Teenage Cougar free porn video

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I had just turned 16 years old, moved to a new town and new school district, had no friend and certainly no girlfriend. I was as horny as any 16 guy could be but had no prospects. I soon made a few friends but my new friends faced the same dilemma with girls. We talked about getting laid but had no prospects. I always fanaticized about older women. I really knew that wasn’t going to happen. I had noticed that girls were interested in guys with nice cars. These guys were older and I didn’t even have a drivers license. I thought I would have to find a GF that was younger.

My best friend had an older sister who had her own car, her own friends and acted like we didn’t exist. She had dated quite a few guys most of whom were older than me. We got along ok and I fantasized about her but that was as far as it went. I’m sure she saw me as a kid.

I got a job in a truck stop about 20 miles away. There was a couple of us from the small town that worked there so I usually had a ride to work. One day I was stuck with no ride and was desperate. I was at my buddy’s house telling him about my dilemma. His older sister offered to give me a ride and I was really happy for a couple of reasons.

She was just ending her summer job and decided to apply for a job where I worked. This was the perfect arrangement. She got the job and we rode to work together. I had a car but no license. I didn’t want to admit that my parents wouldn’t sign for the license. I had a permit and convinced them that I was legal to drive as long as I had a licensed driver with me. This was mostly true but I had to drive to and from her house without a co-pilot.

We got along great but I still didn’t see myself as a boyfriend for her. One night I dropped her off and she stayed in the car with me for a long time talking. The next thing I knew we were a couple. However, she never really announced it. We never went anywhere together except work and she still maintained to option to date other guys. She told me I had the same option with other girls but again no chance in hell.

Our “dates” were necking sessions in the car in her driveway after work. I got nowhere with her. I could feel her big tits but got my hands only about halfway between her knees and crotch before she slammed her legs shut.

I had talked to other guys that had similar luck with her. I never told them that we were a couple I just let them ramble. One of the guys told me he had her braw off and she told him she was thinking about putting out for him… maybe on the next date. She never told me that!

Finally we had a night off from work. We went to a Christmas gathering at my sisters house and had a couple of drinks. We went back to her house and sat on the couch with her parents sleeping in the next room. We kissed and felt each other a little but I knew I would hit the wall again. She wore a short skirt and a tight blouse that made her tights look awesome. She got up from the couch and excused herself to go to the bathroom. She returned with no nylons. As soon as I noticed this I started to move my hands up the inside of her thigh. Instead of the usual slam she leaned back, spread her legs and pulled her skirt up exposing her bare cunt. I was in total shock. Her cunt was huge. She was much more physically mature than I was and her hair went clear up to here naval. My all-time fantasy laid spread out right in front of me, I couldn’t believe it. I unbuckled my pants and tried to get into her wet cunt. I was nervous as hell and exploded right as I started to enter her. Cum went everywhere but where I wanted it to. I never really felt the inside of her cunt with my shaft. We both scrambled to get dressed and I got out of there fast. I figured that I had just ruined my chance of ever getting into her pants.

It was a couple of days before I saw here again and she said that she figured she scared me off. I got another chance a couple of days later and I was able to get the job done. After that I think we fucked almost every day. I soon realized that I was her fuck buddy. We never really “dated” we just fucked. She would wrap her legs around me and dig her fingernails into my back when she climaxed. It was pure ecstasy for me. She has always told me that I was her first. I don’t care what she says as long as I am getting laid but she taught me how to fuck.

We got married right after high school and have been going at it ever since. I have figured out that she is a bit of a cougar. She flirts with younger guys and gets turned on if I bring it up. She likes to dominate in the bedroom and still calls me her “boy toy”.

We have been married for 40 years. She still turns heads and has a sensuous style about her. She dresses very well and works in an office where she is perceived as a very classy lady ( she looks like she is about 35). Away from there she rides her own Harley and still has that big cunt. She knows how to use and isn’t one bit bashful about what she wants.

Every time I get laid by her I can’t believe it. I have to ask myself how I managed to get such an awesome and wild sex machine.

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It all started nearly ten years ago.  I was about 19 and working at a local coffee shop.  All through high school I was a longhaired rebel who cared little what I looked like or what people thought of me. Anyway, by this time though I had just cut my hair real short and was starting to clean up my image.  I had no idea how attractive I was.  I’m 5’11 brown hair blue eyes and at the time was one of the best swimmers on our local swim team. Most of the customers at this coffee shop were...

1 year ago
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College Cougar

Cynthia Fergus was divorced, unfortunately for her she had signed a pre-nuptial agreement. She had married Mark Higgins straight out of college. He was a lawyer nearly twice her age, who had swept her off her feet by treating her like the princess, every gal wants to be. That and they fucked like animals. Promising her a secure life of leisure she accepted his proposal. Over the twelve years Cynthia put in the marriage Mark had grown distant and on a few months before his fifty-sixth birthday...

