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Midlife CrisisI 23 bought my parent's home when my father was transferred, I'd a good job and was staying put. I already knew all the neighbors and it was easier than finding a new place. An old friend 55 of the family, I'd known all my life lived across the street. She was now widowed and living alone. She worked for the city and tended her garden and never dated as far as I knew. A few weeks after my parents left, she came over to talk feeling lonely I thought as her and my mother had been always talking. T... reading time 2 mingenre
Straight
written on
2024-08-14
of
Family Friend
Bedding my SchoolteacherI left school at 16 and became mechanic and 8 years later I met my old schoolteacher. She didn't remember me, which isn't surprising as I barely attended any class. I was obsessed with cars and my parents finally let me leave to become a mechanic. I bought an old house at 20 with help from my parents and grandparents. It wasn't much to look at, but it had a large steel shed on its large block. Which was the main reason I wanted it. With family help the house was improved and made livable accordi... reading time 4 mingenre
Straight
written on
2024-08-14
of
Former Student
The Cougar next doorI was living in my grandparent's old home, and they had moved in with my parents (health reasons) in the city. I was 23 at the time (2014) and had a good job with the local power company and never great with girls up to then. Having always felt awkward around girls, I only had one neighbor on the town side of the house. My grandparent's home being last in the street on the edge of the town. The neighbor was in her mid-fifties and looked nice, but I didn't have all that much to do with her at the... reading time 3 mingenre
Straight
written on
2024-08-15
of
Thankful Prey
My Aunt's HouseMy widowed aunt (62) wasn't well and had come to live in the city April 2023. She was worried about her house being vacant and I (23) was dispatched to house sit it while she recovered. I was unemployed and that's why I was sent. I got lucky and found a job almost straight away and so I could support myself without the allowance I'd been promised. At my workplace I got on really well with the daughter (20) of another employee (38) divorced. Last Christmas my aunt had a massive heart attack and d... reading time 1 mingenre
Straight
written on
2024-08-16
of
Reluctant House Sitter
My Sexual TrainingI was 15 when my father remarried 5 years after the death of my mother (cancer). He was 39 when I was born and my mother 37, so I was their only child. Home schooled and kept secluded from the world till I was 9 and then sent to boarding school on my mother getting very ill. Brought home just before she passed away to say goodbye and then back to the boarding school. Rarely seeing my father at all, then home again to meet my stepmother after the wedding and then back to school again. Finally re... reading time 5 mingenre
Straight
written on
2024-08-17
of
Willing pupil
Give me your opinion about my wife and black neighbors I really need your opinion. I was hanging out with one of my friends we all call him Big Boy . I was off that day and decided to spend some time out back on my patio. I sat down for a while and then one of my neighbors and friend came over and asked me if I could take him to the store and get some beers and cigarettes and some weed. As we drove to the store he told me to come over and watch the game with him and some of the other guys from the neighborhood. Big Boy suggested that I give my wi... reading time 3 mingenre
Confessions
written on
2024-08-18
of
Husband 1911
The widow next doorThe widow 49 next door lived alone and never dated as far as I saw. I'm 53 (single) never married, was engaged once, but drunk hit her on a crossing the Wednesday before our wedding was due to be. I'm a lawyer and have a total hatred of drunks, especially drunk drivers and won't represent any of them in court at all. It took me years to get over the loss of my fiancée. I wasn't in the market a girlfriend or a wife, but from at first hearing her and then seeing her masturbating herself got me aro... reading time 2 mingenre
Straight
written on
2024-08-19
of
Helping Horny Neighbor
I married my sisterI'm 5years older than my sister, but she is my stepsister actually and we've never used step when describing our relationship, just said sister or brother. My father died when I was almost 3 training accident, he was in the marines. My mother remarried 18months later and then had my sister, I don't remember my father but have his photos. Fast forward to when I was 17 almost 18 and an uncle (my father mother's older brother) on my late father side passed away, having outlived his own children and... reading time 3 mingenre
Straight
written on
2024-08-19
of
Happy Step Bro
