Introducing Jessica free porn video

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Say hello to Jessica, she's 19 (at the time of this story) and very friendly.

The name I chose when becoming more and more of a sissy.

It was a quiet weeknight, and I was alone at home. Fresh out of the shower and sitting naked at my computer, online and chatting to lots of horny people.

After a while of chatting a while, some private chats were going on and getting hot and heavy. Some with new people, some with same people I've chatted before.

In this instance was someone I'd chatted to many times, henceforth known as John. We chatted often and about many topics, but mostly about his wife (he'd sent pics for me to wank over while he watched), and about Jessica...my sissy alter ego. During our chat this night, Jessica's side was coming more and more out. Flirting and eager to arrange finally getting her first cock. Well once again, for this evening I started slipping into some sexy panties and a matching bra, I'd grown my hair long to not need a wig, as well as picked up some make up tips from online.

Jessica was ready to play, we switched on our webcams as John typed more, directing me as he watched me posing for him. I would keep my eyes on the screen when possible to watch as he took his pants off and exposed his growing cock. It wasn't the first time I'd seen it, and wouldn't be the last, but it was always exciting to see.

During the night, watching him masturbate over my sissy body on cam, we also chatted about meeting up with him and his wife. We could all have some fun together and she could help more with make up and guide me to suck his cock better.
Plans were made, but we agreed to chat more before then.

A few nights before our arranged meet he revealed things hadn't been great at home and that he and his wife had split, but if I still wanted to meet we could. I agreed and looked forward to it.

The day arrived and as I walked into the hotel my heart was racing. John had texted me what room he was in and to just head up and come in (he'd leave the door ever so slightly ajar).
As I entered, I said hello and immediately asked if I could use the bathroom to finish getting ready. I locked the door as I entered, and stripped out of my normal clothes (I didn't have the confidence to go out fully dressed yet), and begun to slip into my naughty school girl outfit I had bought as a surprise. I pulled on the white lacy thong slowly, feeling the soft material move up my leg, before putting on the little plaid skirt. I pushed my toes into the long white socks/stockings and pulled them slowly up my leg to just above the knees. Up top pulled on the top half of the schoolgirl outfit, which was a white short sleeve top that tied in the middle instead of buttons like an actually shirt, and the final touch of lacy see through things for my wrist that weren't gloves but did have one hole for the middle finger of each hand to go through.

I looked in the mirror to apply some quick makeup and double check the outfit, realising I should add a final touch to complete the schoolgirl look and to wear my hair in pigtails. I was finally ready to step out of the bathroom and to have my first experience with cock.

As I entered the main room I noticed the empty bed then looked over to the sofa in the room under a window, which had the curtains drawn. John was sitting down in his jeans and t shirt, wide eyed at the site before him.
He smiled and invited me over and patted the sofa next to him. As I sat, we started chatting, and his hands occasionally brushed my legs, making me jump a little and my heart beat faster.
We shared a bottle of wine as we chatted, flirting, smiling and my hands returning the gesture, stroking his leg from time to time, or touching his arm while giggling when he was funny, the wine going to my head a little. Finally we put our glasses down and he told me I look so cute and sexy. He wanted me to get up and see my whole outfit again.

As I stood in front of him, posing and modelling I felt so sexy. With the wine in my system and feeling sexier and Hornier than ever, I moved closer to him and turned my back. Bending over, showing the thong under my skirt. Pushing back as I grind into his crotch, starting to move more freely and sexy, almost like a striptease without the stripping. I could feel his cock growing and pressing to get out from his jeans, so made the move to start undoing them for him, and slowly sliding them down releasing his cock which sprang to life, free from its former prison. He pulled his own t-shirt off and discreetly and quickly took off his socks. He sat there naked as I looked down at that stiff prick I'd seen so much on my computer screen. My mouth open a little, as it looked so tantalising.

I climbed onto the sofa on top of him, one knee each side as my hands joined together behind his neck. We began kissing as I felt his hard cock twitching against my ass, which I gently began grinding against him.

I could have sworn my heartbeat was so fast and hard that it could be seen on my chest as if it was trying to pop out, as I eagerly awaited everything that was still to come...

(Hope you enjoyed and want/look forward to a part two)

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The black car pulled up to the United Nations building and came to a stop. Across the street angry protesters picketed against the war in Iraq, while in the distance came the bustling sounds of one of the most populated cities in the world, coming to life. The driver opened the door and a man got out. He was carrying a black briefcase that was chained to his wrist. He walked towards the main doors of the building. Ambassador Joshua Chandler strolled into the United Nations building, passing...

