Tag: High School

MILF Valentine’s Day [mFFF, anal, oral, public, voy]

It was Valentines Day and I needed to figure this shit out. There were three MILFs that I promised to spend the night with and all wanted different times. Mrs. Anal wanted a picnic, Mrs. Done wanted to stay at home, and Mrs. Busty wanted dinner. I instructed Mrs. Done to fuck herself with her giant purple dildo until I get back while I went to the park to meet Mrs. Anal.

She was at the top of a hill, wearing a tight-grey shirt with pink vertical stripes and nothing else.

“Happy Valentines Day, baby”, she said to me.

She poured herself some wine and savored every sip. I was more focused on her luscious body shone under the moonlight.

“Let’s get these tits on your cock, shall we”, she asked while beginning to take off her shirt.

“Keep it on, you’ll look sexy as fuck getting pounded with it on”, I said back. Read more »

[MF] – Just like fine wine.

THIS IS A WORK OF FICTION.

Allison and I have been together since our junior year of high school. We literally lived two doors apart and have pretty much known each other our whole lives. We attended the same school, went to the same church, had food at the same community barbecue/picnic… you get the idea.

How did we end up together… well it was really not the best of circumstances. I was playing ball with some friends at the park and it was getting dark. We decided to part ways and as I headed home, I cut through the wooded trail as I did so many times (it was a shortcut to my house) I thought I heard someone sobbing.

I looked around and saw Allison sitting by a tree crying. I went over to see if she was okay. She was startled to see me and tried to compose herself. I asked if she was okay and she said she was fine. Really all I was doing was being polite and really didn’t care. I saw Allison more as a friend than anything and (I know it sounds mean) but was not really attracted to her in that way. Read more »

[MF] Learning to take a big dick up the ass

Hi Gonewildstories!

I recently posted this on one of my favorite subs, hotpast. I thought you may enjoy as well!

To set the stage I’m a rather large man. I’m 6’8″, 320 lbs, played offensive tackle in a division 1 college, have been into weightlifting my entire life, and simply put my thighs are larger than the average persons waist. Cock wise I’m pretty proportional, 8.2″ long by 5.3″ circumference, though it looks below average on my frame.

Now for the fun part – her. Let’s call her K.

K is about 5’5″, 130 lbs and all tits. She’s a blonde with braces, played volleyball through high school who has sharp definition in her arms and thighs, a narrow waist with a flat stomach and huge DD tits. They’re shapped nearly perfectly round with puffy nipples about the size of a 50 Cent piece. Perfect to suck, nibble, and roll around your tongue when hard. Read more »

My Student Blackmails Me [Mf] [blkmail]

I don’t know what turn of events led me down this road, but here I am, just trying to make the best of it before I am fired or worse. I’m getting ahead of myself, let me explain. I’m a 32-year-old History teacher at a small high school up in North Dakota. It was my fourth year working for the school when it all went down. Just a normal start, the weather turning as we were in the midst of Fall moving towards another chilling winter, no doubt. I started my truck early that morning, wanting to get there before the rest of the teachers. Tradition had it that morning coffee and breakfast bar was available to all teachers on the first day of school. My mind ran at all the new students, hoping just for one or two to be interested in the topics of the Great Depression and World War II that I had learned to love throughout my University years, however in realization, I knew that most students would show no interest and just text on their phones throughout class. I grab my keys click the remote start and hear the truck roar in the driveway. The whole summer was pretty much spent shoulder deep in grease and oil creating the beast in the driveway, between the lift kit, the duel exhaust and the angel pillow shocks that truck could move a mountain. I was ready to show it off to the other teachers, especially the football coach who had a similar mind towards muscle trucks. Grabbing my bag and a bright red apple, I head out the door. Jumping into the warm truck made me feel like walking back inside dropping all these clothes and getting back in bed, no doubt a similar feeling all my students were having as they were getting up this morning. Read more »

Revenge Is A (Naked Cumsoaked) B*tch, Part 5 [MF] [blkmail] [huml] [reluc]

*Hiii asshole. Guess what I did last night? Told Bryce I cheated during my bachelorette. Literally every detail down to having my pussy eaten out on some guy’s desk. I even told him about a part you didn’t see. Long story short I licked like the biggest load of cum off my own tits. Are you imagining that now, virgin? Well hold on to that memory because guess what?*

*Bryce has cheated on me too. Guess what again? We don’t fucking care. We’re together because we happen to look and feel pretty fucking perfect together, so sorry your plan to ruin my life didn’t quite work. Anyway now that order has been restored in the universe you can take your blackmail material, shove it wayyy up your ass and go back to being a creepy loser.* :)

*Hope you remember how good my pussy felt because that’s as good as it’s ever gonna get for you or your fingers.*

*xox*

*S*

Christ. Only Summer would continue to call someone a virgin after literally watching him fuck her friend on her own bed.

