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My Older Woman

Posted by: Author: Age: 37 Posted on: 2 comments
8 likes 85 views Category: Sex Stories Couples Tags: Male-Female, Sex Stories Couples, Nude Swimmng

This happened to me this past January


I usually go down to Florida to golf and see a few friends who live in the Miami & Key West. About three months before I was leaving I received a call from a family friend who I usually see. She told me she is divorcing her husband and wanted me to visit for a few days  . Jen is six years older than me, but our families are very close. Jen used to babysit for me for many years and I always visited her first to bring down a few things for her.  While she is 43 she has the body of a 22 year old because she runs on the beach and plays golf almost everyday. We talked a few times a week before I arrived. She was down in the dumps and needed someone to make her feel better. I arrived a few days later and rented a car and drove to her house. She ran to the car and gave me a huge hug and kiss. We went into her house and all of her ex's stuff was gone. She told me she got half his money and the house and car.  She was very happy about this and told me she was set with money and didn't need to work. I asked why and she told me he invested wisely and when she received her money reinvested it into those stocks and funds.

We went to her pool and she asked if I wanted to go swimming. I told her yes and I needed to change. Jen laughed and said lets skinny dip. She took off her clothes and went in. I didn't know what to do. Jen looked at me and said she has seen me naked when I was younger.   In fact she used to help me get dressed when I was ten. I told her I'm bigger since then. She walked out the water naked and still had those great tits and her pussy was shaved.   Jen looked at me and said strip or I call your mom. I stripped and my dick was sticking straight up.  Jen came over and said yes it is bigger and jumped in the pool.  We splashed around and then got out. I was still rock and and needed a towel. Jen said she didn't have any and the sun would dry us. Here I am looking at a beautiful woman with a major hard on.   In a few minutes she came over to my chair and asked if she can do something.   I said sure. She leaned over and kissed me on the lips. After we parted she told me she has wanted to do that for years.  I asked her if I could do something. Jen said sure. I reached over and felt her breasts and then touched her pussy sliding a finger in.  I told her I had many wet dreams and jacked off many times thinking about this. Jen laughed and said so did I. She stood up and positioned her legs on either side of the chair and then sat down. Her pussy was filled with my dick. I moaned and so did jen. I told her all those fantasies are coming true. Jen told me it's been a few years since she had sex and wanted to do all the work. In the next 10 minutes jen rode me and made me have the best experience until I told her I needed to cum. Jen told me to let lose and I cummed hard and jen told me she felt it hit her. In a minute jen had her own orgasm. Jen rested on my chest and told me she has wanted to do this since I was 15 and never had the chance until now. I laughed and told her I have had a crush on you since I was 10. We talk a little and soon my dick shrinks and falls out her pussy. Jen laughs and tells me she loves that felling when your dicks gets smaller and then falls out. We go inside and clean up. Jen shows me her bedroom and we take a shower and get dress for golf. We play golf with 2 other people and one asks if Jen had a new man. She tells them I am an old friend from up north. We finish golf and jen tells me to get dress and meet her at her car. I do and she tells me lets shower at home and fuck. I say okay and soon I am licking jens bald pussy while she plays with my hair. I give her an orgasm and she tells me her ex never did that before. I then slide up and slide my dick into her dripping pussy. I get her legs on my shoulders and fucks her pussy to another orgasm. I tell her I'm close and jen pulls me out and tell me to cum on her face. I do and jen loves it. She looks at me and tells me she loves me. I tell her the same. Over the next three days we fuck each other silly. I call a few friends and tell them I'll catch them next year as a stay in jens bed. With the two weeks up I don't want to leave and Jen is bumming really bad. She asked me the night before to move down to florida and while I want to I won't have a job. Jen tells me she has enough money and I tell her I need to work or I will be 100 pounds in a month for all the sex we will have. I call my boss and ask him if we have an office in Miami. He says no but he knows someone who does the same thing we do who does. In a day I have an interview and the next day I am hired. I am going to get a higher paycheck and a shorter commuter time. I head jack to jens house and tell her the good news and I have a present for her. I turn around and I have a bow on my dick. Jen tells me it's just what she wanted. We have sex the rest of the day. The next day I go north and pack up my place and give the key to the landlord and move to florida. The day before I leave Jen arrives to drive with me home. Every night we stop and fuck our brains out at a motel. When we arrive home I lift jen up and carry her thru the doors, up the stairs into our room for a little sex. I have had the best few months of my life.

 

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