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Cumming inside an older woman

Sometimes we would go weeks without having sex, and this really bothered me. I didn’t want to be the guy who complained about it because her kids were definitely more important but masturbating alone at home just wasn’t satisfying enough. I wanted that physical contact with someone. One night, after almost three weeks with no sex, I turned to “Old Faithful” – the Quest chatline, hoping to at least have phone sex with someone. I’d had moderate success with Quest previously – a few threesomes, a...

Cumming inside an older woman

When I was 34, I dated a 40 year old Puerto Rican woman I met through work. Getting alone time with her proved difficult, though, as she had three kids who, understandably, took up most of her time. When we did manage to have sex, it was epic – she had a body very much like Jennifer Lopez, so needless to say my mind fantasized a lot while we fucked! Sometimes we would go weeks without having sex, and this really bothered me. I didn’t want to be the guy who complained about it because her kids...

What happens when an attractive older couple moves into my apartment

This story is a little embarrassing for me to tell, because some of the things that Carmen and I did could easily be considered perverted. I don’t embarrass easily, and I like most things to do with sex, but even I blush a little when I think about what I did to my boyfriend without his consent. It started about three months ago when Carmen and Peter Mallory moved into the apartment next to mine… Although I have a great boyfriend, I enjoy the freedom of living alone. Jeff (my...

My first older man

It was the year I got my first C-cup bra. I had been itching and uncomfortable in the chest for months, and sometimes the straps left painful red welts. When we went shopping for a new bra the saleslady immediately saw that I had been squeezing into a B-cup for too long and I was overdue to move up to a bigger cup size. “Goodness, you’re as big as me now,” my mother said. It was a lot more comfortable. I knew when I got to school I was going to be the only girl in my 9th...

Older Than My Mum

She’s tall and slender, and has one heck of a rack, seen in full glory even from the rear view. And even though she’s pushing 60, all of the guy’s heads turn when she walks by, no matter what their age may be. I’ve known her for years, living down Edgar Road, in Winchester UK from my parents house. Her son was the same age as me, his name was Tim Fisher. Tim was killed in a car crash on the M3 motorway over a year ago, and from what I’ve heard, it left her devastated. She does have other...

My Neighbor s Older Daughter

Copyright©2000, Jack Spratt. ALL Rights Reserved Date of first publication Sunday PM, December 03, 2000 Special thanks to Pete ‘the old fart’ 2018 for his expertise in reediting and reproofing. It was a typical neighborhood with modest single-family homes with many mature trees and well-groomed lawns. In this area you usually knew your neighbours on each side of you at least to say hello. I was no different. On one side of my home was a new family on the other was a family who lived here...

I Love Older Women

Hi my name is Chase Andrews and I have an admission to make: I love older women. I always found it funny when people say they would never date someone ten years or older. As far as I'm concerned I can never remember a time I wasn't attracted to girls and women that fell under the category of being older than me. This is not to say that I didn't try to have relationships with girls my own age. I actually had a girlfriend in high school. Her name was Jennifer. She stood at about 5'6 and was...

Dominating My Older SisChapter 4 Sister Slave rsquo s Domination

Note: Thanks to wrc264 for beta reading this! Carmelita Campo The vibrator died in my pussy. I shuddered, moaned, the rapture still rippling through me. My every breath was full of the scent of piss. That acrid reek. So much pee. It covered every bit of my body, soaked my hair, drenched my pussy. I tasted it in my mouth, felt it in my stomach. I hated how hard I had cum as Clint and his degenerate harem had urinated on me. And I hated that huge smirk on my Mi ... little sister’s face as...

Dominating My Older SisChapter 5 Sister Submission

Note: Thanks to wrc264 for beta reading this! Carmelita Campo The tears wouldn’t stop coming. Everything was all so screwed up. I was screwed up. I should have loved fucking Clint’s dick. Or at least wanted to do it more than licking my sister’s, or another girl’s, pussy. I was straight. I had to be. My sister stalked off, my cheek stinging from her slap, from the disappointment in her words. Disappointment. She ... wanted me to admit I liked licking pussy and hated sucking cock. Clint’s...

Two Moms and Four SonsChapter 1 Seducing their older sons

It was the first really warm day of spring, and close friends Lynn and Laura relaxed after a few glasses of wine in the pool area of the securely walled village into which they had moved six months ago. They were wearing the new skimpy bikinis which each had dared the other to buy, and luxuriated in the warm sun and in the admiring glances from men in the vicinity. Outgoing, olive skinned, dark haired, big busted Lynn and slightly shy petite perky-breasted blonde Laura had been friends since...

Just an Older Dude IIChapter 3

As nervous as I was, I arrived ten minutes early and found myself pacing the sidewalk outside the complex office when a strikingly attractive brunette got out of a Chevy pickup and approached me. “Mr. Grabowski?” I realized this had to be Mrs. Biddle, and gave her my best smile while saying, “And you must be Mrs. Biddle!” “Yes, I am, and you are early. I like that! Why don’t you come into the office and we can get started on the interview?” She escorted me into a very chic office...

