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My first time with baby-sitter (Sex Story)

I live in a town in U.S.A with my family. We are a well to do family and we have a big ship-building business. I also have a sister who is younger to me and really is a scamp. To manage her Mom engaged a baby-sitter – a female baby-sitter (a rosy-nippled baby-sitter). We had her since I was in 5th grade and my sis was in 1st grade as my mom was a working lady and the Amy (the baby-sitter), in addition to baby-sitting my younger sister cooked for me. In this story she is the main character. She was our neighborhood girl and I knew her well. She was a very a sexy and attractive girl and used to wear a dress with a plunging neckline in short, provocative dresses and whenever she used to bend over to pick up something from the floor of the house, her brassiere would come into view and I could see her humongous boobs.

When I was in 5th grade, I was still very naive. One day when I asked her what those big globes stuck to her chest were, she blushed. She said that those were her globes. I and the Amy were rather friendly so she would never object if I asked her such questions or if I touched her boobs. Sometimes I would touch them and feel their roundness. At such moments she would let out an audible gasp more like a moan and would half-heartedly tell me not to do it. I would fell something hard in my groin whenever I touched her boobs and I would experience a strange feeling. Later on I came to know it as lust. As I grew older I learnt everything about sex and I used to get pretty ‘excited’ on remembering what used to do. But I never realized that knowing and doing all this would change my life drastically.

When I was in 9th grade, this incident took place. Any way let me introduce myself and Amy. I am a kid in 9th grade, about 5”8 tall and a muscular guy and the babysitter is about 6 years elder to me, has good and round boobs and a perfect hourglass figure and had very rosy nipples. I knew she had rosy nipples as one day when she was changing her dress in my room I ‘accidentally’ walked into the room and saw her. The night I saw her boobs, I had my first orgasm. She was always friendly with me and as I mentioned before, she would say nothing when I would touch her boobs even when I was in class 7th, in fact she would close her eyes and smile dreamily.

By the time I was in 8th grade when I saw her naked I had my first orgasm. I was a red-blooded teenager having all info about sex. This vacation my mom and dad were going to Shanghai for a business deal coupled with a vacation. They were planning to take me with them too but I opposed the plan as I didn’t have any interest in going to Shanghai. So my mom & dad decided to leave me and my younger sister in the care of Amy who would cook for me and would baby-sit my sis while they went to Shanghai. I was more than happy for I could now see “good” movies of my own choice without having to bother about anyone!!! Read the rest of this entry »

The Lottery (Sex Story)

I won the lottery. Really big….over 300 million dollars paid out over the next 25 years. In my late twenties and now filthy rich. What to do? What to do?

After I won, I did all the things that you are supposed to do: traveled, bought a nice house, not too big but certainly big enough, and pampered myself with all the gadgets and everything else to fill out my home. One of the things I pampered myself with was Sarah. She, I hired away from a local massage parlor as a live in maid/house girl, for the bargain price of 80grand a year, new car yearly and full benefits. Blonde, busty, in great shape and also a nice comfortable personality as well, now that’s pampering!

One day after Sarah had served breakfast, (her uniform consists of a really nice choker necklace and a silver waist chain.), I was reading the classifieds of the local paper – I look for houses to invest in. Sarah pulled my cock from her mouth and aimed it at her tits. As I watched my cum drench her, inspiration struck.

What if I hired a private investigator? You know the kind; you see their ads offering to find out if your spouse is faithful etc. Watching Sarah use my cum as lotion, rubbing it all over her chest and sucking my cock clean, my plan unfolded. I would use the investigator to find beautiful women with lots to hide, and bring to life some of my fantasies about forcing women to have sex with me – weather they wanted to or not!

How to get started? I decided to do some of the legwork myself – after all it’s not like I had a job to get to. I started hanging out in downtown restaurants frequented by the after work crowds and started looking for hot women 20 – 40 yrs old, married and looking as thought they were having too good a time with members of the opposite sex.

I picked ten likely candidates all around thirty years old and all very hot! The next step was to find the necessary info I required. I hired the best agency that was willing to do the work. Surprising what can be done if you say, ‘Don’t worry about the expense.’ Read the rest of this entry »

A Party of Our Own (Sex Story)

Where were we?

I knew we had left the party to explore the house but I was getting lost. The champagne had gone to my head and I was feeling like I was floating…I was pulling him behind me trying to find a place we could be alone. Giggling I stopped every once every few few to kiss his warm lips. I could taste the booze he had been drinking. But I think I was more drunk then him.

I tried to open door after door but that were all locked. Goddamn rich. Too many rooms they think they have to lock when guests come over. I giggled again. To keep chits like me out I suppose.

I finally found an unlocked office. We slipped in unnoticed by anyone and closed the door behind after first making sure no one was following us. He pulled me from the door and pressed me to the wall. He slid my hands over my head and held me there as he kissed me with brusing lips. Down my neck he traveled to the edge of my dress where my bust was spilling over from the tight corset I was wearing under my dress.

He let go of my hands finally and I was free to touch him. I let my hands wander and felt his neck and large shoulders and slowly worked my way to the waistband of his pants. I ran my hand slowly over his crotch and I felt it get aroused. I smiled and licked my lips, never letting my eyes wander from his.

