Ian's Adventures - Part One free porn video

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I've been seeing an escort for the past three years. I’m married, but live a very naughty and secretive life. My wife and I have been married for sixteen years, but we have a rather vanilla sex life. We have sex about three times a week, but it’s always the missionary position and that’s great, but I’m a bit more adventurous. I’m also a bisexual man and have had some fun with three Shemales on a few different occasions.

My name is Ian, and I’m in my forties and have brown hair, blue eyes, and I’m in excellent physical condition. I have a very high sex drive and love to have sex with women or with Shemales, and hopefully someday I shall have sex with another man. But, that has not happened as of yet.

For the past three years, when I’m traveling to Chicago, I've been masturbating with an escort named Taylor. She is 5’3” with auburn hair. She’s very petite and has a very nice body with a beautiful face. Her breasts are on the small side, however she has very big nipples. And when she touches her clit, it swells up really big. It’s really quite amazing. She’s a very smart girl and I enjoy being in her company.

We’ve never had sex, but when we get together we watch each other masturbate and do all sorts of other fun stuff together. I’ve only seen her eight times. She’s very fun, discrete, and she’s twenty-three years old. She really gets my blood pumping, and I love to spend time with her. I’m much older than her, and it makes me feel good being around such a young and lovely young woman.

In addition to meeting up with Taylor, for the past two years, I’ve been having a very interesting on-line relationship with a woman in Asia. Her name is Molly. We chat a lot and have a lot of interesting times together. We love to talk about our fantasies and any other sexual topics we like to talk about together. We have had cyber-sex and have masturbated together on Skype. I’m a serial masturbator and love to do it alone or with others.

A few months back, I started to explore women’s panties. I love all the different styles and fabrics. I also love to wrap the panties around my cock when I’m jerking off. The silk feels so nice against my skin. I also started to buy panties and would wear them under my street clothes. It really makes me very excited and I just love how my cock feels in the panties. I had shared this information with my on-line friend, Molly. Molly also knew about Taylor the escort that I had visited on few occasions.

While I was talking to Molly one evening on Skype, she suggested to me that the next time I was with Taylor she wanted us to have a tassel spinning contest. The loser would be spanked by the winner. She also thought it would be really interesting, if Taylor masturbated in the tub using the shower wand. Then as Taylor would be doing that, I would be masturbating and watching her. She also said it would be really cool if I would record the scene in the tub. She wanted to also enjoy it, when she masturbated.

I was very excited about the conversation that I had with Molly. The best thing was, I was scheduled to be traveling to Chicago for an upcoming business trip. The good news was that Taylor, my escort friend is located in Chicago. I had called her and scheduled a night to have a masturbating date with her. She was thrilled that I’d be in town. I think she really liked me and enjoyed our fun that we had when we were together.

Before leaving for Chicago, I'd gone shopping and bought these really top notch tassels and also bought a pair for Taylor too. I bought us matching silk panties. They were white with black polka dots and were bikini cut. I also practiced spinning my tassels. I watched lots of online videos and I don’t want to brag, but I got really good at it. I was really looking forward to my upcoming trip and all the fun that Taylor and I would have.

I headed out to Chicago and was there all week. I had scheduled my appointment with Taylor for my last day of my visit. My work week was very long and very intense and I definitely needed to have a little fun. I’m a finance director at a manufacturing firm, and I travel a lot with my job.

Tonight was the night that I would be getting together with Taylor. Taylor was going to be meeting me at my hotel. I was practicing my tassel spinning a little before she came to my hotel.

I also was so horny with the idea of what would be happening, I needed to masturbate. I took off all my clothes, I went into my suit case grabbed my vibrating anal plug and put it into my ass. I then sat on the bed and played with my erect and very hard cock. I moved my hand up and down my hard dick. I held and massaged my smooth balls, while I stroked my cock first slow and then very fast.

I was imagining Taylor’s hot body and was getting myself all worked up. I was really jerking my cock faster and faster. Lightly squeezing at my balls. My pre-cum was oozing off the top of my mushroom head. I swirled my finger around it to take a taste.

“Oh God, this feels so fucking good. I’m going to come. Oh fuck!”

