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22

Years of wasted marriage then...

Two mature professionals meet and go wild for the first time

After becoming single at fifty and my children having flown the nest, I finally went online and met a lovely lady. This is the story of our sexual voyage together. Our first meeting was at a dog walk in the woods, she was attractive, bright, but a little reserved and I feared 'boring' as the talk was all about the difficult men she'd met. I didn't expect to see her again but I wanted to. ...Read On

10

You Won't Believe What Happened During the Bathroom Remodel Project Part 2

I have an encounter with Dan's wife during the bathroom remodel project

After my retirement I decided to do small remodeling projects to stay active and make a few extra bucks. My first customer was Dan. He needed someone to help with the remodel of his bathroom. Since he was busy managing his accounting business, we agreed that I'd do some of the work during the week and then we'd both work together to complete the "heavy lifting" on the weekends. In Part 1 of...Read On

10

His Former Teacher

Former student invited over for a good time but doesn't know it

“Whoa, did you see her?” asked a guy who graduated five years ago from his high school. “She’s lost a lot of weight. And I mean a hell of a lot of weight too.” They looked in her direction. Lilly Chappell, who’d always been pretty, but quite chubby as well, had taken off a serious amount of weight over the last few years. Shapely as ever now, her hair was much shorter. Her body was a killer...Read On

10

Down on the Farm Part 1

My new veggie manager is a quick learner on farm life

I own and operate a 200 acre Pick-your-own farm near the metro area. I grow Christmas trees, apples and pumpkins. I've tried veggies in the past but found they were too labor intensive during June which was a busy time for the other crops. Last year during pumpkin season, a pleasant middle aged woman approached me and asked if I'd considered growing veggies as she would like to have a place...Read On

10

Confessions of a BoyToy: Part 14, Veronica Melissa

Seeing Veronica cum so hard triggered Melissa's own hard orgasm, both drenching me.

This episode deserves a brief setup. If you have been following the Boy Toy series, you know who the women are. If this is a new read for you, this will be helpful. Veronica is my wife of 30 years now. She is, was, the niece by marriage to Melissa Thompson. She is the only niece or nephew of any form to Melissa Thompson. Even though not blood related, Melissa still took her under her...Read On

10

The Small Hours

Rachel has a night ( and early morning ) to remember

I order Joe to change the disc right this minute. I’ve stood an hour of his tuneless techno music and I can take no more. “Put something on that has at least a hint of a melody, this is driving me nuts.” He throws me an indignant stare, before his eyes go back to the road. “Forgot to bring any other discs, you’ll have to find something on the radio instead.” I glance skywards and...Read On

10

A Memorable Backpack

I meet a younger girl while backpacking and have a ball.

I pull my car into the trailhead parking lot. Great, not another car here, I think, as I pull to a shady spot and turn off the ignition. This is a popular spot on the weekends because it is a perfect one day hike into the pools and creek area that the locals call the 'shut-in'. I have a week off and decided to take a couple of days to enjoy the beautiful spring weather. It has been a mild...Read On

97

Like Mother, Like Daughter (Episode II)

Phillip attempts to keep both his wife and her mother satisfied...

Episode 2 I awoke alone in the big bed and as the morning light streamed through the windows I thought for a split-second that I had been dreaming. It must have been a dream! Nobody, but nobody, fucks his wife then ass-fucks his mother-in-law and then sticks his filthy cock into his wife’s beautiful face! What sort of an animal was I? And what if Anne had said something? Christ, where...Read On

51

Part 1 of my mother in law experience

A story featuring my mother in law and her friend.

Today was like any other day, it was relatively warm and sunny and my wife had said that her parents had wanted an odd job doing in their spare bedroom. I often did little jobs for my wife's parents as her father was away most of the time with his job so didn't get time to do things around the house. My wife would be at work all day so I thought I'd go around when I wanted, if no one was in...Read On

21

The beginning

Could this be happening?

