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3K stories found
I gave horse riding Lessons to my old TeacherI'm Gavin 27 and live on my families farm , my father had a heart attack and he and my mother moved into town closer to the hospital. I run the farm by myself, I wasn't in a relations at the time of this story. I was in the produce agents getting some things for the farm and Kathy 49 came in asked if they knew anyone who gave horse riding lessons. Kathy is my old school teacher from my last couple of years at high school. She was married then and is now divorced no children. The agent said he kn... reading time 6 mingenreStraightwritten on
2022-07-01of
Gavin riding instructorFailed at dating so I just got marriedAs the title says I (34) really failed at dating, but I got passed that by marrying. It might seem strange, but I wasn't the only relationship failure out there. Females as well as males don't do well and some even worse than I did, not many but some. I'm good at listening and I overheard a female co-worker (32) complaining to her friend about her lousy dates and the creeps (her description) she dated. Wanting sex first date and even worse things on a first date and no attempt at starting a rela... reading time 4 mingenre
Straightwritten on
2024-04-07of
Promoted to husbandWidowed Sister Drains my ballsMy sister Suzie 49 widowed 3 years ago and her 2 children grown and moved on with their own lives. Started coming to see me regularly as I lived nearby, I'm Davis 53 her only sibling and I'm divorced and likewise my 3 children have their lives and rarely visit. Suzie was lonely and unwilling to start dating again and then one she asked me if she could move in with me instead of her renting as her rent was going to increase. I said you can if you want, and she moved in a month later. She took ove... reading time 2 mingenre
Incestwritten on
2022-12-24of
DavisMy NieceI was away for 18 years making my fortune as they say, never married and return home set for life. When I left my parents and grandparents were already deceased and I was just 19 and only had an older sister left who was married and already had a daughter. Not much contact while was away, I was lucky I met an old Irishman who like adventure and was fairly lucky to boot as they say. He was the main reason I returned as he'd passed away (stroke) in 2021 but he admitted to being 70 at the time, by ... reading time 4 mingenre
Incestwritten on
2024-12-19of
Returned uncleFelt EntitledI've always gotten anything I wanted and thus felt entitled to get whatever I wanted. Chose to go overseas to do university and quickly got a wakeup call that I wasn't entitled to get anything I wanted. It seems only back home do people like get whatever they want, no special treatment under law overseas. Of course I could afford great lawyers, but they told me I wouldn't get off just because of my family's wealth or name like back home. A month in jail was a real awakening, so I pulled my head... reading time 2 mingenre
Straightwritten on
2024-02-13of
Former Entitled OneSleeping with the boss for a better lifeI'm Margaret 34 have 2 children, those I'm not married I live with Martin 59 single successful businessman. Who up and till 4 years ago hadn't any children or thought he might have any children of his own. He wasn't a ladies man and had put his first and then he met me. We were waiting for our flight, the plane had a problem and was being fixed. We were alone and started talking, the usual questions are you married and how many children. He said he wasn't married and I said the same and I was on... reading time 6 mingenre
Straightwritten on
2022-06-22of
MargaretSleeping with the BossAt the age of 31 is started for me and I'm now 36. I got a job straight from university and was rising slowly in the company. The company was privately owned and the widowed owner 56 had remarried 2019 and had no children yet. But he wasn't the most active person alive and could lose 40 pounds or so, he had married a younger woman 36 and was trying to have a child with her. But due to him working long hours and drinking, smoking and overeating he felt asleep most times before having sex with his... reading time 4 mingenre
Straightwritten on
2023-07-23of
Willing AssistantSchool Days sweetheartLong story short, back when I was first at school I met Lea and right thru to when I went to university. Lea and I were inseparable and then we parted. There wasn't any sexual relationship, other than kissing and hugging, Lea didn't go to university and stayed in our home town working with her parents in their business. I went to university and then into the air force to train as a pilot and hopefully then maybe space program. I qualified as a transport pilot but didn't do well enough to go into... reading time 2 mingenre
Straightwritten on
2019-07-31of
