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Meeting my older friend again

I went to work on Friday even though it was snowing quite badly where I live. It came around lunchtime and I looked at my phone and I had messages from my older friend just asking how I was etc. He wanted to meet again as he was free and horny..we usually meet once a week depending how busy we are with work, family, hobbies etc. He always texts me saying what he wants to do to me and what he wants me to do him or if I watched porn and wanted to try anything new. I just said I am happy to suck...

First time CL hookup with Older Daddy

Credit to gsgw_clhookupI'm mostly straight, but as long as I can remember I've been super turned on by the fantasy of bottoming (and submitting) for a much older daddy type, especially the "straight" MWM types. I'm not attracted to guys my age at all, but I find the cross-generation thing to be incredibly hot. I'm pretty masculine and dominant most of the time, but always wanted to sub to an older dom daddy. This is the story of the first time I got up the nerve to actually do it.I was 22 and...

meeting an older man

I am a very horny guy always looking for opportunities for fun and interesting encounters with all kinds of people. i love females they are so sexy and beautiful with gorgeous bodies that turn me on so very much. but recently i found another side to me which i have enjoyed experimenting with. I am a young looking 40s guy with a good body muscly smooth and well endowed. any way i have joined sex dating sites before and had some memorable times from them. but this time my high sex drive and...

First time with older man

Even as a woman in my late 30s I was a little shy. I am not a prude but I had only ever had sex within a committed relationship. However, after a difficult and painful breakup I was not ready to date but found myself occupying my time by watching porn. After a few months of browsing and discovering Internet porn I noticed that I was gravitating to videos of older men with younger women. At first I was shocked but then came to embrace this fetish. Watching horny old gandpas was a real turn...

MY SEXY WIFE LIKES OLDER MEN

MY SEXY WIFE LIKES OLDER MENWhen I married my wife Sally I knew she had a thing for older men so it was no surprise to me when we were invited to my boss’s retirement party at the home of the director of the company home,You see Sally who is 34 is a real sexy woman and always dresses sexy she has a great body and a nice pair of legs with a great rear and a rather large bust which is very firm I can confirm that she gives a great tit fuck so it’s no wonder she attracts so much male attention...

MY SEXY WIFE LIKES OLDER MEN

MY SEXY WIFE LIKES OLDER MENWhen I married my wife Sally I knew she had a thing for older men so it was no surprise to me when we were invited to my boss’s retirement party at the home of the director of the company home,You see Sally who is 34 is a real sexy woman and always dresses sexy she has a great body and a nice pair of legs with a great rear and a rather large bust which is very firm I can confirm that she gives a great tit fuck so it’s no wonder she attracts so much male attention...

A young guy An older woman Not true story

We all of us enjoy sexual thoughts at one time or another and what follows is a fictional tale involving some of my own.I think I surprised even myself at how lengthy the story is becoming. It still has some way yet to go. Therefore, in order to maintain an interest I felt it best to post this part now. Should anyone feel the need for a part 2, feel free to let me know.I hope, given they are little more than a reflection of the thoughts of the slightly, older, more mature woman, this will not...

Me and my Older sister Lucy

I’ve always been around my sister for as long as I can remember, our mother washing the both of us in the bath together probably the start of my memory. My sister called Lucy is three years older than me and I would sit in between her legs as our mother washed me then we would play in the bath as the water rushed out the plug hole. Towels wrapper around us, we would get dress in front of the fire dancing about as our mother tried to dress us.As I grew older, I was always part of her games,...

Hot Older Lady on the Boat An Adult Story

It was close to midnight when I finally got to the hotel bar. I had come to Florida on business. I was to close a deal on some computers outside of Pensacola. I had a late flight that did not leave Baltimore to really late. The plane was delayed on the run way for two hours. I just wanted to get a drink and head to my room. I walked into the small bar. There were a few people. All tourists but they seem to be enjoying them selves. I had broken up with my ex-girl friend about a month...

First time with a older woman

It was not long after I graduated from High School, I started working at a chain shoe store, a popular one at the time & sales were always good, I hustled, made lots of money for a k** my age, and worked my way up the company ladder to assistant manager. Though it meant more hours, it also meant more pay, and at 21, more drinking money! I had moved out on my own & and shared a apartment with another guy from work who was in the same position, only another store. Oh the late noght...

Encounter with an older man

I checked my "personals" mailbox one day inDecember of 1999. I was surprised to see a reply froma man called "cen-tex bear". I had forgotten allabout placing the personals ad months before, whichbasically stated that I was looking for a man to havesome fun with from time to time in the Central Texasarea. The ad listed a phone number, so I called it andtalked to a man I'll call Trelane. He told me he was59 years old (I'm 38) and that he was basically a"top" only. I responded that I'm...

Older Makes a Good Teacher

It wasn't that easy being gay and living in a place like Omaha. I was attracted to a lot of guys in my high school, but there was no way I was going to approach any of them. I had visions of them ganging up on me in the gym and beating the shit out of me.I knew the answer would be in hooking up with older, maybe married guys. Besides, they were safer ... they were just looking to get off, not looking for a relationship. I figured it would be the perfect way to satisfy my curiosity about...