Like a bad country song, we knew things were not going 'right'. We endured and 'loved' each other in a platonic sort of way, indicative of a couple who had two children together. It was, however, becoming more and more clear that there would be no more sexual liaisons now that we had the kids. Life got more and more strained as we tried everything from counseling to dating each other....Read On

20

Mature Woman

When Grant took on some odd jobs around the neighbours house he didnt know what they would lead too!

Phyllis is a lady 41, has no children, great physical shape she walks most mornings and often swims in the summer afternoons. Grant has noticed her body as he had been getting older and was often sneak looks at her as he worked around her house. Though he was not ready for the treat that was awaiting him when he went to ask Phyllis when she wanted her jobs around her yard done. The day...Read On

19

Carol

Finding

"Bubba, you son of a b...  Come back here!” Ron knew that could only mean one thing.   He quickly tied his little white poodle to a nearby bench and turned towards the direction of the woman’s voice. Sure enough, bounding over the top of the hill was the fluffiest, happiest golden retriever he had ever seen.   If a dog could smile, this one was, running full throttle...Read On

19

My first older woman - on the way to boot camp

Mature babe teaches youngster a few lessons in the art of lovemaking

(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...Read On

19

Teacher's Pet, Chapter 3

Their week long sexcapade had just begun!

Pulling up at Mr. Cramer's house again, he got out of the car and came around to help Amy out. She smiled as he offered his hand to her and once she was out, he went around to get her bag out of the trunk. They walked up to the front door and Amy, remembering his rule about doors, waited patiently for him to open it. "Come in slut," he said, as he closed the door behind her. "Follow...Read On

18

Helena (Part 1)

James meets a friend of a friend and is soon enchanted

I met Helena at a party on a Saturday night during early June hosted by Tim and his wife, Emma. Tim is my assistant at work, and he joined my department just as my wife, Mary, was entering the final stages of her losing battle with pancreatic cancer. Tim and Emma were a huge support to me as my world was crumbling, even though they are twenty years younger than me. I could not ask for...Read On

18

Confessions of a BoyToy: Part 6, Spindletop

Gypsy made a funny little noise that caught the waiter's attention.

I pulled my Bimmer under the large port-e-cache and parked next to Gypsy's triple red Cadillac El Dorado. That's the biggest damn car I've ever seen. I smiled to myself as I walked around the large chromed continental bumper and into the back door to the house. "Gypsy!" I called as I walked through the back door. "You here?" That's odd I thought. The house was usually lit up like...Read On

18

Stuck Again

Brian's story continues with Amy's mom.

  Hi this is Brian again. If you remember me from my previous adventure I have it pretty good. I live across the street from a gymnast, Amy, and regularly fuck her. She loves my big fat 10 inch cock, especially the 4 inch wide head. We usually do it in the afternoon after school before her Mom gets home. We are both 18 and seniors. We have come close to getting caught especially the first...Read On

18

Encounter On The Bus

I saw a very large, older woman on the bus and knew I had to have her!!

I was 36 at the time. I worked swing shift and rode public transport. I'd catch the midnight bus. One afternoon I was on the bus and I noticed a homely, very large woman in her fifty's. She had a small female child on her lap. As I watched, she kissed the child's face several times. I became aroused and hard. I thought to myself, "I'd love to have her kiss my face like that." I decided I...Read On

112

My best friend's mom needs a massage

My best friend's mom needs a massage,mom

My best friend Tony and I grew up next door. We have been best friends since the first grade. Tony and I are both 19 now. My mom and dad divorced when I was very young and I lived with my dad. Growing up without a mom was hard. Tony’s mom, Mrs. C. always insisted I call her mom, I think she felt sorry for me and tried to be the surrogate mom that I didn’t have since my own mom remarried...Read On

70
Audio version available
Recommended Read

Natural Beauty

Ellen tentatively rejoins the dating scene...

