This story is inspired by the real person character, "Mark". Mark is often called "The Heat Seeking Missile". Women: If your pussy is radiating heat he will find you. I have pretty good information on this experience, but some of the details are made up. (Edited to Protect Identities.)
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She was kind of a slutty type, not really all that good looking, about 45 but looked older in some ways, and I think she had a "sort of" boy friend, but I decided I had to have her. My name is Mark.
She was a waitress in a diner near my work which I frequented She was a few pounds overweight, and her body, including her maybe 34C tits, seemed to have some sags and lumps under her uniform Her teeth were a little crooked Grooming was not her strong point. Dark roots with some gray showing under her medium length dyed blonde hair gave her sort of a three tone effect, and it was brushed back but a little wild. Her slightly bowed bare legs were sometimes in need of a shave, and her arms showed a fair amount of hair as well. I would be willing to bet her pussy had a lot of bushy hair, but that's what I wanted to find out. I sensed she had led a fairly hard life, and I was pretty sure she lived in a nearby trailer park.
I was at least ten years younger than her at 35. I'm fairly tall and well built and considered by some at least a borderline "hunk". My cock was a thick eight inches. I was able to attract women, and had a girl friend as a matter of fact who was age 30 and far above this slut waitress I'm describing, but there was just this something.
The woman's name was Valerie or Val. She called the customers "honey" and accepted some good natured groping of her well rounded ass. I think the boy friend was a truck driver and was gone a lot.
Once I decided I had to have this woman, the biggest problem was convincing her that's what I wanted. I started groping her ass and letting my hand linger a bit longer. My cock got hard after each of these incidents, and she would be the subject of my jack off fantasies later. I think she still thought I was kidding though until I finally asked her what time she got off. She looked a little puzzled and said, "Well, pretty late, honey – about 10 pm. Why?" I said I'd like to get together with her sometime. She said, "Well, I've got a boy friend if that makes any difference to you." I said I had a girl friend too, but it didn't really make any difference to me. She said, "You're a lot younger and better looking than my boy friend, so we might be able to work something out." She still looked a little puzzled.
I said, "As far as I'm concerned, you're a hot looking woman, so let's work on it."
She said, "Okay, my boy friend will be gone day after tomorrow. We could meet when I get off then if you like." I said it was a date then.
I jacked off hard several times the next two days and came in a little over a minute. Instead of my hand, I imagined my cock fucking into Val's (I was almost sure) hairy pussy. I realized I was getting way ahead of myself.
I got to the diner early and had a cup of coffee until time for her to get off, but we didn't pay much attention to each other. Then I went to my car in the parking lot, and soon she came out to her car. She stopped by and told me where we were going, and said, "Follow me, honey." Soon we were rolling into the trailer park which was run down more than average for that type of place, and her trailer was smaller than average. She didn't say anything, but just got out and went into the trailer, holding the door for me. She invited me to sit on the sofa and said she was going back to get more comfortable. Val came out barefoot and wearing a long, loose fitting shift dress, split up both sides to her knees. She looked incredibly sexy to me. She joined me on the sofa and lit up a cigarette. We exchanged some small talk, and then she asked me, "Why did you decide to skip the girl friend and meet with me?"
I said, "I'm not sure. Maybe the same reason you decided to skip the boy friend and meet with me." I think we both knew what we wanted then, and were quiet while she finished the cigarette. I leaned over and kissed her, and she kissed me back. I kissed her again and felt up her tit and could tell there was no bra. I was already breathing hard. This had been a while coming, and I realized I might be finally getting close to where I wanted to be which was having my cock buried up to the balls in her pussy. She had her legs folded up on the couch by now, and I kissed her on the neck as my hand went up under her dress toward her pussy.