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5K stories found
Failure to SuccessMy love life was hookers and lucky for me I'm loaded, an only child born just before my mother turned 40. She had lot of trouble with my birth, so I was her first and last. My father was 12 years older than her and had stroke 2 years later and died, a lifetime of smoking, drinking and drugs was the cause. So, when my mother died at 62 (car accident) I was all that was left of my family no grandparents, aunts, uncles or cousins. None listed anyway, quite well off and felt awkward in personal rela... reading time 3 mingenreStraightwritten on
2024-05-11of
Former FailureI'd to marry to get perfect home siteWanting a change in my life I decided to move to the country to live well away from the city noise and chaos. At 36 (single) doing great career wise and able to work from home, never a Ladie's man by any stretch of the imagination. I'd come to accept never marrying and had used hookers for sex ever since I was 23. But I wanted a special home in the country and not average in any sense. I wanted a great view and a quiet isolated area; I could and would travel to the city for sex when I wanted it.... reading time 3 mingenre
Straightwritten on
2024-05-16of
Suddenly MarriedWhat a surpriseAt 20 I was called a nerd and was the only one in my family that done well at school. I made extra money tutoring other students and succeeded in getting a scholarship to the local university. While my 2 siblings worked as they called them crap jobs, while attending university I still tutored and was making more money than my siblings. The older my brother 22 was jealous of a nerd out earning him, but he hadn't studied and only had himself to blame. The younger my sister 18 wasn't jealous and we... reading time 4 mingenre
Straightwritten on
2024-05-14of
Founded GrandsonThe waitressI would stop at a diner for breakfast and dinner every day I went to work. I was 32 and successful career wise and a failure with relationships. But was getting on well with a waitress (29) at the diner. She was the only woman I could say I was really friendly with. Not that I tried to pick her up, my many failures meant I wouldn't even try. That was 2019 and in 2020 the pandemic started, my work I could do from home and so it wouldn't hurt me. The diner would close for the lockdown, but before ... reading time 3 mingenre
Straightwritten on
2024-05-19of
Family manWife Services her Boss - update 2My wife spent a week in Florida with her boss. Her boss is an older distinguished looking black man in his 60s. My wife is 27. She went with the intent of sharing a hotel room with him. My wife has an ongoing casual sexual relationship with her boss with my full knowledge prior to this business trip to Florida. Prior to the trip she had only had sex with him at work during the normal business day. She never actually spent the night with him until the trip. Because they were sharing the bed. ... reading time 5 mingenre
Cuckwritten on
2024-05-20of
GennygurlAnal wife part threeIt was now several weeks since I’d first become aware of my wife’s sexual needs, and we’d both I can honestly say were taking full advantage. Kerry’s ass cheeks seemed to have a constant glow from her many spankings while her actual arsehole was now enjoying being stretched by her many anal toys. We’d started with the smallest butt plug now not only was she wearing the largest butt plug around the house, but she was also taking the 12” row of anal beads up to the large golf ball size bead and wa... reading time 6 mingenre
Fetishwritten on
2024-05-23of
Don.GreenWife Visiting Her AuntMy wife went to Charleston to visit her grandmother and her aunt for the weekend. I drove her there Saturday morning and returned home. That night she went with her aunt to a local bar. Her aunt is only about 10 years older and single. The two of them had a few drinks and my wife met a guy in his early 20s like my wife. She left the bar with him and she was fucked by him in the backseat of his car. My wife called me the next morning and told me everything. She said he fucked her good and had a... reading time 6 mingenre
Cheatingwritten on
2024-05-27of
GennygurlWife Visiting Her Aunt 2Recap: My wife , Tammy has been going to visit her aunt in Charleston. During her visit she met a young man named Jonathon. She opened her legs to him and discovered he had an unusually thick penis. She enjoyed the feeling of her pussy being stretched accommodating the thickness. She decided to stay longer and she allowed him to fuck her often during that time. When I came to pick her up she told me she had found out her aunt’s landlord would reduce the rent if she gave him some sex. Her rent ... reading time 5 mingenre
Cheatingwritten on
2024-05-27of
GennygurlI did because I couldIn 2022 I was 28 and doing very well financially, great job and no relationship. I'd studied hard and as a result done very well and got my job as a result. First person in my family to go to university and only because I got a scholarship. So, no large debt to pay off, able to buy 2 houses (via bank Loan). One for my parents and one for me, nothing flash but suitable for our needs. My house was a little rough and needed work, parent's house was move in ready. My father helped me do up my place ... reading time 3 mingenre
Incestwritten on
2024-05-28of
Hubert the Horny NephewThe ProposalI'm now 32 married and very happy with my acceptance of the proposal. Back in 2018 I was down on my luck and unemployed, no real skills to speak of. My only asset as it turned out was, I was fairly handsome. But employers weren't interested in my looks, and I struggled to get by. Enter my now wife, a plain looking woman of 27 at the time with average figure. But she was rich and somewhat reclusive, not into partying and not wanting to get into the spotlight at all. She had always dreamed of fami... reading time 3 mingenre
Straightwritten on
2024-06-01of
Happy HubbyTaking overFor years I'd watched my neighbors, and I envied the husband. I was divorced and not on good terms with my ex-wife or children and not doing great in relationships either. The neighbor husband could just fuck his wife whenever he wanted. She was so compliant and docile that she would let him do whatever he wanted. A twelve-year different in their ages and the pandemic took him on January 3rd, 2021. Now widowed and alone, I saw my chance. She was left well off and at the time was 56 a year younge... reading time 2 mingenre
Straightwritten on
2024-06-02of
