I saw the story about the maid and added my own
When I was young my family went to live in Chile for 2 years; needless to say Santiago was a big change from Sudbury.
My father worked in mining and he had exchanged jobs with another engineer from the same company. We lived in their home and they lived in ours, except that my dad was away at the mine in the north most of the time.
Being young, I jerked off at least 3 times a day.
The other family had a daughter who was about 18. I slept in her room. She had left some photo albums in the desk. There were lots of pictures of her and all of her hot teenage girlfriends in bathing suits at the beach. There were also some of her clothes in the closet and sometimes I would wear her dresses and masturbate when I was alone. I liked to daydream about her lying in the same bed masturbating.
We had a maid who had worked for the other family; she was about 30, with a nice body but the face of a horse. She worked in the mornings and would often wake me up to dust and get the laundry. I lost count of the times she caught me jerking off. When she knocked on the door I would just stop and roll over onto my stomach. Once she came in just as I was coming, she said nothing but gave me a dirty look. Sometimes she slept in a little bedroom of the kitchen, once time, when she was away for the weekend, I found some of her underwear. I took it to my bedroom and used it as a jerk-off tool for several days before putting it back.
After that I began to think about fucking her, believing it was an actual possibility. I started to walk around the house nude, with a hard-on so she could see me. I also made sure I ejaculated onto the sheets every day so she would find the semen stains. Before I was always careful to come onto my stomach and wipe it up, or jerked-off in the shower leaving no trace.
This was a bad idea, after a week or two of this, she came into my room when I was jerking off and told me she was not going to change my sheets everyday anymore if I kept leaving come on them.
As if reading my mind she said I was never going to go to bed with he and told me to grow up.
After that we sort of declared a truce; I stopped messing up the sheets and she would knock on the door a few minutes before coming into the room. She even started leaving a facecloth under my pillow each night to wipe up with.
The only thing that ever happened after that day was one time I went into the large family bathroom and she was just getting out of the shower. She was standing with one foot on the edge of bathtub touching her vagina. I think she may have been putting in a tampon. She turned to face me and stood naked in front of me for a few seconds before slowly closing the door. I was amazed by the sight of her big bush and her large brown nipples on very small breasts.