Tag: High School

“A Series of Confessions: Lot 1” [F] [MMMF] [MF] [anal]

“A Series of Confessions” Lot 1
I’m just trying something different, to see if you like it or not. When I had my Instagram page, before it got taken down, I would ask people to direct message me their anal confessions. I actually got a lot. People trusted me. I wrote some of my own, too, and posted them. I just never would tell if they were mine or someone else’s. So, since it’s Saturday, I wanted to share three short confessions from my deleted page. If you let me know if you like them, I will post more, from time to time. Thanks readers. ?

ANONYMOUS CONFESSION #1 Read more »

Hotwife’s hot past, the cop part 1 [MF]

This story is true to the best of my knowledge. It is one that my wife, Tonya, has told me many times over the years and never fails to get me off.

Tonya was a cheerleader in high school and maintained her cheerleader body of thick muscular thighs and ass with a tiny waist, never going over 110 pounds, until she was 40. She also started working the over night shift at a local diner on weekends from when she was 16 until she graduated college. This story takes place during her time at the diner, around 30 years ago.

It was the Sunday night of a hot, southern, Labor Day weekend. Tonya was the lone waitress in the diner with one cook in the back. About 2 a.m. the diner was empty when a group of drunk rednecks came in to eat. Before they even ordered,  they started to fight out and the cops were called. The first officer to arrive was Armstrong. Armstrong was short, maybe 5’6”, and stocky with a reputation around for being a sadistic asshole that liked to beat people up. He was known to everyone simply as Armstrong or “Armstrong the asshole.” He was probably around 30 at the time and married but also had a reputation for fucking anything that would hold still. Armstrong came in swinging his night stick and quickly took over the scene. Watching him completely dominate the other men and boss the other cops around immediately made Tonya’s panties wet. Suddenly, Armstrong was the hottest man she had ever seen. Read more »

“The Much Needed Family Vacation” [long] [story surprise] [anal]

Story taken from a man’s POV. ?
“The Much Needed Family Vacation”
”Her ass was so young and tight. I could tell by how much I have been paying attention to her everyday for at least three years. She was so sexy, but, oh, that ass. I don’t even think she knew it. I mean I know she knew she had a nice body, but not on this level, to me. I’m pretty sure she didn’t know about me, thinking of her, in this way. Every guy that saw her probably whipped their dick out in their bathroom only to jerkoff imagining that they were sticking their dick in that perfect ass, and filling it up with their cum. I wonder if her boyfriend, and ex boyfriends got to taste and fuck that ass. I actually wonder if she likes it back there. You’d think she does, by the way she presents it. The skimpy tight shorts, skirts and pants.

I was actually able to take a picture of her pussy staring back at me from under a table. I was shocked to see that she wasn’t wearing any panties. I drowned that pic with the amount of cum I expelled jacking off to it. Regardless, if she was really into anal sex, or not, in my fantasy, she was. Read more »

ANNIE’S FIRST BUKKAKE [FMMMMMMMMMMMMMMM+) [bukkake] [orgy]

In high school, Annie was a people pleaser. If a teacher told her to take an elective, she took it. If a coach told her to join the team, she joined it. If the theater teacher asked her to join the play, she joined it. She aspired to make everyone happy, which is why people started to say, “If you need something done, ask Annie.”

Of course, the jokes started rolling in. Nerds needed prom dates. Jocks needed gangbangs in the locker room. Girls wanted their first lesbian experience. It started off simply enough, with actual requests being a first kiss. Annie handed out first kisses left and right. And she loved the feeling of making people happy. She even loved when guys (and girls) came back for round two of their “first kiss.” If they liked it that much, well, sure. Why not keep kissing them?

At a party one evening, Annie got a touch too drunk. Someone suggested she sell lap dances for $10.

She made $80 in just an hour. And then the real requests started rolling in. $50 for a blowjob. Deal. $75 to watch her eat out another girl and make her cum. DEAL! $300 to fuck one of the kids in the class … in front of everyone. SURE! Read more »

My Friend’s Big Dick (Wifes perspective) [Group]

After my wife saw my post and a couple requests for her perspective she decided to write it down. We hope you enjoy it. Also here is a link to the my side of things if you aren’t in the know. [My Friend’s Big Dick [Group]](https://www.reddit.com/r/gonewildstories/comments/da6wj3/my_friends_big_dick_group/?utm_source=share&utm_medium=web2x)

–

I read my husband’s (yellow as he dubbed himself) story and it really made me start thinking about those days. I suppose I’ll follow his example and follow things chronologically, but focus a little more on the sex instead of the rest of it.

I was probably in high school when I first met Red. I didn’t really know anything about him other than he was Yellow’s best friend. I never really understood why they got along so well as they had very different interests. Red was a gamer and my husband was a hunter. That’s a very generalized summary but I feel it’s a good example.