New LifeI decided I needed a restart; my life was boring and always the same routine. Get up shower eat a quick breakfast go to work and have dinner at diner on my home after work. Then repeat except on the weekends, where I worked via computer till I started the routine again on Monday. I didn't date or do well with women and use the local pay for play women for my sexual needs. I guess I'm okay looking in looks and body shape, not great at chatting up women. At 33 I decided I had to change or be stuck... reading time 5 mingenre
Straight
written on
2024-08-19
of
Happy new life
The old WitchA lady (57) lives up the street a bit from my parents and always wears black and keeps to herself mostly. Not many people know anything about her at all, I'm 26 and work in construction and during lulls in work I do whatever I can to make a buck yard clearing, mowing whatever is going. One day I got a call from the lady some people call the local witch, about clearing up her yard and removing old scrubs and trees that had died. I accepted as I don't believe in witches or religion all that much. ... reading time 3 mingenre
Straight
written on
2024-08-19
of
Witch Lover
Old neighborI (39) live in an apartment building on the third floor, my closest neighbor is 57 widowed and I'd never seen her smiling. Not that I had much to do with her, she was always annoyed at something or another. I'd move there after my divorce and wasn't socializing at all; my ex-wife and children didn't want anything to do with me. Which suited me, as my wife had the money in our marriage and the children like her more than. So, no alimony or child support and I'd a great career to fund my lifestyle... reading time 3 mingenre
Straight
written on
2024-08-20
of
Not backward
Lucky for meI was widowed and living alone my children having moved on with their lives, but they regularly visit me. At the time I was 51 and worked from home mostly, my closest relative living near me was a cousin 48 and she and her husband were divorcing. Likewise, their only child was out on his own. So, as they both had careers, they split everything in half. Including the house being sold and needing a new home and the market was limited, her husband stayed with his new woman. So, my cousin came to st... reading time 3 mingenre
Incest
written on
2024-08-21
of
Happy Cousin
My father divorced my motherMy father suddenly told my mother (41) he was divorcing her as she was too boring for him. Made her a very good offer on take it or leave it basis. She was caught off guard and signed the agreement while in shock and so the divorce went thru quickly. My mother was well looked after by the agreement and so was I as their only child even those I was 22 at the time. My father has always been a wealthy man decided he wanted some excitement in his life. Also, knowing his only chance of a quick divorc... reading time 6 mingenre
Incest
written on
2024-08-20
of
Contented Son and Husband
Started as shock to meI was in university and was a cheerleader, we always had great fun and teased the nerd as we called him. But my partying and lack of studying caused my grades to drop, not as far as failing. But it got my parents worried, and I was told if I didn't improve, they would take action. I didn't improve and my mother decided it was time to act. As I was involved with cheerleading and the in crowd, I wasn't up with all my mother's friends. An old school friend of hers had moved to closer to her again a... reading time 4 mingenre
Straight
written on
2024-08-21
of
Reformed snob
Old Family FriendI (29) and the last of my family still living in our hometown. My parents had moved away in 2022 as my father got a transfer. My siblings likewise had moved away for work reasons. I've a good job and had no good reason to move and had also bought the family home off my parents. Back in February this year, Joanne 59 an old friend of the family and widowed since 2020 and her family also left the area. Dropped by to see me and ask for some help, I said I would help her with landscaping her garden. ... reading time 3 mingenre
Straight
written on
2024-08-22
of
Mature Fancier
Recently divorcedI'd just gotten divorced and had no children to support and no alimony also, as my ex-wife wanted a quick divorce (2023) and so she skipped asking for alimony. We didn't own a house or have much stuff either and just split everything in half and that was that. At 31 and single again, I decided to buy my own place with a bank loan and start dating again once I was settled in. I still worked at the same place and that helped get me the home loan and I bought a 3bed 1 bath house attached double gar... reading time 3 mingenre
Straight
written on
2024-08-22
of
Remarrying
Failed at DatingAt school and then at university I failed to date any girl and was seen as a nerd or a loser. But done very well at university and graduated second in my year. Years later still no change in my dating success, but due to my high income I had lost my virginity to a hooker by paying for sex. But I was later sent overseas to assist in a project and since I was in France, I decided to get professional sexual help from a sex therapist. She taught me everything I needed to know to please a woman but c... reading time 3 mingenre
