Chapter 6: How Far Should I Go?

Nathan’s family lived in a quiet neighborhood and in the past, I’d never even seen anyone out and about. This time, as luck would have it, an elderly woman was out working on her flowers next door. When I pulled up in a hurry I must have gotten her attention as when I stepped out of my car there was no doubt from the look on her face that she was watching me. My first thought was that it was too bad someone wasn’t taping the scene as her expression was priceless. I could have probably been nude and not seen such a look of intense revulsion and disgust. God, talk about being up-tight! She turned her head away but I could see her muttering and lord only knew what the local gossip would be before long. Oh well, it wasn’t my family that lived here!

As always, Nathan’s dad answered the door. In all the time I’d been tutoring him this summer, I had never once seen his mom as she always seemed to be working when my days were scheduled. Hmmm, was that just a coincidence? I was always on time so he must’ve been waiting for me because as I reached for the doorbell the door opened before I could ring it.

“Hey Kelly, nice to see you again,” he said politely.

The way he was looking at me, though, was anything BUT polite. Gee whiz, talk about undressing someone with your eyes! He had me stripped and spread eagle on the bed in seconds judging from the look on his face as he took in my outfit.

“My, I see we’ve come a long way since that first lesson, haven’t we?” he said softly, not even bothering to divert his eyes as he normally did.

“True, but then I don’t think you mind, or do you?” I asked coyly.

He chuckled and finally looked at me above my neck. “Oh no, I definitely wouldn’t want you to get the impression I don’t like it!”

“Well, I guess I’d better get to my lesson with Nathan then,” I said as I turned to go up the stairs.

Normally at this point our little banter would end and he would head to his office while I made my way to the stairs leading to where the school room was. Well, not today. I could practically feel his eyes boring into me as I made my way across the room. It wasn’t like I was hurrying, either. Indeed, I made sure he got a good eyeful and as I went up the stairs, my skirt rode up and I pretended not to notice. With the skimpy thong I was wearing, from the back I may as well have been wearing nothing and for the first time, he got an eyeful of my all but bare ass. Given all the effort I was making, I certainly hoped he was enjoying the view! Not for the first time I felt frustration over his loyalty to his wife. On the one hand I respected him for it but selfishly, I hoped that he was at least thinking a few naughty thoughts today, even if he didn’t act on them.

Once I got to the top of the stairs and started down the hallway, I tugged my skirt back down and took a deep breath as I approached the room where I knew Nathan wood be waiting impatiently for me. Although I’d worn some pretty skimpy shorts before that showed off most of my legs and even a good portion of my ass, I’d never worn a skirt and so this would be the first time he got to actually see between my legs and my behind.

My pussy still hadn’t completely calmed down from my little masturbating session less than an hour ago and I felt it begin to tingle again as I remembered the naughty things I’d imagined doing with the fourteen year-old boy waiting for me just a few more feet down the hall. What would he say if he know what I’d done? Did he have any idea of how badly I wanted him?

When I finally entered the room, teenage Nathan wasn’t as disciplined as his more mature father and he couldn’t hide the surprise he felt seeing me in such a slutty outfit. His jaw literally dropped and his eyes opened so wide I thought they might pop out. Other than maybe peeking in on some poor girl at a friend’s house, I doubt he’d ever seen a real girl exposing quite so much without being in a naughty bikini. The thought suddenly crossed my mind that if he was so impressed NOW, imagine how he would look had I worn one of my sluttier bikinis, maybe the one that barely covered much of anything!

“Hey Nathan, so how are you doing today?” I greeted him, trying to break the ice as it seemed suddenly the chatterbox didn’t have a word to say.

“OK,” was all he could utter. His silence was almost comical and I had to bite my tongue to keep from breaking out laughing. At the same time, I felt incredibly sexy seeing how much I was turning on this poor boy. God, imagine if he was just a few years older and I wasn’t so restricted on what I could do with him. Wow, then he would REALLY have something to get hard about.

Speaking of hard, I smiled as I looked between his legs and saw that his dick must have reacting almost immediately to me. Maybe he had been hard already just anticipating my arrival? Nathan saw the direction of my eyes and he covered himself up, obviously a little embarrassed that I had noticed his “condition”. Naturally, I pretended not to notice and set my books down on the desk.

Regardless of what I may have dreamed about on my bed a little while earlier, and regardless of how incredibly horny I was feeling at this moment, and regardless of how much I wanted to fuck this kid SO badly, I also knew without a trace of doubt it wasn’t going to happen. If there is one good thing about having a lot of sex, it enables you to resist situations where it’s NOT right (although I have to admit that I can’t say that 100% accuracy given my past results).