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290 stories found
The Teacher next doorI'm 32 single self-employed and doing quite well, I bought my own home in August 2922 and didn't need a loan. But to be fair the house was in a rundown state and so was cheap to buy. I spent a year doing it up. I moved in after the roof, plumbing and wiring was replaced. Doing the rest myself and focused on one room at a time, sleeping in the loungeroom and showering in the garage. Using a camp toilet. So, the first room I finished was the bathroom and then third bedroom smallest of the 3 for my... reading time 2 mingenreStraightwritten on
2024-06-12of
Alway WillingMy Daughter's TeacherI'm Matt short for Mathew 33 widower and have a daughter Suzie 7, my wife passed away 2 years ago from cancer after a long battle with it. I'm was able to work from home and have done that for years and continue doing it now. Anyway last year I was feeling rather horny and with Suzie at her friends place for the weekend, I got a woman in to do an erotic massage NFS the ad said. The woman Rachel turned up and was a very good looking woman of about 30. She undressed down to just her panties. I lay... reading time 5 mingenre
Straightwritten on
2021-10-27of
Mathew CI hired a Escort. I finished university and started my career still a virgin and I was determined to lose my virginity ASAP. But I couldn't decide how, but I knew I would have pay someone. My first idea was someone who was desperate for money but hadn't found anyone. Second was a hooker, but I was worried I might catch something or get robber by their pimp. I'm a skinny man and not very good with women. I read about women who visited you in your hotel rooms and were a better class of prostitute than street girls ... reading time 3 mingenre
Straightwritten on
2023-07-25of
Student/Client/HusbandBreeding my old TeacherMe and school weren't a good combination, I hate being there and saw it as a waste of my time. I left as soon as I could and trained as a mechanic. My last year in school I had a newly minted teacher I'll call Lauren fresh out of college and she tried to help me. But I was too hardheaded to accept. Fast forward a few years I was now (8) a fully qualified mechanic and working for a large auto repairer. My ex-teacher came in to get her car fixed. I had a look and it needed work and she like most t... reading time 4 mingenre
Straightwritten on
2023-08-08of
Stupid Student/MechanicHelping out an old friend's motherGrowing up my friend and I were inseparable, but it ended suddenly one night. He was walking home from his after-school job and a drunk left the road passed out at the wheel and killed my friend. He was only two weeks from graduating, his parents were shattered. I graduated and went on to college and on graduating got a great job in my chosen career. I hadn't seen my late friend's parent since before I graduated from college. They had moved after that last meeting. A couple of years after starti... reading time 5 mingenre
Straightwritten on
2025-02-08of
Always Happy Blind DateI'm Richard 26 single and average in looks and build, I'm not had great success dating. So I decided to join a dating service and when I filled out the questionnaire I put in the age range 20 to 45. Waiting for a result and it seemed to a long time. I got 2 suggestions and one I rejected straight off as they were interstate. The other was Marilyn 38 divorced 1 grown son, who was in the army. No photos and just basic information, I arranged to meet Marilyn and was shocked to discover she was my o... reading time 2 mingenre
Straightwritten on
2019-12-22of
RichardTen Years laterMy last year of high school I turned 16 and got a new science teacher. Which increased my interest in attending her classes as she was gorgeous. Otherwise, I would have skipped the class. But due to my failing grades my father was already arranging for me to learn to be a mechanic. At the end of her first term as my science teacher I left. She was 27 married and I fantasized about her for years after, many a night I would masturbate thinking of her. But then I got a girlfriend and started having... reading time 3 mingenre
Straightwritten on
2024-07-22of
Former StudentHappy with outcomeNever really good at relationships but had some luck mainly with drunk women who just wanted sex and no relationship and were already married. I'm very well off due to a trust fund and inherited wealth. So, at 30 I was still single no girlfriend and working for the family business. When I met my history teacher 49 from my last year at high school, she was married when she I last saw her. But now divorced one child, her career as a teacher was doing poorly as the local morons who was the school b... reading time 3 mingenre
Straightwritten on
2024-09-19of