Married Again.Why not I thoughtI'm married but in the process of divorcing and living alone in my new apartment. Hired a cleaning lady 62 to keep it clean. At 44 I'm well off even with the divorce proceedings and it almost completed. Just waiting for the judge to sign off on the agreement, maybe next week if we're lucky. So, last month I was home working and the cleaner arrived to do her work. She's slender okay looking for her age and the quiet type rarely speaks. Anyway, I finished my work and feeling bored as watched her w... reading time 2 mingenre
Straightwritten on
2024-06-05of
Randy ManShe 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.Mommy's new girl My name is Misha. Mom wanted a girl but I was a boy. She loved me unconditionally. Dad died when I was 3 so I never knew him. When he passed he left Mom a d I very well off. Mom had been a nurse with the ability to write prescriptions. We moved to a cozy house near town but secluded. Mom still worked but as I grew she wanted to take care of me rather than a baby sitter. I was about 5 or 6 when mom made the decision that she really wanted a girl. She started dressing me like a little doll. We wo... reading time 4 mingenre
Transwritten on
2024-06-02of
MishaCLMaking Grandmother HappyShort history, my grandfather died in 2020 of a stroke before the pandemic and my now widowed grandmother 60 came to stay with me thru the pandemic lockdown and we missed getting Covid and she decided to stay with as she didn't to be alone. I'm an electrician (25) and work for the local hospital maintenance section (shift work). Not great with relationships but have had my moments. I left school (16) to train as an electrician and lived alone till my grandmother came to live with me. My parents ... reading time 3 mingenre
Incestwritten on
2024-06-05of
Willing FuckerExtra DutyI'm both a qualified mechanic and electrician and grew helping doing plumbing and carpentry with my father and uncles. So, I'm quite able doing plumbing and carpentry jobs on top of my qualifications. So, I (27) got a great paying job maintaining the vehicles and buildings of a large business. It even came with accommodation nearby (across the street) a single bedroom apartment. Never great in relationships, but not a virgin as parent's neighbor took my virginity during her divorce. She wasn't a... reading time 4 mingenre
Straightwritten on
2024-06-03of
Love Mutal SatisfactionReturnedI join the military for excitement and got plenty of that and after two hitches, I returned home to start my new life. I got several useful skills in the military, that gave me a boost in my civilian life. Settling into a civilian job and lifestyle was strange at first, but I got on with everybody I worked with or met. Anyway, I met a mature woman (49) at my workplace, and we hit it off as they say. Soon becoming lovers on friends with benefit type relationship. After a year I got an inheritance... reading time 2 mingenre
Straightwritten on
2024-06-05of
Happy CivilianEver WillingI'm not a great ladies' man and at 22 live alone and work shifts, which doesn't allow much time for chasing girls. Also, girls don't want a boyfriend who is working nights when they want to go out and party. I'm alone because my mother died 9 years earlier and my father drank himself to death early last year. No siblings so I got the house nothing special 3-bedroom 1-bath ranch style. Anyway, at my workplace I got a new partner as my old partner moved interstate and my new partner is a woman 37 ... reading time 4 mingenre
Straightwritten on
2024-06-08of
Lonely No MoreI 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 TravellerTroubled NeighborI'm 44 now and 2 years ago I moved into my now home after a divorce. My ex-wife got our 2 children and didn't want alimony or child support as she is very well off via her career and family wealth. I have a fairly good career, not as good as my ex-wife's career, so I asked for nothing off her and get limited access to the children (Christmas, Birthdays and some holiday time as well) all must be made in advance (at least 2 months' notice) and not on the spur of the moment. In my new home a 3bedro... reading time 3 mingenre
Straightwritten on
2024-06-10of
Very Lucky ManMassage LoverI'm 32 and single again and as my wife and I decided to divorce, both are career minded. So, we wanted to put our careers first and we divorced after 5 years of marriage no children. Splitting everything 50/50, I wasn't in the market for another wife and kept to myself. But I really enjoy massages and especially when it comes with hand relief and a nude masseuse. But then I got promoted and moved back closer to my family, I really wanted the promotion and was very happy on getting it. But now I ... reading time 4 mingenre
Straightwritten on
2024-06-09of
Massage addictThe 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 mingenre
Straightwritten on
2024-06-12of
Alway WillingLove is in the CardsIt was a cold February night. Lisa and I had only been together for a few days. She was a friend of a friend who had left school due to illness and when she returned, I had organized a "Welcome Back Lisa" party. After I walked her home, she had insisted on kissing me. "Thanks for the party," she said. "I'll see you." Since that night, we had spent every evening together, but nothing had happened. Now it looked like it might be time. Lisa was insisting on getting herself invited upstairs to my ... reading time 5 mingenre
Romanticwritten on
2024-06-10of
SkyBubbleJennie Finch: Concert NightJennie Finch's head was spinning. The concert had been an amazing experience, and her boyfriend Pete had scored really good tickets. There had been a sweet smell in the arena's smoky air throughout the concert. Jennie took it all in. She was feeling really mellow. Jennie looked at her boyfriend as he drove through the warm evening. She smiled. Right now, she was feeling a very strong desire for her boyfriend. Now she reached over and put her hand on Pete's leg. "Jennie, as much as I like that,... reading time 5 mingenre
Straightwritten on
2024-06-10of
SkyBubbleA short stayI 42 was on the other coast for work and staying at a hotel, I was recently divorced and, on my return, would need to hire a housekeeper for my new 3bed apartment back home. Anyway, I was in my room and the housemaid came in to clean the room. No worries I let her do her work, I was on my phone and my next appointment was deferred 2 hours. So, I'd 2 hours to kill and I was watching the housemaid 53 because she looked good for her age. She completed her work and left, the next day I'd completed m... reading time 3 mingenre
Straightwritten on
2024-06-13of
Made the Offer