Straight Male / 40
I recently found this website and I can finally share this story after all these years! When my kids were little they were a pain when it came to school. We were always getting notes from the teachers saying the kids were having trouble with something. On top of that, my Son wanted to be the talk show host, never knew when to shut up.
My wife got tired of going to all the conferences, so I would have to start going. My Son's teacher was Miss Miles. A nice looking woman, very plain looking though. Well I guess who needs to looks good for a bunch of 3rd graders anyhow.
One night I met with Miss Miles and it was the same blah blah blah I heard the previous times I had been there. There was one difference though, Miss Miles actually had some color on her face. Not a lot mind you, but just enough to get my attention. She had nice brunette hair that cascaded around her face instead of it being in a ponytail as usual. I even complimented her on how nice she looked, which brought a very wide smile to her face.
The conversation suddenly went from my Son being pain in the ass to talking about how she was brought up by her strict parents. Miss Miles told me she was just now starting to explore new ways, I guess her fellow teachers were ragging on her for the way she dressed and she was now trying different things to wear.
Right away I told her the little bit of makeup she was wearing made a huge difference in the way she looked. You would have thought I handed her cash money, she was so thrilled that I liked the way she looked now. Then she told me she was buying more clothes and shoes but she wasn't sure if she could wear them in public.
The next thing I know we are on our way to her Apartment, she is going to show me the things she bought and wanted my opinion. We get there fairly quickly, she didn't live very far from the School. By the time we walked inside to her place, I was told I could call her Cindy.
Cindy brought the clothes out, skirts and blouses, some skirts were actually a bit short and she didn't know if she could, or should wear it in public. I told her I thought there was a few that would be nice to wear even at School, they weren't short enough to cause a scandal.
That was it, I had a bottle of water and then I went home and didn't hear anything from Cindy for about Two months until one day she called me at work, and she called me on my own cell phone.
I figured it was another meeting about my Son, things had been too quiet and I knew he was over do for one of these meetings again. Cindy asked if I could meet her at her apartment and it was actually closer to where my office was.
We met at her place and I could tell something wasn't right, she didn't hand me any paperwork from my Son he had done in her class. Cindy acted nervous and I finally had to come out and asked what the deal was for me being there?
The first thing I noticed was Cindy had a lot more makeup on. Her eyes were made up fairly dark with eyeliner and mascara. Honestly I caught myself looking at her more times than I should have. Cindy was wearing lipstick, a lot more than I had ever seen before.
She wanted to show me something and quickly disappeared into her bedroom. When she came out she was wearing this very short skirt with stockings and heels. Cindy said she had never worn heels that high before and wanted to know what I thought? I looked at Cindy and told her I thought I had better leave.
The sad truth is I didn't leave. I took Cindy to bed and I used her sexually, or maybe she used me I'm not even sure. For the next several months Cindy and I were lovers. I lived out my fantasies with her, Cindy would dress sexy for me anytime I wanted. We both took sick days and vacation days to be together.
Cindy wasn't a skilled lover, but I taught her the things I wanted her to learn until she knew me like one of her books at School. We the school year ended so did our affair. I didn't want to end it and for sure Cindy didn't either. I was playing a very dangerous game that I could lose everything if my wife were to find out.
We still kept in touch, sometimes if the timing was right I could slip over to her apartment and we would have sex. Cindy finally told me she had met another guy, and I was thinking if she met the guy at one of her parent-teacher conferences.............
My wife got tired of going to all the conferences, so I would have to start going. My Son's teacher was Miss Miles. A nice looking woman, very plain looking though. Well I guess who needs to looks good for a bunch of 3rd graders anyhow.
One night I met with Miss Miles and it was the same blah blah blah I heard the previous times I had been there. There was one difference though, Miss Miles actually had some color on her face. Not a lot mind you, but just enough to get my attention. She had nice brunette hair that cascaded around her face instead of it being in a ponytail as usual. I even complimented her on how nice she looked, which brought a very wide smile to her face.
The conversation suddenly went from my Son being pain in the ass to talking about how she was brought up by her strict parents. Miss Miles told me she was just now starting to explore new ways, I guess her fellow teachers were ragging on her for the way she dressed and she was now trying different things to wear.
Right away I told her the little bit of makeup she was wearing made a huge difference in the way she looked. You would have thought I handed her cash money, she was so thrilled that I liked the way she looked now. Then she told me she was buying more clothes and shoes but she wasn't sure if she could wear them in public.
The next thing I know we are on our way to her Apartment, she is going to show me the things she bought and wanted my opinion. We get there fairly quickly, she didn't live very far from the School. By the time we walked inside to her place, I was told I could call her Cindy.
Cindy brought the clothes out, skirts and blouses, some skirts were actually a bit short and she didn't know if she could, or should wear it in public. I told her I thought there was a few that would be nice to wear even at School, they weren't short enough to cause a scandal.
That was it, I had a bottle of water and then I went home and didn't hear anything from Cindy for about Two months until one day she called me at work, and she called me on my own cell phone.
I figured it was another meeting about my Son, things had been too quiet and I knew he was over do for one of these meetings again. Cindy asked if I could meet her at her apartment and it was actually closer to where my office was.
We met at her place and I could tell something wasn't right, she didn't hand me any paperwork from my Son he had done in her class. Cindy acted nervous and I finally had to come out and asked what the deal was for me being there?
The first thing I noticed was Cindy had a lot more makeup on. Her eyes were made up fairly dark with eyeliner and mascara. Honestly I caught myself looking at her more times than I should have. Cindy was wearing lipstick, a lot more than I had ever seen before.
She wanted to show me something and quickly disappeared into her bedroom. When she came out she was wearing this very short skirt with stockings and heels. Cindy said she had never worn heels that high before and wanted to know what I thought? I looked at Cindy and told her I thought I had better leave.
The sad truth is I didn't leave. I took Cindy to bed and I used her sexually, or maybe she used me I'm not even sure. For the next several months Cindy and I were lovers. I lived out my fantasies with her, Cindy would dress sexy for me anytime I wanted. We both took sick days and vacation days to be together.
Cindy wasn't a skilled lover, but I taught her the things I wanted her to learn until she knew me like one of her books at School. We the school year ended so did our affair. I didn't want to end it and for sure Cindy didn't either. I was playing a very dangerous game that I could lose everything if my wife were to find out.
We still kept in touch, sometimes if the timing was right I could slip over to her apartment and we would have sex. Cindy finally told me she had met another guy, and I was thinking if she met the guy at one of her parent-teacher conferences.............
- That's Juicy! 10
- Remove It! 0