The Older WomanChapter 5

Geoff moved his clothes and most of his other effects up to Helen’s flat – that was, as they say, a ‘no-brainer’ – and they began to explore what their relationship was going to be. Helen still went to the health club. She still visited the Barge Tearooms to see Glad, but quite often she was joined by her new fiancé. They made visits to town, mainly for food (to cook, that is), but also the library and to one or other of the town cafés. But mostly, their time was spent on Reminder. When...

TouchMyWife Leana Lovings Older Man Fantasy

My innocent young wife Leana is perfect. Petite, perky tits & a great ass! She is super shy and so when I prodded her for her sexual fantasy I was pretty surprised when she started talking about me watching her fuck another guy. And an older one in particular. Well that escalated quickly! You’d never guess she’s so perverted to look at her, but all dolled up in lingerie & glasses she does make a fine specimen. She was totally nervous when Rich, the older stud, walked in. She...

Amy Affair with her older Brother Wife

It June and 18 year old Amy lives in Arizona and just graduated from high school and is off to university in the fall. Amy always wanted to go out to state university but her parents don’t want her on own. So the parents and Amy come to an agreement that she can only go to university out state if she moves to California where her old 23 year older brother Matt lives with his 23 year old wife Amanda. Her parents want her stay the older brother place which Matt and Amanda seem to be alight with...

The Jaylynn Chronicles My first time with older men

My name is Jaylynn Nichole, I was 18 when this experience happened and honestly I don't know why I chose this story to be my first instalment, but it has to be the most amazing time of my life, so far. My boyfriend an I had been together for a couple of months then and even though he was really nice, we never had sex. See he was a shy guy and he never made a move on me. If any moves were done it was by me, and once it started getting a little hot and heavy he would get nerves and we'd end up...

Joey and the Older Guy Part III

My name is Joey. I live in an apartment with a roommate, Matt. I also work at a pizza place as a delivery boy. Over the past couple of months I have been saving up money to go to my sister’s wedding. I told Matt that I would be leaving for a few weeks to stay in California to see my sister get married. So I got on a plane and headed down to San Francisco. My sister and her fiancé, Evan, picked me up at the airport. She was thirty-six at the time and he was about to turn forty. No one in my family ...

Older hot business woman finds new sexsslave

21 year old with feet fetish and lust for older woman sees dream come true How it all started the years I turned 21 That year i changed jobs so I had 2 months vacation between… 21 year old with feet fetish and lust for older woman sees dream come true How it all started the years I turned 21 That year i changed jobs so I had 2 months vacation between the jobs I decided to travel And coming back from a trip I had a waiting transfer of 8 hours to get to my country So I took place in the...

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn’t really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o’clock in the morning. I was having an awful time, and if I didn’t leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home. The subway ride from the club was going to be around 40 minutes. At first, the car was...

Shemale Fantasy

Recently you've started to wonder what it would be like to be with a shemale. You've always been attracted to women and have no homosexual interest at all, however the fascination of a women with a penis has made you curious of what a sexual encounter with a shemale would be like. Curiosity finally getting the better of you, you decide that you're going make it happen just once.

Shemale at the airport

The first shemale story I ever read and still one of my favourites...Layovers are a pain at the best of times but the prospect of five hours at theairport was not a good one. My inbound flight had been delayed and I had missedmy connection, so there was nothing for it but to wait out the afternoon andcatch the next 'plane home to the wife and k**s.The only saving grace was my business class ticket, meaning that at least Icould loaf around in the executive lounge and not in the main...

Shemale at the airport

This is the first shemale story I ever read and is still one of my favourites...Layovers are a pain at the best of times but the prospect of five hours at theairport was not a good one. My inbound flight had been delayed and I had missedmy connection, so there was nothing for it but to wait out the afternoon andcatch the next 'plane home to the wife and k**s.The only saving grace was my business class ticket, meaning that at least Icould loaf around in the executive lounge and not in the main...

Shemale banged my wife

This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink...

Shemale Supermodel

SHEMALE SUPERMODEL ? by: Charlotte Bollinger CHAPTER 1 We were already late as the plane taxied to a stand still at Charles de Gaulle because of the atrocious winter snows, as the seat belt signs were switched of there was the usual click, click of seat belt buckles being undone but non of the usual pandemonium and mad rush to be first of the plane that I had experienced before when I had traveled in economy class. Now being one of the privileged few who can travel first...

Shemale Subway Sex

I was out at a dance club with some friends on Saturday night. Clubbing isn't really my scene though, and I soon found myself very bored. Looking at my watch, I saw that it was almost 1 o'clock in the morning. I was having an awful time, and if I didn't leave then, I would miss the last subway train and have to take a $50 cab ride home. So I said goodbye to my friends, and caught the very last train home.The subway ride from the club was going to be around 40 minutes. At first, the car was...

shemale on shemale

Hi dear it just a story may be its real cany sure some 1 told me & i write this 1 for u Hi mai ap ki friend ap ka leya aik or story la kar aee hoain, mujha 1st three stories ka jo respons mila vo to mai ko bata nahi saktee, par ap ka tnx zaroor kartee haoin dil sa. Isee ka sath maree 4th story ap ka leya. Ya mara sath hona wala aik ajeeb or anokha waqia tha. I mean really very different, mujha movie dakhna ka mood huva to mai cenma chalee gae wahan khelade 420 film aksha ki lagi thee new film...

