I posted a photo of some food. That’s how it all started. An old high school teacher commented saying how delicious the food looked. So, I DM’d her to share a few more food pics. She joked that she was stuck at home with two young kids and that I was making her jealous.
“What can I do to make you less jealous?” I asked.
“Hmmm,” she said. “Post less pics?”
“Hah ok,” I said.
A lengthy catch up unfolded. What are you up to? Where are you living these days? She said I looked like I’d turned into quite the handsome man. I confessed that I’d always had a crush on her as a teacher. She said she was the older teacher now, at a different school, halfway across the country. And she didn’t feel like the sexy young teacher anymore. I told her she was still gorgeous, and I was sure as many kids were hot for her today as they were in my class.
She said it was nice to catch up, but, speaking of kids … she had to pick the older one up from school.
A few days passed. I had flirted, told her I was into her and, essentially, still into her. Now, it was time to wait. I didn’t want to come on too strong. If she didn’t message me within the week, I’d shoot her one last message to try to keep the flirting going and then give up if it didn’t work in my favor.
Of course, since she lived across the country, any funny business would be done via texting. At least at first. Eventually, a visit would be arranged. Two days later, she messaged me. “So, Mr. Chef, what are you cooking today?”
I discovered my “in” and asked if her husband ever cooked for her.
“NEVER,” she wrote back with four laughing emoji faces.
“Booo,” I wrote. “Come to Ohio. I’ll cook for you!”
“Hmmmmmmm,” she wrote. “Sounds like trouble.”
“Yup,” I wrote back.
A few conversations later, and I felt confident enough to start asking the heavy questions. I’d use my real friends’ personal drama to ask if it’s something she’s experienced in her own marriage. Sort of do the whole, “I’m pretty bummed because my friend is having a hard time in her marriage and I don’t know how to help.”
“Ahh,” my teacher said. “I can RELATE.”
Soon, I was able to pivot to sex, regarding my friend’s problem. And soon, we were discussing my old teacher’s lack of a sex life and had totally transferred away from my friend. One thing led to another and soon, we were talking about sex, hot and heavy — all the things she liked, all the things she missed, all the great sex she once had before she married, settled down, and had kids.
“I was such a slut when I was younger. I know a lot of people grow out of that and settle down. Like me. Sort of. But I MISS those days. Is that bad? I used to move from guy to guy. Hotel room. Backseat of a car. Toilet in the bar bathroom. I didn’t care. Now, I’m sitting here … where did the fun me go? I miss fun me.”
“We can get you back,” I wrote. “Come visit me. Come to Ohio for a weekend.”
“Ohh, don’t tempt me,” she said. “Things aren’t so great at home right now. For a variety of reasons. What I wouldn’t do to come see you …”
“So …” I asked. “What stops you?”
“Everything. Kids, mostly. Hank is useless. He can’t look after them for more than six hours or the house burns down :(”
“A major bummer. I was getting ready to cook you WHATEVER YOU WANTED.”
“NOOOOO!”
Hours passed, which was par for the course with stay at home moms. And then, at 11:30pm, my phone buzzed. It was my teacher.
“What would you do to me?” She asked.
I pretended to be confused/innocent: “Do to you?” I asked.
“In the bedroom,” she said. “Sorry. I shouldn’t have asked. Now you think I’m some horned up desperate woman.”
“Not at all,” I said. “I mean, horned up, yeah. But not desperate. Just maybe a little lonely.”
The three dots appeared on the screen. She was typing. And then she stopped. Started. Stopped.
“I don’t mean that in a bad way. Honestly, to be able to spend a night with you would be a dream come true. I think you’re just about perfect. So, what would I do to you? Anything you wanted.”
“Anal,” she wrote back. “My husband won’t do butt stuff. And NOTHING makes me orgasm harder than anal sex.”
“Wow,” I wrote back. “I mean honestly, every sex fantasy I ever had about you in high school and I don’t think anal was ever one of them.”
“That’s a shame,” she wrote back. “BRB!”
I figured a kid was crying or a nagging husband was bitching about something. But seven minutes later, my phone buzzed. It was a photo from my teacher, bent over, snapping a selfie over her shoulder in front of the floor length mirror of her, totally nude, with a pink butt plug shoved up her ass.
“OMG,” I wrote back. “What I would give to pull that out and put my tongue in your asshole.”
“YES! I haven’t had a rimjob in like 12 fucking years!” She wrote back.
“Well, I feel like a broken record but come to Ohio and — actually, on second though. Who says you have to come to me? I will come to you!”
“Really?” She asked. “You’d come to Seattle?”
“Of course. Tell me the time that works best and I will be there ASAP!”
“OMG LET ME LOOK AT THE CALENDAR!”
For the next five days, I got one new anal photo per day from my teacher. In some, there were toys involved. In others, she was bending over, doggy style. My favorite was a ten second video of her fingering her asshole and then licking her finger.
“I just blew the biggest load,” I said.
“Next time, send a video.”
Two days later, I sent her a video of me. “Just a little something for you,” I said into the camera before I flipped it over to a video of my hard cock, perfectly lubed up. I began stroking, grunting, moaning. “I want to fuck your ass,” I said. I had been masturbating over my glass coffee table and when I came, seven thick ropes of sperm danced over the table.
“FUCK!” She wrote back. “That is so hot. I am proctoring a fucking test and my little pink pussy just flooded my panties. I am going to go rub one out as soon as this test is over!!!”
“Send a video!” I wrote.
An hour later, there was a video of my former teacher, panties down, legs spread over the toilet, feverishly rubbing her clit. She had a hairy pussy, just the way I liked it. Her top was lifted up, exposing one breast. She was panting. Moaning. She was dripping wet, the juices from her cunt ran down her thighs. And then she came and immediately stuffed her grool coated fingers into her mouth and slurped.
“Next time, that load is gonna be blown right up my ass,” she whispered into the camera before the video ended.
Source: reddit.com/r/sexystories/comments/dbzyqb/high_school_teacher_pt_1_mast_cheat
Very hot and so well written !! I think we all had the one or maybe two teachers back in school that we had crushes on. Most of us never connected with them as we got older. Waiting for part 2 !
Please please continue!
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!remindme 2 days