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3K stories found
I hired a woman to train me I'm not short of money and the only thing I lacked was confidence around girls or women. I was an only child, and my mother was 38 when she had me and was a hands-off mother. My father was distance I can hardly remember him talking to before my teen years. Being I was raised by the hired help and as long as I fed, bathed and dressed that was it. No caring maid or nanny in my life. I was sent to boarding school as soon as they could and came home to an empty house on the holidays. As my parents w... reading time 7 mingenreStraightwritten on
2023-07-14of
Trained Man Homeless Mature LadyI'm nothing special in looks or body, at 33 I've no girlfriend. But am quite well off financially and own several properties around my home city. Mostly industrial and my own 3bedroom home which as an 1bedroom annex. While investigating a potential property (December 2023) purchase late afternoon, I saw a woman living rough. Had all her belonging in a shopping cart. Not that interested at first, but after viewing the property I was in my car preparing to leave. Just finishing a phone call, I saw... reading time 7 mingenre
Straightwritten on
2025-02-03of
Horny ChancerReturned HomeEarlier this year we returned home, my wife Clare's father Patrick 65 died of the Coronavirus and that her mother Karen 52 to run their 1,000 acre ranch alone. Clare 30 has only a sister Marie 32 lesbian/lawyer, Clare wanted to return and help Karen run the family ranch. So the 4 of us returned and moved in with Karen, our 2 children Patrick 5 and Rebecca 3 love the farm animals especially old Joe the family dog. I was also brought up on a ranch and it wasn't hard for me to get to grips with the... reading time 3 mingenre
Straightwritten on
2021-10-20of
Ian NShe became bored after 51 years in marriage I never thought that I would hear that my adopted mom was getting a divorce finally. It was coming though as they slept in separate rooms. Finally my adopted father moved out to his home reservation. I came to visit my mom and she seemed very warm and welcoming towards me. I noticed she was letting her clothes be loose. She didn't wear bras either. Not that I was concerned or complaining. One night as I was just eating my supper, my mom came up to chat with me as I was eating. She leaned ov... reading time 8 mingenre
Cheatingwritten on
2024-06-01of
G.F.My Sister Donna I'm Paul 32 married 2 children and last year, my wife Bridget 30 went to visit her parents with the children. Soon after she left the lockdown was imposed and she was stuck staying with her parents. My sister Donna 27 was also stuck, having quit her job and was in the process of moving to another to town and finding a new job. She had a job offer before she left, but it disappeared when the lockdown started as the business closed up. Stuck without a place to stay, her last place was already gone... reading time 3 mingenre
Incestwritten on
2021-11-26of
Paul M HMom tight pussyhi i'm Pravesh 20 yrs old was gifted with a 10 inch dick big as a can of beer ,i live with my widow mom Sharda was 36 yrs old nice sexy body fair and grey eyes.My dad passed away 4 yrs ago so mom was lonely, never dated i got into construction when i was 18 ,now i'm a foreman making good money i told mom to get ready we are going to for dinner and watch a movie you need to get out , she is a hindi teacher and was very strict . while watch movie i take her hand in mine every scene of kissing she ... reading time 17 mingenre
Romanticwritten on
2019-07-28of
marcInheritanceShort history my mother's family were wealthy and only had 2 children my mother the oldest and her sister 12 years junior to her. Likewise, my mother only had me and never lived to have another child. My father and her died in a car accident 2 years before my mother's parents died in pandemic, father's parents are unknown as he was in state care since he was 3 years old, believed to have died as no records exist due to fire years ago. On the death of my grandparents, I 21 was in the will with my... reading time 3 mingenre
Incestwritten on
2023-10-03of
Guardian/loverFun at UniversityI'm not people person and prefer to study than party, on getting to university I studied instead of partying. I'm Karl now 32 and have 2 children with my sister Lauren 30, I was fairly lonely at university till Lauren came to study there as well. I lived in a cottage owed by the family near the university and on Lauren arrival she moved in with me. She also didn't party and we kept to ourselves mostly except when in class. At first it was like being at home together, but at the start of her seco... reading time 2 mingenre
Incestwritten on
2022-07-08of
