Oh No, I Just Fucked My Bosses Son. free porn video

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I did… in fact, I would leave work some days leaking with precum from the various exchanges I had and my mind running wild there are so many private spots that I would love to take advantage of with the right person but let us leave those fantasies for another story…

This situation was different. The fact he started flirting with me almost right away just made the whole idea of hooking up with him even more enticing. It’s not like I was lonely, but my situation as a trans woman in the office sometimes made me have to make sure things were kept on the down low. I wear tight figure-hugging dresses and skirts every day, I didn't need everyone to find out that hidden in my stockings was also an 8-inch uncut cock.

It was easy to get him to come over to my place with a simple after-work invitation. And I knew right away that this time the seduction part was going to be easy to accomplish. So many guys were into trans women but of course, the seduction process was sometimes complicated, however pressing up against me more than once in the office, I knew he was well-hung already and that was something I couldn’t wait to experience sliding into my ass. In my dreams, I pictured myself opening up his pants and seeing a delicious long shaft hard and ready for me to devour.

The day before at work I’d invited him back to my place after he flirted with me in the lunchroom and he’d eagerly accepted. There was so much unspoken between us, but the one thing I knew was that he wanted me.

Flirting at work was one thing and was always a bit risky. Thankfully he was the boss’s son and was part of the ownership group, so there was no way I was about to get an HR violation by flirting back. But there was really no be coy at all in my own home. I wanted to see his nice thick cock just like I had been dreaming about.

Sexual harassment? Not if I was willing. And I knew because I was a very sexy trans woman, I’d been flirted with and hit on a lot during my career. Normally demure, now it was time to open up because frankly, he was sexy, virile and I could tell from how he was so damned cocky that he’d fuck me into oblivion. All good qualities for me to enjoy.

Now that we were alone, it was easy to let myself be seduced. He was smart enough to make the first move and kiss me, and then as we made out all I had to do was make sure he was okay with everything by moving his hand over my hard cock. When he squeezed it and moaned into my mouth I knew it was all good to go.

I told him I would be right back and strutted into the bedroom, where I changed into a tight back stocking dress. When I walked out, my cock was encased in my panties but was nice and hard. He’d taken off his shirt and as we kissed again and he eagerly squeezed my ass, I knew exactly what I wanted to do. Give him a blowjob he’d never forget. He cupped my erection through my panties and I could tell he was eager to explore and be explored.

I knelt down and slowly took him out. When I did it was a pleasant surprise. He was rock hard, nicely groomed and clean and looked delicious. It was easy to lick his shaft and then take his lovely throbbing dick into my lips, sucking gently. He encouraged me the entire time with gentle groans but wasn’t lewd about it. The flavour was slightly sharp as if he’d just come from the gym and had a light sheen of sweat on his body. Or maybe he was just nervous. Taking it out and looking at his bare shaft, the veins formed little ridges I could slide my tongue around and his spongy head was engorged fully, almost purple with his obvious desire.

My tongue ran up the underside and then I teased his head with my lips, swirling around the bulb because I knew how sensitive it was. Taking his thickness in my mouth I sucked gently, then eased off and teased the head again. It wasn’t long before he took a grip on my hair and forced his dick into my lips, making sure that I wasn’t going to tease him anymore. Now it was time to suck him off properly.

His dick was nice and long, easily reaching the back of my throat as I took him deep and almost cut off my breath. Pulling off, I spat across his length, making him slick with my saliva and then stroking his entire length to make sure he was good and lubed up. There was no way I wasn’t letting him fuck my ass today. But for now, it was all about enjoying his length and making sure he was enjoying me.

So I decided to take my time, going up and down the length of his shaft and then liberally applying spit to it, stroking the base. I slipped his balls into my mouth while I stroked him, enjoying his groan of pleasure and the way his cock flexed in my hand as I gently sucked the sack between his legs. It was hard to resist sliding a finger into his ass, but that could be for next time. After a few minutes of deliberate slowness and coating his cock thoroughly, I was ready for him.

