First Older Woman free porn video

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Like most guys my age I had always fantasised about being with an older woman and I wasn't exactly having the best of luck finding a willing woman in day to day life, so I decided to join a dating site.

After weeks and weeks of messing about I finally found a woman who seemed to be willing. We began talking online with the usual small talk, and me, being quite a straight shooter expressed my desire to be with an older woman. We continued talking until, one night, out of the blue she invited me over.

I of course accepted and excitedly and anxiously headed over. I arrived at her house to find her wearing a floral gown, about knee high. She was mid 40's about 5'5-5'6 I believe and around (154lbs), with short blonde hair. We chatted a little at first to get comfortable with one another, first in the kitchen, then heading to the bedroom and laying down on the bed to get a little.

Paula decided to sit on top of me as I lay down, and I was down with talking. I undid her gown going straight to her breasts which were a DD cup and pulling them out of her bra. I threw her onto her back and began sucking and biting her Hard nipples, while my other hand fondled her breast. She instructed me to take my pants off, and I did the same to her revealing her pussy, which I quickly shoved my two fingers deeply into. I pounded into her with my fingers as she let out soft moans of pleasure. I decided to switch things up and dove head first in, ferociously alternating licking her lips and clit. I would lick, then finger her and this sequence continued for quite a while.

As my pace quickened I noticed Paula starting to buck, but unfortunately she stopped herself from coming and grabbed my cock. Paula lay me down and began to swirl little circles around my cock, following that she started to stroke my cock bobbing up and down on the head. I lay back, as Paula continued bobbing up and down pumping my cock.

Paula suddenly stopped, looked me in the eyes and asked me 'What do you want to do?' I replied ' I want to fuck you'. Paula lay back legs spread Wide apart and I entered her, missionary. I slowly began pumping into her and watched on, my arousal levels growing as I heard her moans and saw her head bend back in pleasure. My pace was quickening and I raised both her legs, one on each shoulder as I plowed into her exploding Deep inside her

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Chastity with Ex as Keyholder Ch. 06bychastity_sissy©My Ex knew me. She knew me better than I knew myself. She knew it had been a deep, disregarded fantasy of mine to be a helpless maid amongst a variety of men and women, all dressed up in pretty outfits demanding drinks and snacks from the maids passing by.She had, without a doubt, put "the guy" in his place. My cock was completely locked away in full metal, and it would require an ER visit to physically remove the device without a key. I...

2 years ago
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Chastity with Ex as Keyholder Part 2

Chastity with Ex as Keyholder Ch. 02bychastity_sissy©From what I could remember the following morning, I had definitely done something stupid. My memory became fuzzy after she had left. Just as she had predicted, I surfed the web and looked at my saved cache of porn. Unable to get off on it, I drank more and stayed up later than usual until everything became a blur and I woke up on the couch, still dressed in the corset and nylons.Good thing I had the day off.Work! How could I deal with wearing...

4 years ago
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Chastity with Ex as Keyholder Part 1

Chastity with Ex as Keyholderbychastity_sissy©Several days off. I was looking forward to it. The days off had been meant for something else, but those plans fell through. Now, I had the weekend plus several extra days. I could barely contain myself as I was excited to try out the new toy I had recently purchased.As soon as I got to my apartment, I checked with the management building and sure enough, the package was there. Before I could do anything else, I had the package opened on my table...

1 year ago
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My First Older Woman

About 10 years ago I was out at a pub for a workmates going away party, not really my scene but the workmate was a good bloke and I really needed some times away from my girlfriend, who I’d being seeing a for 2 about and a half years. But to be honest, it felt like the last few months were just out of routine. Things were on the downturn and weren’t getting any better. It was well and truly beyond its use by date, but I guess both of us were too afraid to move on.Anyway, back to the story.I...

3 years ago
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Relationship with an older Pakistani woman

Hope you guys out there enjoy reading as much as I am enjoying my time with this woman.So, I recently graduated from university and came home to visit family before starting my new job later in the year.Sex at university was always temporary and being Pakistani, I have always chosen white girls throughout school, college and university as they seem to have a more open lifestyle. Dating Pakistani girls was always put of as I never seemed to connect until recently, with a woman 10 years my age. ...

3 years ago
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Fist time in public w an older woman

This is a true story of my first encounter with an older woman while I was in high school. I had been online the night before trolling through AOL chat rooms at the time and i started talking to a woman who was from the same city as me. After a bit of cybering she sent me her phone number and asked me to call her. While we were chatting she never mentioned her age and I asked her when we were on the phone and she said she was 38, being a freshman in HS this was huge for me especially since...

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