With that, I shot a huge load into the palm of my hand. I took a nice long lick at my come. I do love to do that sometimes. It tasted really good. I left the anal plug in my ass and got dressed. It would make me nice and horny for when Taylor finally comes to my hotel.

About an hour had passed and then I heard somebody knocking on my door.

Knock Knock

I looked out of the peep hole and it was Taylor. I opened the door to let her in.

“Hi Taylor, please come in.”

“Don’t you look very handsome?”

Taylor walked into my hotel room and we shared a hug and a passionate kiss. Our tongues danced in each other’s mouth. She looked really hot. She was wearing a red dress and red pumps. I was getting really excited to start all our hot fun. Now, Taylor had no idea what Molly and I had discussed previously.

“I’m going to hop on my computer and get Molly on-line. We have a little game we want to play with you. Are you game?”

“That sounds wonderful. I’m so excited. What do you have planned?”

I went over to my computer and pulled up Skype so we could talk to Molly.

“Hi Molly, I have Taylor here with me. Molly this is Taylor.”

“Hi Molly nice to meet you,” Taylor said.

“Nice to meet you also. Okay, so Ian has brought nipple tassels and panties that you’ll both put on and you’ll both swing your tassels and the person that wins gets to spank the loser. Ian, will tape the results and I’ll decide on who wins. Does that sound like fun?”

“Yes, that sounds like a lot of fun. Will I get to practice a little? Since, I never did anything like this before.”

“Of course take a little time to practice and then we’ll get started.”

We both got undressed in front of each other. I got out the nipple tassels and we put them on each other and then we put on the matching white panties with the polka dots. Taylor looked so fucking hot.

Taylor then went into the mirror and started to practice. She looked so beautiful with her perky breasts. She really was very good at this. I didn’t want to tell her that.

Quickly, I knew she had a natural advantage with her perky breasts and big nipples. It was my job to record our tassel contest and email it to Molly. I got into position as Taylor was going to start our contest.

Taylor shook her breasts with the nipple tassels. She looked so fucking amazing in her cute panties and her breasts were just fucking so pert and perky with the tassels on. I was hard in my silk panties. I really loved the feeling of the silk against my hard cock. 

Taylor then videoed me doing the tassel spinning. I did okay, but was a bit jerky at times. After we were both done, I sent the video to Molly. We waited about ten minutes so Molly could review the tape and make her decision.

“Okay, guys the winner is Taylor. She won by a landslide.”

We both giggled when Molly announced the winner. I mean it was really no fucking surprise I knew she would win. I certainly wasn’t going to beat out a beautiful girl with amazing breasts and gorgeous nipples.

Since I lost the contest, I had to be spanked by Taylor. I had never officially been spanked by anybody ever. Taylor sat on the edge of the bed, I lowered my panties a bit and got across her lap. She proceeded to spank me five times on each buttock. Each time got harder when she did it. It was really fun and very exciting.

“That was so fucking amazing guys. Taylor, we’ve decided that you’re going to masturbate with the shower wand in the tub. Ian will record it, while he masturbates. Does that sound like fun to you?

“Yes, that sounds like a lot of hot fun. I’ve never done that before. I’m so excited to do this.”

“When you guys are done, ring me back on Skype. Have a great time you two."

Molly then logged off the computer and I shut my computer down for the evening. Taylor and myself then took off the tassels and our silk panties and moved into the bathroom. Taylor was so excited because she never used a shower wand to get off. Taylor then got into the tub and she sat in a squatting position with her legs spread. Her beautiful bald pussy was in complete view. She turned on the water and made sure it was warm. I stood over the tub recording her doing this. She then got started.

I had lubed up my cock, because while she was doing that I was going to be masturbating. I worked my hands up and down my six and a half inch cock. I jerked myself slowly and it felt so fucking good. Taylor looked so damn sexy in the tub.

Taylor then put the stream of water onto her pussy. Her clit immediately started to swell. I really got off watching her masturbate because her clit grew to an enormous size as the water hit it.

“I’m going to come. Oh fuck, here I come.”

Taylor was moaning as she came. She was completely lost in the pleasure of the water hitting her enormous clit. I was slowly, but firmly stroking my cock as I watched her have a series of orgasms. Her breathing was increasing, her moans and screams were getting louder and louder. Her grip on the shower wand was getting tighter and tighter. Her clit was dancing and growing to an enormous size. It was so fucking hot and very exciting to watch.

