Chapter 4: Raising the Stakes

Now that I’d been there twice and gotten the same “message” both times, I decided the next week to crank it up yet another notch. This time the bra stayed home entirely and instead of wearing a blouse, I chose a tight cream colored tank top that clung to me like saran-wrap. It was too short to tuck in and unless I continuously tugged at it, it rode up and exposed a few inches or so of my tanned midriff. My jeans had been replaced with a tighter pair that rode further down my hips hugging my ass tighter and showing off the curves better.

The results, not surprisingly, were exactly as I had hoped for. My nipples were already hard by the time I got to the house, poking out through my tank top like pencil erasers as I anticipated the response I’d be getting from the two of them. The jeans must’ve helped because for the first time Nathan showed some interest in my ass which was encouraging. It was all I could do not to say anything a few times during our session when his attention went totally off track as he literally stared at my boobs.

Although I can’t say how much math he was actually absorbing, his father didn’t seem to have any issues with his son’s progress when he paid me. In fact, he just dropped another “hint” as I started to leave.

“How in the world can you bear to wear those jeans in this hot weather?” he mused, “I thought most girls wore shorts when it gets so hot outside?”

I just shrugged but I definitely took the hint. The next two week I shifted from jeans, to a longer pair of white shorts, and then finally to a pair of cutoffs that left little to the imagination. In the process I learned Nathan was much more of a leg “man” when I exposed some skin than he had been with the jeans covering them up. The little perv seemed torn between my legs and boobs, which were barely hidden from his view by the thin tube top I was now wearing.

Regardless of how I dressed, throughout it all my behavior with Nathan was TOTALLY professional regarding how I acted around him and talked to him. I NEVER mentioned anything about the way I was dressed nor did I even make so much as an innuendo that could’ve been interpreted the wrong way. Anyone listening to a recording of my tutoring sessions would’ve just as likely assumed I was wearing a granny dress buttoned to my neck and hanging to the floor as wearing a slutty pair of cutoffs and paper thin tube top.

As my attire grew more sluttier each week, Nathan’s dad stopped dropping the subtle hints, apparently no longer worried I might take offense so he was more direct in his remarks about my body. Even better, I DID notice an increase in my salary as instead of $35 an hour I was now getting twice that! Needless to say, my own dad was certainly impressed by my entrepreneurial spirit!

It was mid-July by now and when I was ready to leave the last time Nathan’s dad explained that the next session would be our last as the family would be taking the rest of the summer off to travel somewhere in Europe. Although he had mentioned something about it before, I still felt a little deflated as even though I wasn’t getting laid or anything, it was fun teasing Nathan each week, getting a little more naughty even if I was being “professional” in my job.