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This story if pure fiction but I wish is had happened to me.

My name is Michael and this story needs telling. I’m a retired widower living with my girlfriend, Cheryl, and her four daughters. Cheryl is 44 years old and we met when she worked in my department as an assistant. A couple years ago things did not work out well for her. Her husband had been known to drink and as we later found out loved to gamble as well. Before anyone found out about the gambling he lost his job, was in deep debt and lost their savings and the house. I was about to retire and wanted to help Cheryl as much as I could. After my wife died I downsized into a smaller house.

I offered to put Cheryl and the kids up for what I thought would be a couple weeks until she got her feet on the ground. Her daughters were Jane, now 20, Lisa 18, Linda 15 and June 12. Now my house was small with 3 bedrooms and only one bath. Cheryl, Linda and June took over the master bedroom, Jane and Lisa shared a second and I took the smallest. That was 2 years ago. At first Cheryl was spending every free moment looking for a big and affordable apartment. Because I was retired I became the house keeper but was able to get some free time to myself. That free time kept me from going nuts.

One evening I was helping June with her homework and Cheryl just happens to be watching us from across the room. Later that night after the girls has gone to bed and we shared a glass of wine. She told me that she was very touched by seeing me with her girls. They all loved me and even though the house was small they wanted me to be part of their life. One man has dropped out and they wanted someone who would be there. Then she confessed that she had been secretly admiring for me for years when we worked together. One thing leads to another and before you know it we were making out like teenagers.

Now it had been a couple years since my last bedroom adventure and Cheryl hadn’t had a decent one in months, so we tried making up for lost time. Now Cheryl has what I call an awesome mature figure. A couple extra pounds but she is definitely not a muffin top. I kept myself in decent shape over the years and I have an average size dick but I am thick. When we finally got in my bedroom and remove our clothing, she said I was a big boy. It didn’t take long for us the realized we were damn good in bed. After about a week of late night adventures we decided to come clean with the girls. So one night after supper we asked what they taught about making the live in arrangement more permanent. They were all for it with the only complaint being the lack of room. So Cheryl and I moved into the master bed room and Linda and June took over my old room.

I notice one day that Jane who was 18 at that time was getting edgy and began to show frustration with Lisa. At first I thought she was just feeling cramped in because of the small space. But she was ok with everyone else so it must have been something with Lisa. Then late one night I needed to go the bathroom and as I got to the door I heard someone moaning inside. It dawned on me that one of the girls was masturbating in there. I stepped back into the bedroom and waited to see who would come out. Sure enough it was Jane. And then it dawned on me Jane was getting frustrated because she wasn’t getting private time to get off.

A few days later the girls came home from school and were doing their homework and it was Jane’s turn to help out with dinner. I thought I might be able to help her out with her privacy problem and our conversation began with:
“Jane, I have a feeling you are feeling like you need a little privacy and Lisa is making it hard to find it.”

She looked at me with a puzzled look but with a blushing face and said, “I’m not sure what you getting at.”
“I am talking about late night visits to the bathroom. Now I am not judging you, I’m just saying if you want a little privacy let me know. If you want you can use the master bedroom after school and before your mom comes home from work. You go in lock the door and do what you need to do.”
“Does mom know about this?”
“Not yet but I will tell her.”

With that she turn beet red and couldn’t look at me the rest of the night.

The very next day when the girls came home from school Jane asked if the room was still available and could she use it right away. I said yes and got the other girls going on homework and dinner. I realized I hadn’t told Cheryl about the arrangement and made a mental note to tell her that night. That night when Cheryl and I went to bed I caught a whiff of Jane’s scent as I crawled in between the sheets. Instant boner. Cheryl noticed my cock and got a whiff of Jane’s scent. She asked what the heck was going on and then I filled her in on Jane’s activities and my option. Cheryl laughed and thought it was great. Then I asked if it were possible to get a monitor for the room so I could record stuff. I got me a punch in the arm and a stern look.

Things in the household improved as far as Jane and Lisa were concerned. I even got to sleep on a wet spot one night when Jane used our room just before bed time. Now do get me wrong Cheryl keeps me quite happy but the thought of Jane fingering herself just before I got to bed was arousing.

I asked Jane to use a towel on her next visit to my bed, explaining that he wet spot drove me crazy. A few days later she gave me a gift of one of my handkerchiefs in a plastic sandwich bag. When I opened it I got a smell of her scent. She had gotten herself really wet and use the hanky to wipe the scent off with the thought of giving it to me. I still have it to this day.

Late one night when Jane had gone out on a date, I got a call asking me to pick her up at a friend’s house as she had an argument with her boyfriend. Off I went and found her without any problems. On the way home I asked if she was ok. She replied: “I’m fine but dickhead Tom is an idiot. All he wants to do is have sex. I’ve jerked him off and he still wants more. I’m sick of those guys thinking with their dicks. All they want to do is one minute of kissing, feel the tits and get in the pants.”

