High School Archives — Page 401 of 805 — NSFW story

Uber Driver Spanks Bratty Tip Thief [M/F]

(Originally posted in r/SpankStories)

Peyton was petite, compassionate, fun, but sassy. She was barely 5’0, and her long sandy brown hair made her seem shorter. And even now at 18, she floated through life on her parents’ charge card, or her friends’ parents’ when she maxed that out.

She had a young face that gave away her naivety to the world, and the body of a volleyballer that always seemed to attract the wrong kind of attention. The small frame and round bottom were a dangerous combination on the court, but also for a newly minted adult who didn’t know when to say no.

Her exceptionalism in the sport was the only thing that kept the college she was attending from kicking her out after the first semester. Besides the party lifestyle she was in over her head with and made no attempt hide, she had begun to plagiarize to try and keep up with her work. Peyton was a good girl at heart. All she’d really wanted to do was fit in and make high grades. She just didn’t know the right way to go about doing either one. Well, she had some idea, but the work seemed entirely too daunting. Read more »

[M]y slutty high school friend

So as I’ve previously posted. I met one of my high school friends who was very shy and innocent in high school and now loves being used by needy guys.

I continued to keep in touch with my friend that I will call Sally. She’s tease me and send me the occasional sexy pic.
One week she visited her sister who lived in the town next to mine and asked me if I could pick her up for some fun. I was thrilled to do so. I picked her up at the local Walgreens in a crop top, a short jean mini skirt and flip flops. It was Summertime and she looked amazing. Almost exactly what I remembered from high school. We got to talking as I drove, she made it very clear what was on her mind as she spread her legs open to reveal not wearing any panties and her dripping wet pussy. She wanted to fool around at my work.
I work at a large facility. It was getting close to closing time and we had the place to ourselves, since I had a high level of access and could go pretty much anywhere in the complex.
She was on a mission to fuck in as many places as we could. At my desk, in my bosses office chair, in the forkflit, over tables, everywhere. It was so hot.
After several hours and my dick sore from all the fucking, I drove her back to her sister’s, full of cum and happy to be the slut she was born to be.

The Geology after school work

So this is my first post here, and I am doing it after being dared by a friend so hope you like and feel free to give constructive opinions and let me know if I can continue.

It’s summer, the last week of classes in High School me and my girlfriend Joanne have marked going to my house finish some last after school stupid geology work, in the afternoon.
She’s 5ft tall, fit, Asian like a brunette with brown eyes, D cup with matching ass.
I’m 6ft tall a little chubby blondish with green eyes.
I was excited because Joanne going to my house always mean some kinky stuff happening.
The classes seemed never-ending thinking what I could do to Joanne all afternoon if it wasn’t for the stupid geology. When they were finally over, we meet in the corridor and off we went.

In the walk to my house she started talking about the new cool movie that they did kinky stuff in, obviously 50 Shades, she was interested in those romantic and kinky styles of films for a long time and even read the book, I was truly interested in the kink part of it and maybe take some ideas, but the romantic and drama stuff made me puke a rainbow. Read more »

The Legal Assistant (s) Part 3 [MFF] [Light Bondage] [Office] [Oral]

See my profile for Parts 1&2

I did what I could to clean up after my latest adventure with Nastya, but it was a challenge. Since cleaning was the responsibility of the building management, we generally didn’t keep cleaning products in our office. And all the cleaners had gone home well before, so there wasn’t anyway to borrow some. I planned to sneak in something from home the next day to make sure all evidence was gone, since I tended to be the earliest into the office each morning.

I arrived the next morning and was surprised that Marnie was already there. After saying good morning, I gave her the old “you’re-in-early” thing. She said she figured she needed to get any early start to help meet the deadline that kept me there last night. Right, I hadn’t thought about that, I said in my head, as I calculated what the risks were that I still had some clean up to do. Figuring I was sort of stuck for the time-being, I went to my office and got down to work. In the daylight, it was clear I hadn’t done as good a job cleaning my load off the window like I thought. But I knew where to look, so I hoped it wasn’t immediately noticeable to someone that didn’t know what to look for. Read more »

[M]y innocent friend from high school became a kinky slut

Back in high school there was this one girl who was pretty ditzy and cute. Always very nice and seemed to be really sheltered and gullible.
Fast forward 15 years, I stumbled upon her FB profile and we got to messaging each other and did some catching up. Some how the conversations turned to how sexual she has become since high school and she wanted to “show me” first hand.
A week later I drove down to see her and went to her place. She greeted me with wearing nothing but a bath robe and asked me if I wanted to unwrap my present. She was wearing nothing but high heels and a smile.
We started kissing and then I turned her around bent her over and started licking her wet pussy, she moaned and arched her back. She loved it. I then stood up and started fucking her on her bed. We moved to her mounting me on the bed riding me. Then she asked if I wanted a surprise. I said sure.
She sat up off my cock and slowly started to put it in her ass. She was so tight. It was amazing. She loved it in her ass.
We continued to fucking for about 20 minutes until I can down her throat.
We got to talking and a few minutes later started round 2. She asking if I wanted her to squirt, which I was excited to see. She first had me finger her, she begged for more. Then I added a finger, then another and another. Soon I had my whole fist in her pussy. She started moaning loudly and then it happened. She squirted all over my body and face it was amazing.
She sucked my cock once more and swallowed all of my cum.
I thanked her as she giggled.
I was pleasantly surprised how much of a slut she had become and I was the more happier because of it.

Darcy’s Doubts: Day 1 [M/T]

This is a work in progress and is not a quick fap, I hope to add more sex in the beginning after another round of editing, but for now I just want to share this. Hope you enjoy!

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“This is your pilot speaking, we’ll be landing in Chicago…”. I ignored the rest, too excited to finally be here. Chicago, the Windy City, the Second City, whatever else people are calling it nowadays. I’d been here a couple of times with my family when I was younger. We’d go to the zoo and the pier every time we came. Dad always talked about moving to the big city. Until a weekend of expensive food and parking convinced him otherwise.

Today I’ll be making his dream a reality thanks to the *fancy* new job I landed. My new company was clear, they needed me asap, so I hopped a flight quick as I could. I came with nothing but a duffle bag, backpack, and the clothes on my back. To be honest I didn’t own much else. Anything else I did own I left for my old roommates to fight over. Read more »

Lots of firsts in highschool. First car blowjob in public and fingering a girl in public [MF]

Here is a recollection of some of the car sessions I’ve had with my gf. All stories will be 18+ years old. This will be the first legal car incident. Take a quick peek at my profile to see her (it’s easier and more effective then describing it).

Before I dated my gf I first got to know her outside of class, in high school, with one of her friends. We had gone to get food and hung out a couple times before. Well right around after my 18th birthday, (she was 18 too) when we first started dating, she pleaded for me to come see her at the mall, I believe we hung out at Target of all places. Her friend would be there too. It was about 7 pm on a weekday with class still the following day.

I told her I was too tired and didn’t want to go, she followed up that she’d blow me in the car if I came but I followed up that I had already cum twice that day! Don’t ask why…? Eventually I gave in to the thought of a parking lot blowjob, my first one. Read more »