Former High School studentShe Looked GreatI'm now 35 and have a daughter 5, my ex-wife decided marriage and motherhood wasn't her thing and so we divorced 2 years ago. Buying a new home in a quiet town away from the noise and crowds of the city and settled in to raising my daughter and living a quiet lifestyle. I've no parents since a car accident in 2015 and no siblings either, likewise my ex was an only child, and her mother died early in the 2020 pandemic (asthmatic) father left in 2011 and not heard of since. I was quite content to ... reading time 2 mingenre
Straightwritten on
2024-04-29of
Worked for UsNew girlfriendI've been dating my new girlfriend, Karen for a few weeks now. She was redish hair, blue eyes, a good round ass, and plush and big natural tits. We went on a few dates and fucked several times. I ended my relationship with Carolina. She just wasn't for me. Carolina didn't like Star Wars, nor any other things. She's okay with marvel movies although she confuses DC and marvel heroes. (Which is a HUGE no no). Karen is a NERD. She loves star wars, marvel, and dc. She constantly makes pop culture r... reading time 2 mingenre
Straightwritten on
2018-07-16of
CousinfuckTeaching my TeacherSeveral years after leaving school I met my old history teacher Hannah 45 at the time. I wasn't much good at school and left as soon as I could and trained as a plumber and it was after I had qualified that I got a job to fix a broken pipe and that's when I met Hannah. She owned a small cottage and it was school holidays. I knew her straight away, but she didn't remember me at first. The water pipes in the cottage were old and rusted and needed to be replaced. I did a quick patch and told her th... reading time 3 mingenre
Straightwritten on
2020-05-10of
JeffGranny FuckingI got a job delivering groceries to people in our town from the only supermarket. They can ring thru their orders, and it is sent to their homes and delivered by me. I got to know everybody and at 26 and a high school dropout, it's best job I can get. At first there weren't women I delivered too, wanting to have sex with me. But it started to change after the lockdown of the pandemic was finished. Some of my customers weren't around anymore and the ones that were still around had lost close frie... reading time 3 mingenre
Straightwritten on
2023-02-03of
Delivery StudMy former TeacherI left school to become an electrician, I was an average student didn't what to go on to college. Several years later now fully qualified, I'd just finish a job and was about to head home. I saw a woman staggering along the street, it was my former teacher 32 from my last year of high school. It was school holidays so no school, but she looked really drunk and it wasn't the best area of town. Turned out she wasn't really drunk, had her drink spiked and had managed to get away in the confusion of... reading time 3 mingenre
Straightwritten on
2025-03-09of
Happy Former Student A splendid jobJoranna was trying to get herself a job as a teacher after her teacher's course but could not find a suitable one. One day, she met a friend who told her it would be better for her to give private tuition to students since she could not get a satisfying job and teaching in a school was not that lucrative. She was told that she could earn well by teaching students at home and she could teach them in a group. She told some people about it and as word went around, she got some boys as her students.... reading time 2 mingenre
Dominationwritten on
2019-11-29of
cutexieGot my teacher pregnantI left school after high school didn't do well enough to get into any college. Trained as a mechanic, several years later I now 23 came across my history teacher then 35. She was recently divorced no children and drunk, I'd liked her a school and thought I should look after her. Make sure she got home okay I took her to her rooming house she was living in. But the police were raiding it, so I drove straight passed. No other option but to take her to my small cottage. I'd bought it and was doing ... reading time 3 mingenre
Straightwritten on
2025-04-20of
Former Student now LoverBreeding with my old TeacherLong story short. I'm David 26 average a carpenter. Back when I was in high school I had a crush on my english teacher Miss Russell. Who was 26 at the time, I didn't have courage to try anything with her at the time. After I left high school I went into carpentry and I got really good and was able to buy my small house at the young age of 22. It's no mansion, but it has 3 bedrooms 2 baths and a large yard with a separate garage with a room on top with a shower and toilet. That was 4 years ago, 9... reading time 3 mingenre
Straightwritten on
2018-04-23of
DavidCheating with my old high school teacherMy girlfriend, Carolina works a lot and Haiti, my side chick is on vacation and I needed pussy. And I knew who just to call. I fucked my old high school teacher a year ago. She's 36 but shes hot as fuck . I called her number and she answered. I told her I needed her pussy again. She first said no but I convinced her. Right before she hung up, she said "be at my place in 20" I was finally going to get some pussy. She's petite, but has GREAT boobs and a good ass and she's really attractive. I kn... reading time 2 mingenre
