Me And My Sexy Boss free porn video

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This is a story about me and my sexy boss that I slept with on numerous occasions.

I was working at a private accounting office in downtown Chicago. My boss was a beautiful, sexy, 5’7″, with nice round ass and big tits. She was 25 and I was 20 at the time. All I dated back then were married women; it was just the thrill of knowing that I can get them into bed. Most of the time when you work in a place like that, you would know about the office tramps. But I did not hear anything like that about her, just that she was hard to please when it came on to work and she was married.

Anyway, one day she and another co-worker were talking in the hallway and I just happened to walk by when she said, I never dated guys that were shorter than me. Take for example Ricky; he is shorter than me so he can’t do anything for me.

Me with my male pride could not let this go with out saying something. So I replied, what does that supposed to mean?

She calmly replied; Small guy, small package.

Really, how would you know?

Well, I just look at the size of their hands and shoe and that is how I determine what type of package they have. Take for example my husband, he is 6′ and he has a huge package.

I had this puzzled look on my face and said; so you think that because I’m only 5’6″ and my shoe size is not a 12, I have a small dick?

With a shocked look she smiled and said yeah.

So needless to say that I informed her that is not entirely true and she curiously ask;

Ok then, what is your dick size?

Its 10″ long and 2 and half inches thick.

Yeah right, you are just trying to impress us.

As the conversation gets heated we move to her office, and seeing that there are two females and me, I’m out numbered in this conversation. The other co-worker really did not say anything but just sat there and agreed with what my boss saying. As soon as we get to her office and sit down she says;

Boy I would break you in half.

I smiled and said to her; you think you can, but I don’t think you have the guts to find out if you can break me in half.

She leaned back in her chair and said; If that is a challenge I do not back down from them.

Well, then lets see how true you are to those words.

Boy, you cannot keep up with me; I will ware you out and then talk about you bad at work.

Sounds like a bunch of talk to me.

After about five more minutes of us talking trash back and fort we ended up making plans to meet at one of the hotels in downtown Friday night because her husband was going out of town for the weekend. She ask me to get the room, because her husband did the books and she did not want to explain her spending so much money on an hotel room without him. I was single so I did not care.

We really did not talk about what was going to happen Friday night that day, except when we got off work she said to me; You have something to prove to me in a couple of hours so I will see you then.

I said; I guess I will see you in a few.

We both left work at around 4:30 and went home. I went home and took a shower and changed into something a little more casual and got the room at around 6pm. I got into the room checked it out and waited for her to show up. I really had a slight doubt about her showing up and started to make plans in my mind just in case she did not show. I never had a girlfriend and I knew a few girls that would not mind me calling them for some Friday night fucking. I said to my self I would give her until 7 pm and then go to my back up plan. While I was watching television I heard a knock on the door around 6:45 and when I opened the door it was her. She was wearing, this long blue jeans skirt that was right at her ankle, with a split on either side up to her thighs, and this pink “V” neck blouse and black heels. As she walk by I was checking her out especially that amazing ass shaking in her jeans skirt. She put her purse down on the bed and sat across from me on the couch in front of the television while I sat with my back to towards the television.

She then looked at me and said; you look very nice.

And I replied; you look stunning.

Hey that was the idea. I was wearing one of my beige slacks and a polo shirt.

She then looked at me and said; I had doubts about tonight.

What kind of doubts did you have?

I did not think that you were going to show up, hell I did not know if I was going to show up.

Well I had doubts about you showing up and had a back up plan.

Really, she said.

Oh yeah, I always have a back up plan that you should know about me.

She then gave me an indication that she wanted to get things started by uncrossing her legs and giving me a peek at her pussy and then crossing it again. I got a nice look because she was not wearing any panties. As soon as I saw that my dick started to get hard. I instantly got up and joined her on the couch. She then kicked her heels off and placed her legs in my lap. I then began to massage her feet. She had nice soft and beautiful feet so I could not help but to massage them. As I took one of her feet, she uses the other to massage my dick as it continued to get hard. As it’s getting hard she takes a peek and she had this surprise look on her face. She then says;

May I take a look at your dick?