ReaganMaiden AuntI'm Dave 24, I left school at 15 and work for the local council collecting rubbish. I also do odd jobs for extra cash. I was asked to clean up Aunt Patrica's yard after her regular guy retired. Patrica 61 never married and lives by herself, I accepted due to the lack of odd jobs due to the pandemic. At first, nothing out of the ordinary happened, but on a very hot day, I took off my shirt and finished the work. After I finished, Patrica called inside for a cold drink. I accepted and soon noticed... reading time 2 mingenre
Incestwritten on
2021-01-11of
Dave WRBeing a good white boi"So," James asked me, "you been a good boi for me?" "Yes I have," I replied, "I've been a very good boi!" "No jacking-off?" "None. Not even once!" "Hmm," he said. "I'm glad to hear that. Married fag-bois like you need to control those desires you have that make you what you are." "I agree," I replied, feeling the thrill of anticipation at what I was hoping James was going to do for me; especially since I really and truly had refrained completely from any jacking-off ever since the last time... reading time 4 mingenre
Dominationwritten on
2017-05-17of
DickLover59I heard and read StoriesDuring high school and then in university, I heard and read stories about other poorer counties. Where you could easily marry a local woman or buy a wife as they were desperate for a better life. Being a total failure in relationships, I saw it as the only way I would ever get married. I had one large advantage I was rich and not just thru my family's wealth, I was rich in my own right. A very large trust fund and inheritances saw to that, and I was had a great career ahead of me. Mainly thru fa... reading time 4 mingenre
Straightwritten on
2024-06-04of
Overseas TravellerSexy StepmotherMy father wanted a sexy wife to go to social events with him, he wasn't very active sexually. He had his gorgeous bride 30 sign a prenup and she was younger than me. I'm his only children and I'm 36 single not great with women like my father, you can't say it's because he is rich so am I and I don't do as well as father still did in getting his trophy wife. My mother died 8 years ago of a heart attack she was 58. Anyway after 3 years or so my father started to look for another wife. He found his... reading time 2 mingenre
Straightwritten on
2023-07-17of
Loyal SonI got selected because I was seen as a failureI (25) live at home with my parents and grandmother (widow) and my siblings have both left home. I've a good job at an insurance office and don't get many dates. Our neighbors are old friends of the family and regularly partying together. A neighbor got Covid bad in 2021 and would pass away due to other problems as well as Covid early 2022. His wife 56 now lived alone rarely visited by her two children and their families. In late 2022 my sister got married and was soon pregnant, in August 2023 w... reading time 2 mingenre
Straightwritten on
2024-12-27of
Neighbor's sex toyDrunken NightLast years end of year party, we celebrated pretty heavily. As I was single at the time and no girlfriend, I turned up alone and not planning to stay very long. Another employee also turned up alone. She was 2years younger than me and so we ended up partnering up, neither of us are anything special in looks. But were fairly fit as we both went to gym several times a week and we were drinking heavily as well. We awoke in bed together at my place in the morning both with hangovers. No real idea of... reading time 2 mingenre
Straightwritten on
2022-11-30of
Happy DrunkLoveLying on my belly, with my knees pulled up to my side and my back arched with my broad 42-inch ass pushed in the air. I grunted hard as sweat dripped from my chubby, mature body. I could feel my son's sweat drip onto my back as he pistoned his big cock into my stretched-out ass. Holding on to my ass cheeks. Foster hammered away at my guts ruthlessly and without mercy. I loved it. The vulgarity, deprivation, and lewdness drove me wild. In the bedroom. At this given moment we happen to be... reading time 4 mingenre
Incestwritten on
2023-03-05of
Janice joeMetal Detecting upateVictor again I've finished detecting Karen's property, nothing much found a few coins and the most special thing was her late husband's pocket watch which I returned to her. She likes sex and every visit I would fuck her and still do today using her place as a base and go to friends of hers places to metal detect and return to Karen's place to sleep with her. She also introduced me to her sister Anne's daughter Emma 25 a quiet girl who goes to the local university were I live. Emma's parents are... reading time 2 mingenre
Straightwritten on
2021-11-04of
VictorLousy BrotherMy brother is a complete asshole and has always been so. He got a local girl pregnant than true to form he fucked off. The girl worked for the family business and my lousy brother used his position to get what he wanted, and he took no precautions. She got pregnant and he departed quicker than you can say I. As usual I was left to fix the problem, the girl no close relatives and I had seen and talked with her before and liked her. I decided as I wasn't great with women, I would marry her as it w... reading time 2 mingenre
