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This is my second story posting. I have been sharing some recent events that occurred in the past few months.

A little bit about myself if you did not read my previous story. My name is Jenna, I am 40, married with 2 kids. I am 5'6" tall and weigh 130lbs. Brown hair in a bob haircut and brown eyes. Good curves where they are needed if I may say so. My main assets would be Long legs and larger breast than the natural average. Still attractive but not a knockout, let's not exaggerate. I work as a top exec in a large company and live a rather conservative uptight life. I have always been loyal to my husband.

I love clothes and footwear and always dress in as sophisticated and classy manner as I can. That does not mean I look dull or do not like to look sexy but I do that while remaining classy. Being in a powerful position for a woman, I have to show confidence to all those around me and may come off as tough. However having a strong exterior means that I have to express my feminine side in other ways. I like to wear high heels and knee high boots but also sexy sophisticated lingerie. For example I wear mostly stockings and rarely pantyhose.

If you like the story or if you want to see what I look like, send me an email. I will send you a picture of me in the outfit involved (no, not just the lingerie!).

After my first affair with Tom, we kept sending texts to each other. I had to become more tech-savvy about hiding signs of my recent "escapades". I knew we would meet again at a soon to come convention and I could hardly wait. It was not love but the thrill of this very sexual encounter was so new to me, I thought about it all the time. Waiting for almost a month was very hard. I surprised myself several times touching my body while thinking about him. As the days came near I was thinking about what clothes to pack but had to wait until the last minute. I did not want to let my husband see that I was packing two different silk and lace nightgowns, various garter belts and even a corset. It would have been a bit suspicious. It was ridiculous as my husband is used to seeing me pack these items but my guilty conscience was playing tricks on me.

For the flight to the conference, I wore comfortable jeans and flat shoes. As soon as I arrived at the hotel resort, I changed to a more elegant outfit. Just as I was making my way out of my hotel room I received a text. Tom would not arrive until the next day due to an emergency. I was sad and disappointed but still tried to enjoy myself as I knew we would have one night together. I chatted with many people and tried to enjoy myself. That evening was a "Western night" event. We were to go to a large place with a live band and local fare. Everyone had been advised to dress in a country western style. I had picked an outfit for that evening but wearing while Tom was not there to see it was a bit of a let down.I have given a nickname to that look in jest "my ready to ride or be rode outfit" I did not know how true that would be. I had on a long tight brown suede like skirt with matching jacket. I had on a leopard print blouse which opens in the front and reveals the shape of my breasts. That was for Tom's benefit but I could hide it with the jacket. I had tall knee high brown boots with a western flair and almost 4 inch heels. Below that I had worn something extra special for the night: a tan colored satin and lace bustier, matching garter belt and panties with tan colored stockings.

The long tight skirt forced me to walk rather short steps and step with one foot in front of the other. The high heels also gave me a very alluring "strut" where my hips swung more than usual. I noticed as I walked through the lobby of the hotel that several men were staring at my behind. That certainly helped to make me feel better!

Once I arrived at the "party" it was the same usual stuff, networking, chatting, exchanging pleasantries. Three men asked me to go dance so I was kept busy and it felt nice to have men desire me. I started thinking that maybe I should just go with another man since I had been dropped. As the evening wore on I decided to go back early but as I walked towards the exit, someone grabbed my butt roughly in the crowd. I spun around ready to slap the jackass. "Hello Dear" Tom said smiling. I was shocked but had to keep my cool. Jumping in his arms and kissing him would be a tad indiscrete. I straightened myself and replied calmly "Oh Hi Tom, How are you? I thought you would be coming tomorrow". "I drove here as soon as I could get away instead of flying"

"Really? well you must have some important business to attend to then" He smiled knowing what I meant. "Indeed, it has to be wrapped up even if it takes all night to take care of that..." I smiled and fought to stay poised. Inside, I was melting, getting so turned on thinking about his hands holding me and him sliding inside of me and ... I had to regain control quickly, I felt like I was blushing and would get noticed. "Well, Tom, it was nice to meet you. Good luck with that deal you need to work out" "thank you Jenna, are you headed back to the hotel?" "yes I am, I have been here for over 2 hours now" "I can drive you back then, I have my truck."