Slowly I slid to my knees kissing his body as I unbuttoned his shirt. I unbuttoned his fly of his dress pants and unzipped the rest. The pressing bulge was hard against my hand. I slid my hand inside and pulled out his member. Slowly I rubbed it between my hands feeling the warmth flow through me. I lowered my head and flicked the tip with my tounge. I circled around it teasing it, feeling it getting harder in my mouth. I wrapped my mouth around the whole head and slowly slid it into my mouth. He rocked his hips at a friction he enjoyed and my teeth every so lightly touched him. He grabbed my head and bounced me forward and back, up and down on his cock, forcing me to deep throat. Read the rest of this entry »

The Waitor (Sex Story)

It was my best friend Lene’s birthday, she was 18. We went to an all you can eat buffet for her birthday in town. When we arrived we were greated by the hottest guy ever! He was 6ft tall, wore hot black trousers and a blue pin striped shirt, he sported a rather cheesy name tag which read “Hello My Name Is…SCOTT”. Scott was about 6ft tall, short black hair, mysterious brown eyes and had quite large abs from what we could see of him. My friend Lene asked for a table for 6 and Scott lead us to a table which was situated next to the ladies toilets.

Lene wasn’t very happy but Scott insisted that it was the best we could have saying we hadn’t booked. “Sorry ladies, can I get you any drinks” he asked in a hot smooth Geordie voice, he was standing to the right of me, whilst I was sitting down so when I turned to the right basically his crotch was in my face, I didn’t complain, it had been 2 months since I had even the slightest whiff of cock! Scott returned later with our drinks and retreated to the bar whilst we got our helpings from the self service buffet.

I was the first to return to the table, having sat down I noticed Scott staring under the table trying to catch a glimpse between my legs. I knew what he was doing and wanted him so much, I pretend to drop the napkin so when I leaned over to get it, it was my opportunity to slightly open my legs and give him a quick look. By this time the girls were back at the table and hungrily tucking in to their meal and Scott had been called a way to another table. Read the rest of this entry »

Telephone Lover (Sex Story)

I grabbed the phone on the second ring.

My heart was beating in anticipation, as I snuggled back down under the duvet.

It was in the early hours of the morning, and I knew it would be you, my wonderful telephone lover, calling from your mobile as you drove home from your business trip.

Your low musical voice bounced from the satellite, down to my phone. Your words massaged the dark recesses of my mind that longed to be found and discovered, the very depths explored and exposed.

“What are you wearing?”

”I am naked for you”

“Good”

“Is your body is soft and warm for me?”

“Oh yes, very soft and warm”

The tone of your suggestiveness started a pulse pounding in my cunt. My hips felt hot and heavy, and my thighs tingled even from this short exchange. Read the rest of this entry »

Susi In The Library (Sex Story)

Susi sighed with irritation in front of the public computer, this was the fifth visit she had made to the library to check for emails. Would her home system never be up and running? One thing was for certain; she wouldn’t try changing her ISP again in a hurry.

Leaning back in the uncomfortable chair, and yawning, she stretched; glancing up she caught the librarian’s eye and gave him her most seductive smile. It was the same guy who had been there her last two visits; he certainly didn’t fit Susi’s perception of what a librarian should look like at all.

She guessed he was maybe in his late thirties, tall and muscular, and very, very sexy looking.

She knew he had been watching her, just as she had been slyly watching him.

Susi quickly typed in the link to a well-known porn site, and pressed the Enter key. The screen immediately switched off and closed the computer down; it was easy to make the machine crash, as all the library computers had some sort of parental sensor installed.

Getting up, she made her way over to the sexy looking librarian, who was busy replacing some books back onto the shelves.

“Excuse Me,” She said quietly.

As he turned to face her, she saw he was wearing a name badge with ‘Alex Baxton’ printed on it. Read the rest of this entry »

A threesome between friends (Sex Story)

We heard her knock. He looked at me and I got up and opened the door. She was dressed casual with a skirt and button-down. She smiled and I gave her a kiss as she entered. He stood to greet her and kissed her as well. I poured us all a drink as we sat on the couch making small talk. He was in the middle. As we drank another glass of Pinot Grigio, his fingers started to wander to her leg. I smiled as he seemed to sneakily raise it higher up her thigh.

She set down her glass and scooted closer to him and allow more access. Higher his hand went, sliding now between her legs. I played with his waist band of his pants and managed to unzip them. I saw flashes of her thigh and saw that she wasn’t wearing panties. I moved so that I was in front of him and pulled his cock from the restraints of his pants. Its warmness filled my hand and then my mouth.

He slid her skirt up to her waist and she spread her legs wider for him to gain access. Slowly he slipped his finger in and out in the same rhythm as I was sucking his dick. She closed her eyes and licked her lips. He nudged open her shirt and with his free hand suckled her breast.

