Forum: Mature ~ Age Gap ~ MILF ~ Cougar

Coffee to the Woods by Dragola It was a stroke of unfathomable luck; how this entire situation occurred. Lying here, thinking about it, I was glad it happened. I had been sitting in a café, alone, sorting through some bills and debts. It was nothing major, but nonetheless, I had to...

Around eight years ago my sister asked if I would be willing to move into her home and help share the expenses of this beautiful four bedroom house in Huntington Beach Ca. It was just her and her husband, they have no children, and it would help both of us save some money. The neighborhood is very...

In the summer of 1977 my life was boring, school was out friends were gone on vacations or at summer school and for the most part no one was around to hang with. I was 16 then and had just discovered what jacking off felt like so I found my self doing this alot. One boring morning I was out in the...

I met her through a good friend's girlfriend. She had a wonderful body and a pair of beautiful and natural 36D's. She was very flattering and initially I thought she was near my age, wrong. She was just over 20 years my senior, Dani was a knockout and wanted to play. We made a date which was her...

My mother-in-law came to stay with us when our first child was born. Her husband was in a long term medical center. I was in bed one night slowly stroking my cock. I heard something and stopped. I looked and saw my mother-in-law watching me. I pretended I didn't see her and continued to stroke my...

Due to my frequent travels, my wife and I have an agreement that we are allowed to satisfy our sexual desires as needed. Some call this an open marriage, we didn't put a name to it but I guess that's what it was. Angie is a very sexual person and had taken on a couple regular lovers. She was able...

Here is the link to part 4 if you havent read it yet: http://www.sexstoriespost.com/forums/showthread.php?t=25751 Part 5 ----------------------------------- Sorry for the delay. I got caught up in school and my personal life, which is why i wasn't able to update this...anyways.. without...

Here is part 2 of my latest little story. I hope you enjoy my fantasy as much as I did writing it. Mary and I were fuck buddies. We had been lovers for about six weeks, really enjoying each other’s company. We had a serious talk the first weekend I spent alone with her and we both agreed that...

I took a job at a local retirement community when I was in high school. I took this job for a couple reasons, one I wanted the money and two because I had a long standing fantasy of fucking some older women, and what better place to find old women than a retirement community. I was quickly...

Derrick Jackson took a break from working in Ida Crumb`s yard standing six feet tall with blonde hair nice tan ,he was in great shape too, played soccer for Midtown High. It was summer so Derrick took up his summer job taking care of lawns , it was just him and his mom ...

Early one morning last summer on my day off I had gone out in the morning to water the plants before the blazing sun had started to cook them. While in the front yard my neighbor Barbra was also out doing the same thing, she said hello and asked if I had time to come over and take a look at her...

I took a winter rental on the New Jersey shore. One day, while heading out for a walk, I bumped into a very drunk woman and her grandson. She lived in the building behind me, and was outside waiting for her daughter to pick up her son. We talked for a bit, and as soon as the daughter arrived, I...

I arrived home from work around 12P.M. I went in and took a shower,when I came out of the bathroom, my mother-in-law was standing in the hallway. She told me she wantsd to talk about what happened last night and this morning,having sex with her. I walked into the den and sat down in my chair. All...

Not sure if this is the best place for this story. Regardless, here it is. Hope you enjoy. I know it wasn't my husband Alan who put me in my present condition, but I hold him responsible. It was Alan who insisted that we take in a lodger to help with the mortgage and it was Alan who insisted...

Tim Winslow was in his room , when his mother Ruth called him down stairs , Tim put down the game controller, walked to the living room. Tim seen his beautiful looking mother, and he then seen another woman, she looked about thrity five or fourty she wore a black ...

This will be an 'age gap' story both ways: Older woman/younger guy and older guy/younger girl. Note: I was kicking around this idea in my head for a while, and I figured that this was a good time to do it. The story is dedicated to the families of soldiers, marines, sailors, airmen, coasties,...

My sexual desire for older women started earlier in my teens with Barbara, Jan and Alice. After graduating high school I landed a job as a janitor, having no skills yet, I could easily take the trash out. I met this wonderful older lady named Marylou. She was 55 years old and a big beautiful woman...

Back in the early 70’s, new neighbors moved next door, my parents referred to them as the Hippies. I thought that they were cool because they had a pool table in their garage. I was 14 at the time and school had just let out, I had no one to hang with until later in the day. My new neighbors Skip...

In the last chapter, Sara and I were able to have some of the greatest, if not the greatest, sex either one of us has ever had. Remember, she is 38 and knows a thing or two about pleasure, and I'm 21, with plenty of knowledge to gain. Sara is a college professor and I was one of her students last...

Well, I've been a member for going on 2 years now? Can't remember exactly. However, I've never posted a story, mainly because I've never thought I could write a good enough story to be successful. Well, here is my first story. It is not fictional, regardless of the content in which it...

Hey everyone, I wrote this story a few months ago and figured I'd finally share it. It's the first sex story I have ever written so please bare with me. The first paragraph is completley true and has actually happened. That's what inspired me to write it. Like I said, the first paragraph actually...

It had already been a better day than I could have imagined, losing my virginity to a caring man like Mr. B. While we were in the shower, he was no less the gentleman, he soaped up a wash cloth and gently but firmly soaped me up, from neck to toe, but he paid special attention to my breasts,...

Jason knew he was going to hell. He wished he could place the blame anywhere else, but it was his fault and he was damned for it. Sure, she was the one who kissed him. And she put his hand on her breast. And she started rubbing his cock through his swim trunks. But he was the adult and he...

I am not the author of this story. A friend sent it to me. If you know the author let them know I think the story is good. Eric hadn't had much time to get to know his new Step Mother Tracy after his father divorced his Mother. The relationship between his Father and Mother had deteriorated to...

It was late on a Friday afternoon and I wasn’t planning on doing much. I was low on cash, so I decided to stay in and play on the internet. Well that was until the phone rang. The caller ID showed it was my friend John. “Hey John, what’s up?” “Hi Marc, what are you up to? Fancy coming...