Karl sister loverThe debtMy sister Cheryl and her husband Clark borrowed a lot of money from to start his business. I'm Richard 35 and I've been fairly successful financially in my working life. Cheryl 32 asked me would I loan Clark money to start his own business 4 years ago. Clark explained his idea and I agreed to loan him the money, his business did well and then the pandemic hit and his business went broke. Clark didn't cope well with it's failure and hung himself shortly after. I was looking at his finances to see... reading time 3 mingenre
Incestwritten on
2020-06-13of
RichardWife’s best friend gave me handjob before the day of our marriageMy secret: The night before my wedding I got a handjob from my wife’s best friend who was married too. We all were hanging out and all been drinking. Then it was decided that I was not allowed to stay the night in my wife’s room, apparently that is the tradition. My wife’s best friend was sharing a room with her husband and they suggested I could crash in their room. After a while the husband went up to bed. We all stayed up a bit longer and after a while my wife’s friend and I went up to the ro... reading time 3 mingenre
Bisexualwritten on
2015-07-14of
MelnconicterLow EsteemBeing a regular failure at dating women, I decided to change my approach. I started to ask out women of a lower esteem than the popular women I'd tried dating before. But it didn't result in any improvement and so I lowered my requirements further. Only keeping a couple of my previous requirements, not overly overweight or drug antics. Finally getting a date with a slightly nervous woman. She was slim and worn thick glasses and her assets were easily visible as she didn't dress to impress. I enj... reading time 3 mingenre
Straightwritten on
2024-09-08of
SuccessfulOur Get away Part oneSophie and I had been married for almost four years when she suggested that we celebrate our fourth wedding anniversary in the Smoky Mountains. She was born in Tennessee and lived in the Smoky Mountains until she moved to Mississippi. I loved the idea and we made plans to spend a whole two weeks there, hiking, sight seeing and of hopefully, lots of sex! Our sex drive had diminished over the last year because of the pressure of work, we both had stressful jobs and they demanded a lot of our energ... reading time 18 mingenre
Exibitionismwritten on
2024-11-17of
Gary01MotherLong story short version, my mother Helen 43 was divorced by my father Daniel for being too boring his words. Helen married Daniel at 17 and gave up going to university and having a career of her own. Needless to say she was left totally broken by the the divorce, but she did get the house and alimony. But her life was in the gutter so to speak, she started drinking and not going anywhere. I'm David 25 eldest of 3 and not a scholar in anyway, I join the navy for excitement and got injured on dep... reading time 3 mingenre
Incestwritten on
2022-04-04of
David F MOur Vacation part oneSophie and I had been married for almost four years when she suggested that we celebrate our fourth wedding anniversary in the Smoky Mountains. She was born in Tennessee and lived in the Smoky Mountains until she moved to Mississippi. I loved the idea and we made plans to spend a whole two weeks there, hiking, sight seeing and of hopefully, lots of sex! Our sex drive had diminished over the last year because of the pressure of work, we both had stressful jobs and they demanded a lot of our energ... reading time 18 mingenre
Exibitionismwritten on
2024-11-23of
Garyhall1My Sister's PlaythingI'm Robert 35 single successful in career and work from my home, I've never been a ladies man and rarely date. I had paid for all the sex I had until late last year. Then my youngest sibling Linda then 23 came to stay with me, having failed at university and not wanting to return home for some manual job in one of the local mills. She decided to try her luck in the city, soon she discovered it wasn't going to be easy here also. Linda decided she would find a man and marry and be a housewife, but... reading time 3 mingenre
Incestwritten on
2019-12-08of
RobertFirst ever gay blowjob experienceAbout a year ago I was looking through Craigslist while working out of my home. I had never placed an ad, but boredom and curiosity got the best of me. I placed an ad to see if anyone was around my area that wanted to get together, watch a movie and maybe jerk off. I didn’t really expect a legit response, who does? Within an hour a guy was heading to my house with movies in hand. I was extremely nervous, yet excited. I had never done anything like this before. He came in, we introduced ourselves... reading time 3 mingenre
First timeswritten on
2015-07-13of
MimiNew NeighborhoodI moved to a new neighborhood last October, I bought a old house after my divorced was final and moved across town from my now ex wife. I had been living in a small apartment and once everything final I found my new house and moved. My ex and I had no children and so it was a simple 50/50 split as we both had good jobs and similar income. At 33 I was free as they say, but not yet ready to start dating again. The area I moved too was an older area of the city and was quiet and peaceful, the main ... reading time 3 mingenre
