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Stop Gap I had recently broken up with a girl and I had a friend she was a little shy, but we had known each other for years. I hadn't taken all that much notice of her as a possible girlfriend we had just been friends. But I needed a date to go a work-related dinner and so I ask my friend. We had a good time and so I started going out with more and more. Not ever trying to bed her, I was using her as a stop gap till I met another woman. But then on one of our outings, we got caught by rain, neither had... reading time 2 mingenre
Straight
written on
2023-07-20
of
Slow to Realize
Unemployed and roped in i was unemployed and being supported by my parents, I'm the middle child of 3 and the only one not to go onto university. I was sent to look after my father's mother Grace who lived outside of the next town over from our town on 12 acres, Grandpa Paul had died, and my father decided I should go and help my grandma. At least I wouldn't be under his view all the time, I would still get money from him. Grace of course was happy to see me and didn't berate like my father for being unemployed. Helpi... reading time 2 mingenre
Incest
written on
2023-07-20
of
Loser Son
The Day my luck was inI'm divorced and with my children grown and rarely visiting me, I usually alone. My ex had remarried, and we were on good terms. Anyway, I had started getting sensual massages and I 50 was trying to find the perfect one. There were four advertising in my area, and I had tried three and they were almost as good as each other. So, the day came to try fourth, I made an appointment and turned up and got a shock, it was my neighbor 38 divorced was the lady to do my massage and hand relief. She was al... reading time 3 mingenre
Straight
written on
2023-07-20
of
Massage lover
It started with Loans to my sisterMy sister 36 is always short of money, she is married and has 4 children already. Her husband works hard, but they live paycheck to paycheck. I'm her younger brother 32 and I got a good paying after university and I'm not a girl magnet, so I don't very often, but had lost my virginity by paying to lose. Near the end of their pay period my sister was always broke and would see me for a loan until they were paid. No problems I lent her the money, but it didn't solve their problem because they borr... reading time 3 mingenre
Incest
written on
2023-07-21
of
Happy and indebted Brother
It started with a false rumor A rumor started to do rounds of my company, it was false, but it started to take hold anyway. The rumor was major staff cuts, and the opposite was the truth more jobs were coming just not then. Anyway, everyone was on edge, and I told them I (38) wasn't reducing staff, but due to having to keep my expansion plans secret., Not wanting the price of land to rise before I had bought it. I couldn't say why their jobs were safe, I was also busy with my plans and being widower and having small childre... reading time 3 mingenre
Straight
written on
2023-07-21
of
Never back away
Old school friendFriend might be a bit much of a stretch, I knew her at school because she was in my class. I was the class nerd, and she was one of the cool kids. But she was always considerate not running me down she stood out a bit more than the others. I went on to university and then a great career and was doing great, then by chance I saw my old classmate. She was working for the same company as me, but I was in top management, and she was an lowly functionary. As my boss called the low-level workers, I do... reading time 6 mingenre
Straight
written on
2023-07-21
of
Better & Better
I started a harem As the largest local employer in the area, I had everyone wanting a job with me. I paid above the average locally, two reasons one I got the best employees and after paying to train them I kept them in my employ. At 54 and a widower and not on good terms with my 2 sons, I lived alone except for my house staff all female, ranging in age from 47 to 59 all widows. All lived at my home, I've always been a horny man and had played up a bit on my late wife, thus annoying my sons. But my wife knew I w... reading time 1 mingenre
Straight
written on
2023-07-21
of
Horny old Goat....