Gay Male

Older Woman at the Coffee Shop

A psychologist might have said that James' desire for an older woman was due to not having a mother figure in his life. James knew that his mother had died around the time of his birth, but he didn't know anything else, as his dad wouldn't talk about her, her death or even tell him what her name had been. Tired of being kept in the dark, one night James demanded answers from his dad, and he finally broke. His dad was yelling at him when he said, "I crashed the car while driving her to the...

Teasing the Older Men Part 1

I grew up in a big city. There were lots of porn shops near our house. When I was 16 I got a genuine looking fake ID and that got me into almost every porn shop in the city.At first all I wanted was to jerk off to a good lesbian 8mm loop in privacy. But a cute young boy gets no privacy in a peep show joint. I would walk in and every man in the place would stare at me. The shy ones would stare and do nothing else. But there weren't many shy older men in those places. They walked up to me with a...

An inexperienced girl tries anal sex with an older man

At only a couple of months short of nineteen Kerry was no virgin, but she was only too aware that she couldn’t yet really class herself as sexually experienced either. Her occasional contact with porn had told her that she still had a lot to learn and a lot to experience, and although some of the things she had come across she doubted that she would ever want to try, there were also things that just thinking about doing gave her a thrill. Her difficulty was that Ben, her boyfriend and so...

Snowed in with an older woman

The drive home was pretty quiet. I noticed the plow had missed some of the side roads, and about 3 blocks for my neighborhood I noticed a small car that had bottomed out turning on to one of those side streets. I was feeling generous so I pulled over slowly and rolled down my window. And offered up a “howdy, need help getting unstuck?” I know there must have been such a shocked expression on my face but when the stranded woman looked up my way I immediately recognized her as the sexy older...

I love dating older than me

I've always been more into the teachers than k**s my age, and liked their parents more than them. It wasn't until i was 18 that i got to experience being with someone older. I've always been stared at by older guys but wouldnt dare try anything lol, but one of my friends dads, a divorced guy in his late 50's, would always be sweet to me when i was over and i couldn't help but crush on him. He would text me out of the blue calling me beautiful and generally nice things. So when i turned 18 i...

Older and Sexier

Conflicting research paradigms Have legitimized various crimes. The worst we can see Is in psychology, Measuring reaction times. While my friends concentrated all their time and energy on the girls of my high school in a attempt to vent even a minute amount of sexual frustration, I aimed my own in another direction. It all started three years ago, when I was a 14 year old teenager. Hitting puberty not long before I still had the tall lankiness of that age, my body hard...

In Appreciation of Older Women

Let me tell you boys ... any young man who thinks that older women are not exciting, sexual beings with loads of experience who can rock your world is right out of his mind! He doesn't know what he's missing. He's just "young, dumb and full of cum" which is exactly what older women want, but young men are too stupid to know that. Older women have been through all the relationships and heartaches with self-centered losers. Now they just want to fuck and enjoy life. Let me tell you my...

Audra Meets an Older Man

Last night, my girlfriend and I went out. We went to our usual bar that we liked. We drank and had a great time, but didn’t really meet up with any guys. We still had a great time though. My friend likes to go home with strange men. She lives alone and likes for somebody to pay her attention sometimes. She was between men and didn’t really have anybody to call to sleep with her. I guess you could say she was on the prowl. I wasn’t having the greatest time. She was already tipsy and I knew...

Dominating My Older SisChapter 2 Older Sister rsquo s Punishment

Note: Thanks to wrc264 for beta reading this! Carmelita Campo Such rage surged through me at my little sister. That fucking dyke-slut thought she could set me up. That she could get that asshole Clint and his skanks to film me, make it look like I was raping my sister instead of putting the little lesbian-whore in her place. I knew she wanted to lick my pussy. Like all the other lesbians I had humiliated over the years, dominating them, making them eat my cunt. I was just giving them what...

Justin Loves Older WomenChapter 4

In which young Justin pushes the envelope of age gap sex with 67 year old Jules. I met Charlie at the mall again and we talked for a long time. She asked me how it went with Nora, and wanted details. She laughed happily as I told her. “So you’re not into the bisex thing at all?” she asked. “No, men aren’t attractive to me.” I told her. “Too bad.” She said, “There’s a lot of opportunity for a good looking boy like you if you’re into a little cock play.” “So you’ve done that sort of...

LoveHerFeet Lily Larimar She Needs To Feet Fuck An Older Man

Looking like a sexy social media influencer, Lily sashays back and forth in front of the mirror, strapping on her nude high heels that complement her chicly painted grey nails to match her sexy long fingernails. Stepping down the marble staircase, her long legs show off those sexy feet as she bids farewell to her mom’s boyfriend, who seems to be concerned over how her night went. Apparently her date sucked. She starts to confide in him as she strokes her leg and taps her feet up on the glass...

xmoviesforyou

Older Sister Inspires but Younger Sister Fucks

Note : This story is completely fictional! As a teenaged boy growing up with two sisters it was almost impossible to not have a fantasy or two about them. One was 2 years older and the other was 2 years younger. Both were pretty hot too, skinny blondes with good bodies. I have to admit, though, it was my oldest sister who I fantasized about the most. For the most part I thought of Meghan, my younger sister as a kid. Rebecca, my older sister, was a different story. I was 18 the first time I...

