put them in my mouth. I did everything he said. Because he’s a 6th grader, and pretty short, he was a little over eye level with my pussy as I was sitting on my high desk. He wasted no time and shoved the brush end in my pussy. I screamed and tried to kick him but I was in too much pain and could barely move. He fucked it in and out of me slowly. It was agony. After what felt like hours he let go, keeping it in my pussy. “You’re going to keep that in all day today, you can put on your skirt and just teach from your desk but keep it in.” He took the panties out of my mouth and put them in his backpack. “Wow, I get you for like 6 years until I go to college” He giggled a little and walked out.

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8 Comments

  • Reply Don't Karlos ID:1ef4bo22226n

    Fake comedy open with full of error of gender ha ha ha ha ha

  • Reply Mr Johnson ID:19eux46xyuur

    Good story. Hope to see a part 2

  • Reply redheadxx ID:vwyf4khk

    can you guys not read? she never said she was a guy

  • Reply TARA ID:49kap65h5qr

    Can they get pregnant !! If they can’t they are not a woman period !!!

  • Reply Linda ID:27m32exik

    You started out as a gay man, then suddenly turned into a woman?

    • Lone wolf ID:2px1mhuf4hu

      He she another loony gaga

    • Reread ID:1dnmlqg1t7id

      Never said it was a woman

    • jtbl12 ID:59plfoym1

      You’re right a gay man does not have a pussy to put anything in so unless post op trans