I have always been a sexual person, so it seems. I remember being horny and fantasizing while in high school, fantasizing about being spanked in the principles office. Having to stay after class for some "extra credit" with the handsome High school English teacher. Of course I was just a kid and didn't know how to go about getting what I wanted.
I learned to masturbate early, I happened across some porn magazines that I found while babysitting. They were pics of college aged looking girls, made to look younger in various positions and outfits, playing the innocent part; they all were being fucked by older men. Men who could have been teachers or doctors. I was so turned on by them that I always wanted to baby-sit for this couple so I could see the newest magazines.
There was once even a group of pictures that looked as if the girl was the BABYSITTER!!! All the pictures had a storyline. This particular group showed a schoolgirl arriving at a house, carrying her books. A man opens the door and she goes inside. She was wearing a Catholic School girl type uniform, with plaid skirt, button down white blouse, knee socks and black shoes. Once inside the girl would bend over showing her panties as she gathered toys from the floor, etc. I never saw a child; I guess the kid was taking a nap or something. The pictures showed the girl lying on her belly on the couch, reading one of her books, legs up and spread so that you could see her ass.
As the story progressed the man sat on the couch, rubbed her panty clad ass, pulled her panties down, sat her in his lap and fingered her pussy. Eventually she was totally nude and fucked in various positions and also sucked his cock. I remember how badly I wanted to be that girl. I wanted to know what it felt like to have a man's dick in my mouth and pussy! Of course I never experienced any of that as a young girl, but how I wanted to. I babysat and masturbated at that house quite often.
Ever since those days, I have been attracted to older men. They don't have to be real old, just older than me. I think it makes me feel younger to be with an older man. I am not too young now and to be with an older more experienced man makes me feel appreciated. I have been single for quite sometime and pretty lonely. I had always fantasized about being a call girl. I love to role-play, I love to experiment and please. I figured, why not, I am an adult, I could do this. So I started an internet site to see if I could maybe get some reaction. I was going to try to be a call girl!
I would call the website…onenightstand…it started out as a joke. I didn't expect to get any hits. But I did. I posted a picture of myself and guaranteed a very pleasurable experience. I would offer "dates" with extras. Of course there were fees involved and that only made it more exciting to me. It seemed dangerous and exciting. I started getting email replies and had to weed through them. Some of them were very interesting. I decided to call back my first date.
He described himself as an older married executive. He and his wife had not been sexual for some time and he was not looking for a prostitute. He wanted to start with dinner and a drink and perhaps see what happens. It sounded perfect to me. I asked him if he had any preference as to how I dressed. "I would like for you to look as if you are a business associate." He said. "We will be dining at a very fine restaurant."
"Perfect." I said. We talked for a few moments and made the arrangements. I was to meet him at a hotel, in the lobby. He was going to be in my town for a meeting and was staying at one of the nicest hotels. I was shaking with excitement. I couldn't believe I was actually going through with it.
I had to go shopping for the perfect outfit. I wasn't to meet him until the following evening at 7:00 pm. I got my things together and headed for the mall. I walked past the type of clothing I am accustomed to, jeans and tank tops, and on to the "Professional " attire. Just the thought of shopping for this "blind date" was exhilarating. I wanted to look professional, but not stuffy. I found some skirts that would work just fine. They were short but not too short. I found one that was pleated all the way around and sat about 3 inches from my knees. It came in several patterns and colors and decided to find a top before deciding which skirt I would get.
I headed for the lingerie department. I would find a jacket to match the skirt, but wanted to see if I could find a silky cami for underneath, instead of a blouse. I found just what I was looking for. They had a style of cami that would be perfect. It was low cut v neck with spaghetti straps. The top was pleated jut a bit with a gather right under the breasts. The rest of the way down was all stretchy lace. It would be perfect! The cami came in white, black and tan. I opted for the tan. I went back to the skirts and found one with a slight tweed looking print it contained a small stripe of tan with an off white background. There were also some greens and browns. There were jackets with the same print in a couple of different styles. I grabbed the entire outfit and headed for the fitting rooms.