Shemale

"What is this?" My wife asked me as she opened my suitcase.'Fuck', I sighed to myself. I had just returned from a business trip where I purchased a butt plug. Truth be told, I felt like I was having my mid-life crisis. Instead of buying a Porsche or Lamborghini, I got curious about my sexuality. I wondered what it would be like to suck a cock, even though I did not find men sexually attractive at all. I felt more and more compelled to be on my knees, to have a cock in my mouth. This became my...

Shemale Shilpi banged my pussy

I am Nargis. I am an in a kindergarten school in Hyderabad. I am 32, age, beautiful, fair, married with no kids, and blessed with a 36d-30-38 figure. Life at my school was a fixed daily routine, boring. The majority of teachers were mature. They were always busy in areas in which I had no interest. I started working here 3 years back. My friendship started with a new trainee teacher Shilpi, who recently joined here after her graduation. She was a bubbly girl, and soon, we became friends. We...

Broken By The Smoldering Fire In His Soul

Homeless she thought, what do I do? Staying in an apartment with people she didn't know, she felt uncomfortable when they had to feed her. Where do I go from here? In her short years she had lived a lifetime. One of the girls in the house invited her to a party across the way. It was some place to be so they went. The summer night was warm when they walked to the front door.The house was full but what she saw was men, big men in jeans and biker cut-offs sitting and standing around the front...

My Older Boss Finally Seduces Me

I worked at a local gym for a couple of years before I left school for University. While I was there my boss, who was approaching forty, used to flirt relentlessly with the younger staff (males and females). She would turn up to lifeguard training in tiny skimpy bikinis and spend most of the time trying to get a reaction out of the guys (which was sometimes difficult to hide for a hormonal teenager as I was at the time).I left for University and never thought much of it again until the...

In Praise Of Much Older Women

It was a day much like this; clear, calm and mild, almost exactly a year ago when I stopped off at my girlfriend’s place to drop off some meals I had prepared. It had been a cold morning, only five or six degrees Celsius, and was still very cool when I got home at 10.00 a.m. from my part-time job. However, it had warmed up as the day progressed and while not balmy was a pleasant temperature.My girlfriend had a few months previously sold her bungalow and bought two fairly new townhouses in a...

Older brother and sister naughty threesome Pt 2

Ray: "I've been waiting to do this for so long Bret" Bret: "Do wha--!?" Bret was cut off as he started to moan. And I got to watch my older brother's huge cock, sticking up from between my legs. (Honestly kinda making it look like mine....kinda wish it was). As Ray's lips wrapped around his enormous head and sank down, slowly, Ray's cheeks sinking in as he heavily sucked. I moaned with Bret. It was the sexiest sight I've ever seen. My pussy trembled once he sank down and his nose...

New Jock tales Chptr 3 Benjie Mattox gotta Older Bro

“Yo Benji—what's up ?” “Ahh nuttin man, just chillin” “Say—let's go down to the diner” “Ya—How we getting there ?” “See if ur big bro will take us—give us a ride in that sweet GTO” “Ahh, I dunno man, he's kinda a big shot now since he got that car” “Just ask him dude—I'll buy, anything he wants” “He said anything?” “YA dude, whatever he wants” “Steak ?” “Fuck, ya if it takes a steak, I guess so” “Aight then we will be there in 15 to scoop you up---ur lil bro too ?” “Ya...

Older man and the Virgin

As time went by, just a few months, I got really close to him and could not stay away from him. I'd set in his lap and wiggle around, play with his hair, hold his hand and stuff like that. I had no idea what I was doing or why I was doing it. I just knew that it felt good inside me to be around him, even more was When he got a "lump" in his pants, it made me feel funny in my princess parts but I did not know why ... We had a pool and in the summer months I would get in my bathing suit and...

My Best Friend s Older Sister Part 1 1

William Wagner is the richest kid in our school. Heck, his family is likely the richest in the city. That he and I have been best friends since third grade has been the brightest spot of my life. My parents come from humble roots and are hard workers, but they aren’t inherently ambitious. They believe that success is measured in how many hours of overtime they can work in a given week. My older siblings (Tommy and Kari) fall into that same belief system. I’m no stranger to a strong work...

The Older Sister Ch 02

Having spent the night together, Jake and Elena woke slowly with sibling teasing leading to a play fight. Elena was wearing underwear and a short black negligee, but her brother was naked, and she loved how his erect cock bounced as they struggled for supremacy. She knew he was letting her win, but she still loved sitting on her brother, using her full weight to hold him in a tight schoolgirl pin.They had played like this, but innocently when they were younger. Back then, Elena could really...

My first sexual experience was with my older sister

I was just thinking back to my first sexual experience and thought it might be an interesting story to tell. I was in my room playing a video game. They were not as good back then as they are now. My sister, Donna, who was two years older than me came in and shut the door behind her. “Turn that off”, she said in sort of a commanding voice. I paused my game and looked at her. “What?”, I asked. We got along pretty well but I was annoyed that she had interrupted my game. “My...

I watched my wife with an older man 6

I’m the husband in the previously posted, I Watched My Wife With An Older Man, stories. My thanks to Cleo for how much she’s helped both Anne and I get through this difficult period of our lives. Yes, Anne and I are still together, now completely settled into our roles as cheating slut wife and cuckold husband. There, I’ve said it and it’s out in the open now. This whole mess has all been my fault. I let it happen the first time with Anne and that guy Walt who stayed at our home for a short...