Without any hesitation I unzipped my pants and let it out.

Wow, that looks just as big as my husbands.

She seductively licked her lips and removed her legs from my lap and reached down with her tongue and started to lick the head of my dick. She did not waste any time taking it into her mouth while reaching down with her fingernails and slightly rubbing them up against my balls. As she continues to suck my dick, I grabbed her head and pushed it down slightly, while she moves to the floor and gets on her knees. I continue to push her head down and she looks up at me with approval of me pushing her head down on my dick. Her head continues to go up and down as she is sucking the hell out of my dick. After a few minutes we move our action to the king size bed. I got up and removed my clothes and left them on the floor in front of the couch. She removed her blouse and her bra, and used her index finger to call me to the bed. As I walked up, she grabbed me and pushed me down on the bed, pull her skirt up and sat on my face. Her pussy was so wet; as I was licking it I could feel the juice dripping on my tongue and oh man did it taste good. After a while she turned around and started to suck my dick while I eat her pussy. The foreplay lasted for about five minutes and that is when I realize that her pussy was shaved clean. I thought she had a little hair on top, but when she removed her skirt I saw different. She climbed on top of me and started to ride my dick and moan loudly. I can see her ass shaking while she rides my dick. I could not help myself, so I grabbed a handful of her ass and started to slam her pussy down on my dick. As I did that no sooner, I heard her say;

Oh shit Ricky, I’m about to cum.

She let out a huge passionate scream with her head tilted back and her hair dangling down the middle of her back. She then said;

I want you to fuck my pussy hard with my legs in the air.

We both got up and she got on her back, I then grabbed her legs and spread them as wide as they could go in the air and started to stab her wet juicy pussy. My dick was going in and out of her pussy while she continued to scream and moan. The more she scream and moan the harder I fucked her. To my surprise she said again;

Oh shit I’m about to cum again Ricky, fuck my harder.

I obliged her and fucked her even harder. During the next 30 minutes she had four orgasms before I exploded on her tits. We were both sweating and breathing heavily and that’s when she said;

I have never been fucked like that before, and I have never had an orgasm four times in one night. You are fucking great.

I then said with a smile on my face; I aim to please and you are not the first to tell me that.

She turned and looked at me with a smirk and said;

You are one cocky son of a bitch.

No I’m not cocky, just confident and good at making a woman feel good sexually.

I then got up and went to the bathroom with my dick still hard and took a piss, while she came in behind me and washed the cum off her tits. As soon as I was done I went back out and go on the bed. As I lay on my back, she walked in and said;

I can’t believe that I’m saying this but I’m ready for round two.

She got on the bed and started to suck my dick again. My dick was still fully hard as she continue to suck. She gagged as she went down a little too far, but she regained her composure and started to give me an even better blowjob than before. After a while she got up and got on her back with her head hanging off the bed. I got off the bed and stood with my dick where her head was hanging and started to fuck her mouth. As I was doing that, she grabbed my ass and helped me stuff my entire dick in her mouth. She gagged a little but that did not stop her from a 10″ deep throat. She was sucking my dick so good, I could not help it, after about 5-6 minutes I exploded in her mouth, and to my surprise she loved it and took every drip of my cum in her mouth and swallowed it. After, I nutted in her mouth my dick was still hard and ready for round three, which was normal to me. I climb over her and got on top of her and slowly push my dick inside of her pussy. After teasing her for a minute I started to fuck her nice and slow.

Then she said; Oh baby just what I need a slow long screw.

I smiled and said to her; That is what you are going to get.

As I fucked her nice and slow, she was calling my name. I have had girls call my name before but not like her. She was calling my name in a very lustful and seductive way and the more she called my name the more I wanted to fuck her and it did fuck her as she boasted my male ego some more.