I tried the skirt and cami on, perfect. I then tried two different styles of jacket. I had my outfit. I dressed and headed for the hosiery and shoe departments. I found a pair of nude, thigh high stockings. I also found a sexy pair of pumps. They had stiletto heels and made my legs look extremely long and sexy. I was so excited! I went to the counter to pay for my purchases and headed out of the mall.
I stopped at the tanning bed; I had a pretty good base but wanted that little glow. Afterwards I stopped at the salon. I wanted to see if they could fit me in the next morning for a sexy up do, they scheduled me for 10:00am. Everything was set.
I got back home and couldn't relax; I knew I wouldn't be able to even sleep that night! What had I started? What was I thinking? I guess I could always back out if I changed my mind. Oh well, I would have to see how I felt in the morning. Now I would try to sleep. I did manage to drift off. I did sleep…and I dreamed. I dreamed about meeting my mystery man and having a wonderful time. I know that I woke up with a smile and was ready to start my day.
I showered and shaved, my legs and pussy. I wanted to be completely smooth and soft. I washed my hair and did my nails, fingers and toes. I gave myself a French manicure and pedicure. I moisturized so I would not have any dry skin. I dried my hair and threw on a hoodie, which zipped up the front so I wouldn't mess my hair taking it off after having it done.
I threw on a pair of jeans and headed for the salon. I stopped for a quick cup of coffee and was off. I signed in and waited, I looked at some of the hair magazines to see if I could find something I liked. One of the girls called me to the front and led me to one of the chairs. I carried the magazine with me. She started wrapping the smock around me and discussed what I wanted done.
Before too long she had decided on the perfect style. I told her that I was going to meet a business associate for a dinner meeting. But there would be dinner and possibly dancing afterwards. She asked what kind of business I was in, I told her some story about being a marketing professional. I would be working on designing a new image for his company.
She talked about how important it all sounded and how exciting my life must be. I just laughed to myself. I was at the salon for about two hours, we talked and she worked on my hair. She added a few strands of color as well as the up do. She convinced me that the streaks would help bring out the tan. I went for it.
She then offered to do a makeover. She complimented me on how clear and young my skin looked but she could do a natural looking make-up. I let her do it. After it was all over she said, "You ready?" And turned me around in the chair. I couldn't believe it was me! I looked like Vanna White or something! I was very impressed. I looked done up but not too much so. I must admit, I looked really good. I felt like someone else and that was nice. It made it easier to play a part to be someone else.
I went back home and got everything I needed and packed it in my car. I had decided that I would get a room at the same hotel. That way if I needed to dart for some reason I could. I wanted to be close and have everything there. After checking in, I walked back downstairs to look around. I checked out the bar and the restaurant. It was going to be a great evening.
I wanted it to be time, already. I was so anxious. I wanted to play with my stranger. I started thinking about how it would play out. I was fantasizing about this man, I didn't even know. I don't think it was actually the man as much as it was the act, the act of playing a part. This was to be my first attempt at the whole "call girl" thing. I didn't like calling it "prostitute" although I suppose that's what it is. I was after all meeting someone as a paid escort. I just didn't feel dirty about it.
I watched some TV and laid my wardrobe out. Time seemed to stand still. I took off my clothes and lay on the bed. I decided to apply some lotion again and a slight bronzer, to give me that sexy, tanned glow. I was getting a tad tense and as I rubbed my skin with the lotion I decided to take off a bit of the edge.
I imagined what my mystery man would look like. I hoped he was tall and strong. I closed my eyes as I rubbed the lotion on my breasts. I pinched my nipples firmly and squeezed my breasts together. I wished right then that I could suck on them myself, but unfortunately they were not that big.
I applied lotion to my belly and legs. I worked my hands up between my thighs and brushed against my pussy. It was so sensitive, just fantasizing about this evening. I rubbed lotion onto the lips of my pussy and inside. I spread them open and fingered my wet pussy. I was fingering myself and thinking about this night. I was very stimulated. It was only a few moments until I came. I squirted all over the bedspread and was quickly relieved. I felt more relaxed now, not as tense, just what I needed. I stood and pulled the bedspread back; I didn't want the entire bed to be wet.