Taylor kept going until she couldn’t handle anymore. She started to laugh.

“Oh fuck, that was so fucking amazing. I’ve never thought of ever doing something like that ever before. When I leave here, I shall stop off at Home Depot to pick up a shower wand head.”

Taylor then proceeded to spray the spraying water on her amazing breasts. She fondled her erect and very huge nipples. Her breasts were so fucking hot to look at.

I was hovering over her stroking my cock as she watched me. She leaned a bit closer to me.

“I want you to come on my breasts. Come on Ian, do it! Come all over my breasts, baby!”

I was stroking my cock so fast now from the base to my head. My come exploded out of my huge mushroom head and first hit her beautiful perky breasts. She then swirled her fingers in my come and tasted it and then put her fingers back in my come and put her fingers into my mouth so I could taste it.

It was so fucking hot watching her masturbate in the tub, I don’t know how, but I was able to shoot the whole thing on video. My hand was very steady. I now use this recording on the evenings when I jerk off.

Taylor and I then showered together, and we just hung out and went back on the computer and pulled up Skype to talk with Molly again. I will never forget this night and often look back on the video when I masturbate.

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Dear readers thankyou for liking my first story “Night Adventures With Didi” Part I,to VI Ab meri anur Anjali ki shaadi ko teen mahine ho chuke the, for a change we decided to go to South India Banglore, Mysore, Ooty & Kodaikanal for some fun. We booked our return train tickets. Ek din didi ko phone par humne bataya to unhone kaha ki unki family bhi kaafi dinon se ghoomne ke liye kahin nahi gaye hain, agar humko koi problem na ho to unki family bhi hamaare saath chale. Maine turant haan kar di,...

4 years ago
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Night Adventures With Didi 8211 Part VI

Dear readers thankyou for liking my first story “Night Adventures With Didi” Part I,to V Anajali ki shaadi se pahle ki daastan uski jubaani continued: Jaan boojh ke maine saaree ke marketing ka programme weekday ka banaya jab ki Nitin Bhaiya office mein ho. Jab main Nitin Bhaiya ke ghar 11 baje pahunchi to Bhabhi mera wait kar rahi thi. Bhaiya office mein the aur bachee school mein. Main aur Bhabhi ne turant Metro pakad ke Karol Bagh ke nikal pade lekin khareed daari ke baad shaam ko lautne...

2 years ago
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Adventures With Young Married Maid 8211 Part 1

Hello everyone! Myself Abhay, I have been a silent member of this forum since a very long time and it has helped me make many sexual adventures in my life. So I would like to share with you guys one of the adventures with my maid and the things that followed. This is an incident when I was still studying. I had returned home from Mumbai during my 2nd year of college for the Diwali holidays. I am 6’1 tall, decent build man with wheatish complexion. We live in Ahmedabad. I am the only child in my...

4 years ago
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adventures with a familypart 1

If you like arousing stories that have plot and character development too, you don't want to miss it. It takes some time at the start of the story to develop the characters and plot, but the payoff later is a story that's emotionally satisfying as well as very arousing. There's also humor, romance, and deeper themes. The plot naturally appeals to men, but many women and couples have enjoyed it too. This story is about me (sameer)…it takes place in bangalore in an upmarket society wher I...

3 years ago
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Gullivers Planet 4 The Continuing Adventures of a Sex Doll Part 1

Gulliver's Planet 4 The Continuing Adventures of a Cyber Sex Doll Part 1 by [email protected] "Mmmmm," she cooed, all blushing and warm and melty and wanting. "He's entirely fuckable!" He smiled, brought up the price per profit chart and studied it, smiling absent-mindedly. "Yes, Amy, I'm sure he is." She pouted. "You might as well have said, 'Yes, Dear'." He chuckled, wiped the monitor, sipped his tea and thought about checking the nav-chart to see how many days...

1 year ago
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MAU The Adventures of Supergirl and Dawnstrike Part 2

MAU: The Adventures of Supergirl and Dawnstrike By Civilmage Everything in here is fictitious and bears no resemblance to anything living or dead. The MAU universe belongs to Elrod W. Superman, Supergirl and Dawnstar belong to DC comics. Wolverine and Deathstrike belong to Marvel. The story is mine and may only be posted to free websites. Elrod W asked me to include a note about the characters and here?s what he said: I would strongly recommend you get this story out to the...

