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5K stories found
The Flasher 2The next day, Sandra, once again dress me as a female. She said she wanted me to go with her to go buy some sexy clothes. I told her I was not going into public, where we lived dressed as a woman. She did not argue anymore. She told me to stay as I was until she returned home. After about two hours, she returned home with a bag of clothes. She had me try on what she had bought and she added a few things from her closet. She said we were going back to that town where we saw the flasher. There... reading time 5 mingenreDominationwritten on
2023-12-29of
GennygurlThe BribeI'm a hardcase, always testing the boundaries I'm given. Home tutored as it was easier to get a new tutor then find a new school or university. At 23 I was a worry to my parents and if they weren't rich, I've would've been locked up long ago. I got new tutor 49 a woman this time, she was divorced and really needed the job. She made the mistake of letting me know. I could say she is the sexiest woman there is, she not, average at worst. Once I knew she was desperate I had her where I wanted her. ... reading time 2 mingenre
Straightwritten on
2024-01-02of
The BratThe Hotel MaidI'm 54 widowed family all grown up and I'm well off. But since my wife passed away due to cancer, I've lost interest in my business and gave it to my children. I started travelling here and there mainly to find something to rekindle my interest in life. Nothing was working and finally checking into a large hotel, to see the local museums and art galleries. I like history and I hoped it would spark up my interest again. But at first nothing happened, while sitting reading in my room the hotel mai... reading time 4 mingenre
Straightwritten on
2023-12-29of
Former WidowerThe Black SheepI come from very well-off Christian family and I'm not religious. They were annoyed with my not going to church at all and tried to stop my access to my trust fund, my source of money. It failed, as there was no requirement to attend Church as part of my access. Branded the black sheep, because they won't say devil or anything they refers to him. I have a brother and a sister; my sister is the oldest of us and is married lives interstate. She suggests I also move interstate, but I'm enjoying mys... reading time 2 mingenre
Straightwritten on
2024-01-02of
Happy black SheepShowing Older Women my Flexibility I discovered in my late teens I could suck my own cock. I was fortunate enough to have 7+ inches to work with. So with stretching and lots of practice I was able to accomplish my goal. I had not yet been with a woman. So, I entertained myself in this way quite often. One of our neighbors was an older woman that came to our home on several occasions unannounced. Arrived when I was alone and feeling exceptionally horny. It was a very nice day and as I sat on the enclosed porch outside. I decided ... reading time 8 mingenre
Exibitionismwritten on
2023-12-30of
GennygurlMy Wife Turned Hotwife My wife is 28 and a very attractive petite woman. We have been married for 5 years. Our sex life has always been great. My wife openly and freely spoke with me of the many men she had been with and the sex she had with them as a part of our normal sex life. She was this way when we first met. I always found this sexually exciting. She went out to bars with friends without me on several occasions when I had to work and couldn’t go. Our open sexual conversations gave me a secure feeling that I c... reading time 8 mingenre
Cheatingwritten on
2023-12-31of
GennygurlMy Wife Turned Hotwife 2As I stated in part one. Our sex life really took off after my wife began getting fucked by men she met in a nearby country bar. After about a month of our new lifestyle my wife had opened her legs for other men and myself almost daily. I adored and desired her even more now that she embraced her slutty nature. I came home from work one morning. My wife had been out the night before as was her usual of late. I was surprised on my arrival to see a man’s cowboy hat on our couch. I was quite ce... reading time 4 mingenre
Cheatingwritten on
2023-12-31of
GennygurlA Chance meeting updateSex with my sexy Born-again Christian neighbor 50 continued regularly draining my balls. But her come over to my place might cause problems, not for me. But she came up with perfect solution, as she is the oldest of 4 and has a younger sister 37 unmarried and quite shy. I would be a perfect husband for her sister, with their past beyond the vale. The sister was looking for somewhere suitable to live as the house was sold and split between the children. Her sister is the youngest of the 4 and had... reading time 2 mingenre
Straightwritten on
2024-01-05of