Excepting A Ride With an Older Man

Making One of My wife's many Fantasy's Come True! My wife has had numerous fantasy's and this was one she had as a young girl around the age of 11 or 12! That on several occasions I have made come true and this time I thought for sure she was going to get fucked by someone else besides me! She had numerous fantasy's and this one was about a young girl innocently accepting a ride with an older man and instead of being taken home she is taken to a lovers lane. The first thing she...

A Deadbeat s Diary Older Woman who hadn t been laid in 19 years

So here goes my hopefully not too long and complicated true story. It was the spring of 2002. I was online in the local chat room for a bit of excitement while my girlfriend at the time was working the evening shift. Like many other horny young guys trying to get a bit on the side, I would begin a conversation with ASL - Age-Sex-Location. So this is how I met Freda. She responded to me by saying she was 42, female and living in a town that was located about 500 miles from where I was...

The Party Pt 2 Older neighbor helps clean up REPOST

I awoke in the morning to an empty bed. Aisha must have left before I woke up. I turned over and looked at the clock. It was 1pm. I went down stairs and moaned as I surveyed the damage. Beer cans littered the ground, along with empty pizza boxes and incredibly, some weed that someone forgot. I ignored my headache and started to pick up the trash. I started by picking up the weed and putting it on he kitchen table. I then got two trash bags and started putting beer cans and the pizza...

The Party Pt 2 cleanup older neighbor

I ignored my headache and started to pick up the trash. I started by picking up the weed and putting it on he kitchen table. I then got two trash bags and started putting beer cans and the pizza boxes in them. I was almost finished when I heard a knock on the door. I quickly hid the bags and kicked around the remaining beer cans so it wasn’t as obvious that I had a party. I walked to the door and opened it. There stood Ms. Robinson, my next door neighbor. “Hey Brad. I came over to ask...

My First Older Woman 1

My First Older Woman I was sixteen years old at the time and I lived right next door to two wonderful women. The first one was an adorable thirteen-year-old that worshiped the ground that I walked on. She would do anything that I asked of her and she did. She even gave me her virginity when I asked for it. Gretchen was looking very good the day that I asked her. She was in an orange bikini top and a pair of white short shorts that looked like they were painted on. She had on open...

OLDER WOMEN 1

Older Women When I turned sixteen my mother had her hands full with me. Dad was never around and when he was, he was still never around. He was your preverbal traveling salesman. He was a womanizer, a drunk, and a poor excuse for a human being. He provided a roof over our heads but that was just about it. Mom worked to pay for the food we ate and the clothes on our backs. I started my own lawn business that spring. I handed out fliers in a nice neighborhood just outside of town and...

My Older Sister

My older sister is very pretty. All of my friends drool over her in school. Cynthia is sixteen years old and in her prime. She has lost all of her baby fat and her curves are simply perfect. Her hips are very nice with a great ass, her waist is slim, and her tits are just slightly too big which makes her a real beauty to look at. She lost her braces, her pimples cleared up, and her hair is long, brown, and beautiful. Cynthia is the dream girl of our high school. I on the other hand am a...

In praise of chubby and fat older women

Susan had made plans for us all to go out for dinner , It was Mothers day weekend, and she wanted to treat her Mom...So I suggested we treat both our Moms. Dad was gone on one of his business trips, So we invited my Mother along. Margie and Mom had been friends along time . and we all had a nice evening. They laughed about old times and what wonderful children they had been blessed with. (Speaking of me and Susan) Mean while I set there admiring those two older women.....Fuck I...

How it started with my older sister

The times passed again. We both just mainly did oral sex for about 6 or 7 years. the last years of our oral sex I noticed she was getting really wet and began to have hair on her virgin pussy. It was still tasting great and my penis growed about 3 more inches. But still did not stay hard until one day at getting home from school in 6th grade that the feeling I had always gotten when my penis got hard. It was like the oppostie my penis would get hard and it would feel good to rub it up and down....

A story of experience finding love in family and how one kinky girl finally finds her place in a much older man 8217 s arms

I’ve never been much different from the other girls I saw everyday at school. In fact, I was exactly like them, wanting to be hip, wanting to be pretty, wanting to be seen with the hot popular guys. And that’s exactly what it was like until my mother decided to divorce my dad when I was 8. It was a shock to both of us, as they had seemed to get along pretty well, but that was that, and my mother was pretty much out of my life since then. My dad had a hard time coping with the loss,...

An older guy and his curvy wife enlists the help of a younger man only to be cuckold by him

The look on her face was a picture as I climbed out of their pool, my shorts where of course wet and as the water was warm my cock had not shrunk in size. It had been outlined by the wet fabric showing its true size, which is 7 inches or so when limp and thick. Jane is one of my work mate’s wife and I was staying with them while I worked in our UK office, it was Saturday and all three of us where relaxing in their indoor pool. At first I didn’t understand why she was looking at me...

