Chapter 2: Getting Ready

The agency must have had a lot of guys applying because despite my tight restrictions it wasn’t long before I was getting numerous e-mails from the agency regarding potential clients. One guy caught my eye right away. He looked pretty handsome and had written a clever and entertaining introduction. He was from Chicago but what caught my eye was that he’d always been married to the same woman and even had two daughters, the oldest who was my age. He seemed to be the right one to start with so I replied to the e-mail and soon received a confirmation for the upcoming Friday.

For the rest of the week all I could think about was my upcoming “date”. I had been on blind dates before and I knew most guys expected to have sex so that wasn’t the issue. The difference here was that nobody had ever paid me to go on a date with them which put everything in a while new light. On a blind date, if I didn’t like the guy I didn’t even have to leave my house with him. In this case I was being paid to at least have dinner with the guy, no matter who he turned out to be.

I had never been this nervous before a date before! The night before I could barely sleep wondering what else he would want to do beside just have dinner. At the same time I was getting hornier each day wondering the same thing. The fact that I had no idea what he might want to do with me was exciting. Would he want just a hand job in the restaurant? A blowjob in the car? Would he take me to his hotel room? Would he want it rough or gentle? What if he was into something kinky? The possibilities were endless and I masturbated several times a day thinking of a different scenario each time.

Friday classes for me were over by noon this semester making it easy for me to get ready in plenty of time. The biggest decision was the same I faced before any date - what to wear. I toyed with the idea of going for the traditional schoolgirl look but decided on something with more sophistication. In the back of my closet was a nice slit black dress I’d bought for a dance once with my cousin which showed off my figure nicely without being TOO slutty. Although it caught a few close looks from the chaperones but they let me get back. It would be perfect!

Looking through my lingerie, I selected a sexy black thong that rode high on my hips such that when I crossed my legs and let the slit in the dress do its thing you might be tempted to wonder if I was wearing anything under it. A strapless Wonder Bra provided a bit of enhancement to my less than optimal cleavage. Finally, a pair of stiletto high heels with thin straps finished it off which also helped to firm up and show off my legs to their best advantage.

I spent the afternoon trying to add some body to my hair which, as usual, valiantly resisted all attempts at putting any body into it. This time I finally won the battle although I still envied those girls with the naturally bouncy full hair! I knew if things got a bit exciting tonight that it would go flat again but by then I figured he wouldn’t be looking at my hair anymore, if he ever did in the first place. It wouldn’t be the first date where I came home wondering if the guy even knew what color my hair was!