Tag: High School

Tryst with the Cleaning Lady [M/F]

Greetings! This is a true story which got me banned from GoneWildStories as I was not explicit about the ages of those involved. I hope you all enjoy it. Additionally, I anticipate that you all will be able to surmise that everyone was over 18 as suggested by the facts that the involved parties were a senior in college and a graduate student, respectively, but just to be absolutely clear: we were both in our 20s.
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[Edit for tags and clarity] M/F, I was 26 at the time, she was 22, no cheating for the butthurt, everyone tested for STIs and birth control used for the health-minded, alcohol consumed for the abstainers…what else…Easter mentioned for the anti-religion/Jeebus crowd…higher education mentioned which may offend the dummies…okay I think that’s it. You’ve been warned. Proceed with caution. Lots of preamble. Skip to XXXXXX if so inclined.

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High school crush. (M/f)

Thought I would share the story of a hot night with a high school friend.  I had a crush on this girl since the first day of high school.  We were just friends and were never really more than that.  But she was very attractive.  She had beautiful bright red hair, wonderful breasts and ass that would hypnotize the moon.  After we graduated we lost touch and maybe talked a handful of times after. 

  About year after high school I got married and went to college with my wife at the time.  We weren’t married long.  Ill refer to her as my ex.  We had a very open marriage.  My ex was bi and loved talking to girls and messed around with one of her friends.  She didn’t care if I talked to other girls since she did the same.  She decided to go back home for a month during summer break and stayed at college since I had a job and summer classes.  While she was gone I had the urge to message my old friend from high school.  We started talking for most of the next couple days, but she was concerned about talking to me since I was married.  I explained to her that my ex and I had an open marriage.  I told her that my ex was into girls and didn’t mind me talking or being with another woman if I wanted.  Read more »

Hot night with high school crush part1. (MF)

Thought I would share the story of a hot night with a high school friend.  I had a crush on this girl since the first day of high school.  We were just friends and were never really more than that.  But she was very attractive.  She had beautiful bright red hair, wonderful breasts and ass that would hypnotize the moon.  After we graduated we lost touch and maybe talked a handful of times after.  About year after high school I got married and went to college with my wife at the time.  We weren’t married long.  Ill refer to her as my ex.  We had a very open marriage.  My ex was bi and loved talking to girls and messed around with one of her friends.  She didn’t care if I talked to other girls since she did the same.  She decided to go back home for a month during summer break and stayed at college since I had a job and summer classes.  While she was gone I had the urge to message my old friend from high school.  We started talking for most of the next couple days, but she was concerned about talking to me since I was married.  I explained to her that my ex and I had an open marriage.  I told her that my ex was into girls and didn’t mind me talking or being with another woman if I wanted.  So after explaining this we started talking about sex and preferences and our past experiences.  My friend was very shy and sweet and very innocent.  I couldn’t believe this was happening.   This turned me on greatly as I had always fantasized about her but never made any moves.  This was my shot at my high school crush.  I started telling her all things Ive done and the things I would do to her.  I could tell I was turning her on and I decided this was it.  I asked her to drive to my apartment and I would show her what I wanted to do to her in person.   it seemed like forever passed before she said she would.  FUCK YES.  this was actually going to happen.  I was in heaven.  So as she left her place I was like a giddy teenager.  I paced back and forth in my apartment looking out the window, watching for her.  She finally pulled up.  I went to the door and waited for that knock.  Knock Knock.  I opened the door and just starred in awe.  There was my crush standing there.  starring at me.  She was wearing athletic shorts with a tight Tshirt that accentuated her perky tits and her nipples were rock hard. I knew she hot and wet for me.  My cock was throbbing, my heart was fluttering. She smiled and I took her hand and pulled her.  I instantly put my hand against her cheek and pressed my lips against hers.  my tongue slid inside her mouth massaging hers.  My other hand slid over her wonderful ass squeezing gently.  She gasped as my hands explored her body.  I spun her around and pulled her tight against me.  My cock pressed against her ass.  She started slowly grinding her ass against it,  Making my precum drip from my head. As we moved to my bed  I slid my hand over her stomach and up her shirts, grasping her breasts and squeezing her nipples causing her to moan and shutter.  She leaned back and we started kissing again as she reached around and grabbed my cock.  she slowly stroked it outside my shorts and she could feel how much I was leaking. I slid one my hands down her shorts and under her panties.  My fingers found her lips.  I spread them slowly to reveal her clit.  As I ran them over her clit her pussy drenched my fingers in her juices.  She moaned as I rubbed her clit and slid my fingers inside her soaked pussy.  She then did the same and reached in my shorts and pulled my cock out.   I tuned her around and threw her on her back on the bed.  I pulled her shorts and panties off to reveal her beautifully soaked pussy.  her clit was engorged and begging to be licked.  I wanted to tasted her pussy…. 