Straightwritten on
2022-02-06of
James BVirgin daughterHi everybody i'm Prabhakar 43 yrs old with a big long dick i love sex , i own a small textile factory .I lose my wife few years ago , since that day i saw her in my daughter Reena 18 yrs old nice body just like a model i made her the boss of the factory and i work as a manager .i was having sex with a married woman name Hina and we fuck every afternoon when we were alone , we stay late to work on some project lot of time my daughter catch us and she will get mad telling not to do that here .One... reading time 3 mingenre
Incestwritten on
2019-07-28of
marcDear Tech Support, from Desperate wifeDear Tech Support, Last year I upgraded from Boyfriend 5.0 to Husband 1.0 and noticed a distinct slow down in overall system performance -- particularly in the flower and jewelry applications, which operated flawlessly under Boyfriend 5.0. In addition, Husband 1.0 uninstalled many other valuable programs, such as Romance 9.5 and Personal Attention 6.5 and then installed undesirable programs such as NFL 5.0, NBA 3.0, and Golf Clubs 4.1. Conversation 8.0 no longer runs, and Housecleaning 2.6 simp... reading time 2 mingenre
Funnywritten on
2020-03-29of
Trish MaineWife goes blackTrust for me is something important ,but once someone break that trust , i will never be near that person again . I'm Sanjay 27 yrs old 7 half dick and thick i married my school sweetheart Mina 24 yrs old short and skinny with a nice little ass and nice little boobs , we both love sex we try almost everything and we both love anal .we got 2 guys as our neighbors they were both black , big and tall , they are from Africa and they want to open a big night club here . Me and my wife went to welco... reading time 11 mingenre
Cheatingwritten on
2019-07-28of
marcMountain CabinI 31 inherited a mountain cabin from my employer, he employed me as his gardener and handyman. His family wanted nothing to do with the cabin and so he left it to me as I always took him there and maintained it for him. It came with 12 acres of forest, had a condition of no logging or sale. which suited me just fine it had a lake nearby and I like the peace and quiet of the area. I'm not wealthy but comfortable financially thru a trust fund setup by my late parents, I was a late and only child b... reading time 3 mingenre
Incestwritten on
2026-04-20of
Happy Cabin LoverYour son looks at me a lot ch 01"I am a sweaty lady who has had certain experiences in life and for a long time I have repressed some memories. However, many of them inspire me to share these stories with you." Your son looks at me a lot Chapter 01 Her husband snored next to her. Mary couldn't sleep. Something had been bothering her for days. At first she thought it was her imagination. Then she became convinced it was real. And she got confirmation that very afternoon. Thinking about it, she couldn't sleep. She elbowed her... reading time 12 mingenre
Incestwritten on
2025-01-27of
Flying Dutchman777I inherited an IslandAn uncle had only heard of died and it was a shock to me I got everything from him in his will. Having never met the uncle that I could remember and wondered why I got everything he owned. The answer was simple I was male and the last male in his family line and I was related thru my deceased father. I was comfortable and my family was fairly well off and at 28 I was doing okay career wise and single. I had 2 younger sisters both at university and my mother the career woman. I had my own place a... reading time 3 mingenre
Straightwritten on
2023-10-18of
Became an IslanderMom my whoreHi everybody I'm Tonio 22 yrs old with a 10 inch cock big as a can of beer and I was sex addict live with my mom Jessica 38 yrs old short and chubby she work in a convenience store ,I never see her with a man .We were poor we live in a small trailer with one bed we share and we bath in a river close to the trailer surround by trees and bushes we live half hour away from town so I have an old motocycle to travel mom also use it for getting to work .I was so tired of masturbating I could go at it ... reading time 7 mingenre
Incestwritten on
2019-12-09of
MarcMy petite AuntMy marriage was a bust and now divorced (late 2019) I 34 relocated to the next state as my 2 children didn't want anything to do with me either. Well even after my divorce and a pandemic coming and not being in any relationship and having my own home. I didn't want to alone during the lockdown being talked about and away from most of my close family. The only relative living close by was my aunt 49 my mother youngest sister, never married and lived in an apartment block. But her job wasn't one t... reading time 3 mingenre
Incestwritten on
2023-07-09of
Self Confidence Nephew