“Don’t worry honey, I’m sure you will find the right guy soon enough. You have your whole life ahead of you.”
“I just hope it’s someone as nice as you. I mean I still can’t believe you took us all in and you and mom are great together. And talk about under the covers, wow you guys are like rabbits. I‘ve heard you two and got jealous many times.”
“Thank you. But you girls have been great and it was an easy decision. Sorry if our sound are too loud. “
“Do you think mom has gone to bed by now?”
“Good bet she has, she was tired when she came home from work.”
“Damn, I could use a little stress relief in your bedroom right now.”

I can picture Jane now fingering herself in my bed. So I thought of the next best thing at that moment. I pulled the car over to the side of the road, got out and pulled my jacket off. I handed it to Jane when I got back in and began to drive off.
“What’s this for?” Jane asked.
“Well if you want you can put that jacket over yourself and as you say get some relief.”
“Here in the car with you beside me?”
“I’m sure you’ve given Tom some relief in a car before right?”
“Well, I have.”
“So cover yourself with my jacket and go to it. I won’t look and besides I’m a nice guy as you just said.”

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From a woman's view point :It was the party of the century, a hundred of us celebrating in style. A pool party with alcohol and very little clothing, plenty of d**gs and sex going on in dark corners, sometimes out in the open too. It was wild and fantastic, the perfect way to spend a hot summer's night. Graham's parents were away for a few days, and he had decided to make the most of it, but there was no way he would be able to clear up all the mess we were making.Aaron and I had been friends...

Kelly and I Seven Minutes of Heaven

If this story looks familiar, that’s because it was originally uploaded years ago, and I’m re-uploading a few of my stories with grammar corrections, less awkward wording, etc. Hope you enjoy! This is the third in a trilogy based on a character named Kelly. This isn’t chronologically related to the previous story, but instead, is an entirely different story about a first time with the character. A lot of the beginning of this is just character development, build-up, and so on, so if you're just...

All the Way to Heaven

At the precise moment of our birth, each and every person who has been blessed enough to take just one, single breath of life is given a special gift from the Most High God. It’s a gift so special, so sacred, that it can only be given once. It belongs entirely and completely to that individual and the exact moment that gift is given and all the details surrounding that event will be FOREVER remembered by them. Sharing one’s virginity, an act symbolic of entry into adulthood, the awakening of...

The Closest Thing To Heaven

As Demi moved towards the innocuous black-painteddouble doors, Patricia’s words echoed in her mind.‘Honestly, Dem, it’s an experience that’s out of thisworld. It’s the closest you can get to heaven withoutactually having sex. What have you got to lose?’Nothing, Demi supposed, hesitating outside the doors.Nothing whatsoever. She could certainly do with someheaven in her life, particularly of the erotic variety. Butnow she was actually here, her courage was failing her.She hadn’t taken her...

book store heaven

book store heaven So after a long week, I decided to stop by the local bookstore. I walked in paid my $6.00 for the video card. Walked out the back door made a right to the video booths. There were the typical guys walking around and looking into the video booths. I found an open booth and sat down and started to browse the different channels. Came across a couple good tranny channels and started to rub my aching cock through my jeans. I had gone commando today in case there would be someone...

My Sir Showed Me Heaven

I am a b.Sc student and physics was one of the difficult subjects for me. So I had to take personal tuitions with my physics teacher. He was well built and has a fit body and he is dark. I have a crush on dark people. My name is Tina and I have curves at right places with a stat of 34 26 38. Many people stare at my ass and I love to seduce them. But nothing happened till date and I was still a virgin. One day when I went to his home for tuition I wore a short skirt and low cut tops. I saw him...

College Boy Gets Introduced To Heaven

Hi readers, this is siddhant,19 from Pune. I’m an average looking guy with an average everything????. This is my first story on iss and where the sex part comes a little later so please be patient. Now let’s get to the story. This happened almost a month ago to me. I lost my virginity to a girl who was totally out of my league. It all started a year ago. I came to Pune for education purposes. Me and three other guys rented a room at Shivajinagar which was near my college. Sneha(name changed)...

Drenched In The Wet Heaven

“The Delhi pleasures” here, with the first sex story in a series of many upcoming ones to make your dick hard and your pussy wet. Now about me, I am a 19-year-old Delhi guy with a 6.2-inch dick, and an experienced “pleasure” (Get used to this term because you’re gonna hear it often or, if you want, even experience it ;) ). I believe most of the stories on Indian Sex Stories are usually fake or maybe the guys here just don’t know how to pleasure women. According to me, making love to a woman and...

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