My horny NeighborI'm divorced and my wife had the money in our marriage and so our 2 children prefer her over me. Which suits me fine, they are spoilt brats and I let her have them. I've good job and nothing to pay her or for the children. I bought my house and decided to keep out of the dating scene and had done a good job avoiding socializing with people. Then I got a new neighbor, she is a real go getter and a widow her children were out on their own and visited sometimes. I didn't go and welcome her to the a... reading time 2 mingenre
Straight
written on
2023-07-21
of
Horny devil neighbor
Spreading my seedI've decided to spread my seed and impregnate as many women as I can. It started early last year my sister-in-law widow of my late brother (car accident) was lamenting not having children before he died. I being a total smartass offered my services and she just smiled at me and I thought nothing more of it. A week later she visited me and straight out request me to get pregnant. Stating I had offered, I decided why not and after several nights together she got pregnant. She of course told the fa... reading time 2 mingenre
Straight
written on
2023-07-21
of
Smartass seeder
Getting Divorced, but widowed instead I was being divorced by wife and she and her boyfriend/boss got killed while on a skiing holidaying. Got in an avalanche, they had entered the off-limits area and to get away from other skiers. I was home when I got the news from my mother-in-law (mil) 52 as she was informed not me. luckily, we had no children and only been married 3 years, marrying while at university. Anyway, that ended the divorce proceedings, and I was still shocked and saddened by her passing. But her mother was very upset ... reading time 4 mingenre
Straight
written on
2023-09-16
of
Willing son-in-law
AdvertisedI was 26 university graduate and still a virgin and before I left for a job with the family business. I wanted to lose my virginity, but I wanted something more than hooker. Not quick fuck but at least a whole night. So, I had advertised in less than stella magazines for a woman to take my virginity and train me as well. I'm not short on cash so I was willing to pay very well for the right woman. I had started my planning several months before I graduated, hoping to lose my virginity before I le... reading time 5 mingenre
Straight
written on
2023-07-22
of
Horny ex virgin Nerd
My StepsisterMy mother died when I was 12 and my father remarried when I was 14 almost 15. His new wife was very nice to me, and I liked her a lot. She had a daughter then 12 we got on fairly well. I went to university and done well, finishing in 2019. Got a great job and was living on my own. My stepsister had started university and still living at home, the pandemic came, and our parent caught the virus, and it took both of them before the vaccine was available. After the lockdown my stepsister kept doing ... reading time 3 mingenre
Straight
written on
2023-07-24
of
Former stepbrother now husband
Perks of night shiftI'm 53 and work as night watchman, just to make sure the everybody leaves after finishing their work. Not a security guard as that's a higher pay rate. My employer is a penny pincher, I don't have to tackle intruders I just call the police. But there isn't anything were stealing in this building no cash on hand or many things worth selling. One of my main jobs is making sure the cleaners don't leave early. If they work late, well that's their problems are he won't pay anymore. The cleaners do wh... reading time 4 mingenre
Straight
written on
2023-07-22
of
The Night owls
Fucking the Drunk LesbianI live in an apartment building and my closest neighbor is a 32-year-old lesbian, until the end of last month she had her girlfriend living with her. But they broke up and separated, which made my neighbor very sad. We usually have a block party in our building first weekend every month. This month's party was the first my neighbor came alone, I'm 34 single and unattached and usually avoid the block party, I'm have a job were I'm on called a lot and do get called out or fake a call out to avoid ... reading time 2 mingenre
Straight
written on
2023-07-24
of
Hopeful Neighbor
My Sister Wanted to see me Cum. My sister and I have always been close, all throughout our childhood we were never shy with each other and often talked openly although not about anything sexual. Then one day things seem to change, she was 15 I was 16, and we both came home from school to find Mum and Dad had popped out shopping. The note they left said to help yourself to drinks will be about an hour. We both ran upstairs to change out of our uniforms, then after returning down to the lounge with a drink and biscuit. Both of... reading time 7 mingenre
Incest
written on
2023-07-23
of
Honey Windowcleaner
Sleeping 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
Straight
written on
2023-07-23
of
Willing Assistant