That time I woke up with my friend sucking my dick and I didn’t stop him. (M/M)

So this happened a while ago but I’ve been thinking about it and I want to share this memory. I think of my self as straight and I have been in a long term relationship with a girl for 10 years now but before all of that there was this one guy…

We were friends in high school, we mostly just hung out with each other and played video games. We would spend the night over at one anothers house and play games all night. Well one night my friend (I’ll call him Carter) was sleeping over at my house. After a late night of gaming we finally called it quits and went to bed. My room had two twin beds in it. I can’t remember the dreams I had that night but I know I was getting very excited and horny until i realized that I wasn’t asleep any more. Read more »

(M)y study partner (F)

This just happened tonight and I have to write about it. This story starts in January when school started again. I’m a third year college student retaking a first year class for a better grade. I’m about 6’0″, 185 lbs, and not bad looking.
 
The first day I’m walking down the hall toward class thinking this is going to be a nice quarter. I’m taking one of my classes for a second time and spring will be here soon. I should note I lost my v-card only a few months ago so I’m enjoying my newfound confidence. I got the condom on after 2 tries and still sealed the deal.
 
That first day of class I realized I had to quickly figure out who the hottest girl in the room was and sit next to her. She just happened to have an open seat right next to her so I grabbed it. We exchanged a quick look and small smile. My first assessment was that she had auburn hair just above shoulder length, a nice smile, somewhat in shape, and b/c cups. I made small talk at times during class and and we eventually started sitting next to each other in lecture. We’d write notes for each other, use the crossword as an excuse to feel each other’s arms, legs, etc.
 
Writing this I now feel slightly embarrassed at how long I took. Fast forward to last week. At this point we’ve been rubbing each other’s legs while listening to lecture, leaning against each other, etc. With the weather being a little warmer she’s been wearing shorts. She said she ran track in high school and I was finally able to confirm her legs and ass are top notch. I’m a huge fan. At 5’8″ she’s taller than most girls I usually hook up with. She’s got a full b cup but I was more intrigued with the long legs. What it would be like to have them wrapped around me or spread wide. Since the midterm is happening Friday and I was doing well I offered to tutor her. She agreed and we both decided to meet at my place Wed at 9 pm (that was tonight).
 
So she shows up with her backpack, the book, and we head upstairs to my room. She’s wearing yoga pants, a t-shirt, and I’m in jeans and a t-shirt. As she walks up the stairs I’m looking really hard at her ass. I’m trying to figure out if she’s wearing granny panties or a thong. I can’t see anything so she’s either got a g-string or she’s not wearing any at all. I close the door behind us and we set up on my bed while making small talk.
 
We spent most of our study time talking about random things. Nothing remotely sexual at all until the end when we’re ready to call it a night. It’s now about 11 and she says she wishes she didn’t have to drive all the way back home, about 10 mins away. I mention she’s welcome to stay here. She can have my bed and I can take the couch. She says she’d feel bad kicking me out of my bed and I finally get it. She’s trying to have sex with me.
 
I say ok. She says she didn’t bring anything to sleep in so I offer her a pair of shorts and a shirt. I say I’m going to brush my teeth and that I’ll be back. I head into the bathroom thinking holy shit, this is going to happen. I come back in and she’s leaning on my desk browsing the internet on her laptop. She’s not wearing the shorts or a bra. Just the t-shirt and my favorite, a tiny little g-string. She sees I notice and says she only sleeps in underwear with a little smile. I smiled and said, so do I. 
 
I got down to my boxer briefs and shut the light off. The street lights shone in the room making it bright enough to find the bed. I’m right handed so I let her get in bed first. She’s on her right side and I lay on my back. At first we are touching but just barely. After a brief pause I said come closer and pulled her to me. I had a pretty strong hard on at that point and she wrapped her left leg around me. She put her head on my shoulder and I knew she could feel my boner. Her left hand played with my stomach and eventually my nipples.
 