Incest

Older pussy There s nothing like it

***Note : This story is completely fictional! This is a story about my friends mother and how I started fucking her and continued to fuck her until this day. I have a friend named Mike I met him when he moved to our area from another state. He had two sisters that were two and four years older than us and a couple younger brothers. Their father had just died in a car accident a year before they moved there. His mom at the time was 45 and plain looking but her body wasn't bad she had a little...

First Time

Shemale Surprise

This is 100% true, I know it may sound difficult to believe and I know if I read what is detailed below I’d struggle to believe it but this is what happened to me on Wednesday.I needed to take Wednesday off from work as a holiday to get some work done to my home, as the day wore on I had planned to get a tribute made, but I felt too horny to tribute I’d been to Northwich Sauna before (Which I’ve posted about before) and seen that they run a TV/TS day on Wednesdays, all are welcome to dress how...

shemale sex slave

BDSM JOURNEY.Let me first say i am no writer by any means.This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.So I put a ad on craigslist and it went a lil something like this"...

Shemale fun

Recently I've been chatting with a very feminine and beautiful shemale named Lisa.We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to concoct and excuse as to why I had to go to (city name withheld) and my wife didn't see any reason not to bnelieve me. My wife knows that I love porn, but I've never expressed to her that cock also turns...

Shemale on Shemale

We were in the back of a taxi, our tongues deep in each other’s mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. She responded by grinding herself against my palm in a seductive, circular motion. I could feel her getting harder and she moaned softly. I felt that moan vibrate on my tongue, causing my own cock to...

Male slave is sold to woman in yellow dress

I love being naked in front of a crowd of people. That is why I served as a sex slave for a year after I turned 18. Now I am going to do it again. This time I am worried. No one is looking at me. No one wants to inspect my naked body. I want to run after them and say look at me, but I am chained to a spot. Then one woman stands closely in front of me. She looks at me with those lovely blue eyes of her as she stood before me. I can tell that she is at least 15 years older than me and by her...

Male Secretary

Yes that first date is correct, way back then I was day-dreaming in a junior-year business ethics class and this story came to me. I came across it recently and decided to save it by re-keying it and posting it. (It was originally composed on an Apple II+ and printed out on an Epson RX-80 dot matrix printer! High technology!) This story is purely fictional and meant for adult audiences only! If you are not an adult, please stop reading and dispose of this file. You have been...

Male Hunting 8211 Part I

About the author: Hi to all ISS readers, I think you have already enjoyed my story “I Lost My Virginity, Part I & II”. To My new readers, these are all real episodes of my life which commenced at the age of 18. I am Rekha (fake name), now 30 years old, fair complexioned and medium built (5’ 5″, 36-28-36, 56 kg, long black hair up to my buttocks), married for last 8 years (2002) with no children, and a housewife staying in Kolkata. My husband is in Dubai (job) and visits me every year for a few...

Excepting a Ride With An Older Man

Introduction: This was another of my wifes fantasys as a very young girl and the name she chose was Diane, one of her alter egos she uses a lot in her fantasys She calls them My Girls, never her! Excepting a Ride With An Older Man! This was another of my wifes fantasys as a very young girl and the name she chose was Diane, one of her alter egos she uses a lot in her fantasys She calls them My Girls never her! This fantasy is about excepting a ride with an older man that plays into her fantasy...

Me and My Older Brother and His Friend

Title: Me And My Older Brother Please note if you want fiction then look elsewhere... I have been sexually active since a very young age. I have so many stories the only limit is time to get them typed up to submit. Very few of my actions can be called NON perverted. One thing is I have never forced anyone to do anything they did not want. I on the other hand have been coerced into doing things. Nothing I ever regretted for sure. I was 14 my brother was 2 years older than me. Up until now...

Dominating My Older Sis 6 Humiliating Big Sis

(An Incestuous Harem Story) Chapter Six: Humiliating Big Sis By mypenname3000 Copyright 2017 Note: Thanks to wrc264 for beta reading this! Juana Campo The collar jingled about Carmelita's neck as she walked through the cafeteria, heading away from my side. My obedient sister-slave strutted, her tight skirt gripping her curvy ass. Dark-brown hair bounced about her shoulders. Students glanced at her, boys with hungry eyes. Maybe I'd sell her ass to a few of the boys. My lezzie...

Dominating My Older Sis 3 Big Sis s Humiliating Punishment

(An Incestuous Harem Story) Chapter Three: Big Sis's Humiliating Punishment By mypenname3000 Copyright 2017 Note: Thanks to wrc264 for beta reading this! Carmelita Campo The dildo stretched out my pussy, my flesh spasming about it. I groaned and gasped, my wrists twisting in the handcuffs, my asshole clenching down on the invading butt-plug. I shuddered, groaning, gasping, my lips stained with pussy. Zoey's pussy. My little sister's pussy. Alicia's. I had eaten so much pussy...

The Older Sister Ch 01

“Keys. Ten minutes?” Jake called, poking his head into his sister’s room.Elena nodded briefly, barely looking up from her phone. She waited until Jake had left before smiling from behind a wall of blonde hair, pleased that she was already dressed provocatively in her hip hugging pencil skirt. She touched the soft grey pattern material that enclosed her fit body and pictured how she might find her brother.Elena spent the next ten minutes brushing her long blonde hair, applying discrete make up...