A young girl watches her older sister play but little does she know her sister has something in mind for her

As Katrina quietly tip-toed along the hallway she could hear the gentle tick-tock of the old grandfather clock that stood at the end of the corridor. Street lights shone in though the open bathroom door, providing her with a dim view of where she was going. Her feet made barely any sound on the soft carpeted floor, so when she heard a muffled bang, she stopped. Standing still like a rabbit caught in the headlights, she listened for any more noises. Suddenly it clicked into place in her mind;...

Two older women go on a fucking spree

Milly and Rachel are two mid-fifties widows who have become friends at church. After the potluck one Sunday, Milly invited Rachel to her house to visit. She mixed up a big pitcher of Margueritas and they sat on the back porch together. Well into the second one, Rachel suddenly asked, “Do you miss sex?” Milly replied, “You’re damn straight I do! Even though my husband had a heart attack right after cumming in me, I still need a man’s affection. What about...

An Older Unmarried Daughter

INTRODUCTION A mother feels her duty is never done until the kids are all married off to lovely partners and her husband appreciates her work is done and decides to buy a smaller and more upmarket house. Well in some families have the financial means to achieve such cozy outcomes. Minnie Maple was one such woman. Her son and two of her daughters had been married off well and the first grandchild was on the way. A mother’s duty is never done, sniffed Minnie, wondering about looking after...

The boytoy of my best friends older sister

When I started the tenth grade I had to ride the bus about 10 miles. The school was out in the country. At 16 I was old enough to drive but didn’t have a car or license. My best friend went there with me and it wasn’t too long until we were bumming rides with his older sister, Beth. She was pretty well put together but a little backwards. The girls in the school were cliquish and she wasn’t in the clique. Beth had plenty of friends and she dated other guys but she was quiet and reserved. One...

The Older Lover

Special thanks to Mara for editing my story!!!! Hope you enjoy it. Martin was at least 20 years older than me but that didn’t mean anything to us. We had met on one of those chat sites, and fell in love with each other. We had talked about meeting each other for months now, and we finally had worked out a time where he could finally come for a vacation. I took the day off from work and decided to meet his plane. I know that I shouldn’t be in love with a guy that was so much older then me,...

I watched my wife with an older man 6

Introduction: Foreword: My name is Cleo and youll see it on some of the stories posted here. I have also written a few fiction stories posted here, but most of mine are true. I am a Physical Relationships Therapist (sex counselor) and some of the issues I council people on are so-called deviant sexually related matters. In many cases, reading about themselves helps some folks cope with their arrant behavior. As a result, I have received many degrading comments about my work from the readers,...

My Older Brother and I P2

Introduction: Its not a sequal but its somethign else that happened My Older Brother and I P2 If you have read my first one you can skip to the second part, there are only a few differences in this one. The main one is that is was only about a few weeks ago. Also its not a sequal but its somethign else that happened I am Ashlee, and Im 19 years old. I have blonde hair and blue eyes. I am about 53 with a slim body. I have 36bs and well I cant complain about my hips. Derek, my older brother ,...

My new older neighbor visits me

The first time he came over, it wast that weird. He just moved into the neighborhood and wanted to meet people. He came over, introduced himself, talked for a bit and left. Then he started coming over more often. On random days. My parents just accepted it, saying he really wanted to make new friends. But every time he came over he would end up staring at me. Now Ive never had a boyfriend before, or had sex. Let alone have an older man stare at me. I thought he was handsome. Very handsome in...

I Watched My Wife With An Older Man

I watched My Wife With an Older Man My wife and I have been married for about ten years, after meeting in college. I considered myself quite the stud back then, but was still surprised and flattered when I landed someone like Anna. Our love life has been fabulous, and I know she has never cheated on me. I had a minor office fling in our third year together, but it only lasted for a few times. Anna is a Texas gal, grew up on a small ranch outside Dallas. If there is such a thing as a typical...

My Fetish Sex With Older Men

My name is Riley and I am twenty-three years old. I know that I have a strange fetish but I love sex with older men between the ages of forty and sixty. In fact, I lost my virginity the summer I turned seventeen to my neighbor who was fifty years old. His name was Ben and there was nothing really sexy about him. He had a small beer belly and a stubby four-and-a-half-inch cock. Why I chose him to take my virginity I have no idea. If I could do it over I would but there are no “do-overs” in...

Me and the Older Woman

It all started a few years ago on my computer when I was playing Words With Friends on Facebook. I started to have a long adult conversation with a much older woman who is twice my age but I didn't care. And so the chats became more real and sexual as she and I became ever closer. I wish I had all of my chats with her copied down so I could show and tell you all how hard she got me and how wet I made her. This story has no chapters, just dates to show when we started and stopped. So here...

Older couple

I went to a local bar on my way home from work to grab a beer. I went in and sat down at the end of the bar and ordered. I noticed an older couple at the other end of the bar she was very sexy with short gray hair and not wearing a bra. Her small tits pointed outwards and you could not help to notice her nipples pointing through her shirt. I sat there drinking my beer and watching her. Then she got up and headed to the bathroom walking towards me I was looking at her tits as she approached me....

Cuckoldry Descent in Older Age Chapter 5

Chapter 5: Cuckold at last – meeting the new reality ...Story so far: Chris has finally become a subservient cuckold, this happening soon after Mandy saw the video of his submission to Xena and Pam. Mandy might have been able to have accept the fact that he was a sexual midget, despite Xena’s insistent coaching to the contrary. But her disgust at Chris' weak-willed, self-debasing behavior with Xena made up her mind for her. She would now be inviting in men that excited her, and who had the...