Normally my men would suck my cock as well a bit, depending on the dynamic, but I knew that this was all about him enjoying his new transgender lover. Younger guys were also always eager to get my clothes off and just get inside my tight hole, which was fine with me in this case. I had been thinking about and craving a nice big cock in my ass all week and ever since I’d offered for him to come over. His shaft was just so delicious and musky flexing in my mouth I decided to hold him off for a bit, making sure that he was definitely ready. After all, we were finally alone with time to enjoy each other. His moans started to get lower and faster, and I made sure to reach down and squeeze his shaft to back him off before taking him deeply again. It wasn’t long before he grabbed my arms and pulled me to my feet.

Standing me up, I knew it was time and slipped my panties down, finally letting my own hard cock spring free. I didn’t even want to head to the bedroom, instead turning around and placing myself on the couch in front of me. My legs were spread and my dress was around my hips as he spanked my ass once sharply. Then I felt him step forward and his sexy cock pushed against my eager asshole while his hand slipped between my legs and stroked my dick a few times.

He was well lubed up, so he slipped in quickly and his thick head spread me wide immediately with a gasp. Inch after inch slid inside, and then he pulled out and thrust in again, making my own cock sway with the force of his thrusts and the moans that came from behind me. Within a few movements, he was buried deep in my ass, the fullness making my whole body feel like it was singing with pleasure. As he moved, my cock swayed between my legs.

Moans filled the air around us, his cock filling me perfectly while his hands gripped my hips and continued to fill me up. The slap of his balls against my own was intensely hot as we swayed back and forth, easily moving into a rhythm of sexual pleasure that we both had been craving for so long.

His hand reached around my hips as my cock swayed between us and he took a hold of it, jerking me slowly at the same time as his wonderful cock fucked my ass. I couldn’t wait to feel what it might be like if the tables were turned, but for our first time together I was happy to be his bottom. Every thrust inside felt like fire to my insides.

Placing myself on the couch on my knees, it was an easy adjustment to push back into him now that I had some support underneath me. His lovely dick moved easily inside me, picking up intensity. I knew that my tight asshole could milk the cum out of his cock in no time, but I wanted our sexual fun to last and last.

I could tell he was close when he started pulling out after every few thrusts, slapping his hard dick on my bare ass, then sliding it back in to repeat a few times. But there was no way I wanted him to stop. I wanted to feel his sexy cock spurt cum all over me. Inside me, filling my tight hole with his cream and feeling it leak out of me.

Both of us were moaning loudly, finally, I could feel his dick pull out and he began to stroke his cock hard with a gasp. Then the glorious sensation of his cum spurted into my ass cheeks. His hand massaged my cheeks as he drained his cock, using his softening dick to rub the cum into my skin.

All we could hear was the hard breathing until he let out a sigh of satisfaction. His hands massaged my ass cheeks and he sighed as his hands rubbed the sticky cum onto my skin finally I knew that he had been satisfied. It was great, for the first time.

Turning around, I leaned in and kissed him again, feeling our bodies rub together. Even though he hadn’t gotten me off, I didn’t care. For a first-time experience, we both could tell there was going to be another. And another.

After all, there was an entire office to enjoy. And I also needed to shower. It was time to put his oral skills to the test. I couldn’t wait to feel that sexy young mouth wrapped around my cock and then turn the tables so that I could enjoy his sexy ass.

-->

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Many years ago in the 1980’s I was renovating a house for a friend . My friend Karl was a good bloke but liked to rub his wealth in his friends faces. Whenever he bought anything new he would go round his friends showing things off.He was the kind of guy that would disappear when it was his round in the pub. He had bought this old farm house just outside of Hull near a village that needed extensive internal work doing to it ,he knew I was cheap labour and got me to do the work on my own . I got...

