Cougar Summer - Sex Stories

Cougar Summer

Cougar summer High school graduation would be in less than a month and I wanted to plan a fun summer before starting college. Not having a lot of money or a steady girlfriend, I was having trouble thinking about what to do. I did not want to just lie around the house and watch TV. Finally I came up with a plan that I thought might work. After several tries at writing an ad that might get me some fun times and action, I came up with the ad that I thought might work and posted it, and a photo of me from the neck to the knees holding my stiff prick in my hand, on several adult web sites that had members in my area. “Recent High school grad looking for fun times this summer with a sexy cougar to show me a fun time. I like to travel. I’m 5’11” and into sports so have a good hard, young body. My rock hard 7 inch cock will make you happy. Send me some sexy pictures and your ideas of what fun things we can do together.” The ad was not up more than a couple days before I started getting replies. I looked on my computer and found three email answers to my ad and over the next week there were twenty. The first one I looked at was from a woman in her mid 50’s. Where she said she lived was about ten miles away. She said that she lived in a nice house with a pool and a tennis court and that I would be welcome to come and visit her any time. Her picture showed her in a thin pink teddy. She was a little heavy and had big tits that you could tell drooped quite a bit. I hoped that I would ...

... get answers from better looking women. I did, several of the replies were more interesting and had hotter pictures. One that really caught my attention was from a woman in her late 40’s. She said that she was being sent for two weeks on a business trip to a beach city in Brazil and if we got to know each other and liked being together, she would be interested in taking me with her on the trip. In her picture, she was sitting nude on her bed with her legs pulled up and spread wide and she was fingering her shaved pussy with one hand and squeezing her breast with the other. She was thin with probably B-cup tits that were standing high and firm and had huge nipples pointing straight at the camera. I planned to follow up with her. One of the last ones that I got shocked me but gave me an instant hard on and put a smile on my face. The woman was mid 40’s. She lived about 30 miles away. It was the nastiest email of any of them. She said that her husband was a looser in bed and that they hardly ever fucked and when they did it was awfully boring. She said that she really enjoyed being fucked by young guys with hard cocks that could keep up with her and fill all three of her holes with loads of hot thick cum. One of her pictures showed her with a big red dildo shoved in her ass. The other showed her with a cock in her mouth. Her cheeks were pulled in from hard sucking. Cum was escaping from the corners of her mouth, dripping down and hanging from her chin like cumcicles. She was ...