Tag: High School

The sitter

My first story. Be gentle with the criticism

All the kids are grown now and out on their own. The oldest daughter lived with us till the age of twenty three when she got married and moved out. For the last two years we’ve been able to go somewhere for a weekend and even take week long vacations. Our daughter was home to watch the babies. We have three chihuahuas. Don’t call them dogs. My wife will snap on you. “They are babies”. Is what my beautiful wife Brooke will tell you.

We learned to enjoy ourselves about once a month.
We’d drive a couple hours and stay the weekend at a nudist resort. It was awesome! Walking around strutting our stuff and enjoying the sun on our bare skin. Oh, and of course, checking out all the other people. Better leave your sunglasses on at a nudist resort. The rules are ridiculous. If you get caught starring at someone, you can be kicked out. Then we found out there was a swingers nudist resort no farther away than the prudish nudist one. It was all downhill from there! The first day we arrived at the resort (really more of a fancy campground than resort) we get undressed and head to the pool. No sooner did we walk in the gate to the pool area and a random woman walk over, grabbed my cock and said “hey, I’m _______” while shaking my cock. You know instead of my hand. I told her hello and looked down at Brooke. Brooke was just laughing. Read more »

Wisconsin [F]s introduced [m]e to the world of sex.

I have to warn you, this is not an individual ‘gone wild’ story as much as it is the story of how I had finally ‘gone wild.’ I felt it belonged here because it is the truth – my truth. Rarely is the whole truth glorious. It is often embarrassing, regrettable, or possesses some element one would prefer to ignore or forget. The truth of my sexual development is no exception to that rule.

The fact is I was an extreme late bloomer. I was shy around girls in high school in the early-mid ’90’s. When I tried to talk to them I had no game. Even if I became friends with girls, I was never able to seal the deal and hook up. I played out the textbook psychological defense mechanisms like: having crushes on girls that I would have no chance of getting; the moment a girl expressed or indicated interest in me I’d assume there must be something wrong/unattractive about her; and adopting the ridiculous rule of only hooking up if/when I was in a committed relationship. Hell, I went to my senior prom with an old friend, and thinking back, I’m certain she would have hooked up with me had I made a move, but, of course, I was too much of a pussy. Read more »

[M]y ex came to visit [F]riends but ended up cheating on her future husband

My ex girlfriend from high school (one I lost my virginity too) came home one weekend to visit her friends from school. We had been separated for about 4 years at the time and hadn’t talked because her family moved away shortly after we broke up. I saw her at a local restaurant when I went to dinner that night but didn’t speak . Around 9 that night I received a text from her asking why I didn’t come and say hey and I explained that I knew she had a boyfriend and didn’t want to make things awkward with her friends. She said nonsense and we proceeded to catch up over text. After awhile I told her I was running out of data (2008 ?) and couldn’t text much more but she was welcome to come over and park across the street and I would sneak out (We both come from strict religious family’s that don’t allow significant others over late) to talk to her. She agreed to come over but said that it was just to catch up that she was in a serious relationship and I promised her I would be good?. Read more »

Enjoying My [M] Ex’s Little Sister

She stepped out into the bedroom and the soft lighting hit her body perfectly. The red lingerie boosted her already perky huge naturals. “I got these special just for you,” she said.

Knowing this 18 year old high schooler went hunting for the perfect outfit just to satisfy me made my cock swell. But what made it even better is she’s my ex’s little sister.

My ex decided to go the route a lot of twenty year olds who have only been fucked by one guy do. She fucked a bunch of guys and told me it wasn’t her fault. I was obviously sour about it and stewed for years.

6 years later, little sister is adding me on Facebook. Heavily dyed and straightened hair (circa 2010) with a view of her ample cleavage in the profile pic. It didn’t take long to see what was happening.

I played it cool for awhile. She was a senior in high school and I didn’t want to be the creep cruising the parking lot in his mid-20s. Eventually she wore me down and dragged me to a hookah bar (again it was 2010) where she practically jerked me off in the lounge. Read more »

Consumed By Lust Part 1 [MF]

It was a hot and sticky afternoon and I decided to go to the nearby secluded pond for a swim. The summer days had gotten almost intolerable as the hot weather started early and lasted all day. Many mornings I would awake in bed completely drenched in sweat and even after a cold shower, I would be drenched in sweat in no time.

The pond had been a place of comfort to me when I wasn’t working or hanging out with my friends. The pond was usually completely free of other people when I went. Everyone mostly spent a majority of their time out at the lake. I enjoyed the lake myself but this pond was my place to completely unwind and cut loose.

I hopped into my beat-up Honda Civic and the trapped heat rushed to meet me. I let out a groan as my face ran with sweat. I let down all the windows in the car then I started it. I pulled out of my parent’s driveway and entered the road. I was working at a pizza restaurant and taking classes at the local community college while I lived at home. I wanted to save as much as I can for when I decided to move out. Read more »

Forbidden Lust – Caught Masturbating! [caught][MF][panties][school girl][18 years old][tease]

It was Christmas 1998 when it happened. I was home from college for winter break and went to visit my cousin on the other side of the city. We were about the same age and had spent a lot of time together growing up, but that changed when we both went away to college.