1 year ago
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Cissy is a Cougar

I was sitting in the left lane at a traffic signal, he was in the right lane, I in my Focus he in his Escape. It was a warm summer night, I was wearing short shorts over suntan pantyhose, strappy 4′ heels and a crop top. He was smiling as he looked down into my car staring at my legs, when he looked up at to my face I smiled and wagged my finger at him, he was blushing as I pulled away from the light. He caught up to me at the next light, this time he was braver, smiling at me he licked his...

4 years ago
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Speaking of Cougar

I went to a local bar for a drink recently and had an interesting experience. While talking to the bartender I noticed this elderly lady at the end of the bar sipping and watching folks. Thinking nothing of it I continue you talking with the bartender. Soon a lady sat next to her and started talking. I happened to over hear their conversation and it was about ‘who would they do’ ! in the bar. Now the one lady who sat down to talk was older as well but, extremely ‘hot’. She had my vote !! But...

2 years ago
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Northern Line Cougar

This is a true story about one thing that I thought would never happen to me. I had been living in London for six months and thought it was about time I should see more of the place. So on a sunny Sunday afternoon I went wandering. I boarded the Northern Line train and found I was the only person in the carriage. It stayed this way for three stops until Jana stepped aboard. She looked up and down the carriage. I was expecting her to leave or sit well away from me but no, this well toned...

3 years ago
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Girl Friends Mom A Hot Cougar

John was the kind of boy most mothers hoped their daughters would go out with: bright, handsome, sporty, a gentleman. It was no surprise he was dating a girl a year ahead of him at school. Emma, who had been a bit of a late developer, was still unattached going into senior year. When John took her on her first date she was shy but started to bloom immediately. First love for her was very sensual, very orderly and not spoiled by immediate lust.Three months after her first date, John sucked her...

MILF
3 years ago
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Playing with a Cougar

It was the end of a long week, and I was ready to finally relax. No one told me working life could be so hard.My name is Solomon. Yes, I know the cliché, did your mother think you would be clever or wise? My mother always had a thing for biblical names, don't ask me why.Anyway, back to my story. I am twenty-three years old. After years of college and university, I finally started working in a prestigious accounting firm as a junior clerk. It's long, tedious work, but the pay is good.I decided...

Mature
3 years ago
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Neighborhood Cougar

This is a work of fiction intended for entertainment only. None of this ever happened but damn, wouldn’t it have been great?“She’s a fucking nympho Larry,” Keith said when I told my friend about mowing the neighbors lawn. “My brother has a friend that knows this guy that says she loves to fuck and doesn’t care which hole she takes your load in.”I looked at Keith in disbelief. Guys were always talking about classmates and not always in a kind way. But whenever the story included two to three...

3 years ago
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Snowbound with a fun cougar

This is a true story that happened many years ago. I was working as a software technician and was often making service calls around the state to different offices. There was a customer that I usually serviced in Princeton, about an hour south of where I lived. The company did medical billing, there were eight employees, all women. Sheila, the woman who owned the company was in her mid to late 50's, she always wore loose clothing, but was a bigger woman. She definitely had a BBW type of body and...

4 years ago
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A young sweetheart becomes a cougar

This is a true story that started 35 years ago when I met my sweetheart and first real love Dawn. I had joined the ########### and met beautiful Dawn who was 15 at when she was out with a group of experienced friends at a dance on the uk base. We immediately fell in love or seemed too and we dated until she was 19. She was innocent and stayed innocent and had no interest in anything sexual, turning into a cold fish and I suppose that eventually led to us slitting up. We went our separate ways...

3 years ago
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Playing the fertile cougar

It's been a while since this started.Osei went off to Lagos as planned and Kristen wanted a little fun. She wanted Jay and some breed white girl role play. We planned as we drove back from the airport drop off. Very simple, place the kitchen chalk board in plain sight by the front door. "2 fertile bitches in need --->" Only it took Jay a long while to show up. Too much time laying just about naked in bed with serious deep conversation resulted in Kristen placing a light kiss on my...

4 years ago
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Northern Line Cougar

This is a true story about one thing that I thought would never happen to me. I had been living in London for six months and thought it was about time I should see more of the place. So on a sunny Sunday afternoon I went wandering. I boarded the Northern Line train and found I was the only person in the carriage. It stayed this way for three stops until Jana stepped aboard. She looked up and down the carriage. I was expecting her to leave or sit well away from me but no, this well toned...

MILF
3 years ago
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  • 17
  • 0

College Cougar

Cynthia Fergus was divorced; unfortunately for her she had signed a pre-nuptial agreement. She had married Mark Higgins straight out of college. He was a lawyer nearly twice her age, who had swept her off her feet by treating her like the princess, every gal wants to be. That and they fucked like animals. Promising her a secure life of leisure she accepted his proposal. Over the twelve years Cynthia put in the marriage Mark had grown distant and on a few months before his fifty-sixth birthday...

MILF

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