Incest

My Older Friends

I became aware of my and other peoples assumptions and expectations of my Sexuality early and the Birds and Bees Story was repeatedly told to me and sometimes beaten into me. I knew I was trying to find a way to a least dry fuck my mom and suck her tits when the beating came that almost killed her. I had seen mom naked many times, she was not that hot but she was soft and far from a pig. I was there at home, one afternoon and she was not, and when my father got home I was blamed...

Taylor the Older Sister

I and Lisa have been friends since High School we went to different schools but we rode the bus together, and we hung out with the same people and had many wild and crazy times, but that’s another story. I was kinda trying to get with Gabby who is 17 kinda chubby but she could pull it off she also had jet black hair cut short, and also had her lip pierced. She had nice tits but sadly the most I had seen of them is just her bra that she teased me with about a week earlier. I drove my...

Older men at the dorm party

It was a Friday night, and Katie was at a dorm party. She knew most of the people there from classes, but there were a few older guys whom she didn’t recognize. It seemed a little creepy to her that these 30-something men were hanging out in a college dorm with 19 year-olds, but she figured they knew someone there, and anyway, who was she to judge? They all drank vodka and cranberry juice as the hours ticked by, and Katie was feeling pretty good, as she joked and laughed with her friends. She...

The final chapter In praise of chubby fat older women

Well the week end was upon us, I came stumbling down the stairs, still half a sleep and sat down at the kitchen table...Poured myself a cup of coffee...Mom came bouncing through the front door with the mail, still in her bathrobe....."Good morning baby" she spoke, sorting through the mail. "Good morning Mom "I replied .. "Love you" I added...."Oh I love you to baby" she answered with that cute little grin of hers...Threw the mail on the counter and walked up behind me, slipping her...

An Older Man

I have always tried to be a faithful loving husband and father. However, I have also always been drawn to gay sex. I don’t know why and probably never will, but the nights I have stayed up late and masturbated to gay videos or stories would be countless. Even as a young teen I remember the secret urges. In the end at 43 years old, I decided to fulfil my fantasy and finally took the plunge by joining a swinging website. I naively thought that it would be easier if a woman was present. Being...

Older Slutty white Women and the Black Men That Love Them

Introduction: A slut is much like a whore and a nymphomaniac that will do almost anything with anyone when it comes to sex. Older Slutty white Women and the Black Men That Love Them! I met this incredible older woman on a kinky sex site. Her name was Trish she is 60 yrs old and a true slut! Not to be confused with a nymphomaniac or a whore. I think the definition of all three would be different and yet very much the same in many respects? A nymphomaniac has a strong and uncontrollable sex...

Older Man Great Time Ch 1

I had always had gay tendencies although I had never built up the courage to act on it. I had always fantasized about sex with men. I had even masturbated using dildos and a 6′ life like dildo, but I knew it couldn’t compete with the real thing. I was 25 when I finally built up the nerve to act. I had always seen the gay personals on the internet and always thought that that would be a great way to meet a discreet sexual partner. I put out my signal for an older man to introduce me into man on...

An Older Women Fetish Modeling and Kinky Interracial Sex

Introduction: This story is about a mature woman who is a successful fetish model named Leigh This story is about a mature woman who is a successful fetish model named Leigh, a number of years ago as a lark, do to several of her girlfriends urging, she had reluctantly posed for pictures wearing almost nothing! A well respected womens magazine photographer had placed several ads in the local newspaper asking for attractive women over 50 to pose for a risque photo shoot, in an upcoming article...

How I lost my virginity to an older boy

Introduction: I lost my virginity at a young age, to an older boy. This is my first story, please no mean comments. Im sorry if my writing/grammar sucks. Im sorry if its not a good story, Im not writing to entertain. Im writing to tell how I lost my virginity. When I was younger I used to have low self-esteem. I was a little over weight, not alot, maybe 10-15lbs more than I should be. I used to think no one would ever want to date me, thats why I loved attention whenever I got it. I eventually...

In Praise Of Older Women

Jack’s Story Despite all my reservations, I had agreed to house sit my parent’s place for a month this summer while they were on vacation in Europe. My parents lived in the suburbs and were far from my usual stomping grounds. Literally there was nothing, but nothing, around unless your amusement was the local shopping mall.“Jack,” my father had said, “your mother and I would feel so much more comfortable if you were here. There has been this wave of robberies in this area occurring when people...

MILF

My Sexy wife likes older men

When I married my wife Sally I knew she had a thing for older men so it was no surprise to me when we were invited to my boss’s retirement party at the home of the main director of the company.You see Sally who is 34 is a real sexy woman and always dresses sexy she has a great body and a nice pair of legs with a great rear and a rather large bust which is very firm I can confirm that she gives a great tit fuck so it’s no wonder she attracts so much male attention when she goes out.She seems to...