This went on for another 30 minutes and she had multiple orgasms again. This time I nutted while titty fucking her and she sucking my dick while doing that. I nutted all over her face and some got in her mouth. We must have fucked about four to five more times that night before we went to sleep and I guess we full from sex because we did not eat until the next morning.

The next morning while we were talking about our evens that happened the night before over some room service, she told me that this was her first time having sex with someone shorter than her and she would never think that shallow again about the size of someone’s package. She also told me that this was the first time that she had ever cheated on her husband, and the things that happened to her that night had never happened before. She said she has never been that horny before, never swallowed her husband’s cum, never fucked that long before and never had that many multiple orgasms in one night and never fucked that many times in one night.

After that night it became a regular thing for us, but sometimes we had to improvise. Most of the time it was after work in her office and a few times before in the same spot. Sometimes she would end up at my place. I kind of felt bad after a while because I met her husband and he was always talking to me.

One day I asked her if he knew what we were doing, and she told me he would kill her if he found out. She even went as far as telling the other co-worker what happened that Friday night. I was kind of mad because I am a very private person when it comes on my sex life.

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Cu ceva timp in urma, un prieten de familie mi-a povestit o intamplare pe care a trait-o vara trecuta in concediu, impreuna cu sotia lui. Pentru ca a citit si i-au placut fanteziile erotice publicate de mine pe site-ul asta, m-a rugat sa scriu eu povestea lui si s-o postez aici. Am acceptat pentru ca mi s-a parut foarte interesanta experienta traita de el, cu atat mai mult cu cat atinge o latura destul de sensibila si de controversata a sexualitatii. Marturisesc ca nu mi-a fost deloc usor,...

1 year ago
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Andersonville 9 Never cry wolf

Andersonville 9 - Never cry wolf by Kelly Davidson This story dedicated to Gwendolyn Ann Smith for her, "Remembering our dead". It's a place dedicated to our TG brothers and sisters who were murdered at the hands of others due to hate and intolerance. On the average, one (1) TG person is murdered each month. Would you take a moment to visit the site, bow your head, say a prayer for our fallen brothers and sisters, and remember what we are fighting for - the right to be treated as any...

1 year ago
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Andersonville 22 The Awakening

Mike Stoner sat and watched as his boss read the report. Dennis Butz scanned through each page carefully, taking extra time to check out the psychological profile Mike had prepared. Satisfied with what he saw, Dennis placed the report down next to him. "Very thorough," he stated. "Thank you," Mike smiled. Dennis Butz was a good man to work for. "I think she is a very good choice for who you have in mind." Dennis nodded. "When can you move her?" "Tomorrow morning. I...

2 years ago
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Fernanda Peituda Safada her true story

This story is about a beautiful hot Brazilian women Fernanda also known as Peituda Safada.She is working at strip-club Rota96 in Curitiba BrazilFernanda (Peituda Safada) her true storyOver time I had long chats with Fernanda and became to know her very well, she also told me a lot about her daily/nightly activities at the club in Curitiba.So what follows gives a detailed description of her hot live, I got permission from Fernanda to post it all here, she is proud in her work and likes that I...

3 years ago
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Andersonville 27 What if

It was way too early for someone to be calling. Somewhere in the darkness of my room I could hear my cell phone ringing. Looking at the clock on my dresser I cursed - it was 3:30 in the morning. Moving my hand in the direction of the annoying sound, I found the phone and turned it on. "Hello," I said in a curt fashion. I wanted the person to know I wasn't happy about this early morning wake up call. "Good morning, Linda," Dennis Butz replied crisply. "I'm sorry to call you at...

4 years ago
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Andersonville 11 The God Slayer

There we were, two girls having lunch on a cool, April day - only that wasn't the case at all. Neither of us was who we really once were and only one of us was a girl. At least that's what I kept telling myself. As I began my second year as a citizen of Andersonville, there were times I regretted my decision to be turned back into Linda Anderson. It wasn't that I hated my life; I just didn't feel natural living as a woman. In all fairness, I most likely would have felt as...

