High School Archives — Page 742 of 805 — NSFW story

Sex with my ex-boy(f)riend’s super religious (f)iancee

My deets: I’m 20, 5″7 and I mostly wear a size 2 or 4. My bust size is 32C and I have brown almost black shoulder length hair and brown eyes on a wide friendly face. If you wanna see a picture of my backside, check out my other story.

And if you want to skip the non sex parts, head down until you see the asterisks.

About two weeks ago, my Friday night was supposed to be a quiet one. My friend Mary was coming over to hang out and I was very excited to spend some time with her since she’s from out of town. See, my relationship with Mary is a little strange. Allow me to set the stage: towards the end of high school, I was dating this guy named Ron who was extremely attractive but also had strong Christian faith. He had pledged abstinence at his church but we ended up having sex a few times despite his pledge. He felt extremely guilty about this and a few days before he went away to some sort of Bible camp, we broke up. At that camp he met Mary. They connected instantly and has been going out ever since. Mary was from a different city but after high school Ron followed her to college and they actually got engaged about six months ago. Read more »

[MMF not quite bi] Ash and Gray stay the night (homoerotic threeway)

The sleepover I ever had was when Ash and Gray both came over with a bottle of wine each. We put on a DVD (ancient technology these days) of one of the High School Musical sequals “as a joke” although I noticed Ash, and even Gray, already knew a ton of the lines

We ran through the two bottle rapidly amongst the three of us and by the end of the movie I was begrudgingly getting up to refill everyone’s glasses

By the time they were empty Gray was kissing Ash’s shoulder and I was sucking softly on her neck, his hand on her tit. I was about to take her shirt off, I already had mine taken off, when she stopped and begged us to play some drinking games first, she wanted this to be a real sleepover, and we had barely made it though the movie

An hour later Ash giggled as her foot accidentally knocked over the now mostly empty bottle of Menage et Trois I had bought mainly for the name. The deep purple wine spilled onto Gray’s chest, running softly down his smooth abs. He jerked to stand up. Ash grabbed his hips and pulled him, dripping wine, back down to her and I. Read more »

My Wife’s Maid of Honor

My wife, Amanda, and I had been dating for 4 years when we decided to get married. I had never had any thoughts of cheating on her and I never intended to until the day of our wedding. I was excited and nervous the day of the wedding and didn’t really sleep the night before trying to get all the planning and packing for the honeymoon and after wedding plans taken care of. I hadn’t seen Amanda in a few days and was wondering how she was doing. I knew I wasn’t supposed to talk to her or see her so I called Victoria , the Maid of Honor.

“Hi Zach, Amanda is doing great she is in the other room with her Mom. We will see you tonight it’s going to be a beautiful wedding.” Nothing seemed out of the ordinary. Victoria and I had gone on one date 10 years ago and never even kissed just more of friends hanging out than a date. She had been married a year before my wife and I even started dating. My wife and her weren’t the closest friends at the time we were getting married but they were inseparable in high school. I went to a school across town and actually met Amanda through Victoria. They are both beautiful women. Amanda is your typical blonde hair, blue eyed, big boobs, nice ass, total smokeshow about 5’9″ 120 lbs while Victoria has an absolutely beautiful face with long dark hair, dark tanned skin, and an ass that you just can’t not stare at and is 5’5″ and 105 lbs. Read more »

[M]y [F]irst Domination

I was told to post this here.

My parents have always been *very* involved in church. My dad works there as a facilities manager and my mom has volunteered in several ministries across the years. This meant I spent *a lot* of time there. Too much time. Well Pastors Kids become very cliquey because we are stuck there and have nothing better to do. There was this one boy whom will call Drake. Him and I never really fit in with the rest of the PKs and he was extremely cute.

Growing up I had a crush on him but was never brave enough to admit it. We both had several significant others throughout high school and slowly drifted apart. When I was about to leave for college I threw a party and invited him. That night I said fuck it and told him about my crush we ended up disappearing to my room and making out for about an hour. Our hands were roaming and we both admitted to wanting to have sex but still being virgins. I was about to try to suck his cock when I heard someone say “Hey where’s Nami?” I ran downstairs and he ran to the bathroom. Read more »

[M]y threesome with g[f] and best [f]riend

I’m a male (27)and have been with my girlfriend Lauren (24) for over 4 years. She still hangs out with her best friend from high school named Jessica (24 also). They were both the shy quiet type in school. Neither of them were really popular and never dated before graduation. Lauren was a little chubby and not very cute back then. But during college she lost some weight, grew her hair long and started dressing better and using make up. She really blossomed into a sexy young woman. Her friend Jessica was a little the same way too. She always had a pretty face but not the best body. The two of them go to the gym together and are now both pretty fit, but they both got nice big boobs and pretty big firm asses. Read more »

The day I (M) got a JOI from a doctor (F)

This happened around ten years ago. I was up past bedtime for some reason and while flipping the channels, I landed on this movie. It had this awkward guy in a high school and everything. Looked fun. 10 mins into the film, comes in [Elisha Cuthbert](http://gfycat.com/MixedRapidHoneycreeper).