Out of pure boredom in his cubicle, Evan reread her email. Read more »

[FFM] Our Friend Came Over to Help Get Over The Shock of Her Upcoming Divorce.

I’m starting my 2nd story much sooner than I thought I would because my first was so well-received! Thank you! Here it is in case you want to read my backstory. This next one was from very recently. I’m 30, have long dyed red hair, fair skin, and a slender build with a little padding. :o)

About a month and a half ago, my husband and I found out that two of our best friends were getting divorced. It was out of the blue, completely shocking … we honestly thought out of all of our friends, they’d stand the test of time. I’ve known Ethan since I was 14, just as long and I’ve known Harry, my husband, and he’s known him since they were 9. Ethan got married right out of high school to Katie, who was a member of his church group. They hung out with us all the time until they moved out of state when I was 22.

They knew about Harry and I’s open relationship, as did all of our close friends at the time. We always hinted that they were more than welcome to join us for some drinks and fun some night, but they never took us up on the offer. (They were one of the few good friends who didn’t, so we never pressured them) Read more »

My First [MFM] Threesome – With My Boyfriend and My Ex

Lucky me finally got to check another box off my list last night: my first threesome, and boy was it one HELL of a night. Lots of fucking, double blowjobs, getting eaten out, and pegging. So strap in and get ready for a ride.

Some background: me [22F] and my boyfriend [23M] have recently been deemed the “sexy swingers couple” around our group of friends. Knowledge of my sluttiness has been passed from guy to guy, and us joking about it constantly probably doesn’t help my reputation much… Not like I want it to, honestly. We’ve become pretty comfortable with the idea of bringing someone into the bedroom, and we spent a lot of time looking for “the one.”

One person that came under our flirty radar was Anthony. Anthony was my ex-boyfriend from high school. We had dated before we even knew how to have sex, really, and after the breakup, we didn’t see each other for five years. Then, one night when hanging out at a high school friend’s house, bam. He walks right in. Read more »

Anna and David [mf][Mdom][Fsub][light bd][light bdsm][oral][virgin]

I nervously walked up the steps to David’s apartment. It wasn’t my first time here, David and I had been best friends since middle school. I had seen David’s body morph into the tall, muscular man he was today, and listened to stories of his sexual conquests. Over the years he had become quite experienced, bragging about his natural talent between the sheets. I hadn’t had that experience yet. My parents were strict and kept me so busy with extra curricular activities I wouldn’t have time to loose my virginity even if I had wanted to. In college, when I finally felt ready, I met many boys who I thought would be the first but I never could pull the trigger. On a drunken night out with David I confessed my virgin status and how the stories of all his explicit activities often made me reach between my legs. David, not so drunk, texted me the next day that he would like the chance to be my first. So here I was, outside his door, nervously about to knock. Read more »

[m] [panties] long time friend sent me her panties.

This is my first post here. Just wanted to tell a story that happened to me around Christmas time. I have known a friend since high school let’s call her Y. I have always had a thing for her, but we never have done anything besides flirting. I never pursued anything since she has always had a man, and simply I didn’t want for things to get weird. I consider us close as we have helped each other with various things, or simply spending time together. So about six months ago Y moved to Florida, it saddens me but I understood her reasons. We’ll talk on the phone and text every day or every other day. She asks me for my address saying she wants to send me a card. I told her I sent her a gift card already. Y asked what would I want in return, and I replied to send me a pair of her panties. I remember vividly that she took a long time to reply, making me cringe inside. But she actually said yes, I could not believe it. The woman I have been wanting is actually going to send me her panties. A week later I received a card with her purple thong inside. She mentioned it once after that, but that’s it. Let me say also while she was living near me, I have taken a few pairs of hers as well. Y would leave them in the bathroom in her hamper or just hung on the door. It’s never been brought up, so either she doesn’t notice or doesn’t care. Sorry about the long story, but how should I proceed cause I want more lol. Thanks for reading.

[FM] Fucked my college professor.

*I figure posting about this will be a win/win for all of us. You get some hot student teacher sex stories, I get a place to anonymously vent about this, since I hate keeping secrets but I really can’t/shouldn’t open my mouth about this. I will try my best to keep his identity vague for the sake of his job security and professional career. Enjoy!*

I was a second semester freshman at my university when I took a class taught by Z. The class was a gen-ed course, completely unrelated to my major, but I thought it was an interesting subject and needed the credit. The very first day of class, Z showed up more than five minutes late. I took to him right away. He isn’t a tall man, somewhere between five foot eight and five foot ten, but he has a presence that makes him seem much taller. My university is not a southern school, but he is from some southeast state, giving him a bit of a drawl. He has a short, light brown scruffy beard and mustache and green eyes, with kind of a David Beckham style haircut. Pointed features, strong jaw- just my type. He would teach with such enthusiasm about his subject. It was endearing. Read more »