High School Archives — Page 290 of 805 — NSFW story

The Shy Student

It was my senior year in high school had to go to summer school , I had just turned 18 and had 2 classes to make up so I could get my diploma.
I was smart but didn’t apply myself so I had to take an English class and a science.
Science was easy but i took English literature and writing,
Yeah smack me now. I am dreading this class,little did I know it would be life altering and the best summer ever as SHE walks in ….Ms. Johnson she was a goddess.. about 35 yrs old ,she had dark skin . She seemed like she had Mediterranean heritage .. she had black silky hair down past her shoulders, she stood about 5’9” athletic body ,nice breasts 36c very nice round ass, long toned legs, she was wearing a black form fitting dress that covered half her thighs and showed off all her curves. I sat up front as there were only 3 of us in class 2 girls and myself. Ms. Johnson turned and spoke as to what she expected us to do or something along those lines as I really wasn’t listening, I was lost in fantasy world taking in her exotic body and beautiful smile and those eyes screamed sex, then I come out of my stupor and she is staring at me as our eyes meet , I quickly look away as she gets this sexy smile on her face. That 60 minutes went by quick cause next thing I know she saying see you tomorrow. Other 2 students leave but I stay seated as my rock hard cock won’t go down. Ms Johnson asks “ if I needed something “ I said no and could barely look her in the eye. She proceeds to walk up and stand in front and says “ Michael you seemed very distracted to today, I notice you staring ,you couldn’t keep your eyes off me
do you see something you like?
With that she walked over and shut the door and locked it, then turned around and had the most seductive look I had only seen in porn except it was way better. I might add that I am a virgin I’ve had plenty of opportunity to hookup but was always to shy.
I’m 6’4” athletic but never played organized sports.. I always worked out by myself a few hours everyday.. didn’t even go to prom.. Ms. Johnson leans back on her desk and spreads her legs slightly and asks if I like what I see? I nod yes and luckily had some bottled water and gulped half as she got up and walked over… taking my water and slowly wraps her lips around the top and drinks it down.. then leans over grabs my face and our lips meet in a wet passionate kiss.. by now my cock is straining against the thin fabric of my shorts.. her nipples are poking out of her dress as she grabs my hand and leads me over to the desk.. she pushes my back up against the chalkboard and drops to her knees.. she is unfastening my shorts and pulls them down along with my boxers she sees my cock,She can’t believe the size 9” with a 6” girth.. licking the precum off the mushroom head she says “I bet all the girls want this big cock as she tries to fit it in her mouth , I tell her I’m a virgin she moans and manages to get half in her sweet mouth. Ms. J looks up at me and whispers not after today cause you are gonna fuck me!!
She reaches between her legs with one hand and starts to rub her clit.. I am becoming more and more confident as I grab her arms and pick her up and sit her on the desk facing me, I pull her dress off her shoulders exposing her perfect tits she wasn’t wearing a bra or panties I kiss her deep as my hands start roam her body.. kissing her neck down to her rock hard nipples as she lets out a sexy moan my fingers are rubbing her lit and her breathing is getting heavy as my tongue finally reaches her shaved pussy .. I take in all her pheromones as I start to flick her clit with my tongue ( applying what I learned watching porn) she is grinding her hips to my tongue and mouth.. I insert 2 fingers and start fucking her with them as I pick up the pace with my tongue.. she is going crazy and grabs the back of head and grinds into my face as she moans loudly and announces she is gonna cum and her pussy started to spam as she orgasms hard.. her taste is unbelievable.. I get up my face covered in her juices.. I line my cock up and slowly start to enter her.. she gasps she is saying “so big so big” over and over until I am balls deep inside her womb.
She starts to shake as another orgasm over powers her .. she is moaning loud and uncontrollably as I start to slowly pick up speed and am pounding her tight pussy into the desk .. I know I won’t last long and feel that intense pressure build up I try to pull out but she wrapped her legs around my hips and tells me to cum inside her she says give me a baby and that’s all it took as I shoot my huge load inside her breeding her ,making her cum hard and I pull out with a pop as she let out a huge squirt and my last spurt of my cum flies up onto her tits.. I casually put my shorts back on grab my book bag and I whisper in her ear “ you are my student now”
She just nodded .. Shy Student.. not anymore .. Now a Man with confidence not arrogance.. Ms. Johnson taught me a lot about literature and sex as I was a quick learner .. she loved to ride my cock and when I fuck her from behind and stick my thumb in her ass.. she told me her dad was Arab and mother was Israeli.. her mom is 55 and she looks like Ms. Johnson’s sister .. Ms. J tutors me for college sats.. that’s our story for the curious, I’m not going to college.. I fuck her every chance I get she is a real slut . And we tell each other in detail of anyone we fuck .. in 1 month Ms.J has 10 ,me 2 she is a slut a nymphomaniac..but nobody makes her cum like me.
Now my confidence is growing, one girl her name is Heather, real snob in H.S. , I hooked up with turns out she fucked just about every guy and teacher in high school,well I guess she talked now a lot of girls are calling and looking at me differently as their eyes seem to be lower ..I’ll leave it at that..

Park tryst

Park tryst

Timeframe is two summers ago, I try to be the good sister and great aunt to sister and brother-in-law and my niece. I have a standing date with my niece every other Saturday to give my sister and her husband some alone time.

