High School Archives — Page 391 of 805 — NSFW story

Went from sitting to participating with an older couple [FFM]

A recent GW story made me think of this kind of crazy weekend I had when I was a senior in high school (I was 18 at the time, I’m in my mid-20s now). For about a year at that point I’d been babysitting their kiddo who was pretty awesome. I would come over on Saturday afternoons and hang out with the kid while they would go do house chores or whatever and then I’d stay home after he went to bed and they would go out on the town and come home and I’d walk across the street to my parents place.

During that time there were a few occasions where they’d come home pretty wasted and offer me a drink and we’d sit and talk and the wife was always very flirty with me, like beyond just friendly. But, it only happened when she was drunk. The husband would just sit and smile, like kind of watching. Later in life I kind of saw this move from husbands in the swingers community. Read more »

Another Story about Judy [MF]….part of an ongoing series

I’ve know Judy since high school. We dated briefly, hooked up multiple times in college (different universities a few hours apart)…this is the story of one of the best of those hook ups.

Neither of us were dating anyone and Judy asked if she could come visit for the weekend for some ‘fun’ and to pay up on loosing a bet we had over our schools football game. We won and I told her it was time to pay up. I let my roommates know Judy was coming up. They both knew her from previous visits and road trips. She rolled in late on Friday and we headed to the bar right by our house for some beers and catching up.

One of my roommates, Kevin, was with me when Judy walked in. We were all chit chatting when the subject of the bet came up. Kevin asked what Judy would have to do to ‘pay up’. I said I wasn’t sure yet….so he offered up an idea. He knew she loved wearing skirts even in the winter and she would certainly have some to wear this weekend even though it was winter and only in the 20° at night. His suggestion: Judy would wear her shortest skirt out the next night….without panties, all night as we bar hopped. Read more »

I [TF] had a socially distant threesome with my ex [M] and his fwb [NB] in a graveyard.

*Disclaimer: I am trans. Kind of tired of reading the same vitriol over and over, so if you wanna hate on me at least be creative.*

Pics on my profile if you want to see what I look like.

Gabe and I dated in the summer of 2019. It started during a warm, streetlight night up at my mom’s house on the hill outside of town. We sat in the middle of the street, only moving to get out of the way when the occasional car drove by. It was on this night that I told him I had had a crush on him through high school, before I was even out. He seemed a little surprised but wasn’t put off at all. We just kept talking and reminisced until he left.

The next night he came over and we drank beer with another friend. She ended up leaving, and with us being tipsy we ended up making out. We decided to stop, and meet up again when we were both sober to see if we really wanted to hook up. The next night I sucked him off on my couch, and it was clear we both wanted it. We eventually started dating, hooked up throughout the summer, culminating in him taking my anal virginity, and then broke up at the end. I was moving away and didn’t want to do long distance. Read more »

[FM] I lost my virginity to the older man next door

Last year when I started college I lost my flower to my old neighbor next door…I was away from home for the first time, living with my high school roommates off campus and I had just broken up with my high school bf. It was so much happening at once.

As soon as we moved in he stopped over with cookies and milk and told us he knew how scared we must be away from home and that he’d be right next door if we needed anything. It was really sweet of him. He friended me on Facebook and invited me over for dinners and talks. It was like having a daddy away from home to look after me. I’ve always been called too naive and heard that college was such a scary place for that.

He asked me a lot about my dating life and dates and it came out that I was a virgin which he absolutely loved and said he suspected I was. The next bunch of times I saw him he wanted to talk about that and make sure I was still a virgin. To complicate things even more i was also starting to date a boy who is my bf now when all of this happened. I started avoiding my neighbor and told him why. He begged me to come over and told me he loved me like family and he was really worried about me because I was too innocent for college. Read more »

Hotwi[f] [m]monogamous

On mobile bla bla bla. Excuse title this is MF story with talk of others playing

Warning: contains light cuck, squirting, sph, foot fetish, fendom

So my wife and I have been high school sweet hearts.

She was naughty once, and that has kept a theme of cuckold/Hotwife in our relationship that comes up occasionally. This story is a minor one of those.

My cock is on the smaller end of things, 3” maybe, pic in profile. Admittedly my wife hasn’t had a huge range to realise my size.