2 years ago
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Life With AlphaChapter 9 Beta Bayonetta

Before I get into the details of our next recreated character, I'd like to give some general updates and information on my women so far. One impression I'd like to correct is that we all got along all of the time. We actually do get along very well, given the variety of people living in the house, but there have been some noticeable arguments and even one catfight. However I hadn't recreated any characters who were mean-spirited or thrived on conflict, plus we had a special advantage when...

4 years ago
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Mom Me and Our Adventures with Spunk Part 6 End

A short while later.There was a knock on my bedroom door."Come in," I called as I sat there at my computer desk fiddling with my tie. It was going on late morning and the blinds were closed with my overhead light on. I was suited and booted to go. White shirt. Black pants. Black shoes. I looked good enough for church.The bedroom door opened and in walked my first and only patient. "Mrs. Peterson," I said with a smile, "Please take a seat. How may I help you?"After a little hesitation, Mom...

Incest
2 years ago
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Mom Me and Our Adventures with Spunk Part 6 End

A short while later.There was a knock on my bedroom door."Come in," I called as I sat there at my computer desk fiddling with my tie. It was going on late morning and the blinds were closed with my overhead light on. I was suited and booted to go. White shirt. Black pants. Black shoes. I looked good enough for church.The bedroom door opened and in walked my first and only patient. "Mrs. Peterson," I said with a smile, "Please take a seat. How may I help you?"After a little hesitation, Mom...

Incest
4 years ago
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Sexual Adventures 8211 Part 2

Hi Friends, This is Sagar here once again with another real experience. I have received some good response so far and I like that people are reading and enjoying it. Earlier I have written about my experience at theatre. As the end was not very good but it was good experience as an adventure. I was in college at that time. Computers are not easily accessible but cyber café was good option. I tried to find cyber café little far but not so far from college. I started going there to see some porn...

Gay Male
3 years ago
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The Wonderful Adventures of Miss K Part 2

Welcome to the next installment of my wonderful adventures. I hope you enjoy reading this one as much as I enjoy writing it. After all, I sure did As always, you can read the previous installment. I reserve all non- electronic and commercial rights to this work. If it is illegal in your jurisdiction to read this work, please do not read this story. THE WONDERFUL ADVENTURES OF MISS K ? Chapter 2 - By Brett Lynn LOVING, INNOCENT & VIRGINAL "Wake up! Wake up!" Miss K...

2 years ago
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Mom Me and Our Adventures with Spunk part 4

"Take that, Mom!" I moaned out loud as the first visceral stream of juice blasted out from my cock and landed in a long icky strand just above her right eye, across the bridge of her nose and over her parted lips before dripping off the end of her chin. More followed with Mom squeaking as I coated her blushing cheeks with more hot fresh jizz until she was covered with frothy gloop. "Henry Peterson!" she gasped as she knelt there with her eyes firmly shut, "What are you doing?!" I was...

2 years ago
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Adventures Of Just Married Couple Part 1

Dear Friends, This is the real story of a young beautiful married couple who is bold, beautiful and adventurous and very much sex obsessed. Like other all new open minded 21st generation couples, they are just entered the world of sex and were enjoying their youth, fresh body which was virgin before their marriage. This story narrates how their new marriage life started and moved to an un-imaginable corner which turned their meaning of sex and its pleasure. The whole reason of happening this...

3 years ago
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Anna and Ramone

I’d like to thank michchick98 for her help in editing my story. Any grammatical errors found in the story are purely mine. Present day Anna and Ramone were eating ice cream in her apartment whilst reminiscing of their time together. They’d been friends for 20 years now and although life had pushed them into different directions, they remained the best of friends. It was November and they were discussing their plans for Christmas. They’d both turned 30 in the course of the year and were...

2 years ago
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The Shiny LadiesChapter 12 Ramone

Kay spent a moment, considering what tact to take. "Tell me about Ramone Diaz." Monica blinked. "My fiance? We met in college. He is a resident at Chihuahua General Hospital." "He must be busy." "Very. He works eighteen to twenty hour days. The few days he has off he spends sleeping." "When did you last see him?" "I take the bus once a month to see him. I last saw him two weeks ago." "How do you think your new job will affect your relationship?" Monica shook her head. "I...