3 years ago
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The Bosses Daughter p2

It was late in the afternoon and everyone was heading home, when I realised I hadn't seen Julia for a while.So I headed to the office in the corner of the warehouse, to see if she was there and say goodbye for the evening.As I stepped towards the office I found the door closed which wasn't all that unusual, so I pushed it open and stepped inside and then stopped, because Julia was sat at the desk with her back to the door staring at the computer in front of her, and on the screen was a video of...

4 years ago
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Bosses Teen Daughter Caught

Many years ago in the 1980's I was renovating a house for a friend . My friend Karl was a good bloke but liked to rub his wealth in his friends faces. Whenever he bought anything new he would go round his friends showing things off.He was the kind of guy that would disappear when it was his round in the pub. He had bought this old farm house just outside of Hull near a village that needed extensive internal work doing to it ,he knew I was cheap labour and got me to do the work on my own . I...

3 years ago
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Bobby8217s Friend Sonal

Dear Friends this is Bobby Bob here again. I am 37/m from Delhi. I am tall 6’1” and people say I am handsome. I am thankful to the ISS and the readers of ISS who have reverted back with a positive note. It was around 15 days back I met a very old friend Sonal nearly after 13 years. She was the receptionist there and I was into sales. We were very close friends and share our problems and happiness. She was a tall girl with nice features. We also got many opportunities to fondle with each other...

4 years ago
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MALE ESCORT FOR SONDRA

A few minutes later I am impressed and turned on as I flick through her pics. Most attractive size 12 brunette, average height, with a sexy smile. She has an all over sun tan, standing topless legs apart, hands on hips, wearing killer heels and dressed in crotchless black leather slacks. Modest, though attractive tits and I do like the way her pubic hair has been waxed. The third pic shows a rear view of her in the same leather slacks without any covering over her magnificent ass. “Did you...

3 years ago
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MALE ESCORT FOR SONDRA

A few minutes later I am impressed and turned on as I flick through her pics. Most attractive size 12 brunette, average height, with a sexy smile. She has an all over sun tan, standing topless, legs apart, hands on hips, wearing killer heels and dressed in crotch-less black leather slacks. Modest, though attractive tits and I do like the way her pubic hair has been waxed. The third pic shows a rear view of her in the same leather slacks without any covering over her magnificent ass. “Did you...

3 years ago
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Gang Banged By My Foreign Boss And His Son

Hello, I am Parul Parikh, I am from Gujarat, Ahmedabad, I am Gujarati, I am 24 years old. I am sharing my 7th sex story which recently happened with my foreign boss and his son. Please share your feedbacks at parulparikh4u at yahoo dot com. Let me describe myself, I have done MBA and I am from a wealthy family. I am 5 feet 4 inches tall, very fair in complexion. My figure is around 36 29 38. I usually wear T-shirts, jeans shorts. So, let me start narrating my recent incident happened with my...

2 years ago
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MY FIRST COLLAGE GIRL ALYSON

                                       So back to my past, it’s 1985 and I have started collage. The occupation I was pursuing isn’t relevant, so I will not elaborate on it. My intention here is to share my sexual adventures with likeminded adults, like yourself, so I will not bore you with the irrelevant. I had broken things off with “Spankie, my first submissive girlfriend” (See story for details.) and was making a fresh start on life. What life I had anyway. You see, for those of you who...

3 years ago
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Enjoyment with two friends neetu and soni

At present Soni is married & has a beautiful daughter like her. We had sex after her marriage also, but the frequency has reduced. Anyway this time I will tell you my sex experience which took place because of Soni. She dint help me by purpose. But her act ended in helping me eventually. Soni still now have no idea about this. Because I feel that such relations are better when they are kept a secret.This is about having sex with a friend Neetu who had introduced me & Soni at her party....

4 years ago
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Teaching Lesson To Sonali

Hi friends this is Deepthi again… this is my second story in ISS… Thanks to all of you for a Very good Response from u all… To the new one’s my 1st Story was First Lesbian Experience With Hostel Warden… No continuations for both are different stories…Coming to the story….. Life is going normal in the hostel and suddenly comes the Sonali Mam she was the only strict faculty in whole college she joined in the hostel suddenly and for my surprise she was my roommate too… My normal life was totally...