Straight
written on
2024-08-25
of
Changed man
Sent to assistAs the youngest and not going to university like my 2 siblings, I 22 was sent to assist my great aunt 65. My father's father younger sister had no children or grandchildren of her own. She lived on a small property of 15 acres and had a helper Gwen 20 living with her. Gwen was quite shy and was orphan at a young age and moved about a great deal, till ending up with my great aunt. Wasn't good at school and the job caring for my great aunt paid better than any other job she could've gotten. My gre... reading time 5 mingenre
Straight
written on
2024-08-23
of
Happy to assist
Got drunk at a wedding I 30 was alone at my cousin's wedding; I'd flown in for the wedding a week's holiday visiting the extended family. Next morning in my motel room I awoke, and I wasn't alone in the bed. A woman was laying with back to me and was a mature woman. I couldn't remember who she was, then she turned over and I saw it was my mother 54 (widow). I'd fucked my mother, no doubt as we were both naked and she had the remains of sperm around her vagina. But she is passed getting pregnant, she thanked me for ma... reading time 2 mingenre
Incest
written on
2024-08-25
of
Lucky Drunk
Shrinking FamilyI'm the youngest of my ever-reducing family tree, my parents have passed away as has most of their siblings and both their parents. Till November 2023 only an aunt 62 left and she isn't very well either, she never married and did adopt a girl and has raised her as her own ever since. Adopted at 6years old when my aunt was 44 and home schooled by my aunt, she has become my aunt's carer. As her only living relative (32) left and a lawyer, I watch over her financial affairs and ever pay her bills f... reading time 3 mingenre
Straight
written on
2024-08-26
of
Family builder
I was restrictedHaving been partying rather than studying, my parents first cut my allowance. But it didn't have the desired effect. So, they stop my allowance completely thus I was very restricted in everything I did except going to my university lectures. I could easily walk the distance, but the weekends were the worst for me as without money I couldn't hang out with my friends or date girls. The loss of my allowance was until my grades improved greatly, I was told and improve beyond my previous best was als... reading time 4 mingenre
Incest
written on
2024-08-29
of
Horny Nephew
Old Family friend. FF.A few years back I was injured and laid up for a week in hospital and then weeks more at home. I'd to get therapeutic massages on my legs to promote blood flow while recovered. But my health insurance limited my access to these to once every 3 days not counting Sundays. My doctors said I should have them daily, but my health insurance wouldn't change their mind. It was done daily in hospital and after I was home the insurance company limited my access. With no family living close, I was in a bin... reading time 4 mingenre
Straight
written on
2024-08-28
of
Horny for matures
Drunk MotherI'm an only child and attending university and after the sudden death of my father last year my mother 52 went to pieces. Started drink heavily and as a result my grandparents both sets decided to get her help. A fulltime health assistant 47 was employed, with the brief to reduce my mother's drinking. My mother has other health problems as well, some medication she takes makes her sleepy, even more so when used with alcohol. Her health assistant (my grandparent's term for her) was fairly slender... reading time 2 mingenre
Straight
written on
2024-08-30
of
Horny Bored Son
Lucky lucky meI'm 45 divorced and was living alone and my closest neighbors a married couple, he was 58 and she 34 no children. He was a know all idiot, believing anything he thought was always right no matter how stupid it really was. She was so very quiet, and he told me she was raised to be so quiet and home schooled. Married to him by her family and expected to obey him without question. In every way she was by controlled him, but he couldn't get her pregnant. His health was in poor shape at best, a few m... reading time 4 mingenre
Straight
written on
2024-08-29
of
Lucky Me
The Fort Growing up was great we lived in the north east of town. So their was a creek behind our house with woods that went up a hill to the next road. My friends and I found a spot next to the creek that we made a fort that was out of sight of our houses because of all the black berry bushes. We cut a small path through the bushes to get in but their was a log so over the creek. Only my buddies and I new how to get through the bushes. Back to the good part of the store. Their was some girls at school ... reading time 2 mingenre
Incest
written on
2024-08-30
of
Billy Boss Pussie Eater
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