The Older Woman Experience

My first story on here started with a great night spent with an older woman, when I was 27 and she was 39. But that wasn't my first (or my last) experience with an older woman. I think I'll save the biggest age gap story for another time, but it was around 2 years before my first night with Kim (see the first story if you haven't already!) that I had my first taste - quite literally - of a more mature woman. It clearly had an effect on me, because there have been a fair few occasions since when...

Gang Banged by Older Men

=====================================We were on our way to my father-in-law's house on the water. Well, he wasn't actually my father-in-law, he was actually Mark's ex stepfather but he was the only father figure Mark had. Mark's mother got pregnant young and his actual father was never in the picture. Mark had never met him. When Mark was 11 years old his mother married Paul.Then, after seven years, Mark's mother left Paul for a guy she worked with, whom she also left for another man, but...

Older man samples Lynn Ch 1

I am in our family room watching TV, eagerly anticipating this evening. My wife, Lynn, and I are going to a party at the Smith's. This has been the scene of a couple of our most sensual adventures. It was at a previous party where Lynn and I lived out one of our fantasies. She gave a blow job to a new decorating client while I secretly watched. That lead to several other adventures. Tonight, I have arranged to share my wife with an older man. I have not yet told her of the arrangements. Lynn...

Cuckold

Older Men

As I undressed in front of Marvin and his two friends, I felt excited. This was not the first time for me with Marvin, but it was the first with these two friends of his. By the time I was undressed, and standing in front of them (they were seated on the couch next to each other), my cock was hard as a rock, and more than ready for whatever they might want from me! Besides, I'd already pocketed the $100 they had all chipped in to pay me for my time there, for my 'services!' "Wow," one of...

Older man fantasy

I had been speaking with Michael for about 2 weeks on Fab. He explained his wife Cathriona had told him how her fantasy started about 26 years ago when she was still in college and living in a small cramped student flat.She couldn't pay her rent and her landlord had phoned her demanding payment which she didn't have.He lived in the flat above and said he would drop down, and if she didn't have it he would start throwing out her belongings there and then.You wouldn't get away with that today ,...

Older lover

I met him on well known gay/bi website known for random hook ups, we chatted for a while before arranging to meet. He was much older than me, 70 to be precise and he was concerned I would be put off by the age difference... I told him far from it as I love older men, a daddy especially when I’m dressed as Cheryl, I asked if he was ok with me being a crossdresser which he was. We arranged a meet for the following day at his house. I slept very little that night, all I could think of was meeting...

Fucking my dad s older co worker

I’ve been unemployed for over a month now and been filling my days with looking for a job and occasionally rubbing my clit to some good porn. Today’s no different. While I was getting all wet on some hot rough porn video’s, I noticed that someone sent me a private message on my social media page. I quickly changed tabs to see who it was. To my surprise, I had received a message from an old family friend. He used to be a colleague of my dad’s. The family has known him for several years now. A...

Older Man Perving on my girlfriend

So I have this thing about older men and younger girls......the thing that turns me on the most and REALLY gets me going is when i'm discretely watching older guys perving on younger teen girls and I mean proper perving, not just a sneaky eye when the Mrs isn't watching but full on following them, taking creep-shots on the phone ect! I get rock hard instantly when I see this.So here's a true story that happened many years ago when I was 19 and the girlfriend at the time was 17.The girlfriend...

Service to our older gents

Service to older peopleThis story takes place almost 3 years ago.my wife’s sister was then a call girl and during that time she was making a lot of money.then on the beginning of April she was on a trip to the southern parts of Sweden, one afternoon the phone rings and I picked up and heard her voice, can I speak with my sister, and I called on my wife, she came and took the phone.after a short wild I heard my wife said the she need to be alone for a minute.when she came out from our bedroom...

Me two older guys who taught me

This took place in the distant past when I was just over eighteen years of age.I had a boyfriend at that time we had been seeing each other for about nine months, he was my first and only sexual experience at that time, he took my virginity about 6 months before. I realised from then that I was going to thoroughly enjoy sex. He was not an experienced lover but it was still nice.I have to say that I was often commented on as being attractive with a good figure, I am 5” tall, long slightly wavy...

The older the better

I had just graduated from high school and have always had a crush on older teacher with heels stockings and skirts. I would fantasize about having to stay after school with the teacher and not being able to control my urges and whipping my hard dick out for her and letting her know that she can have it and making this a regular fuck session. It never happened but when I graduated my thirst for older women have grown and being 18 I was legal to do what I like. So I went on some dating apps and...

my first married older lady

Like most young lads I got crushes on my best mates mum, teachers.... you know, we all had them! Still, as a spotty teenager it was never going to happen, and definitely wouldn't have been right. Good fantasies to have though, and left a lasting impact that meant I had a thing for older ladies right through my twenties.... oh hang on, still do have a thing for older ladies thirty years on! Just getting a bit difficult to find them nowadays!I still remember my first proper time with an older...

older neighbour

My older neighbour was always looking at my girlfriend. He's nearing his 50's, large built, shaved head, likes to think he's quite aggressive and dominant. My GF is in her mid 20's, slim but with a decent sized bum, a bit like a porn star...it's noticeable and always attracts the attention of other men. She has quite a dirty look about her even if she doesn't mean too. She looks like she has a high sex drive but doesn't want to make it obvious. Basically, my older neighbour imagines her to have...

young man finds a willing older partner at work

It was going to be a long day, as Saturdays usually were. The weather was beautiful outside, which made me all the more bitter for being stuck at work. Library patrons always seemed more demanding on Saturday afternoons and doubly so on nice ones. They'd simply wave and beckon on me to attend to their needs. A dude has a to have a pretty strong stomach to deal with some of these people. The homeless people and the whores are always hooking up in this place. Saturdays are different, though. The...