I shuddered as he offered the ride. I knew what would happen in the truck. I knew I would not be able to keep my hands to myself. I was blushing at the thought but started walking to the parking lot with him. "so you like my outfit? I call it my ready to ride look" He laughed "indeed, you look ready to ride darling" I climbed into his large white SUV and noticed the tinted windows. Climbing in there was quite difficult with my tight skirt but I managed to seat there. He started the engine and drove off into the night. I noticed he was not headed for the highway but took a rural road. As soon as we came to a red light, he looked at me, brought me closer to him by holding my neck and kissed me passionately. Our hands were on each other in a flash. I could not help but place one hand on his crotch. He was trying to raise my skirt but its tightness and length prevented him from doing so. "Just to help build the anticipation" I said. I smiled at him with the sexiest smile I could make. Eyes half closed but looking straight at him, my lips apart, hoping to drive him crazy. My hand unzipped his pants and I rubbed his half erect penis. He had to get going as the light was green. As he drove, the desire made me do something I had never thought of before. The cab of the SUV was dark and the windows tinted. I leaned over and pulled his large penis out. I licked it gently watching it grow. He whispered "oh my god". That pushed me further and the lust that was taking control over me did the rest. I proceeded to give him the best blow job I could with as much passion as I could put into it. After a couple minutes, my head was going as far up and down as I could. The tip of his cock making me gag each time I went down. My panties were wet by then and he had not even touched me to avoid crashing the truck. I sensed that the truck was turning and losing speed. I raised up but Tom kept my head down with one hand until the truck had stopped.

"Now we can have each other" he said. I raised up and noticed we were in the middle of nowhere. There were no lights and only the faint moonlight was letting us see our surroundings. Tom turned all the lights off. As I resumed my work on him he was able to reach down and massage my breasts, rub my butt but still couldn't reach my wet panties because of the skirt. I liked the fact that even though this was not practical, it drove him crazy with lust. "You want it don't you? " I asked. "Hell yes baby I want you bad" I smiled and said "I am not ready yet".

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Jenna

I saw Jenna from across the park. She’d bolted from the school office and had hidden by the time the teachers emerged from the office. She was fast, I gotta give her that. I could understand how they couldn’t see her; she’d ducked into our old hiding place - Jenna used to be my best friend, but things change… she changed. It seemed like one day she was my best friend, the next she’d blossomed, moved on to the in-crowd and left me behind.I strayed over to where she was hiding, school was...

Reluctance
3 years ago
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jennaslaves Halloween Outing

jennaslave lay on the bed, feverishly masturbating while her JaredMaster watched. He was standing at the foot of the bed languidly stroking His magnificent cock while jenna thrashed and rolled about on the bed begging her body to cum again. her mind raced to count how many times today He’d made her masturbate to orgasm with no help from Him whatsoever. He must have called at least twenty times today? RING!?Hello???Kneel down.??Yes, Sir!??I want you to masturbate to orgasm.??Yes, Sir???Do it...

3 years ago
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Jenna Gets More Than She Bargained For

This is my third story posting. I have been sharing some recent events that occurred in the past 8 months. A little bit about me if you did not read my previous story. My name is Jenna, I am 40, married with 2 kids. I am 5'6" tall and weigh 130lbs. Brown hair in a bob haircut and brown eyes. Good curves where they are needed if I may say so. My main assets would be long legs and larger breast than the natural average. Still attractive but not a knockout, let's not exaggerate. I work as a...

4 years ago
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My naughty behavior as a bridesmaid

My sweet friend Shawna was getting married and she asked me to be one of her bridesmaid at the wedding. I was delighted to be chosen; but I was also really horny that day thinking about my little girlfriend was going to be well fucked that same night by her handsome brand new husband Jeremy…My own hubby had not fucked me in weeks and masturbation had not been enough for me during the last days…It was quite a long drive to the place of the wedding reception.Victor had booked a room at a local...

2 years ago
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Cowgirl Learns to Ride

"Come on! Faster! Come on you devil! Get up!" Pat loved riding her steed. She called him Diablo. He was a three-year-old black stallion. She felt the wind streaming across her face. Her hat was hanging on by the strap. "Come on, Diablo!" she shouted. The cool prairie air made her feel good this morning. After Diablo's run, she slowed him to a walk. She stopped to open the corral. She led him inside the barn and to a water trough. As Diablo drank, she thought about her life. Her boyfriend,...