4 years ago
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The Adventures of Reggie Starr Book 2

Author's note: Hello folks, This is book 2 of The Adventures of Reggie Starr. Those of you who have read my stuff, know that I like Action/adventure/Si-fi/and a little Physic stuff thrown in too. One of my problems is I tend to melt all my characters together and give them all the same kinds of abilities. Reggie Starr is a small departure from that formula as, I want Reggie to be as physically normal as the circumstances will allow. Reggie has been placed in unusual conditions...

4 years ago
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Juans Crazy sex adventures in Puerto Rico Part One

Being 34 years old, standing at 62 and weighing in at 170 lbs. Dark reddish blondish brownish, Low Cesar haircut. I'm a mixed man, mothers Italian, fathers Puerto Rican and Indonesian. I don't know my parents, they were killed in a high jacking in a airplane coming from Italy visiting my grandparents on my mom's side. All I know is at five I was living with my grandfather on my dads side, In Puerto Rico, and things changed from the start. I went from hi middle-class, proper education...

2 years ago
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Juans Crazy Sex adventures in Puerto Rico Part One

Being 34 years old, standing at 62 and weighing in at 170 lbs. Dark reddish blondish brownish, Low Cesar haircut. I'm a mixed man, mothers Italian, fathers Puerto Rican and Indonesian. I don't know my parents, they were killed in a high jacking in a airplane coming from Italy visiting my grandparents on my mom's side. All I know is at five I was living with my grandfather on my dads side, In Puerto Rico, and things changed from the start. I went from hi middle-class, proper education...

3 years ago
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Adventures With Shalini And Geet 8211 Part 2

Hello all, I am Akash. I am back with the continuation of the adventures with Shalini and Geet. First of all, I would like to thank you all for your overwhelming response to my first story. Those who don’t know me, let me tell you about my self. As I told you my name is Akash obviously name changed. I have a chiseled body with 6 inches of dick. The two main characters of the story are Shalini and Geet. Shalini is my sister in law and Geet is Shalini’s roommate in Ahmedabad.  I have already told...

4 years ago
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The P90SEX Adventures Part 2B

The P90SEX Adventures Part 2B Note, please read part 2A before, this is the continuation from part 2A. The girls headed back into the shower with the six guys behind them. Inside the shower the guys encircled the girls. From where we sat we could no longer see them. The dancers stood discussing the upcoming act with the girls privately, before the circle opened up and the girls were presented to the audience with the guys standing behind them. To my surprise Nadia and Allie raised their arms...

2 years ago
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Sonia A Dirty Whore Sonia8217s Adventures In Goa 8211 Part 1

Hii friends I am back it is too early but your reactions was great guys or aap logo kai messages ne mujhe mazboor kar diya apna next part launch karne kai liye I hope ki ye part mai aap pagal ho jayenge jo mujhe nii jante wo pahle meri firsy story sonia a dirty whore part 1 read kare to is part ko read karne mai or maza ayega to dosto ab mai aap logo ko zada bore naa karte hue story per aati hu to dosto ye ghatna mere saath 2014 me december me hui jab christmas ki vacation thi or new year ki to...

2 years ago
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The P90SEX Adventures Part 2B

The P90SEX Adventures Part 2B Note, please read part 2A before, this is the continuation from part 2A. The girls headed back into the shower with the six guys behind them. Inside the shower the guys encircled the girls. From where we sat we could no longer see them. The dancers stood discussing the upcoming act with the girls privately, before the circle opened up and the girls were presented to the audience with the guys standing behind them. To my surprise Nadia and Allie raised their arms...

Group Sex
2 years ago
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Tenchi Muyo All Good ThingsChapter 18 Ahh Kiyone

"Ok," Kiyone was saying evenly, halting as she was passing through and under the Torii. "Now repeat it back to me." "No touching, no button pressing, no lever throwing." Mihoshi sighed, taking the final step up. "No cable disconnecting, no tying or untying for that matter." She continued after pausing beneath the Torii's arch, reciting in a sing song voice complete with rocking her head back and forth in time with the meter of her words. "And if I see anything in my way higher than...

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