Gay Older Male asks me to fuck him

After a long week of not checking my messages at all, I logged in and found a rather interesting response in my inbox. It was from some guy I had never talked to before, but he had sent me pics of him in a thong, and various shots of his nice round ass which caught me off-guard because I usually have to ask for them first. Along with the pictures, he left a long message explaining that he was a older male, late 30s, living alone, and totally gay. Looking for someone to go to his place and fuck...

Two Older womenn

Judy and her friend Sally, both in the their 60s and demanding older women. Judy was my mother in law and knew I liked bondage when she found my hidden material while sitting at our house. Now they had me for the week to use as they liked at any time. She had me strip then masturbate while the watched. Both laying back in large soft chairs with the legs spread. In silk lingerie showing the curves of the breast and split up to the thighs. My cock was hard as I looked at them pulling hard on my...

Wife s First Time with Older Man s Thick

We've been together 10 years, married 5 of those. Lately (several months) our sex life hasn't been great. Everything else in the relationship has been great though with no issues. Over past several months the work-life balance has gotten better of us both and our sex life suffered due to stress, etc. We went out on our monthly "date" night and had some drinks and live music. We both discussed the elephant in the room and talked about ways to liven up the bedroom. We have toys, massage bars,...

My older coworker

About 20 years ago a recently divorced coworker of mine said she had an electrical problem at her house and asked me if I could stop over and take a look at it. She was about 18 years older than me and had small tits and a great body. When I got there I could see that she did not have a bra on and her nipples were pointing right through her shirt. She followed me down to the basement to check the breakers and it was just a tripped breaker. I reset it and she said thank you and gave me a big hug...

Fun With an Older Daddy

It was another day at the YMCA, it was getting late, and I had just finished my workout and walked into the locker room. Since it was late there wasn’t too many people at the Y so I figured the locker room would be pretty empty. I was right, there was nobody in there unfortunately but I could hear a shower running in the showers so I had hope. I had gotten undressed and grabbed my towel to head to the showers, when I got there I hung my towel up and walked in and was surprised to see a very...

Her Need For An Older Man

Amber walked into her office and sat at her desk. She was exhausted; mentally, emotionally and physically. Her husband of almost three years had grown distant, her business had hit a rough spot, and her sex life was dry. She needed some release, so she looked up some porn sites. She happened upon a website called Lush Stories. She began reading some stories in the Taboo section. She got sucked into one about a younger woman and her lover, an older man who she referred to as Daddy. Her pussy...

I Love Older Women Chapter Six

Jack woke up at six forty. Su was awake and looking very happy. Jack quietly got up and out of the bed and signaled her to follow him. They got into the lounge then Jack said, “Good Morning,” then they kissed. Soon they were on the rug and both were taking time with the foreplay. Jack was hard. Su was wet. Jack got her into position and went into her doggy style which allowed him to play with her clit as he rode her. After twenty five minutes Jack came. Su had cum several times. Then they lay...

Loving an older lady

When I was in my early 20s I was hired by a landscaper to do manual labor. Most of the work consisted of unloading pipes, carrying supplies, installing sod, hauling rocks, soil and debris and lots of other physical things. We also did lawn care which was mostly mowing lawns and raking weekly for customers with large yards. It was back breaking at times and in the summer was extremely hot work. But I loved it. With time I noticed that my body was really responding well to the heavy lifting and I...

Older Couple in a Porn Cinema

Very often I will pop to my local porn cinema and find there are just a few guys in. I may get a blow job or hand job off one or even suck or wank a cock a two. It makes it worth the entrance fee but I prefer it when it gets a bit more kinky.But porn cinemas are hit and miss. You have to accept that sometimes it's great and sometimes it's not. Some people think it's better if a woman turns up but even this can be a double edged sword. 20 guys surrounding one woman doesn't help. Then all those...

The Sexy Older Couple Down The Hall

"Yes, Ava, I'm gonna cum," he panted, just before he pulled his pecker out of my slit. "Okay, Brad, just don't do it on my face again," I warned him, shooting him a dirty look. He positioned himself onto his knees with me in between them. He took his rod in his right hand as I remained naked lying down on my back. "Oh, hell yes," he moaned, stroking his schlong and eyeballing my nicely sized bosoms. I stared at it until it squirted out it's hot and thick cum. The first shot bolted out onto my...

My young Wife met an older Couple at a Waterpark

A few years ago we met a random couple at a nearby waterpark, the husband was in his mid forties and his wife in her late thirties.They had two k**s one girl and a boy, the girl was around five and the boy three years old.We small talked with the couple about k**s, because my wife was interested in the k**s and she mentioned in the conversation that she would like to give birth to a c***d, because she wanted to become a mother.After a few minutes during the conversation his wife went with the...

Addie Dominates You her Older Brother With CBT and Then Fucks You good

Sister Addie Surprises “you” her older big brother while youare in bed sleeping, and confronts because you were threatening to tell mom and dad. She overheard you and your little brother talking about how she fucked him the other day. But she now has the upper hand on you, Literally she has your balls in her hands and is ready to squeeze them and twist them if you try to tell your parents. She says, ”Lets just face it Big Bro, I got you by the balls!” ha ha ha She thought you had each other’s...