Finally Married I've never been great with the ladies but have had my moments also. With all my friend married I was the only single guy and started to feel awkward being the sole single male at events and started to avoid those events. But I still saw my friends, but not at events. Using my job as a cover, self-employed and would say an urgent job came up and I had to do it or something similar. This worked mostly at first but less and less and then no invitations were given as I never came. But my closest fr... reading time 3 mingenre
Straight
written on
2023-09-15
of
Thankful Friend
Taking Advantage I fucked my Mom, My mom's in her late forties, she's still very slim for her age. My dad left us a few years ago leaving just me and mum to fend for ourselves. She struggled for a good six or seven months and did let herself go. Then something seem to click with her, she started to get fit and eat properly, but the one thing she couldn't seem to quit was her drinking. She would sometimes go out on a date and embarrass herself by drinking too much. The number of times she would come home and collapse on the sof... reading time 8 mingenre
Incest
written on
2023-07-24
of
Honey Windowcleaner
Roped In, lucky for me.After years away I returned home and there was a family wedding in our long-term neighbor's family. They have been close friends of our ever since I can remember and are seen as aunt and uncle. Anyway, their youngest 10 years my junior wasn't in the bridal party and didn't have an escort. She okay on the eye and quite timid/shy, but as we had been neighbors all her life, she wasn't shy around me. Shortly after my return, it was like I never had left. Seeing her interacting with me gave the paren... reading time 2 mingenre
Straight
written on
2023-09-15
of
Very happy husband
Doing my AuntI'm well-off career wise and financially and in relationships I do okay. But not yet married, I lived a block away from my father's sister I'll call Maureen 52 divorced and has a married daughter in another state. But her daughter isn't close to her mother and prefers her father to her mother. Maureen was acting strange even for her, and I was asked by my father to check on her. As I was the closest and I visited her, and she welcomed me but was a little stranger than the last time I had seen he... reading time 4 mingenre
Incest
written on
2023-07-24
of
Caring Horny Nephew
I 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
Straight
written on
2023-07-25
of
Student/Client/Husband
Afraid to see the men from the garage I’m a 35 year old married man. My wife and I had to go back to the old neighborhood because my grandpa passed away. But the things I wanted to avoid was running into some of my grandpas old friends and my wife finding out my deepest secret and her not understanding and she might want to divorce me. We’re at the funeral home and paying our respects to grandpa and as I turned to get up there I see grandpas 3 friends looking right at me and waving for me to come to them and I told my wife that I ne... reading time 7 mingenre
Bondage
written on
2023-09-15
of
Her entertainment
Uncontrolled orgasmsGuys this is a WARNING! Never ever! Overstimulate your prostate and this is why. Im not Gay but when i was Younger i figured out that pushing your prostate can make you orgasm like crazy. So last week i decided to see how far i can push that and pushed it to hard. I used a metal zigar sleeve to fuck myself and hit the prostate probably one time to often. I felt an amazing orgasm but also a little pain. Even the next day. So i went to the doctor. I wasnt embarassed, more worried that i have hurt ... reading time 7 mingenre
Masturbation
written on
2023-07-25
of
D-D
Picked to marryI left university with great career prospects and a job that would start that career. Only thing I was failing at was my love life, well you can't really fail if you're not in the game as they say. My love life successes Nil, dates Nil and sex Nil, masturbating doesn't count. Two years into my job/career, I called aside by the boss, and he asked me was I happy with my job. I said I was, he asked me then did I have anyone special in my life and I said No. Confused by the sudden interest in my lif... reading time 3 mingenre
Straight
written on
2023-09-13
of
Blessed Husband
I left a trailAfter a massive fight with my father, I left home at 16 and started travelling. I joined a group of casual workers who travelled about, working here and there. Nothing special happened for the first few years and I had filled out and started reading books. The fight with my father was because I was playing PC games instead of studying and grades were tanking. On the road I didn't have much access to the games and was weaned off them you could say. Getting bored I found a book and started reading... reading time 3 mingenre
Straight
written on
2023-09-14
of
Book Nerd
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