Now, keep in mind that at this point, I knew nothing about jerking off. I did know Elisha from 24 though and thought she was pretty. Then there was the stretching and stripping . Heart started beating so damn fast and I panicked as a got a boner as I didn’t know what was happening. I continued watching the rest of the movie which has Elisha doing incredibly sexy stuff. The entire time, my heart rate was through the roof, had a feeling of butterflies in my stomach and my boner felt like it was going to explode.
By the time the movie was over, I was feeling really lightheaded and dizzy, and had severe blue balls which hurt like hell. The pain had spread to my entire lower abdomen and my rapid heart rate made my chest hurt (my panic at what was happening certainly didn’t help). Boner didn’t go down and it felt like it was going to explode.
I thought I was going to die, started crying, and woke my parents. Told them about chest pains and lightheadedness and they panicked too. Now, the movie had started at 11pm and it was now well past midnight. A doctor lived right next to our house (she was 29 or so and had just started out) and my parents took me there. But her door was locked, meaning she was on a night shift. Read more »

Sunrise (23M/18F), the end of my 2015 trilogy.

Like most guys, waking up early in the morning and having to piss was a zombie-like habit. Secure in the comfort of my old bed, during my house sitting stint I would toss and turn constantly just trying to get the feelings of having to get up to ebb away, but at some point in time between ten minute periods of falling back asleep, I would have to force myself to roll out of bed, lumber across the hall, empty my bowels, and swan dive back under the covers. Some of THESE times found me with a dry mouth, which obviously had to be sated by pulling a water bottle from the downstairs refrigerator and downing it.

So when Monday morning rolled around after a night of thunder and ass claps, my zombie-time was both a constant and a variable. During my shamble to the rest room I was way too dead tired to think about how Paige had spent the last day and a half. As I pulled out my dick to piss, I was too exhausted to think about how warm and fit it felt in between her tight thighs, and as I meandered to throw the fridge door open and chug a bottle of water, I was too out of it to remember just how sweet her pussy tasted on my lips and tongue. Read more »

[M]e and Mandy Part 1 [M25/f18]

When a friend of mine recommended an eighteen-year-old girl for one of the two rooms I was subletting, I was skeptical but he assured me she was mature. He told me she had worked with him as an intern during her last semester in high school. I needed the cash so I trusted his judgement sight unseen. How much trouble could a girl who was going to double major in philosophy and political science be.

When she moved in I remember seeing her big head of curly blonde hair and her cute made up face and thinking that she wasn’t the nerdy girl I’d expected. She acted like a prissy little princess, but lacked confidence, so she came off immature and awkward.

The first night I had some friends over, and she came downstairs all dolled up and looking much better than she had earlier. This was mostly because she wore a low cut top that put her substantial cleavage on display. Of course my friends hung on every word as she claimed to be a brown belt in Taekwondo, a good tennis player, and a sexual dynamo who preferred older guys. She even bragged about the way she’d handled her ex-boyfriends big dick. Read more »

Isobel’s pink panties

**Three days**

You lie on white sheets, dozing in the blue light of dusk, trying to recall the sensation of Ben’s cock, of Isobel’s tongue and fingers. They are still with you, distantly, those feelings. The memory is wrapped in cotton wool, lit with golden glow. Her dark head is on your shoulder, his leg across your middle. The warm sweet smell of sex lingers as does the stickyness on your bare, lithe, body.

**The first day**

It was a coffee that started it. Across from the Jefferson Arboretum was an alley to a little courtyard and a glass-fronted shop. It was raining, big drops spattering from a lead sky.

You go in to get out of the weather. The tables are old crates from Cameroon and Honduras. The seats are stuffed jute sacks. The walls are decorated with photographs of cloud forests and burros lugging baskets of red berries and a guy with a square jaw and a big smile and swept back dark hair hanging out with farmers. There is only one customer, a woman, a little younger than you. She is sitting in the corner, her drink resting beside her on the window ledge. She looks European in a way you can’t place. Maybe its the razor-sharp bob of her hair. Maybe the battered red hardback book. Maybe the double espresso. Read more »