Recently we had a shower (kids were asleep) and went to bed. The wife enjoys causing me pain, which I don’t enjoy in the moment.
So queue squeezing nipples, digging fingernails to my soft spots, etc. this makes her wet.

Sex starts here

We were naked, she wouldn’t let me play with her pussy. She pulled my face to her right tit/Nipple. I was horny and tried to play with myself, she slapped my hand away. I tried to hump her leg, hit again. Read more »

My husband lets me sleep with whoever I want so long as he doesn’t have to know [FM]

When I was young I was a standard horny girl. I spent lots of time on tumblr dreaming about celebrities and kink. Then when I was finishing high school I started dating this boy and we got married right out of college. On the day of my wedding I thought I would only ever have sex with one man.

Our libidos never matched up. In high school, he was the one who initiated sex, but I initiated everything else. Anal, kink, mutual masturbation, sex tapes. All me. He was weirded out, but we love each other, so he went along with it. Eventually though I got tired of asking and felt gross for making him do those things.

That culminated in a conversation a few years ago. He’s never been a jealous person. When he caught me in an especially kinky masturbation session, we had a long discussion where he said he didn’t really care if I saw other people. We don’t need to talk about it, and I had a more active social life anyway, so it worked out well. He wouldn’t have to wonder whether I was getting dick or drinks with the girls, and I wouldn’t hassle him for sex more than he wanted. He didn’t set rules, and frankly that’s made it a lot more fun to indulge. Read more »

How I [M] got paid to tutor [F] part III the new students

The payments had been great. It was by sure a new perk to the job. The academic year was getting close to being over. I have so many stories from the year, but honestly it is a lot of the same–hot mom sex, and getting my math teacher cock sucked. It had always been just the two of us. Occasionally she would call and just offer a little something extra on the side, or it might be a quick hand job in the car after we both got done at the community gym. I was not going to be one to complain.

I had just deposited my cum in her mouth when she looked up at me. I knew this was not going to be a normal thank you for you cum kind of moment. She looked at me and said, “I hope you don’t mind but I told a friend about how you have been helping us out with the math. She is taking a math class at the college a couple hours from here, and well she is not doing well. She needs a passing grade to keep herself going.” Read more »

[MF] I follow a former student on her NSFW Twitter.

I follow a former student on nsfw Twitter

All persons in this story are 18 at the time of incident.

I used to teach her in high school. She is fucking stacked. At least D or DD tits, rocking ass. 5′ 4″ or so. I’ll call her Jenna for now (obvious name change is obvious).

Jenna and I had a good relationship the two years I taught her. My first year teaching she was a great student. Second year the school was closing so she would be the last graduating class.

Around the middle of the last year, we were talking about tumblr. I said if she could find me, she could follow me. First mistake.

See, I had TWO tumblrs. One about books, and one for porn. Both were close kept secrets.

She came up to me a week later and said she had done some serious digging and found my tumblr! I then got a follow on my regular blog. No biggie!

My other blog had a small following before the death of tumblr. I posted porn I enjoyed and stuff about my relationship with my girlfriend at the time with her approval. I started taking asks too. Read more »

The bovine stransformative virus (long story)

I’ve spent the past few days writing this out, it’s been so fun.
This is inspired by multiple stories I’ve read over the years.
I really enjoy reading hucow stories, so that’s what this is.
:
This is NSWW special news report.
This just in, cases have been growing of a new pandemic level virus, experts are calling the “bovine transformative virus”, symptoms include but are not exclusive to enlarged breasts in females, an enlarged rump, hips and thighs, for males who capture this virus snake horns protrude from the forehead.
Experts are warning people to stay indoors, especially females.

In this story we will follow the story if Jessica (Jessie).

Jessica was a 22 year old college graduate, she was so excited she had graduated and had recently got a job as a barista in a local coffee shop.
She started on Monday, now Jessie didn’t really know of the virus, she had heard some stuff about it, but not a whole lot.
She was fit and in shape with perfectly rounded C cup tits, she had mid-back length blonde hair that everyone was jealous of. All through high school and college she was the tease of school. Now that she was working, life was much harder, and after having a fight with her father, she had run away from home, so was on her own. Read more »