1. Tomboy named Sue


    Date: 5/29/2017, Categories: First Time Author: masterkapt

    ... went somewhere with an old friend and his wife, and the friend was driving, so dad gave me the car. I picked her up at her house front door. She had on a nice dress, heels, did her hair and looked very cute and feminine. I had on a suit and tie. We looked damn good. The dinner was good and we talked about things not related to school. Then in the movie theater, she puts her head on my shoulder. I put my arm around her. She puts her hand on my leg and rubs it, but not near my Johnson. So I do the same to her and she smiles. We snuck some kisses, but nothing serious. Like b*****r and s****r. So, on the way home, I mentioned that my parents were not expected back until late, so she said “let’s go in and talk some more. My dad won’t mind, he trusts you” She mentioned that she was still a bit taken back about that dude’s lesbian remark. I said I will mention to some guys that I went on a date with you and you are not a lesbian, and a very nice girl. She jumped into my lap and started kissing me on my lips. This was definitely NOT a b*****r/s****r kiss. Yeah, boy I was enjoying it, and my Johnson came to attention. She felt that happen and said “Did I do that?” I said “Yes, I really meant it when I said you look really good tonight. You should wear dresses more often. Matter of fact, maybe if you wear more feminine clothes, like dresses and skirts, it may help erase the bad mouth that guy did on you” Then she asked: “Have you had sex with a girl, yet?“ I did not date much either, ...
    ... because being a nerd; the girls were interested in the jocks or otherwise “cool” guys I said “No” She said: “Some of the girls at school were talking about sex they had, and all I could do was listen. So, I would like you to be my first and break my cherry, but, not tonight. We will plan this, and since neither of us is experienced, see what you can find in books. You are better at research than me” (this was way before internet) I said “I will do so, and get some protection” In that state you had to be 18 to go into an adult bookstore or to buy condoms. This was an old town and mostly very religious people. Talking about sex is taboo, and it was not covered in hygiene classes in H S. A fellow nerd, who was older, found an illustrated book of “Pleasing the woman in your life” somewhere, which discussed foreplay, positions, and afterwards. (Must have went to another town) Today, just ask the internet and you shall receive I got rock hard just reading the book. Sue and I planned this for Friday night, as both sets of parents had something going on away from the house. I went over there. Her bed was bigger. She was wearing the same dress as on our “date” night. Hair done, looked as good as ever. I showed her the book. We started with the foreplay part: kissing, foundling and playing each other, and playing with each others equipment. I found the clit and rubbed it, while she stroked my dick. She got very wet very quick. I thought I was going to cum way before I was supposed to, ...
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