We told his mom and his step-dad, Leo, that we were going out for a few beers, which was partly true. We didn’t mention that we were going to a strip club to get them. On the drive back to his place I was buzzed and horny as hell. When we got back, my aunt handed me some bedding and a pillow and told me to make up the sofa bed in the basement.

I’d been in their house a thousand times growing up. I’d slept in the basement alone on several occasions. I’d never paid attention to the laundry room, but I’d gotten two lap dances earlier and hadn’t had actual sex in months. I went in hoping to find a towel or rag that wouldn’t be missed. Instead I saw a neat stack of silky panties. Read more »

The Optometrist visit that rocked my world!

Part 1: The first visit to the Optometrist

This story takes place in the mid to late 90s when I had just turned 18. I was a pretty shy and awkward teenager with little to no success with girls. My family had immigrated to Canada when I was 13 from a third-world country so having to learn the language and customs didn’t exactly help me with girls. I was decent enough looking and even had some girls flirt with me but my sheer awkwardness and lack of confidence shut that down pretty quick. I hadn’t even gotten a kiss from a girl by this time, never mind anything more.

I was starting to get headaches and had trouble seeing the blackboard from where I sat in class so I told my parents and they made an appointment with an optometrist to get my eyes checked out. It was one of those places inside of a mall. I went to the mall with my family who went shopping while I went to get my eyes checked. I had no idea what I was in for. Read more »

A Knock at the Door [Spooning][Grinding][Choking][Impregnation][Creampie]

“Two large pepperoni, stuffed crust pizzas,” Derek spoke into the phone, “Awesome, about how long? Thirty minutes? Ok, that works. See ya then.”

Derek tapped the end call button and set the phone down on the coffee table. Picking his controller up, he reached up and slid his headset back over one ear. Craig could make out muffled sounds of gunfire and chatter between team mates through the speakers in the head set, and the click-clack of buttons as Derek jumped back into his Call of Duty match. None of the noise bother Craig as he stared down at his study guide, cramming for his advancement exam in a couple of days. After a deployment aboard a Nimitz Class aircraft carrier, the noise Derek was making was little more that white noise to Craig.

Craig’s berthing space on the carrier was two decks below catapults one and two. In addition to muffled jet engine noise, there was also the sound of the steam charging the line, as well as the sound of the shuttle racing across the flight deck. To top it all off, as the shuttle reached the end of the track of the catapult, there was a muffled *boom* that would shake the whole front end of the ship, including Craig’s rack. The carrier was his first ship, fresh out of A-School, and it was an adjustment for him at first. After a week or two, he adjusted to it and found that he slept better on the ship while she was underway than he did on shore. Read more »

[M]y kid’s sitter was really [f]eeling herself

I had finally left a work function for some visiting clients and was dialling home as I jumped in the car.

“Hello? Gabby speaking.”

Our 20 year old sitter for our 18 month old son was a university student who had answered an ad we stuck to the community noticeboard, and my wife and I had felt we’d hit the jackpot. She was great with Nate and over the past few months she had really helped us find more time to be ourselves again. This particular Friday, my wife had arranged for Gabby to look after Nate from the afternoon as she had left for a Girls Weekend Hen’s Party with her friends. I was due home from entertaining clients at 9pm but was already an hour late.

“I’m really sorry Gabby, things just ran way over time. I’m in the car and headed home, be there in 25 minutes.”

Not a problem, she replied. She was so easy going and trustworthy that I sighed in relief and said thank you, turning the car down the main road out of town towards our lifestyle block. By the time the streetlights of the town were disappearing into what was our rural outskirt of the town, the dark night skies had groaned and opened to dump some seriously heavy rain. Read more »

Sisters in the Time of COVID19

This is a story set during the Corona Virus outbreak in 2020 (for future readers). Everyone was self-quarantined — even if healthy – and all social functions were shut down until further notice (which had not been lifted at the time this story was written).

Fuck! My senior prom was canceled as was my sister’s Spring Fling Ball at college. The Corona Virus quarantine had kept me home from my last semester of high school and my sister had to move back into our room from her college upstate. My parents were both working from home as their respective companies had closed the offices until the all clear was sounded — which was for some undetermined date in the who-knows-when-future.
So Kristy crowded back into my room, or I guess, “our” room, after unloading all her stuff out of my Dad’s car in the driveway last week. Mom thought it was fun to see her girls back together again after only a few months of my older sister’s freshman year at Roane State. I hate to say it but I didn’t like it at all. Oh, I like — love — my sister but I had gotten very used to having the room all to myself. So I had to clear all my stuff back into the shared quarters of closets and bureaus and night tables to make room for Kristy. Read more »