2 years ago
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The Untimely Demise of Jessica

The Untimely Demise of Jessica My name is Jessica and I am a 38 year old part time cross-dresser. One night a week usually Wednesday or Thursday and always on Saturday night I shed my non- descript dull accountant male persona named John and emerge as a tall, willowy, red haired, confident, sexy gurl called Jessica. I am 5'11" in my stocking feet but I am always in at least 3" heels. I weigh 160 pounds, with a nice soft round ass. My entire body is shaved smooth and my skin is soft to...

2 years ago
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A WellLived Life 2 Book 7 SakurakoChapter 26 Becoming Doctor Jessica

January 9, 1994, Chicago, Illinois “I really should have called and postponed today’s lunch with Ailea until next month,” I said. “You already missed three months because of me and the injury,” Jessica said. “I know, but it’s been a crazy weekend. And we haven’t spent enough time together.” “We have all afternoon,” she replied. “It’s OK.” “If you’re sure. I do need to go see Matthew. He was pretty sad when Jason and Abbie left in the limo.” Neither Jessica nor Kara objected, so I went...

1 year ago
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Home Alone With My Sister Jessica

Growing up with 2 sisters was a real pain sometimes, but it also had some benefits. Most of the time I couldn't even get into the bathroom without their permission. It did mean that I always had my own room. And on a couple occasions I had seen Jessica and Jackie come out of the bathroom topless. I even caught a brief glimpse of Jessica's bush one day when she was rushing down the hall and her towel happened to fall. She looked at me and smiled as she quickly pulled it back up. I still remember...

Incest
2 years ago
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Showering with Jessica

I don't know who else has this in common with me, but I am sure there are many others who would love to fuck Jessica Alba. Ever since I saw her on Dark Angel she has been in my fantasies. Here is one of my favorite fantasies. Jessica and I, already well acquainted, are together in a shower. It's a nice big space with detachable twin showerheads on opposing walls and a padded bench. We're both completely naked. I'm on my back on the tile floor jacking off, and Jessica is squatting over me...

3 years ago
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Expoited Jessica

Before she even opened her eyes Jessica Sampson knew something was wrong. This wasn’t her bed and Barney, her dog, wasn’t there. Slowly she opened her eyes and surveyed the strange room. The windowless sparsely furnished room was lit only by a small TV in the corner. She looked over at the TV and found a scene that scared her even more than waking up in a room that certainly wasn’t hers. On the screen was a redheaded girl who looked a lot like her was tied to a bench and sucking on the penis of...

4 years ago
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What have you done to Jessica

I slowly opened eyes and saw a beautiful girl sleeping beside me.Her soft pale skin, lovely eyes, juicy lips, soft nipples, juicy nipples were making me feel how lucky I am to have her.I still remember our relationship back then before she left the house. We never had a brother-sister like relationship. We never used to talk much. She was busy in her world and me in my world. She was 8 years older than me.So I didn’t like the idea of staying in my sisters house when my mom decided to go on a...

4 years ago
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A visit to a Hotel with Jessica

Jessica and myself saw each other very few times over the time we went back to our 3rd term in our matric year. On the occasions we did see each other, I enjoyed myself with my new sexy girlfriend and we did make a number of plans to have some fun, in the back seat of my car, in the bathrooms at the shopping mall late at night. But we both agreed that we needed some alone time in a bedroom with each other but with our parents being around it was rather difficult. We eventually discussed and...

3 years ago
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Girl Time 2 Becoming Jessica

Girl Time 2: Meeting Jessica by Maria Ski Hi dear reader my name is John. I'm 18 and I have to be honest with you. I mean really honest. For you see I have this feeling that I am not who I meant to be. I have felt this way for a long time. To be frank with you, I've had this feeling since I was a very young child. I would like to be... no I sense... no I think that I should've been born as a girl. I can not explain why I feel like this but it's true. Looking at it from my point of...

3 years ago
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Jessica

Jessica picked up her drink as the bartender moved toward her. He was busily wiping the bar down with a damp towel. He smiled his thanks at her courtesy and continued on past her, cleaning as he went. While taking a sip of her brandy she curled a tress of her long blonde hair around her finger as she surveyed the room. She noted there were not many people here, just a few couples in booths and a couple of businessmen at a table. Perhaps the place would get busier later. She sighed and beckoned...

4 years ago
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Becoming Jessica

April 1987It had become a bit of a Saturday ritual. I’d cycle over to Matthew’s house mid-morning, and we’d spend the day doing boy stuff together. We were both into sport and keeping fit, so we’d maybe go for a three-mile run, do some fitness training in the garden, then watch TV or goof around in his room in the afternoon.Matthew’s mum and dad were very pretty laid back. They usually went shopping after lunch, and Louise, Matthew’s hot younger sister, was mostly out with her latest boyfriend,...

Crossdressing

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