They say you never forget your first time and what kind of tone it setsfor your future expectations. Thinking back, I believe that it has played the majority role in my life with my penchant for mature women, married mature women at that. There is something wildly erotic about screwing the brains out of someone else’s wife. Again, I believe our desires and tendencies develop in our early experiences. Let me tell you mine. It was the summer of 1990. I was spending my time doing odds in ends tomake a little extra cash. I am not going to tell you my age at the time but I will tell you hers. It was 37. Her name was Jean, everyone called her Jeanie. She and her husband were close friends of the family. She and my mother were friends from their first jobs out of high school. We used to live 2 houses apart growing up. Later, we moved to another town and a few years later, Jeanie, her husband peter and their 2 daughters Leslie and Andrea moved by us again about 5 miles away. I always thought that Jeanie was so beautiful. She had this very shortRed hair, soft pale skin, big blue eyes. She had a very large chest, 36D to be exact, a nice hard plump ass and a size 6 waist. Curves in all the right places. She aged so well while I was growing up. After she and her family moved by us she had to go get a job. Her husband got laid off and he had to take another position for allot less money. Jeanie took a job as a tour guide at a local brewery. Their daughters were young and our next door neighbor ran a daycare out of her home. Jeanie had this woman watch their children, so everyday I got to see her pick them up. She and I always had a strange sort of relationship. As I grew older she would make comments about what a good looking boy I was and how she should never be left alone with me when I got older. It was always followed by a good laugh but the amount of times she said it just really burned into me. My mother had a tailor business she ran out of our home and did allot of alterations for Jeanie. I can remember leaving her little silly notes in her pants pockets and calling and talking to her when no one was home. She would flirt with me tremendously on the phone. Looking back, it really wasn’t proper behavior at the time, but each time I did it, my heart would race and I would get an instant erection. Everyday other day I used to race home because I knew she would pick herkids up around 3:30pm. It was every other day because on Mon. / Wed. and Fri my mom would be out at a shop she positioned herself with to do work, so she would be there until 5-6pm doing measurements and loading up clothes. I would have the house all to myself. My bedroom window was on the corner that faced the house the Jeanie would pick her kids up at. I felt like such a stalker as I would kneel down and peer out the window with binoculars to see her up close. She looked so good in her work uniform. A pair of dark blue dress pants, dark blue high heels and a button down white dress shirt. The clothes would cling to her body and you could really see her curves. The houses were only 25 yards apart so with binoculars I got a really good close up view as she bent over to move things around in the back of the car before she went in to pick up the girls. I swear to this day that she knew I was watching her. She would bend over slowly and hike her ass up in the air and fiddle around in the rear of the car for several minutes almost as she was saying….look at my ass…. This is when I really discovered masturbation. Watching her ass sway, thinking about that body underneath those clothes. Instant erections. 3 min later complete release. A few years later, as summer approached the opportunity presenteditself. I was looking to make so extra money and Jeanie needed someone to mow their yard once a week. Peter worked long hours so the yard would go unattended. The girls would go into a camp program in the summer and were away for 2 weeks a month, allowing her to work some extra hours as well. They agreed to pay me and I would ride my bike down and push mow their acre yard. The first several weeks went fine. I would make sure to go later in the day to avoid most of the heat, plus, it gave me a chance to see her at least once a week. We would always talk and joke, I always mowed with my shirt off and a few times she made a comment about my chest. Nothing else happened…..until that day. I went to the house earlier that day. It was supposed to be really hotand rain late in the day so I figured to get an earlier start. I rode… Read the rest of My First MILF
Author: Safeplay
Download the movie of the day: Brainwash #1, Scene 1