Tag: High School

An amazing night & almost getting caught by her parents [MF]

Hello everyone! I’ve been reading this subreddit a lot since this past year and I have yet to post anything to it. Today I’m finally writing something in the spirit of the October theme: One Night Stand related, that happened to me. I have a lot of other great experiences so if I get enough people that like this post I’ll post more.

At the time of this night I had just turned 18 and was about to graduate high school. At the time I was not very sexually experienced. I had only had sex with one other woman(lost my virginity to a 38 year old woman when I was 17) and did ALOT of foreplay when I was younger. But this night was one of the most memorable nights of my life.

I had just started talking to a girl that had one more year left in school til she graduated. She recently broke up with my best friend at the time, and I hit her up on myspace and we ended up getting real close. She was beautiful, only about 5 foot 1, blonde hair, amazing hips and ass and small B sized tits. She was bi-sexual and had sex with a lot of girls before me, despite never being with a guy before. Read more »

Veronica on the beach [MF]

This is a story that happened this year, and before you jump to conclusions, it doesn’t involve incest. I’ll get to it later, but bear with me for now.
I have a fairly large extended family. My dad comes from a family of 8 kids, and my mom from a family of 7. Our family reunions are loud, crowded, and definitely not the place for an introvert like myself. My mom’s side of the family is larger, and I usually spend family reunions doing my own thing and begrudgingly joining the family for dinners. The age disparity of my mom’s side of the family is all over the place, and I have a bunch of cousins who are preteens while others are fully grown adults in their mid to late 30’s. I happen to be 25, and there aren’t any cousins on my mom’s side around my age. Read more »

Masseuse’s Home Visit

It was a week before the wedding and It was the day of Lee’s bachelor party. He had told His best man, Trent that he didn’t want anything crazy just a night of boozing with the boys and no strippers.

Lee had only been with one woman, his fiancé, and he had wanted to keep it that way. Well that’s what he said when his friends brought it up. Anna has been everything he ever hoped for in someone to spend the rest of his life with.

Lee walked into his apartment, tired from all the last minute wedding errands, ready to take a nap so he’d be refreshed for the night’s festivities. He stripped off his shirt and headed for the bedroom.

He pushed open the door and stood frozen to see [a woman bent over a massage table. Long curly blonde hair hung down the back of her short black dress. Her hair almost reached the hem of the dress, which rode up her hips to expose a black thong accentuating full hips and a round ass. Her black heels made her long toned legs tighten. ](https://www.reddit.com/r/FlirtyWife/comments/dcguc4/mf4m_m38_f38_hotwife/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) Read more »

Playdate Moms [FFM, Mature, MILF, Oral]

Your knock on the door was hesitant, surely this offer was too good to be true. One always sees those adds for “Hot MILFS Ready to Fuck in Your Area!”, but this time it might actually be real. Lately, you’d been browsing through meetup apps, just seeing if there was anything new to offer, and you came across a profile entitled “Playdate Moms.” After chatting with them for a bit (and hopefully not being catfished to hell), they explain they’re a group of, well, moms, that send their kids to each other’s houses for playdates so mommy can have playdates too. You send a couple pics, both face and dick, and after a brief moment they respond with:

*What kind of women are you looking for?*

No preference. Just clean and looking to fuck.

*How’s 3:30 this afternoon?*

You were almost surprised at their alacrity, but hey, one doesn’t keep horny MILFS waiting and you knew your dick would be enough to get them interested. A quick shower and a brief liquor store stop later (one does not just show up at a middle-aged woman’s house without at least two bottles of Chardonnay) and there you were. You almost knock again, except before you can do so the door opens to reveal two women. Read more »

My Sister Lizzy [MF] [MM] [FF] [Oral] [Anal] [BDSM]

PART 8

Looking down I could see Lizzy’s pussy wide open and a ton of cum poured out as it began to shrink.
“Holy Christ, that was so good, I don’t think I could do this on a regular basis but “Holy fuck” that was intense.”

As Lizzy rested, Tom managed to stand and stretch, his cock still hard as nails stood proud.
Dave and I were in awe of having watched Tom loose his virginity to the girl we loved.
What was even more amazing was that moments later Lizzy was ready again.
How did we know?
Lizzy spread her legs and asked if Dave and I would fuck her front and back.
That is a request that she didn’t have to ask twice.
Dave laid down on his back, while Lizzy mounted him. As she bent over I lubed up her ass and began the process of working my way past her little ring.
As Dave and I began to create a rhythm, Tom was closely watching the action, his face just inches from the point of our coupling. Read more »

[MF] [Cougar] Cream Pie From My Son’s Best Bud

I tried to be a good mom, but I just couldn’t help myself.

