She was in her mid fifties, long silvery white hair and she was skinny. Her husband had died many years ago. Her name was Ann. She was always nice to me and I even mowed her lawn during the summer. The summer that I was in my mid teens and deep into puberty. I was horny as they come. I would hang by the pool with my buds and check out the girls picking out which girls we would like to fuck and talk about how we would fuck them. Then we would all go to our hideaway fort and jack off. The fort was a place we would some day bring girls to fuck but for now we masturbated there. I was over at Ann's house this day mowing the lawn. When I had finished I took the mower home and came back to collect the money. Ann invited me in, I had only been inside this like two times in my life. She always dressed in baggy clothes so it was very hard to know what her body looked like. I had always thought she had a pretty face, nice smile and big blue eyes. I went in and we sat down, she fixed me some. “It is just kind of weird. Most guys would prefer to skip dinner and just get straight to fucking. It may be novel, sure, but don’t ask me where I want to go. Just take me,” she said.“When would you like to go?” I asked with a hopeful expression.“Am I the first girl you’ve ever asked out on a date before?” Claire asked.“No,” I lied. She definitely was the first girl I was comfortable enough to ask out on a date.Claire looked at me like she could tell I was lying.“Are you a virgin? And I don’t mean oral sex or something. I mean, have you done it with a girl, in the vagina or cunt?” Claire asked me, rather bluntly.“Yes,” I lied.“Who was she? names, dates,” Claire was teasing me, but I didn’t realize that.I got a little nervous and said I couldn’t remember.“Look, I am flattered, Matt. I am just busting your chops. I may be available this Friday at 8pm. I’ll let you know this week, okay? But I do have one question,” she said. I told her to ask, and she said, “I thought I saw you talking.
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