“Woo hoo! I’ve got a date! Finally a real, proper date!” Ellen dropped her phone onto the table and punched the air, “You little beauty!!” Her fleeting reverie was interrupted by a tinny, laughing voice from the table, “Ellen? Ellen! I’m still here.” “Bob? Is that you?” Ellen looked around, confused, until she noticed that the screen of her iPhone was still lit up. “Oh shit, fuck!”...Read On

65

Sex With my Mom's Friends

My mother's best friends seduce me

I never thought it could be any good, not sex with older women. It's funny, but "younger man/older woman" sex was something you read about in Penthouse Forum, or those erotic story websites. I don't know one single person who has experienced sex with someone old enough to be their father or mother. That's just the stuff of fantasies, and probably not very sexy ones either. My name is...Read On

64

A Mother in law Affair (6)

Our affair helps to relieve some stress before the holiday

Every other year, my in-laws host my father in law’s family for thanksgiving. There are roughly 30 people that come for the event and it always winds up being a stressful but fun time. In years past, my wife and I had been able to help a lot more with the cooking, cleaning and general prep that goes into having your entire family at your house. This year though, with everything going on in...Read On

46
Audio version available

Room Service

A naughty cougar gets more than a meal delivered by the handsome young cub waiter.

Louise was in a hurry to get to the hotel. It was noon rush hour and the traffic was becoming unbearable, even though she was not the one driving. Her chauffer was wise to her ways, although he never let anyone in on her secret. Louise was a very attractive older woman. She was 47 but didn't look a day over 35. The limo finally pulled up to the hotel entrance and she got out in a hurry so...Read On

36

Take Your Momma

Mature women succumbs to the temptation of a younger man

Taking Your Mamma ©Shyblueeyes1968 (FM, Older/Younger/Oral) Please do not place this story on any other website, without the express permission of the author, or as an absolute minimum, with the authors email address and homepage address. The use of this and other stories by the author ‘shyblueeyes1968 for commercial purposes or other activities were readers have to pay to access...Read On

36

Right Neighborly II

Right Neighbors part2     I went into the back yard looking over to see if Mrs. Johnson was around. I realized I was a little obsessed but what the hell, getting your first blow job from a beautiful, big titted neighbour was ample justification for being a little obsessed. When I realized that Mrs. Johnson was nowhere to be seen, I started checking the boards on...Read On

34

My First Time

My first sexual experience happens in the ladies locker room at the pool

I was late getting to the pool and rushed in to the locker room to change. I took my clothes off and had just slipped on my swim trunks when I heard the shower door open. I looked to see who was there and my jaw dropped. A beautiful African-American girl walked out. She had the towel around her head and was rubbing to dry her hair. I watched her as she stood in front of me not more than 10...Read On

28

Handy Man

From a handy boy to a very handy man.

The doorbell rang and I went to answer it, it was Tas. Tas had come to see why my broadband was not working. A little bit about me first. Let’s start with my name. I’m Louisa, but you can call me Lou; everyone does, even Tas. I’m fifty three and have been a widow for three years. Yes my husband died the day after my fiftieth birthday. He had a stroke. We did make love the night before. I...Read On

27
Kim

Tutoring Christy

Christy needs help passing English

Last summer, Christy decided that shewanted to go back to school. Having only a high school education, she wanted a career, not just a job. Enrolling at the local university, she chose to educate herself in computer science. She lived in a small town, and with limited funds, Christy was only able to afford the community college. Her decision to return to school was made late in the summer,...Read On

27

The Matinee

My wife experiences a sexual encounter in a theatre

It’s rare that Susan and I have the same day off during the week, and even more unusual when that day is a beautiful warm summer day. We had no special plans for the day except to try a new little restaurant that her friends had told her about. It was in a developing part of town and we were anxious to see what new shops may also be there.  I was waiting outside when she came out. Wow,...Read On

26

Jared and Jennifer, Part 1

All he wanted was good grades, he got so much more

I wanted to get straight A's my senior year of high school. I knew I'd need help so I signed up for my high schools tutoring program. Little did I know I'd be leaving high school with more than good grades. You might call it fate when I ran into Mrs. Brooks that day at the supermarket. My mom needed some things to make dinner and I offered to get them for her. As I was walking passed...Read On