It’s late and I’ll have to finish this tomorrow.

Stripping at a bachelor party at the UW

By this time I’d been stripping for a month or two and Kylie had really taken me under her wing and I really trusted her. She was great and I was in awe of her. She never really worked all that much but she always had a ton of money and had all these side jobs. I had told her that private dances weren’t for me because I thought I might be a little too new to get into that at this point in my career. She suggested that I work with her a bit to really get to know the routine of a private dance and how to do one properly. She had already promised to perform at a bachelor party at a University of Washington fraternity. I was really hesitant to do a bachelor party especially at the UW. I had lived in a fraternity during the summer I graduated high school. So not only did I know a bunch of guys from there but I also knew how out of control frat guys can get given a bit of alcohol and naked women. Read more »

Got head from my upstairs neighbour while living in rez

In first year of college I loved in the dorms, which was the best decision ever. The worst decision ever was staying with my high school girlfriend with the intentions of being faithful.

On move in day, my girlfriend of two years, Cathy, helped me move all my stuff and made friends with some of the girls on my floor, some of which I’d end up sleeping with over the years. But the first indiscretion is the one I’ll remember the most. One girl I met on my first day I remember not thinking much of – that was Emily. This story is about Emily, the girl who lived above me.

Emily was caucasian, brown hair, blue eyes, above average looking – think 7.5 or maybe 8 / 10 on a good day, and had a great smile. She was about 5’6″, had B cup boobs and a great ass. But what I really noted about her was her attitude. She didn’t give a fuck and didn’t take shit from anyone, and as I got to know her better through the first month of living around her, this is really what made me want her. Read more »

The Turning [NSFW] [M/F] [Oral]

I was enjoying a quiet sit down in the park that Thursday afternoon, coffee in hand and the sun on my face. A perfectly, warm autumn day. I took a sip of coffee.

“Ah-BOO!” my interloper yelled from behind me.

I almost dropped my takeaway cup on my lap, dislodging the lid in the process. Coffee dripped through my fingers and sprinkled over my shirt.

“Hello Kelly. You’re late”, I said, ignoring the provocation. It would never do to appear rattled with this one. She would enjoy it too much.

The girl sat down on the grass next to me and took a cup of takeaway coffee from the disposable cardboard tray next to me.
Please meet Kelly: a jolly elf of a lass, 27 years old and quite stunning. My only complaint, if I should be forced to own one, is that her hair was cropped too short for my liking. She wore a Ramones t-shirt, blue jeans and sneakers. Or, as I tended to think of it as – Kelly’s all round year uniform.

“Hardly late”, she replied. “Blame the bus, Mr Anal”. Read more »

[fFM] Fun with my neighbors

So I decided to write about this as its been over a year and I want to share it. In October last year I had moved apartments within the city but had about a week between me moving and the place opening up. So I decided to fly back to Georgia to spend the week at home.

Being home is always strange as a lot of my high school classmates are still there in our small wealthier neighborhood outside of Atlanta. Most are still hanging out at the same bar and all work at their families business after college. All my neighbors still all live in the same houses so everyone just looks a little bit older.

I had gotten in touch with a few friends and we wanted to go out to said bars just to catch up. The bar was fun and we ran into a bunch of my neighbors to include the family that was kiddy corner to us. Read more »

The time [M]y girl[F]riend begged for my flaccid cock inside her!

*mandatory i’m tipsy so pardon the mistakes and it I guess its why im posting this also this was like 6 years ago

So to start off I’m a grower not a show’er so flaccid i’m either 1″ or 2″ at most. when in high school my girlfriend at the time had no idea there was the difference between a grower or a show’er. about 6 months into are relationship she finally saw my flaccid cock and it surprised her as when i’m fully erect i range from 7″ to 9″ depending on how turned on i am.( yes, i know that sounds like a exaggeration or lie but its not Ive measured it on so many occasions i can’t count due to the fucking size difference.) after seeing it she became fascinated by it. whenever we was together she would purposely try to pull it out to see the size of and play with it to watch it grow. (i guess a lot of woman like to do this as i found out recently. THANKS REDDIT!) One night while fooling around she asked if i could try sticking it inside her while flaccid! Due to her wanting to feel it GROW inside her. As many men know with growers its nearly impossible to try something of such. Read more »