My second time with an older man

If you read my first story about meeting an older man, you'll know I lived in a remote area where it was difficult to find gay or bi men.I eventually left home to study and ended up living in a fairly big city.I didn't have a regular girlfriend at that time but I didn't go too long without sex with a female.Although I loved having sex with women I still found myself watching older gay and bi men in porn videos, that is something I still do these days.I signed up for a few different dating...

My Sexy Older sister by loyalsock

My sister was the sexiest thing I'd ever seen when we were growing up. Jenny was only a little older than my eighteen years, but she matured long before I did. By the time my cock started reacting to female flesh, my sister had a body that was driving older boys and men crazy. To me, it was pure torture in my own home. My first hard- ons were caused by her. I don't know how many gallons of cum I shot in the middle of the night with Jenny as the star in one of my frequent, vivid wet-dreams....

Older Woman

I would always cut thru my neighbor's yard to save me having to walk clear around the block. I would just jump the fence sneak past the bedroom on a small deck, jump another fence and I was in my back yard. the neighbors were never home anyway. This day they were and as I snuck across the deck past the bedroom, the door was open. And right there on a small table was the neighbor lady, Mrs. Keller, laying there naked legs up in the air with some guy fucking her, her big tities bouncing about. I...

HOW I CAME A YOUNG SLUT FOR OLDER MEN

Education for becoming a young slut for older men.PART 1 : INTRODUCTIONMany guys here are surprised when I say I prefer older men. And even more when I say MUCH OLDER men. That means not guys 5-10 years older than me but guys other 50.So I think I should tell u how became that attraction for becoming an old perv’s fuckdoll.It happened after I finished highschool and got the opportunity to go to University. I’m from a small town here so I had to move quite far from home to the capitol city. It...

Learning to love older cock

*** This is a true story about how I became attracted to older men and the event that led to me sucking my first older cock. This is my first attempt at writing and I will try to recreate the event as accurately as I can remember. I am not a professional writer just a guy wanting to share his first old man bj experience.My name is Mike, and I was an average sculptured young man about 5'7 and tipped the scales at a lean 165 pounds. I was often told that I was attractive and that I resembled the...

Sharing my girlfriend with an older man Bella

This is a true story. AND A LONG ONE (You've been warned)My name is Brad (obviously) and I have been with my girlfriend Bella quite a while now, she has a beautiful bubble butt, a lovely pair of 34DD's and prefers to trim down below, rather than shave.Earlier this year me and my girlfriend Bella took a two week holiday up in Scotland, to a camp site; a rather expensive one!The view was gorgeous, fresh air, country all around and the site was full of mostly older...

My girlfriend fucked by an older man Bella

This is a true story. AND A LONG ONE (You've been warned)My name is Brad (obviously) and I have been with my girlfriend Bella quite a while now, she has a beautiful bubble butt, a lovely pair of 34DD's and prefers to trim down below, rather than shave.Earlier this year me and my girlfriend Bella took a two week holiday up in Scotland, to a camp site; a rather expensive one!The view was gorgeous, fresh air, country all around and the site was full of mostly older...

Fucking my sexy mature older woman Goddess

Just wanted to share possibly my greatest sexual experience from when I was young with you all. When I was only 19 I got to know this uber sexy older woman; blonde, petit and busty. She was like Debbie Harry in her prime. She was 36 and was old enough to be my mother, she was confident, slim and busty and in her sexual prime and oozed it from every orifice. She epitomised the term MILF. I got to know her through a friend who worked with her, and before I knew it we were flirting over the...

My First Older Cock

*First I want to say I'm not very descriptive*I met this guy, let's call him Rob. He is much older than I. Rob is my sugar daddy. We talked everyday and we would send sweet messages to each other throughout the day. Finally, we decided that it was time to meet. I was very nervous, being that this was the first time we would meet. What if he wasn't who he said he was? What if he didn't like me? What if? What if? I decided to take a leap of faith. He picked me up. I was so nervous, I couldn't...

Older s i s

My sister was the sexiest thing I'd ever seen when we were growing up. Jenny was only a little older than my eighteen years, but she matured long before I did. By the time my cock started reacting to female flesh, my sister had a body that was driving older boys and men crazy. To me, it was pure torture in my own home. My first hard-ons were caused by her. I don't know how many gallons of cum I shot in the middle of the night with Jenny as the star in one of my frequent, vivid wet-dreams....

The older lady Part 2

The older lady and I were seeing one another for weeks at this point. Even though I didn't have a girlfriend, I didn't say a word to anyone including my friends. Since I still lived at home, she didn't come over my place, and we didn't go to her's because of her husband. Many of the people I worked with would hang out after work at my sister's house from time to time. One night I was headed home from my sister's and the older lady offered me a ride. We left and we found our special parking spot...

