It didn't take me many years to realize that my sexual preference, more than anything, was real women, out and about, minding their own business. Magazines and videos have just never done it for me, and a consenting partner behind closed doors has limited appeals as well. I much prefer taking care of myself. It has to be in public, with or to a stranger, consent is optional.
I'm very careful about it now, as getting caught could mean a world of trouble, but in my teenage years I was reckless.
My first significant experience was when I was roughly 19. At the time, I lived with my parents in a nice suburb with a lot of trees and hedges. Near-identical houses lined the street with near-identical yards. Taking care of them was a chore, so my neighbors, who were a little bit better off than we were, hired this Jamaican woman to come and take care of their garden for them.
She was a goddess to me. Her smooth black skin and curvaceous body was like nothing I'd ever seen. She wasn't fat by any means, but very much shaped like a woman. Her ample chest was rarely fully covered, narrowing down to the waist and then out again to her wide, womanly hips. The ass just big enough to jiggle a little when she walked, but firm enough for the jiggling to stop almost immediately.
I don't know how many times I watched her through my window, jacking myself off when I caught a good glimpse of her; stopping and waiting, cursing under my breath if she disappeared behind a hedge for a while. When gardening, she'd wear something like a uniform. Tight green shorts that revealed the shape of her perfectly bubbly ass when she faced the other direction. And when she was facing me, I'd see her white shirt, which she usually left unbuttoned, but tied together around her chest. It was high enough that I could see her soft, but relatively slender midriff, but low enough to expose her ample cleavage. When she was kneeling, and I was watching from the high angle of my bedroom window, there was no way to resist beating off to her. Especially on the rare occasion when she'd leave her long curly black hair flowing over her shoulders.
She would housesit for the neighbor sometimes when they left town, which they did quite frequently. Once when I got home on a holiday weekend, my parents out of town as well, I saw her lounging in their yard. She probably thought nobody could see her (how could she not have noticed me beating off to her before?), as she had taken the top of her uniform off, and lay stomach-down on a blanket in the sun. I'd gotten plenty of glimpses of her juicy ass before when she was bending over here and there, but this time she was also exposing a large amount of sideboob!
I slid my dick out the fly and started working it hard. Was that a nipple poking out? Or just a shadow? She didn't stir, but I was moving plenty for the both of us, stroking my shaft, imagining the two of us in all kinds of rude acts together, none of which I had tried at the time of course. All the while, staring intently at the side of her large, tasty-looking breasts. I had to get closer.
If that truly was a nipple and not a shadow, I had to know. This was a once-in-a-lifetime opportunity to really get to see her topless. Even if just a little, and from the side. I just had to know.
