This happened over 20 years ago but I remember it like it was yesterday. It was the summer, and I was fifteen years old and would masturbate two to three times daily. We lived next door to an attractive woman in her early 40's, her name was Mary and she had long dark hair and a nice body. Her tits were very big and her ass was a little on the big side but still nice, she wasn't fat but had maybe ten extra pounds on her, which I really liked. We knew her for many years and I spent some time over there helping out with small jobs, shoveling snow, raking leaves, etc. They had a nice pool and I could swim in it whenever I wanted to. Sometimes Mary would be out sunbathing or even come in the pool when I was there but nothing ever came of it, I would stare at her of course and I think she noticed but she never said anything.
It all changed one day when I was over there swimming early one day. Mary was out in the yard with a small bikini on, I had never seen her wear a two-piece bathing suit before and I was mesmerized by her body. She caught me looking at her a few times and asked if everything was ok. I was embarrassed but I said yes and I liked the new bathing suit. She just smiled and said she was going in the house to make some cookies. I watched her walk away and stared at her great ass and was rock hard.
Once she went in the house I stayed in the pool for a while and just hoped she would come back out. After about fifteen minutes I got out of the pool because I had to use the bathroom. I towelled off and walked into the house and I couldn't believe what I saw. There was Mary bending over reaching into the oven checking on the cookies. She had a small cover up over her bikini bottom but when she bent over, I could see some of her ass cheeks sticking out the bottom and became instantly hard. I just stood there amazed not thinking and eventually she turned round and asked what I was doing.
I said I came in to use the bathroom and she said ok but why were you standing there staring at my ass. I didn't know what to say, my face was red and my boner was pushing out the front of my shorts. She kind of giggled and said it looked liked I enjoyed what I saw. I said I was sorry for staring at her and she said it was ok but she wanted to know what I thought of her new bathing suit. I said it looked great, she said well I could see part of you approved of it and giggled again. She asked if I had seen many girls in bikinis before and I said a few but none like her.
She asked what I liked the best and I said I loved it all but that I didn't like the cover up. She said oh really and then took it off and kind of turned around in place and asked if that was better. I said yes and now my boner was really raging through my shorts, she saw it and said most boys your age jerk off a lot, do you? I said yes that I usually do it in the morning but I didn't today. She asked if I wanted to do it now and of course I wanted to but I was embarrassed.
She sensed my nervousness and said that she would like to watch if I promised to keep it a secret. Then she came right next to me and gave me a big hug, her tits were pressed right up against me and I couldn't stand it anymore. I agreed to let her watch but I asked her if she would let me see her naked too. She again made me promise to keep it a secret and removed her top. I couldn't believe the size of her tits and nipples, my jaw just dropped and she said come on let's go, so I dropped my shorts and started jerking. She took off her bikini bottom and showed me her neatly trimmed pussy. I didn't last long and just as I started to cum she bent over in front of me so it landed on her tits. She licked most of it up and offered me some cookies.