My Sex Journal pt6 Older woman

Read my previous stories for this to make more sense. You will find them on my profile page. Please rate and comment, let me know how I am doing.I'm going to skip ahead a little now to when I was just under 18. As soon as I turned 16 I left care completley, turning down all offers of living assitance so I spent the next 16 months or so moving around from place to place where ever I could find a bed and a bit of work and sometimes sleeping rough. It's a time of my life I don't think fondly of...

first time was with an older man

i was only new into the cruising scene and very inexprienced as well but i had urges to feel what it was like to have a hard cock in my mouth so i jumped on line.i wasnt to sure what to expect on these sites but from the first moment i saw how many guys were floating about i knew i was hooked for life, i viewed alot of profiles not exactly sure what i was looking for but i knew one thing i like older men, maybe because they know what they are doing or maybe just because i like to please....

I m hot for my older sister

A true story of my first sexual experience with my older sister. I was looking into the bathroom mirror shaving when my 17 year old sister, Christine, poked her head through the partially closed door and said: "Hey, Jake, I know I'm supposed to be done with the bathroom, but I overslept and missed my turn. I'm going to be late for school if I don't take my shower now but Mom locked her bedroom door when she left for work. Mind if I jump in the shower in there while you finish up?"."No...

party with an older woman

party with an older womanAbout six years ago I went to a party at a friends neighbors house. While I was there i noticed several attractive older women whom I'm guessing were in their 40's. My buddies neighbors house was pretty big and had a lot of rooms. The owner was an older male who lived there alone, after speaking with him and introducing my self he asked me to go to the basement where the extra drinks were kept. Once in the basement I noticed a bathroom, I was drinking beer and I had to...

older woman

2 yrs a go i met a woman a front off her house she ask me inside. She whas wearing a nice shord dress and highheels. We walked and she ask me iff i whas single and i told her yess i am. Than she told me thats she whas single to. She ask my age and i told her 35 and she ask me how i think how old she is. I anser 30-35. and she started to laugh very hard hahahahaha. NO muchs older she say and i anser 40. she say again NO and say thats she is 49 yrs. And i told her thats she look still so thight...

Younger for Older

I had been fantasizing about older men for a long, long time but couldn't seem to summon the courage to just go ahead and do something about! I considered myself mostly straight, but with a fetish for older (55+) white men. At the time I was only 26, and even to this day I would not want my friends and family to know, so that explains my hesitancy in taking that first step in fulfilling these sexual fantasies. One day while surfing the internet for porn, I stumbled upon a website that catered...

Younger man for Older man

I had been fantasizing about older men for a long, long time but couldn't seem to summon the courage to just go ahead and do something about! I considered myself mostly straight, but with a fetish for older (55+) white men. At the time I was only 26, and even to this day I would not want my friends and family to know, so that explains my hesitancy in taking that first step in fulfilling these sexual fantasies. One day while surfing the internet for porn, I stumbled upon a website that catered...

Older Man Great Time Ch 1

I had always had gay tendencies although I had never built up the courage to act on it. I had always fantasized about sex with men. I had even masturbated using dildos and a 6" life like dildo, but I knew it couldn't compete with the real thing. I was 25 when I finally built up the nerve to act. I had always seen the gay personals on the internet and always thought that that would be a great way to meet a discreet sexual partner. I put out my signal for an older man to introduce me into man on...

Older brother no more

If you would like to see an epilogue regarding Gwen and Roger let me know! "Leave me alone," Alice screamed as she slammed her door shut. Alice was at her wits end with her older brother Gary. No matter what she did he always found a way to make fun of her. Alice slowly made her way over to her full body mirror. "I know I have put on a few pounds since I have been in college, but that doesn't mean he should call me fat ass," Alice said aloud as she twisted her body in an...

An Older Man

I have always tried to be a faithful loving husband and father. However, I have also always been drawn to gay sex. I don’t know why and probably never will, but the nights I have stayed up late and masturbated to gay videos or stories would be countless. Even as a young teen I remember the secret urges. In the end at 43 years old, I decided to fulfil my fantasy and finally took the plunge by joining a swinging website. I naively thought that it would be easier if a woman was present. Being...

Gay Male

Bringing an older man fantasy to life

We had just finished a sweaty sex session where I had Jenny bent over the couch. It had been a damn hot day and the house was like a sauna. When I finally came inside her, she collapsed on the ground relieved she could take a rest. After a brief rest, we sat at the dining table with some drinks, still naked."Honey, that was the best you've given it to me in ages...I used to dream of sex as hot as that" Jen said.I replied "sure, it's always my fantasy to see my cock in you when you're bent...

Mature

My first older woman on the way to boot camp

(Women will like this TRUE story more than guys) I met my older brother and several of his friends at a bar to say goodbye one evening shortly before I was shipping off to boot camp. I was leaving in four days and wouldn't be seeing him again. I was only 18 but had a fake ID as most of us did in those days when the drinking ages were all on the rise. My friend David was with me; he and I planned to just bum around together for the next few days.I ended up sitting between my brother and his...