3 years ago
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Nandita8217s Dream With Dad

Friends, you are reading this sex story on indiansexstories dot net Nandita was laying on the cot crying in pain. It was dawn and time for her father to come back from the field. She fell from the mango tree while picking some. It was about 2 or 3 hours before. It was serious though. She can’t even move. It was her back which got affected. Her father Randhir was good with his hands, he can fix those displaced bones by some flicks. It was him who raised her from toddler’s age to her teenage, now...

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2 years ago
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Sex with good looking sexy Boss

Hi .. I am Sujata from Pune. I am a regular ISS Reader and enjoy this site a lot. Today I am sharing my own story with you all. I am 30 years old women with little pleasantly plump body with nice boobs and other curves in place. My husband Rishi is an IT professional and unfortunately not very good in bed. I have never felt like a complete woman after having sex with him. After I got married at the age of 25 I came to Pune and since I am from a very traditional family I never thought of even...

4 years ago
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Chandu Uncle Aur Didi 8211 Part 1

Suraj dubne ko tha, vukh lagi thi par ghar me na to khana tha aur na paise. Mai aur meri didi ke liye ye koi nayi bat nahi thi. Mummy hame 5 sal pahle chhod ke chali gayi, papa jo pahle se hi sharabi the aur pine lage, roj daru pite, jua khelte aur factory se kamai sare paise ek jue ke adde me gawa ke ghar ajate aur so jate.. Didi jo 22 sal ki thi,5’4” ht, gori, khubsurat, gol chehra, kandhe tak bal, chhoti ankhen,sab taraf se model. Par unki chuchi kuch jyada hi badi, dusre shadi shuda aurton...

4 years ago
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Andersonville 17 Childhood

Fade in... The town of Andersonville Larry Smith, Bill Maxwell, and Steve Anderson walked across the school grounds. They didn't have football practice today, but that didn't stop the boys from pursuing other types of sports. They were heading for the park to shoot some hoops. The three of them looked like a group of typical teenage boys, but there was nothing typical about them, or for that matter, anyone else in Andersonville. "Is Sally going to meet us there?" Larry asked....

2 years ago
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Andersonville 18 Love and War

There I sat shifting through the many piles of papers lying on my desk and wishing I were somewhere else. It was truly amazing how many reports passed through my hands to be filed or used to type up other reports. I knew that at least half of them would reach Judge Jasper's desk, where he would study them for a few minutes then put them in his out box to be filed by you know who. What surprised me was how much information Judge Jasper remembered. He would quote me numbers on the...

3 years ago
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Andersonville 26 Hate Crimes

Fade in - Somewhere in the Northwestern United States Leo knew he was in trouble the moment he came out of the portal. The place where he was supposed to have gone looked nothing like where he was. Instead of being in the Arizona desert, he was in a canyon surrounded by high cliffs and tall pine trees. On one of the rocky bluffs he caught sight of a herd of wild mountain goats walking along a precarious ridge. "Oh crap," Leo shouted, mostly out of a reaction to the fear he...

3 years ago
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Fernanda Peituda Safada hottest stories

Following are all real life encounters!You can also be part of it if you meet Fernanda (nickname Peituda Safada) in Brazil!Fernanda gangbangedThey were 15 guys, they leave me out in a Nightclub in São Paulo where I worked as dancer also. We go to a house of one from this guys, there we stayed in big room, in middle was a normal table, I had to go first on table with my short shirt on and dance for them, the guys were sitting around me and pulled out their cocks and wanked them by looking how I...