Lucky GuyGullible Cousin My cousin Suzie 25 is a want a be witch, works at a diner as a waitress and is smoking hot. Like me she never went to university and believes most things especially about magic and witchcraft. I'm a plumber by trade and 2 years older than Suzie, I'm no chick magnet more of a chick Repeller. Anyway, I bought my own home when I was 20 on the advice of my boss, the house was run down, and I got it cheap. Over the years since I've done it up and it quite nice now and I own it fully as I've paid off ... reading time 5 mingenre
Incestwritten on
2024-01-02of
The Gray WizardDivorced After an ugly divorce I was free to start again my ex-wife tried everything to destroy me. But done herself in instead. Everything she tried to say I did, turned out to what she had done or was doing. My 2 grown children both favored their mother over me and thought they would get a big payday off her. Well, she got less than half what she was asking for and a huge legal bill to boot. She thought I would have to pay her legal bill and the judge didn't see it that way. Once divorced was final no ... reading time 4 mingenre
Straightwritten on
2024-01-03of
Massage loverI programmed my motherI'm 39 divorced back living with my mother 58, paying alimony and child support of 2 children. So, with money tight I don't date, and I was watching an old TV show and they put a tape recorder under a pillow to learn another language. On the TV show it worked, so I looked into it, there were studies that showed great results and some that didn't. So, I didn't know whether or it really worked, best way, test it yourself. I got a small digital device to play introduction to Spanish. I tried under... reading time 2 mingenre
Incestwritten on
2024-01-05of
The ProgrammerMy Drunk MotherI was 22 and going to university (2016) and living my recently widowed mother. She's 39 and had been drinking heavily for a couple years. My father's death (car accident) shocked her, but she was even more shocked when everything was left to me due her drinking. The condition I take care of her was included; I made no changes to the allowance she got. I was out on a Saturday came home found my mother passed out drunk on the lounge a common sight, as an only child I was the only one to take care ... reading time 4 mingenre
Incestwritten on
2024-01-03of
Husband/son/loverFrom the StartI went to university and from the start, I was trying to fuck every girl there. Of course, that was all in my imagination. I wasn't top on any girl's list as a possible lover and so was still a virgin in my third year. Finally, some luck a girl transferred in, she was shy, and I already knew her. She was the daughter of my father's partner and we had met a few times. Being new and shy is hard and having someone you know is a great relief, so she would hang out with me. I wasn't that popular myse... reading time 2 mingenre
Straightwritten on
2024-01-05of
Horny manPerfect RelationshipI'm the youngest (27) of 4 and I've 2 other brothers 33 & 29 who have their own families and live interstate. I also have a sister Cindy the second oldest at 30 was married now divorced and has a daughter 4. Our father departed our lives when I was 9 and has never tried to contact any of us. Our mother passed away 2020 one the Covid deaths, no other close relatives we keep in touch with or know about. As the youngest I was spoilt by my mother a bit, but I feel I down to earth. But I was raised h... reading time 4 mingenre
Incestwritten on
2024-01-05of
Happy Younger BrotherSwollen BallsI got stung by bees; I was on the family farm been swimming naked in the pond, I wasn't back to the house naked as nobody else was home/ Waling thru the field and got stung by bees among the wildflowers/ Which increase my speed quickly. Back the house I showered as was intention all along. But my balls were burning, and cold water wasn't doing much to ease the pain. So, I rang the doctor, and my doctor was away, and relief doctor was there. It was Saturday and they closed at 1.30 Saturdays, I wa... reading time 2 mingenre
Straightwritten on
2024-01-06of
Sex ToyBosses PrivilegesDuring my early career I realized bosses could get away with a great deal, if they were careful. Over the following years I was promoted and got married had 2 children and then at 37 got divorced. With alimony payments and child support, I would struggle to make ends meet. But working for a large international company, I could get a job overseas where my money I had left was worth a great deal more than at home. So, I applied for a foreign posting, mainly two reasons first I would be away from e... reading time 3 mingenre
Straightwritten on
2024-01-06of
Horny BossThe AgreementI 49 was driving home, and my car was hit by another car that came thru a stop sign and the young driver was at least drunk or on drugs. I wasn't injured and only minor damage to my car as I had avoided as best I could on seeing the other car coming. The other car hit my front right corner of my car and continued into a ditch and totaled. The driver wasn't injured, I knew the driver and I called his mother 49 widow. She came straight away and promise to pay for my damaged car and of course wante... reading time 4 mingenre