Lesbian
4 years ago
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Alyson

There was a knock at the door. I wasn’t expecting anyone but opened it just the same. There stood my step-son’s fiancé: Alyson. They were to be married in three days. She was cute and we hit it off the first day we met. She stood about 5’5”, weighed about 120, and had a full “C” cup. It was those blue eyes and full lips that always had my attention.She came bounding into the foyer and told me that she had something that she wanted to talk with me about. I had been like a father to her from the...

Taboo
4 years ago
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Alyson

There was a knock at the door. I wasn’t expecting anyone but opened it just the same. There stood my step-son’s fiancé: Alyson. They were to be married in three days. She was cute and we hit it off the first day we met. She stood about 5’5”, weighed about 120, and had a full “C” cup. It was those blue eyes and full lips that always had my attention.She came bounding into the foyer and told me that she had something that she wanted to talk with me about. I had been like a father to her from the...

Taboo
4 years ago
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Sonali

Hi this is Sonali my friend Paul wanted to post this story to other site but in between that I saw that he is sending story in which heroin is I but he still doesn’t know that I sent this story to ISS Michael picked Viplove and Sonali up in his car at ten o’clock that morning. “You understand,” he said as he drove them to the Supermarket, “that if you wish to become members of the club you have to do exactly what I tell you to do during the next twenty eight days?” Viplove and Sonali sat in...

1 year ago
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L8 Night with Lionel and Sondra

He was late coming home — later than usual. Sondra fell asleep on the couch, waiting up for him. She didn’t hear the engine, or even the door opening. Lionel awakened her with a soft kiss. ‘You waited up for me.’ ‘Oh, baby,’ she yawned and stretched, then sat up and hugged him tightly. ‘Welcome home. Are you hungry? You want me to fix you something?’ ‘I’ll get it. Why don’t you go on to bed? I’ll be in in a little bit.’ ‘Okay,’ she sleepily agreed and swayed off down the hall. Lionel was...

3 years ago
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My Friend8217s Hot Milf Mom Sonam

Helio this Adam Matthews from Mumbai.This story is about my best friends mom Sonam.   I was feeling quite hot after driving to sam’s house. Since his family had moved to another village, we didn’t see each other as often. I was looking forward to hanging out with him. We had a similar taste in music and sport, so there was always plenty to talk about. I parked my bike around the side of the house before ringing the front doorbell. Mrs Sonam, sam’s mom, opened the door. I hadn’t seen her for a...

3 years ago
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Memories of Miss Manson

This is a true story of what happened to me during my time at secondary school between 1987 and 1994. In 1986, if my memory serves me correctly, corporal punishment in schools was banned. However, that didn’t seem to stop teachers at my old school – and may I add – completely female teachers – from using it on occasions. I remember an incident in a Drama lesson at the school. We were all in PE kit of t-shirt and shorts and had been instructed by the teacher, a tall, blonde lady called Mrs...

Spanking
2 years ago
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Professor Sanderson

The little bitch had started coming on to him almost from the first class. Giving him those doe-eyed looks, the sly smiles, sitting there with his legs spread wide apart so Professor Sanderson could see his hard boy-meat. And he continued do so up until mid-terms. But, even though the little bitch had been outrageously flirting with Professor Sanderson from his front row seat, he had also been careful to never actually approach the man, to give his professor any opening to act on the boy’s...

4 years ago
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Relationship With Hot Coworker Sonam

Hi, this is Kumar. After being a long time reader of sex stories on various sites, I got an urge to share my story with you all. I am a teacher by profession, working in a private institute in Pondicherry as a principal with a nice salary.Pondicherry is a beautiful place for living and drinking. It was a summer vacation when this incident took place. My coworker name’s Sonam. She is a perfect babe with a perfect figure and having a physical status of 34- 28- 34 which I came to know later. She...

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