1 year ago
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Maitland Ward 8800 547000

Maitland Ward was born Ashley Maitland Welkos, in Long Beach, California, on February 3rd, 1977. Maitland has had a long and sordid career, much of which did not involve porn.The Bold and the BootyfulShe got her start acting by playing Jessica Forrester on the hit CBS soap opera "The Bold and the Beautiful" when she was sixteen. However, Maitland was only part of the show for a two-year run before her character was impaled by goblins, or died giving birth to a unicorn, or whatever the fuck...

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1 year ago
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Andersonville 24 Dr Jensen I Presume

"She's here," Leo said in a respectful tone. Crius grunted, and slowly rose from the chair in his tiny but comfortable study. His new accommodations, a single story house with two bedrooms, were smaller than what he was used to, but still better than what the Olympians had provided him with. He entered the living room, and waited for a woman in her early 60's to get out of the car. She walked slowly, with a limp, as she made her way up the entranceway. Leo ushered her inside,...

2 years ago
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Andersonville 29 Terror from the sky

Fade in -- North American Aerospace Defense Command (NORAD) Cheyenne Mountain Command Center General Grim walked swiftly down the carpeted hallway flanked by two high-ranking Colonels who served as his aides. His mood matched his name. Anyone who dared wake him in the middle of the night had better have a good reason, and this one certainly fit the bill. Over the past two days his facility had tracked an object just beyond the orbit of Neptune. Normally it would've been...

3 years ago
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Alessandra 1

Alessandra is appearing, first as a virgin still: https://xhamster.com/photos/view/1055742-17494100.htmlAlessandra is appearing, freshly as a woman: https://xhamster.com/photos/view/2189393-35932883.htmlAlessandra is appearing, first fountain found: https://xhamster.com/photos/view/1055742-17494100.htmlAlessandra is appearing, first in my comment there: "Alessandra same sound, see how very wet she gets!" Alessandra is appearing here in private pretty photos and pictures of her pussy play in...

1 year ago
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Nandu Anubhavalu Part 8211 3

Naku job vachina 2 months tarvata, ma peddamma daggarnundi oka cal vachindi..ma peddamma pedda koduku ki engagement ani. ma peddamma ki iddaru kodukulu. Anish, Arjun.iddaru software engineers working in pune. Peddanna Anish gurinchi ekkuva teliyadu kani, chinnanna Arjun natho friendly gane undevadu chinnappati nundi. Naku job vachina vishayam vallaku cheppagane andaru happy ga feel ayyaru. maa anna engagement function ku rendu rojula mundu nenu na close friend Manisha, city nunchi bayaluderam....

2 years ago
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Seducing My Sexy Boss

By : Nss My name is Ravi. I am 25 years old. I am working in MNC. This story is about my affair with my boss Sowmya who was a sex bomb. She was 28 years. I had joined this company when I was 23 years. She was unmarried at that time, she used to wear sarees. I could see her melons and navel. Whenever I see her my cock gets erected. To relieve it I had to go to office bathrooms and masturbate thinking of her. I even thought of proposing her as I needed her body in anyway. But as she was my...

1 year ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

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2 years ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

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1 year ago
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Nandhini My Slutty College Senior 8211 Part 1

Hey everyone, I am Arshaan haling from the southern part of India, young and athletic 25 years sporting a 6-inch cock. This is going to be the first of my many adventures. This story is split into 3 parts. Part 1 being the introduction, Part 2 being the action and Part 3 being the conclusion. All of my stories are true stories and there is no fiction involved. Now, let’s get started with part 1. This incident happened 6 years ago when I was pursuing my engineering degree in one of the most...

3 years ago
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Andersonville 4 Fallen Star

Andersonville 4 - Fallen Star by Kelly Davidson This story is dedicated to the volunteers and workers of AA (Alcoholics Anonymous) and other related, drug rehab programs. Fade in... I couldn't believe I was sitting here. Twelve years ago I was at the top of my game. 'Mack the knife' the fans use to call me. They gave me that name because I would slice through the defense of any team in the NFL. My team, the Cincinnati Bengals, was 14 and 2 going into the playoffs. We...

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