It started slowly with me peeking in on Mrs. Jessup showering, when I was a junior in high school and now seventeen years old. My cock got hard virtually every day, more than once.
Mr. Jessup was away often because he worked on the railroad. That meant he might be away for days at a time. That was alright with me because it gave me more of a chance to peek at Mrs. Jessup whenever I could. We lived right next door, with only about ten feet separating the houses.
She lived in an old house, built in a desert town long ago, so all the rooms had doors, and all the doors had keyholes, whose keys had been long lost. Like most people then she didn't bother to lock her door during the day and I could peek through virtually every keyhole whenever I wanted. I often got to watch Mrs. Jessup in the shower.
Lots of people had no air-conditioning, so she often took showers to cool off, and whenever I was home I would be peeking through the keyhole into her bathroom where I could see the narrow shower. And virtually always, Mrs. Jessup would leave the shower curtain open, maybe to be cooler, or maybe because she knew I was always watching. My cock seemed to get bigger every time I jerked off. That was fine with me, I loved my dick.
Sometimes, I would wake early to wait for her to get up. On those wonderful mornings when I got up early enough I could peek through the window of the bathroom from the space between our houses or from the back porch window that overlooked her bathroom. Then, because it was so hot in the summer, she would get out of bed wearing a delicate, see-through negligee, or white cotton panties and no bra. She wasn't proud of her titties but I thought they were perfect. She was about forty years old I guess but her tits were still perky and oh, so soft and tasty looking.
One morning her husband had been gone on a railroad run for several days and I was lucky enough to peek into her room just as she rose for the day. No bra. White cotton panties. As I watched she took them off. Of course they were moist from the sweat of the desert night. I could almost smell the aroma from her pussy. She had one of those old-fashioned, v-shaped, hairy pussies that all women had back then. Remember from the Playboys of the sixties?
I went around back to the window on the porch to watch her going into the bathroom without any clothes on at all. I was so hard and my cock was in my hand. I was jacking off as she walked around the bathroom. She knew I was there. She always knew.
She was in no hurry to get dressed, probably assuming I was watching. I was never sure at the time. Anyway, she walked over to her sink mirror and started posing. She was doing those poses pin-up girls used to do where they thrust out their breasts and stood up on their toes the better to emphasize their legs.