Older Cousin Was My First

Older cousin was my first. (Fiction) Back in the 50’s, boys could go into the monastery at 13 doing their high school and begin studies for being a monk. During those 4 years I couldn’t keep my hormones in check Masturbation was almost daily, fanaticizing about all the sexual things I had not yet experienced. After high school my raging hormones won and I left the monastery. My parents were disappointed because they wanted to brag about their son being a monk. The church youth organization was...

My older neighbor Seeing him again

The next day at school, my cock would get hard just thinking about the day before. Thinking about my older neighbor and his big hands on my body. His big, wet mouth engulfing me, bringing me to a trembling orgasm. It had been my first time, but it felt so natural and wonderful. I felt drawn to him... and drawn to his big, veiny, foreskin covered cock.I knew, even at that young age, just how attracted to a man’s cock I was. I wanted it. I wanted to touch it, kiss it, lick it and suck it. I...

My sexy older cousin

It was a cold but dry Christmas day... One of the worst days to commit a sin! I was so excited because every year at Christmas I have my family over.. Ya know, grandmas, grandpas, aunts, uncles, and most importantly cousins..Let me explain that part.. Every time my cousins come over , about twice a year, my hormones rage.. But for one cousin in particular, my oldest cousin Mike. He was about 6 feet tall, had dark brown hair, pure teal eyes, and was thin but really muscular. Now I know you...

Older Men Younger Urges

Older Men & Younger UrgesIt was an odd thought for a girl who had travelled the universe, gone through space and time, but the engagement party of Clara's friend, clearing out the local pub and filling it with music and shouted conversation, was proving too lively for her. She thought to go outside to clear her head, but first she ducked into the bathroom.There was a grimy feel to the inebriated air and pounding music, enough to make Clara sweat, and she wanted to quickly wash up before she...

First Older Girlfriend Part 2

If you haven't seen the first part, Check the stories directly from my page - Thank you :)First Older Girlfriend part 2So on first date, we did a lot. Almost got caught by my parents time and time again she was quite a horny woman when she was in the mood, although I maintained high situational awareness to make sure we didn't get caught, there were times where I would K . I . D you not if she didn't stop doing what she did, She would of been kicked out of the house in a hot second, and I would...

First older girlfriend

After a harsh break up with a girl that was my age I started looking for a woman who was a little older than me. On a dating app I met this woman on an app, I was either 19 or 20 and she was 28. We talked for a little and agreed to a date. When we met along side a beach, we talked for a while and I noticed she was starting to feel me up a little. I took her hand and kissed it, she came on me strong kissing my lips and held me and that's when in my mind I was like, Wow this woman isn't going to...

First Time Bareback with Older Man

I had just turned 18 and was a uni student, living on a basic income every week.When I had some cash, I'd take the bus into a town about 15 mins away from campus, and visit the gay cruising lounge. This wasnt a normal cruise lounge, it was a legendary place in the city, and one of the oldest and only establishments. It attracted hot trade of surfies, tradesmen, business men, and older men and tourists.Ofcourse, as a 18 yo guy, exploring my sexuality here, was so much fun, and my heart beat...

Older Black Divorced Country Stud

Some years ago I had an ad on a website seeking some hot black guys, and a black older guy responded that lived about 40 miles away out side of town .I sent him a few pics of me in panties and stuff and playing with some toys. He sent back some pics of himself and a few of his cock, I was so turned on by his dark black 9 in rod with low hanging big balls. nice I replied back and he replied back, So you looking for some black cock huh ? Well you got to come see me sometime........So he said he...

My older sister friend

I was stupid to think she wont found outive been a bad boi the last weekend, she was away and I endup trying every single one of her cute panty. Mommy upsrair sleeping, walking to my sister room horny and curious after trying one of it in the dirty basket this weekfeeling the soft tissus sliding over myself, tucking away my small cock , looking at myself in her mirror before eagerly trying the next one, feeling so good in her little panty , i was starting to think i shoud own some myselfback i...

MY OLDER SISTER DECIDE TO PLAY WITH ME AND ARE MID

me and my middle sister was playing around the house just being bored it was just me and her until are older came home and went right up stairs i looked at Sidney and scratched my head as me and her watched are older sister Donna having a hard time to go up the stairs and as she going up the stairs she taking her clothes off I thought to myself she must be getting in the shower. This was a long time ago this happened I remember a lot of it but not all of it Donna went up stairs me and sid new...

The Diary of An Older Man II Part I of II

SaturdaySeptember 15, 2018Dear DiaryIt was mid September and I was walking the local path in the woods. It was a warm day and what a day it was. My dog Ghost was with me, and as dogs do, he was running around, sometimes behind and sometimes in front of me. I had walked for some time now and I was looking for the little cave down by the river for some shade and to rest awhile. As I situated myself under the shaded nook, I whistled and heard Ghost barking but he never ran back to me so I whistled...