Cheatingwritten on
2018-07-12of
CousinfuckMy Old TeacherI wasn't good at school is being generous, lousy is closer to the mark. I left school became a plumber and never looked back as the saying goes. I was out on the town and 23 years old and almost 8 years since leaving school. I walked into a bar for drink on a Friday night and hadn't had any luck finding a girl. I didn't have a girlfriend at the time and use to go out and pickup a girl have some fun. But it was lean picking that night, on a couple of people in the bar and only one woman. She was ... reading time 6 mingenre
Straightwritten on
2022-07-14of
Barry the plumber manMy Old TeacherI'm Gary 28 married 2 children, I work in computer software development and have to go to conferences. Last November I attended one in my old home town (City) and took a look around my old neighborhood and saw my old maths teacher Mrs G 53. Still hot as ever and I met an old school friend Rachel who told that Mrs G was now a widow, her husband had passed away the year before. Also she had started to drink a lot at weekends, but was sober at school times. As it was Friday and I still had 2 more d... reading time 3 mingenre
Straightwritten on
2019-01-01of
GaryFun with TeacherI'm Mervin 27 and I left school at 16, I wasn't that good a student and left to train as electrician. In late 2020 I started a new job in my old town and not in any relationship and bought my house it wasn't a flash house and a little run down. But it has 4 bedrooms a nd at the time 1 bathroom (now 2). I was fairly busy till February with work and renovation of my home. My only neighbor I hadn't met, my home is at the end of the row of houses with storage business across the street with no acce... reading time 3 mingenre
Straightwritten on
2022-05-17of
Mervin The SchoolteacherI've never took much notice of my schoolteachers while at school and left as soon as I could. I'd my sister staying with me while her husband was getting treated at the local hospital and her daughter was attending the local school while her father was being treated (wounded on active service). He made a full recovery according to the doctors, so they left shortly after he got released. During the time he was in the hospital I would take my niece to school. I met her teacher and didn't take all ... reading time 3 mingenre
Straightwritten on
2023-09-07of
Horny UncleIm cheating againMy girlfriend, Karen has been working a lot recently and i haven't had sex with her in weeks. I've been fucking her 18 year old sister, Emily, A LOT, as well as my sexy neighbor and my cousin/ex-girlfriend, Carolina. I prefer sex with Emily but I feel guilty. I went to ask my old high school teacher who I used to fling with for advice but she was horny that day and we fucked anyways. Don't even get me started with Carolina. She tried to win me back and she seduced me. I also fucked her. My neig... reading time 1 mingenre
Cheatingwritten on
2018-08-04of
CousinfuckThe InheritanceI'm David 29 single, a only child. My parents had me in their early forties and they had both passed away in their early sixties. My only other relative was Elizabeth, my mother's mother and she passed away in march last year. I inherited a large amount of money and property. Including an old apartment building, it was 24 rented apartments and run down a bit. So after I had inspected it, I decided to renovate it, as apartments became empty I done them up and all common areas were done. As it was... reading time 3 mingenre
Straightwritten on
2018-07-02of
DavidAfter School SpecialMadison Freeman, a very pretty senior, stood over her teacher Shannon Mirick’s shoulder while she looked over her paper. Every now and then the pretty blonde teacher would make a comment, but her cute dark-haired student wasn’t really listening. She was too focused on her teacher’s perfume, the scent of her hair, how soothing her voice sounded… the view down her professional-looking white blouse at the swell of her lovely breasts. Madison sighed to herself as a familiar twitching began in her ne... reading time 7 mingenre
Exibitionismwritten on
2024-04-05of
ShmiBabyBedding my SchoolteacherI left school at 16 and became mechanic and 8 years later I met my old schoolteacher. She didn't remember me, which isn't surprising as I barely attended any class. I was obsessed with cars and my parents finally let me leave to become a mechanic. I bought an old house at 20 with help from my parents and grandparents. It wasn't much to look at, but it had a large steel shed on its large block. Which was the main reason I wanted it. With family help the house was improved and made livable accordi... reading time 4 mingenre
Straightwritten on
2024-08-14of
Former Student