When I was just going off to college, I developed the job in my neighborhood of "moving stuff", usually for the local ladies. For the most part it was just that, moving boxes ect from one place to another. But, as it turns out, several of the ladies were horney, and I think they talked amongst each other, so I wound up fucking several of them. That job continued during summers and holidays throughout college, with me eventually fucking over a dozen of them, all living within a mile of my parents house.
The first, a lady named Jill, who was in her mid 40's, with her kids already off to college, and a lawyer hubby who worked all the time. She had me work several times, and I noticed that she was always dressed in a very sexy way. I had occasion to have several downblouses, and she had very nice tits with dark pointy nipples. On one particular day, I was in the closet in her bedroom, taking down boxes of clothes that she had stored over the summer, for fall wear. She was dressed in a pair of shorts that showed off her legs to advantage, and a loose blouse, with obviously no bra. I was up on a small ladder, and she was holding my leg or hip to "steady me". I was in a t shirt and pair of running shorts. Every time I looked down, I could see her nipples peeking out of her blouse, and pretty soon I got a bit of a woody, as 18 year old guys are prone to do. From her perspective, my dick was about the same level as her eyes, and I caught her a few times staring at the buldge in my shorts.
At a certain moment, she had her hand on my hip, and as I turned to come down the steps, my cock wound up under her hand. At first she pulled her hand back, then said, "oh, I'm sorry". But then she smiled and said "well, I'm not really sorry, that buldge of yours looks good", and replacing her hand, " and it feels good too". I came down the steps, with her hand staying on me dick, and she said "it feels big, and so hard, what does it look like?" Now, I was no player by any definition of the word, but I had fucked a few girls, so I asked her "do you want to see it?". "Oh, yes, I haven't seen a really hard cock in a long time". With that, I pulled my shorts down, and it popped straight out and up. "You could touch it if you like", I said.
With that, she grabbed hold of it, fondled it a bit, jacked it a bit, then kneeled down and took it in her mouth. I was 18, so I came in her mouth in about 30 seconds, but she swollowed it all. Then she stood up, took off her top and shorts, and I got to feel and touch and rub and suck, until she came on my finger. By that point I was hard again, so she led me to the bedroom, and we fucked, and fucked, and fucked, you know the drill, 18 year old guys and horney mid 40's ladies are a good match once the guy gets drained enough to last more than a few seconds.
We fucked our way through the summer, at least a couple of times per week. Usually I would come over, work for about an hour, then fuck the rest of the afternoon. She even introduced me to butt sex, which it turns out that she liked that almost as much as regular fucking.
When I came home for the holidays, she had lots more stuff for me to "move", and had a pussy that hadn't had attention since late summer, so I got laid a lot. She was very multi orgasmic, and the first "screamer" I had ever been with. At that age, having a woman's pussy clench around your cock repeatedly while she screamed "oh god, oh god, fuck me, fuck me, fuck me". is a pretty nice experienced.
Also, I began to get "moving jobs" from some of her close friends, who seemed to be "handsy", and wore clothes where I could see their tits every time they bent over, which they seemed to do a lot. I wound up fucking 3 more of them during the course of 4 weeks at home. So, obviously cougars talk.
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