Each time I saw him over visiting with my son when they got back from college, I would feel a tingle flow through my body. He looked so different from when he would come over years before. Maybe it was the long nights that I would spend by myself? That must have been it. It just drove me crazy. That’s the only explanation as to what I had done after seeing him come around again.

My son Alex’s friend was named Eric. He was tall, blond, and fairly skinny. There wasn’t anything remarkable about him besides the fact that he was so flirty and he had a great smile. It just made me feel young again. It had been a while since I had gotten attention like that. Sure, I would get an occasional catcall or have someone ask for my number, but it was always so forced and awkward. Read more »

I [F] got fucked by my friend [M] from high school. (LONG story) [FM]

Last Friday, I met a couple of high school friends for drinks, and we were meant to go to a house party after that.

Let me describe myself for you first. I’m 23 years old, exactly 5 feet tall and Indian. (Everyone in this story is Indian since that’s where this story is happening.) I have long curly black hair and a roundish face, and a pretty great body- a 34F chest and a pretty slender waist, and I’ve been told that my ass isn’t bad to look at either. I have a boyfriend but we’ve been long distance for most of our relationship, and we both basically knew that it had fizzled out completely. We’ve been on the verge of breaking up.

I met three of my old friends at a newish microbrewery in town, pretty close to the house party we were meant to go to later. I won’t go into describing everyone- I’ll just tell you about the one that’s relevant to this story. Read more »

That time the nurse [F] turned out to be my [M] classmate

This isn’t exactly “wild”, not like some tales on this site, but it did happen. So, you have been warned.

In high school, I think every class has at least one “special” lady, ours was no different. Her name was Millicent (honest) everyone called her Millie for short, of course. She had that red hair that is every possible color there is in it, roundish face, freckles, not what you would call beautiful, instead she was SEX on wheels.

All of the guys, including me, were in love with her, and none of us ever got anywhere at all. Hell, I couldn’t even talk to her, my tongue stuck to the roof of my mouth and that was it.

Fast forward 4 years, I developed a cyst, in a place that no one ever wants one, right alongside my rectum. Painful is a word that does not even begin to describe that. My job at the time was driving a fork truck, and I just could not, not standing up anyway. We did have an on staff medical person at the factory since several thousand people worked there, A guy, of course. I let him check, he told me it was beyond his abilities and he sent me to the area medical clinic. Read more »

“First Taste of Love at the Beach” [MF]

“First Taste of Love at the Beach”
The year I graduated high school, particularly that summer, was probably the most memorable I have had in my life. Every year my parents, and a couple of their friends, and their kids, would split the cost of renting a beach house in the Outer Banks. This year was different, for one, it would be the last time I went with them on this trip, and second, the two older brothers did not make the trip this year, BUT their younger sister did. She just turned 17, and was going into her Senior year. . I was 18, and like I said, I just graduated.

Growing up we always played together, when our parents would get together. Then, when we got into our teens, we sorta did our own thing with our own friends. Last year on vacation we really got to know each other, but, we didn’t do anything, other than flirting and things. But, I had a feeling this year would be different. I knew, for a fact, she didn’t have to come, but she was. The same went for me. We were the last kids to go on vacation with the families. Next year, it would just be the parents. Read more »

Turning the small sweet and shy art student into [m]y personal hellacious [f]uckslut

It all started a few months ago in June,

After spending two years at my first college I’m finally ready to transfer to a bigger school to continue my education. I moved into my new apartment right next to campus and spend a few days getting myself used to the new town with the help of a few high school friends that arelady live there. They show me around to all the spots in town and I’m already in love with the city.

After about a week and a half spent in my new town I decide I need to fletch out a bit and fire up Tinder for the first time since breaking up with my cheating ex a few months ago. I swipe on a few local cuties at my new college thinking nothing will happen when later in the day I end up matching with one. I couldn’t believe it was that fast honestly. I open the app to see I matched with Maci, someone who I found to be absolutely adorable. She stands at roughly 4’11 with long flowing brown hair, ocean blue eyes that twinkled like stars at midnight, the most heartwarming smile I’ve ever seen, and had the perfect innocent girl next door look to herself. To give you a better idea of Maci she looks a little bit like English actress [Holly Earl](https://i.redd.it/se6ma2z9mj421.gif), not exactly 100% alike but enough to make the comparison. I decide to message her a short time later only to slowly get her snapchat and move the party on over to there. Read more »