Straightwritten on
2024-01-06of
Classic Car GuyMother got pregnantMy mother 38 widowed at 33 and didn't date after being widowed. I was shocked hearing was pregnant wondered by whom. At 22 I was living at home and going to the local university and my mother was always home and never went out at night. So, her getting pregnant was a bit of a shock and IVF thought she had used IVF and secretly stored my late father's sperm. No, she hadn't, my father was 20 years older than my mother and I was the result of a short fling and because she had gotten pregnant, they ... reading time 2 mingenre
Straightwritten on
2024-01-07of
Shocked DaughterMy TeacherWhile still at high school I had the hots for my history teacher, but I wasn't lucky then with or any female. Done university and got a good job in my family business still very lame at dating. I had lost my virginity by hiring hookers, so I would continue doing that was my plan. But life has a way of giving you a twist on what you expect to happen, I was home alone as usual and thinking of hiring a hooker. I live in an apartment building and most residents are elderly 60+ and I was the only sin... reading time 3 mingenre
Straightwritten on
2024-01-08of
Lovestruck StudentSister DearestMy sister married and had 4 children all now grown up and out their own, her husband 60 decided a 55-year-old woman didn't suit him anymore and divorced her. Advised to take a lump settlement by our cousin her lawyer she did. She was told by our cousin old fools like her ex usually chase younger women and blow all their money. Then try coming back to their ex-wives to have a future. With the family home and assets all sold she took her Lump sum and moved in with me her older brother 57 widower. ... reading time 2 mingenre
Incestwritten on
2024-01-09of
Contented BrotherEnd of the family lineI was the last able body male in the family and was told from a young age I had to have children, or the family lineage died with me. Not too much pressure for a 10year old boy, but as I got older. I was always told you don't have love a girl, just get her pregnant. The family will buy her off and we'll keep the child. But I wasn't getting girls to date me let alone sleep with me. At 21 and at university I was sick of being told have children, but I also wanted sex. I wasn't a virgin, but the gi... reading time 5 mingenre
Straightwritten on
2024-01-08of
Family SaviorI read about fucking Mature women and decided to give them a try. I like to read sex stories and get ideas to try in my sexual relationships, 31 (at the time) unattached by choice and doing well career and in casual relationships. I was getting bored with my usual female pickups and wanted something new to spice everything up, so the idea of bedding a mature woman seemed to be the thing to do. Problem, I knew no mature women well enough at the time and the ones I knew weren't appealing to me sexually either. But I did see mature women that were during my work... reading time 3 mingenre
Straightwritten on
2024-04-14of
A Horny GuyMy Lucky Lucky DayI'm not great in relationship with women but have a very good job and career. One of my pastimes is looking at nude women pics on the internet. Which isn't bad for my masturbating and I've my own home and lived alone. The day I call my double lucky day started as usual a Saturday I (33) did my washing shopping and any other thing needed to be done, after lunch nothing left to onto the internet via a desktop computer (bigger screen) to view naked women pictures. As I was scrolling thru the pics l... reading time 4 mingenre
Straightwritten on
2024-01-08of
Group managerA Fuck is a FuckMy time at university was going as normal for me doing okay academically, lousy in sports and relationships. So, I didn't try to join any team or take part in sports period. My relationships were nonexistent and so I wasn't trying to date girls. But I wasn't virgin as I had paid for sex a year earlier (several times in fact). But I had some luck, due to having walk home as I missed my bus. I came across a mature woman 53 and she was drunk; I mean really drunk. She was fumbling trying to find her... reading time 4 mingenre
Straightwritten on
2024-01-11of
Sex LoverBecause of Asshole UncleMy uncle Donald 67 my late mother's brother had done very well for himself marrying into money and had 2 children. The older child a son named also Donald died at 23 in a car roll over (2012). Which affected my aunt Kaye 52 very much, their daughter Leesa 26 a shy girl around strangers had been raised in a sheltered environment, home schooled. With all the family money from Kaye side of the family Donald was stuck with Kaye. But I (Leonard) became his tool you could say to let him play. I was hi... reading time 4 mingenre
Incestwritten on
2024-01-08of
Horny Lenny