Mature

Taking care of older men 2

Once, when Jennifer was visiting Dot and they were chatting, Dot said, “Jennifer, I don’t know how to thank you enough for what you are doing for Harry! He no longer demands sex from me and he seems to be very satisfied with you. I do hope you can keep on having sex with Harry for a long while!” Jennifer realized Harry must have told Dot all about the sexual intercourse. When Jennifer was having her periods they reverted to the blow-jobs and the variation proved very exciting to both of them....

Banged by Older Men

=====================================We were on our way to my father-in-law's house on the water. Well, he wasn't actually my father-in-law, he was actually Mark's ex stepfather but he was the only father figure Mark had. Mark's mother got pregnant young and his actual father was never in the picture. Mark had never met him. When Mark was 11 years old his mother married Paul.Then, after seven years, Mark's mother left Paul for a guy she worked with, whom she also left for another man, but...

Getting Caught by his Older Stepbrother

GETTING CAUGHT, MARK QUICKLY LEARNED HIS NEW BROTHER'S COULD TEACH HIM A THING OR TWO.Mark's family never felt like the warm family blanket that he had heard his friends talk about. At least not to him. To Mark, his father always seemed to look for something else. And Mark did not get along with his mother at all, either. Perhaps that was his father's influence over him.Todd, Mark's father, was his best friend. And the only time the young lad felt truly comfortable was when he and his dad were...

KennedyChapter 16 Older Friends

Kennedy snapped her locker shut and turned to head off to American Lit and the start of a new school day. Juan Baptiste was leaning against the corridor wall, behind her locker door. "Chica, you have a second?" She inclined her head and walked over to him, ignoring the others in the bustling hallway. "That cop, Harrison, came to me a coupla days ago, tol' me about what you did. That it was you that got Dwight sent away, that I should thank my lucky stars because if I kept on, Dwight...

My Sexy Older Sister

Note : This story is completely fictional! My name is Mike and I live with my Mother, Father and older Sister. Both my Sister and I live at home still even though were both in our 20's however we never really had a choice in the matter. Our Father had always told us we would live under his roof until our education was finished, something our Grandparents didn’t do evidently and caused our Father to feel he had to shelter us from responsibility until we were well educated. Ever since I can...

Incest

male cum slut

My name is John I am now thirty two quite slim, live alone and have a thing for women’s panties, I just love to wear them under my clothes and have a large selection of thongs and other types of panties and I want to tell you how this has changed my life completely. When I was a teenager me and my best mate Tommy used to have what we called play time. This involved us both sitting around in just our boxer’s watching porn films and masturbating together, it was nothing gay but I did love to...

Male Enhancement Pills and the Wife s Sisters

Additions are welcome and encouraged! After the initial setup of the story, go to the thread "16.1: Go with the girls" and start adding there! ====================================================== You love your wife, Jenny, more than anything in the world. You two were high school sweethearts, and your marriage in unusually functional, if not perfect. But you recently made a reasonably innocent decision that has opened up a Pandora’s Box of issues. In an attempt to add a little kink to the...

Male Chastity Beginners Experience

As some of you know, hubby and I have been experimenting with male chastity. It's been going on a few months now so I thought I'd write about the experience so far.The Beginning.Hubby has been hinting / nagging for ages for me to get my lips pierced. Finally I relented and agreed that I would as long as we went to another town to get them done. In the end we chose a weekend in Glasgow.We agreed that as it would take a long time for the piercings to heal we would have to really reduce the...

Male Sex Slave for My Senior Neighbors Part 2

Male Sex Slave for My Senior Neighbors Part 2I started sucking the thick, creamy man juice off those thumb size nipples. Barb said to the guy (that I assumed to be her husband), "Look at him use his mouth. I'm sure he's sucked some cock before. Probably a lot. Too bad you've already cum twice today." Suddenly, she pushed my head away from her massive breasts. She stood up and commanded me to to the same. Then, she reached out and grabbed my hard cock. At this point, I was SO ready to...

Male Cherry goes POP Pt 2 Male Cherry goes PO

Once I landed in Vegas I knew that I would live up to the City's manta: "What happens in Vegas stays in Vegas".I arrived at the baggage claim greeted by hot weather. I was thankful that I decided to change into a clingy maxi dress and sandals before leaving the house. As I am waiting for my bag to make its way around on the belt I am scared to death with a soft....sensual kiss on the nape of my neck. I jumped and turned around to find Bryan's chocolate solid frame swallowing me. I playfully...

Male to Female Transformation

Male to Female TransformationGenre : TG SOS or Surgery/Transformation Male to FemaleStory : Cristine CarterCH - 1The last thing I could remember was walking out of the Bank and crossing the road to my car. I had just been to see my bank manager to discuss transferring some money from one of my accounts into a high interest savings account.I had won quite a bit of money on the Lottery, enough to change my life. I was unaware just how much my life was going to change.I had just reached my car...

Male Escort Bangalore Meets Client

Hello, dear readers, this is your friend Mahesh sharing his story about his first experience as a male escort in Bangalore. About me, I’m very fair, athletic body, 6feet tall, funny, loving and naughty guy, with a drive to satisfy my partner contact This story begins as I was bored with the day to day its life and wanted to do something taboo and mischievous to have some fun in my life. So I decided to take a chance and post myself as a male escort in Bangalore on some of the websites with a...

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