The nipple was erect as he flicked it with his tongue. With my free hand I touched the inside of her thigh and rubbed my finger over her clit. As he was fingering her I quickened my speed and matched his thrust. He withdrew and shifted in order to take off his pants. as he did so, I slipped in between her legs and kissed where the juice had already been running. Read the rest of this entry »

Big,Big Bang, Theory (Sex Story)

Jimmy walked in to the Nice estate agents, he was quickly seated and his needs ascertained as they noticed the Hugo Boss Chino’s, fine linen shirt and Pateke Phillipe watch. Since racing along the Nice to Monaco Coast road to his first Monaco F1 Grand Prix in his home built Lotus 7 as a young man. Jimmy had memories of the beautiful people and exotic cars of southern France and Monaco. “Jame’s life as a dad of three had changed rapidly after a huge Lotto win whilst on Holiday some 18 months earlier. His wife had taken her parents to Florida whilst house hunting and fitting a Caribbean and Mexico cruise for them.

The tanned long legged agent dressed in a short short skirt met Jim at his hotel to take him to view some property. Her small firm breast came into view as she picked up her coffee as she showed the Power Point preview of the four properties they were to view. If my old friends could see me now thought Jim as her pert nipples hardened under the crisp white shirt. The doorman opened the door and Jimmy turned left towards his car as Adriene turned right to hers. Jimmy pointed to the new open top Ferrari as Adriene pointed to her ageing open top Golf. She smiled and lowered the Police sun glasses as she slid into the Ferrari’s seat. Jim closed the door as he went to open the drivers seat he noticed her undo another lower button of her shirt. This agent was obviously prepared to go the extra kilometre to gain a sale.

Everything about Jimmy exuded his new found wealth. The firt Villa was old and needed a lot of work and the pool bottom was crackedand would need rebuilding. 4 million euro for a reck was not to Jim’s taste. They moved along the coast to another ageing property, formerly owned by a wealthy Spaniard with brightly coloured walls. A nice setting but not to his liking they moved on, the agent was quick to point out that this was only the start of what she had to offer. The third property was set into the cliff side below the main road with terracing and steps to a private mooring, Mountain Goat blood would help if you lived here but the setting was beautiful. The elderly lady owner showed of her fine home and her maid brought them long cool drinks on the main bedroom balcony as luxurious yaghts cruised by with scantily clad women sunning themselves on the fine vessels. Read the rest of this entry »

Maiden Maid Ch 3 First Spanking and Masturbating the Master (Sex Story)

The next couple of days found Sara running into Michael more then pure coincidence. When she was bent over, cleaning, she would look up and there was Michael, watching her. When she was scrubbing the kitchen floor, he came in, sat down at the kitchen table and ate a sandwich, all the while watching as she scrubbed the floor on her hands and knees, her ass pushed up. A few times he suddenly came around corners in the house, bumping into her, his hands flying up in defense to fall upon her breasts, lingering perhaps just a little too long. In the kitchen cupboards, he had to squeeze past her, her back to him, the front of his pants slowly rubbing against her ass. She could feel his hard cock.

Then it happened. She was in the kitchen, putting away the wine glasses when all of a sudden she slipped and almost fell on the floor. When she tried to grab the counter to keep from falling, she dropped the glass. The sound of glass breaking on the hard kitchen floor could be heard throughout the house. She waited, listening, did anyone hear it. John had mentioned punishment for making mistakes. This was only a glass and her first. It was just her imagination, it was an accident.

“What happened in here?” Michael demanded, his voice loud, ringing out in the room.

“Sorry, Master Michael, I tripped and almost fell. When I tried to keep from falling, I dropped the glass by accident and it broke. I will clean it up now,” her voice trembling, hoping that would be the end of it.

“That glass was part of a set that was my Mother’s favorite set. Since she died, I made sure I drank a glass of wine from it every day. That was the last glass in the set and they cannot be replaced. I am very disappointed in you, Sara. I gave you a good job, took care of you and this is how you repay me. Your nonchalant attitude is intolerable. What do you have to say for yourself?” Read the rest of this entry »

Prison Sex (Sex Story)

It was close to midnight and the women’s prison was already dark. Most of the prisoners were asleep except one. Diana was lying on her bunk staring at her new inmate, a curvy, petite, brunette named Julia. Diana sat on her bed. She had ripped her sleeves off her top earlier making a knot by her bellybutton to accentuate her breasts. She wanted to fuck Julie badly.

She jumped off her bunk and grabbed Julie by her hair.
“Wake up, whore!” Diana whispered.

Julie, never doing it with a woman before was terrified. “What? Please don’t hurt me.”
“Shut up, slut. I need you to satisfy me tonight.”
Julie gulped hard. “I will do anything you want except that. Please!”
“You will do as I say!”
“Unhand her!” a manly voice said behind them.

The two women faced the prison officer. Diana scowled. It was Kirk. Diana released Julie and Julie ran out of the cell as Kirk had unlocked it.
Kirk walked in, admiring Diana’s new uniform. “You made some adjustments!”

“Fuck you,” Diana shouted.
“That’s exactly what I had in mind.”
Kirk locked the cell and threw the keys on the floor. “I’ll make you a deal.”
Diana smiled, eyeing the keys. “What?” Read the rest of this entry »