I want to thank madam_tasha for the great feedback and editing help. This story is loosely based on real people in my life.
To tell this story, I have to go back to my childhood.
I grew up in a quiet residential area. Most of the families on my street had moved in when their children were young, so most of the kids knew each other. My best friend was Stan, a kid that lived two houses over; I could cross through one neighbor's garden and be in his backyard. I spent a lot of time with him, playing in his back yard.
Stan's dad was American, but his mom was Spanish. Her name was Daniela. Even though she had been in the country for at least 20 years, she spoke with a heavy Spanish accent. She wasn't a stereotypical Latina beauty; though she may have been when his parents first met. From the photos I saw, she used to be thin with beautiful light brown hair, and breasts that weren't too large, but definitely not small either. By the time I turned 18 and began to see Daniela as a sexual being, she had gained the weight which was normal for a 49-year-old mother of two children. She was not fat, really, but just the average body-type of a mom with ample ass and breasts. The older I became, the more I fantasized about this woman. The internet was not readily available, but I didn't need it: picturing her made my mind wild with desire. Sometimes during in the summer I could see Stan's mother from my upstairs window, sunning herself in the backyard. She looked so good with the way her bikini bottom would dig into her large ass cheeks and I couldn't help but masturbate while spying on her.
That year, when I had just turned 18, I had the opportunity to go on a vacation with Stan's family to Spain. I tried to take as many mental images of Daniela as I could. The highlight of this trip was opening the bathroom door to shower, not knowing she was still in there. It was only a split second, but it felt to me like an eternity. She yelled at me to shut the door, and I did, but the image was embedded deep into my mind. For the first time, I saw not only Daniela's thick thighs, but also her tan-lines, and the fact that that she was not a fan of shaving. Daniela had a full bush, which looked like it had never been shaved, except for maybe a slight trim, just a bit on the sides. Her breasts had nice dark areolas with large nipples. I came hundreds of times, each time thinking of this moment as I jerked off.
Unfortunately, unlike the woman in my fantasies, Daniela was quite the prude. She played the role of the "perfect" wife and mom, and I never heard her flirt or talk about touchy subjects such as sex. Once, I asked Stan whether he had ever caught or heard his parents having sex, but he told me he never had. For some reason, that just turned me on more. I could not understand how her husband did not feel the need to ravish that beautiful body of hers, having her on all four every night to
In my fantasies, I made her my personal sex slave, the MILF next door, or the mature MILF getting gangbanged. After I'd cum so hard thinking of Daniela the sex-starved slut, I'd remember she's just the boring innocent mother next door.
Eventually we all grew up and went off to university. I didn't see Daniela for about a year, but I was still in contact with my Stan. One summer, Stan told me he was going to his uncle's place with his sister Anne (another large breasted, thick assed beauty who was the subject of many of my solo jerk-off orgasms, but that's another story) as well as his father. I was at home for a few weeks while they were away. I spent my time playing videogames or reading. One day I ran into Daniela, who was on her way back from the supermarket. We briefly talked about her family's trip and that she was home alone for 2 weeks. She was wearing white pants. I could see the outline of her darker panties. She was also wearing a blouse with flowers through which I could make out her nice mature breasts.