Kelly's Diary 147 - Tutoring Mom
Copyright© 2025 by Kelly85
Chapter 1: Summer Tutoring
Erotica Sex Story: Chapter 1: Summer Tutoring - Usually when I tutor, it's the students or their father I have to keep an eye out for. Well, that wasn't the case in this situation!
Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa True Story Oral Sex
Now that I’ve graduated and finally have my degree, I can charge more than ever to tutor. Surprisingly, people seem to be more than willing pay me to help their darling little angels get ahead. Actually, in my opinion most of the kids I tutor don’t “need” tutoring to make it through school. The parents hire me so theoretically they will have an advantage over the other kids in their class, sort of like hiring a private coach for their son to help him become the star quarterback.
With all the pressure of getting into the “right” colleges these days, I also find that many of the “kids” I tutor aren’t in elementary school anymore but in high school. At 22, that doesn’t make me whole lot older than some of them which can be a bit awkward at times, especially with the boys. Despite all the witty stories on the Internet about babysitters and tutors having sex with their charges, in reality this hasn’t been my experience. Indeed, the LAST thing I need is when applying for a job with the local school district is a record (or even just a reputation) for having sex with any of my students. Talk about a career buster!
More than a few of the dads, however, HAVE paid “special” attention to me but then they are guys so what else would I expect? As such I don’t really get too concerned or worked up over it. After all, most guys look at me that way and after a while you tend to become a bit numb to it unless there is something special about him. My usual attire when tutoring in the summer is jeans and a tank top or cami, nothing TOO revealing but comfortable. Even when dressed conservatively I still catch a few dads, and some of my students, looking at my ass and boobs. I can’t say it bothers me as after all, what girl doesn’t like to be looked at? The only girls I hear complain about being “objectified” are the ones who really aren’t.
One of my better paying clients was a family that lived in one of the fancier sections of town, and in my town that’s saying something. Nathan was getting ready to start his senior year and his parents wanted him to take several accelerated courses so he would have some of them out of the way when he started college. He needed to pass an entrance exam first to be accepted into the courses so it was my job to prepare him.
Nathan was a sweet boy, a bit on the nerdy side, but smart and I think he could have passed without my help but his parents weren’t taking any chances. I enjoyed tutoring him because he caught onto everything right away. It didn’t hurt that I think he had a crush on me and seemed to want to please me as much as anything. I plead guilty to teasing him a bit but it was pretty innocent stuff. Probably the “worst” was the time when I wore my short cutoffs and low- cut tank top (without a bra, of course). Scholastically, it was a horrible lesson as he couldn’t seem to concentrate on anything but starting at me whenever he thought I wasn’t looking. It was the only time I pulled such a stunt but I think that it was worth it for both of us.
Since I always tutored Nathan in the afternoon, I never saw his father. Julie, Nathan’s mom was usually be there but typically the only time I actually saw her was when I was getting ready to leave and she would come around pay me. I never really gave her a second thought until the day I wore my cutoff outfit. I could have sworn she was looking through what little I was wearing, just as most guys would. She never said anything, though, or did anything overtly so I just filed it away as one of those “interesting” moments and let it go at that. Nathan mentioned she was 38 one day in conversation which made her about the same age as my Aunt Linda. Indeed, Julie bore a remarkable resemblance to my aunt, especially her smile and the way she wore her hair, not to mention an incredible figure for her age.
One time when I was tutoring we took a break and I learned how Julie kept herself in such great shape. As it turned out, they had an entire workout room loaded with about every piece of equipment imaginable. It had a large glass wall that overlooked this amazing pool in back of their house. It was dark and empty at the time, but judging from Julie’s physique, it was used regularly.
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