There were the rumors in school that Yellow mentioned in his post, but I really only knew about Red’s situation because one of my friends were one of the girl’s who had been trying to get a little friendly with him. Read more »

I (28M) fucked a high school student (18F) for months [MF]

I was working in Lincoln for 6 months in 2015 (I was 28 at the time). I was on Skout quite a bit, which mostly involves dodging convos with women in the Philippines. But I did start a conversation with a girl in town; she said she was 18 and still in high school. She didn’t seem creeped out by our age gap and continued talking to me, so I took the bold approach and just explicitly indicated my sexual interest. She was down, but “no promises, maybe just a kiss” the first time around. It must have been something she said because of the internalized slut shaming that is so rampant in our society, because she was actually so DTF that it shocked me.

She was maybe 5′ 4″ and 110 lbs soaking wet. Slender and toned. Hair was light brown, wavy, and not quite shoulder length. DD breasts with nipple piercings (I took this to mean she must have in fact been 18, so I did not ask her for ID; I knew I would have had to bail if I knew she was younger). Between her IDGAF general attitude, nose piercing, and colorful highlights, she seemed like more of a loner, or at least not the conformist/popular type at school. Her name was literally that of a Greek goddess. Read more »

[MM] – How I got my first boyfriend at 35.

I met Matt in 5th grade. I was new to school and he sat next to me in class. From then on, we were inseparable. During Jr High, we almost always spent the weekends together crashing at each other’s houses. In high school we were always partying together. In college, we were room mates. People used to call us JD and Turk because we were so close.

When we graduated college, life happened. I had to move a few towns over for a job. We got girlfriends and moved in with them. We stopped partying. We started talking less. I knew it was normal. This is what happens to adults, but I hated it. I found that most nights, I would have rather have hung out with him than my own girlfriend. Of course, I knew I had to keep that to myself. You don’t build good relationships like that. Plus, my feelings for Matt where always more intense than normal friend feelings and I had learned over the years how to suppress that. Read more »

“His First Taste of Rimming” [M/F] [rimming] [first time] [cousin] [incest]

One time, when my cousin Gwen and I were in senior year of high school, we were home alone one afternoon and snooping around in my parents’ bedroom. The bottom drawer of the bedside table was locked, which was weird to us because no cabinets were ever locked in our household growing up. My parents were always super open, being ex-hippies.

So, of course, being mischievous teenagers, we picked it open with a hairpin. Needless to say, it was not a sturdy lock. Lo and behold, we found my parents’ cache of porn. It was the 90s when this occurred, so the porn would have been from the 80s. Most of the women still sported full bushes, and the camera’s focus was soft.

I don’t think Gwen had had sex yet, and I had only gotten to second base with the girl I was dating. Anyway, the discovery cracked us up, and we started leafing through the magazines. Looking back, it was all rather innocent—the porn as well as what we were doing. Porn today is so hardcore… as am I. But more on that later. Read more »

Her name is Amy [MF]

Her name is Amy. I watched her grow up. From a little tomboy playing football with the neighborhood boys to her first bikini in the backyard pool to her high school prom dress I watched her grow up. At eighteen she could easily have been mistaken for a twenty five year old women. All the curves and just a perfect personality. I did not know it but she had no boyfriends in high school. Seems she may have intimidated the pimply teen boys of her school.

I am self employed, working out of my house. The summer after her graduation, she came over while I worked in the garage. This girl is five foot four, slender legged and maybe 100 pounds. Her breasts I estimate at heavy C’s and her stomach is flat as a washboard. A face as pretty as a movie star, this little girl is HOTT. She had a bare belly tee and cutoff jean shorts. Cutoff way too high if she were my daughter. Cutoff just right for this situation though. She asked me normal stuff. Questions about my work and what I was doing. Then she dropped a bombshell. She just blurted out she had never been kissed and did not know how to do it. I was silent. She is eighteen and I am thirty five. What do I say to that?  Read more »

“Dance Recital Teenager Likes It In The Bum” [M/F] [anal]

“Dance Recital Teenager Likes It In The Bum”
“…..I couldn’t help but notice her. She stood out from the rest of them. The way she was doing hip-hop was such a fucking turn on. She just screamed, “look at ME, Justin,…no, not the other girls ass, look at me.” I could not help it. Now, I was happy that I came to my niece’s dance recital. Stop being sick, if you thought it, it wasn’t my niece. No, I was happy before I came, really, because I love my niece, but this gave me something to look at and enjoy, and maybe, perhaps, get to meet. My mind started to wonder from there. Those of you that know me, probably know immediately what I was thinking. ?…Do you? Well, I was thinking about “why do they pay so much for their dance costumes, to wear once, and never again?” Lol. No, I was thinking naughty. NOT creepy. Not like some old guy ogling some young girl. No, it was “me”, ogling some young girl. ? Just kidding. Read more »