Interracial
2 years ago
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nice bike ride

I have been in sales for over 25 years and have banged more than my share of clients, most of them in their 40's, 50's and 60's and older, as I love to flirt with and have sex with older women. Amy works for one of my clients and she is a new employee who just graduated 6 months ago from college and is studying for her CPA. Amy is thin, blond hair green eyes and an ass to die for. Your typical 22 year old hottie. Oh I'm 59 and I look 55!I have been in the office about 3 times and never really...

3 years ago
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Sallys Naked Bike Ride

Bob pulled up in front of Jack and Sally’s house. It was his third straight weekend to come down, and it was Friday late afternoon. The sun had gone down behind the houses on the other side of 18 th Street, and evening shadows were settling on the street.Bob wondered if Sally would greet him the way he told her to in his email, but as he was getting out of the car, he saw her step out on the porch and heard her call to him. She was naked. Her call would have been heard by anyone within a few...

4 years ago
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Bike Ride

Bike Ride Bike RideBy [email protected]  It is ten at night, my bike ride began and so did my adventure. The reason this bike ride was different than any other was because before leaving my apartment I had made use of some toys in order to make this bike ride far more interesting. Getting dressed began with me completely naked in my bathroom. The first thing to do was to lube up my modified butt plug. The butt plug was a medium sized butt plug that also inflates and vibrates....

2 years ago
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Jenna from the club ch 6

I set my empty glass down on the table and took her hand in mine. We had only known each other for about thirty minutes, and I have to admit I was still feeling a little uneasy about how quick this was going. I didn't know who she was, other than her name and that she was a sexy goddess. And then there was the other part of me that thought fuck it, we will get to know each other later! > > We got to know each other a little bit more as the night went on. We moved from the bar to the dance...

4 years ago
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Jenna from the pool

I met this woman Jenna at a swim club I frequent in the summer months after work. She was working at the snack bar and I spent a lot of time there,so I got to talk to her a lot.I saw a ring so I knew she was married and found out through our talks she had 6 k**s,3 from another marriage and she is 43 years old.Jenna was a plain woman,no makeup,nice slim body and her hair always looked like she just got out of bed.About midway through the summer I started to flirt a little with her just to see...

4 years ago
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Jenna and the Home Field Advantage

I was at a football game watching party the other night. It was at a house in town, but I didn’t really didn’t know the host. I was visiting PA from out of state and was invited at the last minute by one of the regulars. There were five of us and the host’s wife. Her name was Jenna. She was a smokin’ hot chick with shoulder length hair and a very tight body. She was fired up about the game and wearing a team jersey and very short blue jean cutoffs, that really showed off her fantastic legs. She...

4 years ago
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Teen and the neighbor Inspired by ready4stdy

I was a young man, still in school. For years, I had been drawn to penis' of all ages. I had had afew "Gay" experiences but it was never enough. Id lay awake at night thinking about cock, sucking it and even fucking it. I'd masturbate with the thought of a cock in my mouth and had even touched and penetrated my own asshole with my fingers, imagining it was a cock. A neighbor down the street from my parents house was always working on a car or two. Fixing them or hopping them up. I was also into...

3 years ago
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Sam Cat GettingReady

"Sam do you know where I put my ducky at? I need him to go to the beach with me. Sam are you listening to me?""Yes k*d, I am," said Sam. "Look you left him over there on counter." "Oh yeah," Cat said. "Sam look at my bathing suit, what do you think?""It’s pink," Sam replied, "and a bikini.""Well of course it’s pink, I love pink," Cat said all happy. "And Jade said if I wore a bikini I would get lucky tonight, whatever that means. Jade is always saying weird things like my br*ther does."Jade is...

1 year ago
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Tribute to Ready4Me

I had a 4 hour layover as usual, which would normally be when I read and sleep, hating life. But the whole flight across the country all I could do was think about this insane idea I'd given into. Meeting this hot guy I met on Hamster for real. We'd talked on the phone a few times. His voice told me a lot. His intelligence, how he articulated things.. I am good at reading people, and he definitely liked to be in control. Had the confidence and general nature of someone who not only likes being...

3 years ago
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The Belly Riders

    The Belly Riders of The IslandsIt had been a little over sixteen years since Harry and Jean had been down to Brazil and he worked for the Alfalla ranchero, crop spraying and Jean won the derby for belly riding that year. Things had changed drastically for them, but mostly for their good. The had bought the two hundred fifty acre island, and built a log home, stable and eighteen hundred foot landing strip. Added a riding path all the way around their land when they returned from South...

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