Straightwritten on
2022-12-24of
DelightedMy Neighbor I have lived in the same house all my life, as far back as I can remember it the only place I have known. It has changed over the years but still is in a quiet part of town. My parents married late and I was the only child, my Helena a was 39 when I was born and my father Frank was 48. My father died at 64 and Helena died 3 years ago and at the age of 24 I was alone. I'm a carpenter and work my own business, I'm kept quite busy and didn't have much time to find a girlfriend. My neighbor Emma 52 ... reading time 4 mingenre
Straightwritten on
2019-06-18of
AlexMom lets me masturbateJust a few years ago when I was 18, My mom was giving me a haircut. Now just to be clear; she isn't a barber, she just knows how to cut hair. Every time she gives me a haircut I have to be in my boxers while she cuts them to avoid getting hair on my clothes. Now this one particular day I had no boxers and I was going commando. I had no shorts because I hated them and I still hate them til this day. When my mom told me to get into my underwear I told her I ran out of underwear. My mom told ... reading time 2 mingenre
Masturbationwritten on
2017-07-16of
Rayisbae27My NeighborI've lived next to the neighbor of the story most of my life, I'm 23 and she is 21. She has the lowest self-esteem I've ever come across in a person. Her parents were always running her down and even took her out of school, saying she was too dumb to go. Then the pandemic came and first her father passed away from the virus, refused to do anything that would've maybe kept him alive. No masks or social distancing, her mother believed the same rubbish as her now late husband and soon followed him ... reading time 2 mingenre
Straightwritten on
2023-02-16of
The ChancerPunishmentI was annoying and a nuisance, so I was away by the family to a part of our family business. That was a far away from any other part of the business as you could get. I ended up in an out of the way small town of about 23 people after I had arrived. Only I was younger than 50 and there were only 7 other men in the place, they were pushing 60 at least. I wasn't even in charge either and was the truck driver and I had to drive about 3 hours to deliver the local material that our family got there. ... reading time 2 mingenre
Straightwritten on
2022-12-08of
Bad BoyI married my mom part threePart three Married The return flight from Vegas to Denver was rough. Very rough but somehow they knew the hard part hasn’t even began. They turned the car south and drove the 80 miles to wide field. Pulling into the Kent’s driveway they looked at one another, kissed. Roy opened Linda’s door and arm in arm walked to the front door of the house that Roy was raised in. Mrs. Kent opened the door after the doorbell chimed. She saw Roy and started to say you don’t have to knock but held back when ... reading time 4 mingenre
Incestwritten on
2019-08-03of
R.L.B.SisterI'm John now 29 and living my sister Emma 25 and our first child Jane. Our Parents died 15 years ago in car accident and we went to live with aunt Samantha 56 at the time the only relative we had. Our parents were in their late thirties when they had Emma and our mother as far as we know had no other relatives except her parents and they had both passed away by the time I was 7. My fathers parents passed away in the same accident as our parents. So Samantha was our only relative, she had no chil... reading time 2 mingenre
Incestwritten on
2019-06-12of
JohnMarried thanks to the Covid lockdown I lived alone in an apartment building and had an okay love life. Then the pandemic started, and it was soon mention of a lockdown. I was lucky I could work from home, but my then girlfriend wasn't as lucky. She worked in retail and if a lockdown started, she would stop working. She also had 2 roommates and they both worked in retail also and quickly returned to their families. My girlfriend decided to ask me about staying with me and I agreed. She moved in the day before lockdown started, it w... reading time 2 mingenre
Straightwritten on
2023-01-06of
Boyfriend/HusbandBecame a GigoloIn my time at university, I not only studied my courses I played around with the ladies and not only the younger ones. I fucked one of my professors, the librarian and couple of others, which gave a liking for mature women. On finishing university, I found my career choice dull and having to work long hours. But overtime the hours improved, I started dating and was bored at first, as the more mature women weren't around to seduce. But I heard many women were unfulfilled in the bedroom and I wond... reading time 2 mingenre
Straightwritten on
2023-04-11of
Horny Guy