Well this particular Saturday as usual I meet over at their house sometime about mid morning and grab my niece (Savanna). First we make our way to museum as she loves to look at the dinosaurs and other fossils. We then go and get some lunch at her favorite restaurant. By the time we were finished with lunch it was time to head over to the park so she could play with her friends on the playground. It’s one of those areas were all the moms bring their kids so the moms can gossip and plan their next social event. You know the types, more plastic than natural beauty, all driving MB’s, BMW’s, Ranges, etc. Now I’m not saying anything is wrong with that just so that you get a mental picture of the crowd. Read more »

A birthday experience [MF] [T]

A little while ago it was my fortieth birthday. My wife told me she had a night planned in the city. With the kids at a not altogether spontaneous sleep over we packed an overnight bag (and an assortment of vibrators I noted) and drove into the motel. We checked in rather late, perhaps 5pm, and while the hotel staff took our bag upstairs we headed to the bar for a drink. She ordered a cocktail while I opted for whisky on ice. It had been a busy start to the year, my work was largely from home, hers at the local university (research not teaching staff) was still open for non-class activities. There was a so much more to a University than classes it’s easy to forget.

We had a meal in the restaurant, fish for her (a nice, light option I was relieved to find – although why I would doubt we were having copious amounts of sex this evening I don’t know). I went with the lamb. She ordered the wine and directed the waiter for a top up.
You don’t need to ply me with alcohol I said.
“Maybe it’s not for you..”
I stare at her. Why? What’s up?
“Not a what. A who” Read more »

Boner Check- Prankster Sister gets the better of her brother.

My sister really had no choice. She was always destined to be a joker and a prankster.

Our father was a well-known for his sense of humor in his family, always quick with a pun in reply to whatever your question was. My sister clearly inherited that gene. She was born on April 1st, and that just seemed to enhance her humor. And then, there was the matter of her name.

All the women on my mother’s side of our family have Mae as a middle name. Essie Mae, Bonnie Mae, etc. Our last name, courtesy of our dad, is Juneau, just like the capital of Alaska. So, when she was born, my sister was given the name April Mae Juneau. With a name like that, from a family like ours, and being born on that day, she was destined from the start to cause trouble. Read more »

[18+, MF, B/S] My Twin Sister and Me – Part 4

Things have taken an unexpected turn.

The first three posts that I made detailed the sexual discovery between my twin sister and myself, as well as the beginning of our romantic relationship together when we were eighteen years old back in 1990. Our relationship continued throughout the rest of high school, through college, and we have spent our lives together.

Both of our parents died at the end of our senior year of high school; after that, we had nothing tethering us to our home as they were the only blood family that we had left living at the time. After our parents’ death, we exchanged testimony and evidence to the federal government in return for admission into the witness protection program. Our business family was no longer an issue in our lives, and there is no lingering connection there…besides that, there are additional considerations that shield that from being any problem for us.

My sister and I began college two years after our high school graduation. As far as any of our college friends know, we married young and ‘beat the odds.’ Due to our status in the witness protection program, we ceased contact with any friends from high school. Living as man and wife was easy. We have the same last name, so it was not difficult to do at all. We no longer live in the Chicago area. Read more »

Inexperienced Henry (M18) has a different kind of nurse (F34) checkup. PART 1!

His gaze penetrated the clock on the classroom wall, watching time slowly tick away. Although bombarded with algebra and statistics, his mind was solely focused on his problem. He was finding his stress unworkable when concentrating in class. Every student was required to attend a yearly check-up, consisting of examinations to confirm students were growing to healthy heights and weights. Students could also regularly pop in for chats, or medical emergencies. But, standing at 185.5cm with a slim build, Henry never felt compulsion to attend his set appointments. He had missed this year’s one and ended up deeply regretting it: there was a small problem on his mind, which he desperately needed advice on. A problem which deeply affected him, making him feel inadequate, almost weak compared to the other males of his age. The soft murmurs of his male classmates discussing all the ‘fun’ they had with girls the other week only added to his distress. He felt embarrassed to admit his inexperience with girls to many people, and slowly began to ponder on whether something was truly wrong with him. He felt humiliated to admit it himself, but he knew of a safe space where his troubles and worries would be answered. Stuck in a bubble of despair, the school nurse was his only help. Read more »

[M]y [F]irst Time (nonfiction)

Since it is my first time submitting to a subreddit like this, I figured I’d share the story of my first time. Some small details are changed for narrative purposes.

I grew up in a small town and because of this had never had never had many sexual experiences while in high school. The most I had done was kiss a boy when I was 16. That was until I met Miguel at a local club when I was 20. We started dating and he was incredibly patient and understanding of my lack of sexual experience. He would never pressure me into anything but would let me play with his cock and practice different ways of making him cum.

One particular day we were hanging out together when things quickly got heated. We moved from the living room to the bedroom, but I had already told him before that I wasn’t ready to have sex just yet. I had jerked him off and sucked him off on the bed before, so it didn’t seem any different this time. Read more »

First time [M]eeting up with a MILF with whom I had some long term [F]un with!

This is from a few years ago pre-covid and all that. I’ll put the usual —–’s where the sexy time begins if you want to avoid the backstory and setup. This is my first post here and I like writing as you’ll be able to tell from the length of this post. Sorry in advance if its a long read.

As I mentioned above, this story is from a few years ago way before Covid where meeting up with a MILF you’ve never met before in a hotel was only risky in terms of being tied up to a bed and being robbed or killed, not contracting Covid as well.

I was in my mid twenties and had hardly any experience with women. Growing up was the same story as well as you can choose the cliche you’d like to go with as I pretty much was the complete package when it came to reasons while I was still practically a virgin. I was pretty shy and not very outgoing with girls. I played all varsity sports in high school and was the type that didn’t allow any distractions from them. I have religious parents who didn’t allow girls over or anything like that, and the bar scene was out since I didn’t really like to get shit-face drunk like all my friends did, etc. etc….take your pick. Read more »