The Diary of An Older Man

Friday, October 5, 2018Dear Diary, Last month I had a great experience that was not only unexpected, but also very unforgettable. I was working on a side job over the weekend doing some restoration work at a client's house, which the homeowner was somebody I went to high school. He seemed to be happily married now and had three c***dren from what I observed from the family pictures on the walls. The family had been staying at a motel in town now for almost two weeks now, paid for by their...

The Diary of A Older Man

Last month I had a great experience that was not only unexpected but very unforgettable. I was working on a side job over the weekend doing some restoration work at a client's house, which the homeowner was somebody I went to highschool. He seemed to be happily married now and had three c***dern from what I observed from the family pitcures on the walls. The family had been staying at a motel in town now for almost two weeks now, paid for by their insurance company until their house was back to...

Teen and the much older man

I had found some “adult” magazines in a vacant lot near my house. I was thrilled! I nervously flipped through the pages, then hid them under my shirt and rode my bike home as fast as I could. I couldn’t wait to be alone and pour over the pictures. As beautiful and sexy as the women in the magazines were, I also found that my eyes were drawn to the pictures of the men’s cocks. Hanging soft or hard as a rock, I loved looking at them. I found a man’s “manhood” beautiful and alluring. I would...

Teen and his older ebony coworker

Derek and I worked at the same restaurant, I was 16 and had just started working there a few weeks before. He was a few years older than me and had already graduated, but he had been the star basketball player at our high school. He was always nice to me at the restaurant and one nite after work, when I needed a ride home, he offered to give me a lift. I jumped at the chance because it was a long walk and it was getting late. Once inside Dereks car, he asked if it would be ok with me to stop by...

In Praise of an Older Women

We had met at a friend’s birthday party. We had been neighbours before I moved out of the area, so I had met quite a few old friends including her. I thought nothing more of it, just bumping into old friends, until she called me.She had got my number from the birthday boy and, if I didn’t mind, could we meet for coffee. She told me she had a favour to ask about her computer. We met, had a nice chat and discussed her computer problem. She had recently changed broadband suppliers and was having...

Older boy fucks his CD sex toy

I had been with Brett several times now after our first time together. ("Older boy turns me into his CD sex toy" story) sucking his cock and making him cum was all I could think about. I loved pleasuring him, I loved the way it made me feel being with him. I also admit, I loved the attention of an older, popular, handsome boy.Brett liked me to dress up in feminine, girly panties and bra. From the moment I first slipped on a soft, silky thong, I loved the way it felt and how it made me feel. So...

Older boy turns me into his CD sex toy

Brett lived down the street from me growing up. He was a few years older than me, but was always hanging out at my house with my older brothers. On day, Brett came over when my brothers were gone and no one else was home. Maybe he knew on one was there, I don't know.I told them no one was home, but he said he needed to come in to get something he left in my brothers room. I let him in...Brett sat on the bed and after some small talk, asked if I liked, "cock." Of course I said no. Brett asked...

My first time seduced by older man

Mr. Miller lived down the street from us. His k**s were alittle older than me but had grown up with my brothers, but they were all out on their own now. We had known them for years. The Millers had a home gym in their garage. I had been there many times in years past with my brothers but was too young then to really get serious about working out. One day while riding my bike by I asked Mr. Miller if I could start using the gym, he said yes.Mr. Miller was pretty fit for an older guy, he must of...

married man please older guy

Bored of my vanilla sex life with my wife (now ex wife) i found myself cruising a couple of gay hook up sites. I often fantasised about pleasing an older man or daddy figure and loved the thought of sucking an older man to completion. I soon got chatting to Pete. He was 59 years old, professional and married, which i found reassuring as he would value discretion as much as i did, and was experienced with men and women. From the look of his pictures he kept himself in decent shape and his cock...

Pulling a train and my older brother is the Caboos

This is the story of a hot Summer day in mid-August a few weeks before Kelly and I were to start our first day in high school. Kelly and I had been best friends with benefits for a couple of years through middle school. Our sexual experience first started with each other. We quickly grew fond of each other and pretty much grew to enjoy everything two girls could share.As much as we made each other feel good we began taking to the boys about halfway through middle school. We both were very...

Older sister

I have an older sister named Carly she is 18 months older than me we get along for the most part. She is very attractive I think and pretty much an all around good person. She is active in the social seen and has lots of friends. I always try to check out her friends any chance I can. A few times I have fooled around with a couple of them on sleep overs at our house when they have been drinking. One Friday night I came home to find my sister had some friends over with my parents gone...

My first older woman

I was 25 at the time, fresh out of a long term relationship and not exactly sure which direction I was going. I had always been fond of older women, the confidence that they broadcast always caught my eye. Finding myself browsing craigslist a lot at the time I ran across an ad for a women seeking a man for dinner. I responded to her ad and we immediately hit it off. So was relaxed, easy going, mid-40s, quick witted and kept me on my toes. We would talk for hours about almost anything. We talked...

My older nieghbor

Hi, wantEd to let people know what a fun time I had with my neighbor when I was in hs. Here's the story.I was 15 when she and her husband moved across the street from us. I was instantly intrigued as she was a small older woman. She was about 5' 1" tall and probably weighed about 95 #s. I have always been turned on by small older women and this was no differnt. Her and her husband were both 38 when they moved in and he was a big guy that worked some kind of construction. Thayer moved into the...

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