Dean slipped out of his bedroom window quietly, crossed the yard and hopped the low fence easily.
Once on the other side of the street, he was careful to move quickly from one tree that lined the sidewalk to the next.
The moon was up but only a quarter slice hanging in the late evening sky, so he was fairly sure no one would notice him. The dark clothing he wore made him little more than another shadow.
Dean hopped the front fence and moved into one of the back yards. This row of homes had all been built by by the same contractor, each one of them was a reverse cookie cutter version of the one next door.
Taking a shortcut home one night he had made a discovery, that had been the start of his little nightly game.
Dean had stopped dead in his tracks that night as the woman in that house came out of her bathroom. She was briskly rubbing her wet hair with a towel, and she didn't have a stitch on!
It wasn't that she was beautiful, she looked to be around 45 or so and had a round belly with great big saggy breasts that looked like water balloons.
It was the fact that she was stark naked and she hiked one leg up onto the bed to use the towel, wiping her pussy!
It was the very first real pussy Dean ever saw in his young life, and his six inch cock got so hard it hurt.
For nearly 20 minutes he had stood there in the shadows, watching as she dried her mature body. He took out his penis right there in her yard, it had only taken a few seconds for him to blast a load out, having to bite his lower lip to keep from moaning loudly.
The woman sat on the bed, lifting her leg to dab again at the huge mass of pubic hair. That got Dean going the second time, he actually saw the woman's pussy wide open, right there in the light.
It was all wrinkly looking, surrounded by thick curly hairs.
Then her heavy set husband had walked in, so Dean got the hell out of there.
After that, Dean began to pay closer attention to who lived in each house. Over the next few months, he saw nearly every woman on that street in various stages of undress, some of them even completely naked just like that first time.
There was six houses on that block, and six women, all housewives.
Since every single one of those houses faced their own back yards, with high fencing between them and the next homes over, very few of the people paid much attention to completely drawing their curtains.
Just one time he had gotten into position when the outside light flicked on and a large man came out onto the rear porch. Dean knew his name was Bill and the wife was named Marti.
Bill stood there and lit a smoke while Dean slid backwards to hide in the large bushes.
That scared him but the man never saw a thing. Dean waited until the man snuffed out his smoke and went back inside.
Later that same night he watched as the man's gray haired wife came in and sat on their bed beside him, reaching out and tugging on his penis until he grimaced in orgasm. Then she stood up and pulled off her robe, her large breasts bare and pointed almost straight down.
The white panties she had on would make a good tent, Dean slipped away when the lights went out, giggling to himself. He had seen that woman several times, but always wearing those huge panties.
Her size and age meant nothing to him, not really. By now it was a game and he wanted to check seeing her pussy off of his list.
Dean actually kept a written list, adding a check mark beside each house number, keeping the list hidden in his bedroom so his Mom would not find it.
His own Mom was on the list, he had added that check mark just a few weeks before, surprised to find out that she didn't have any hair down there at all.
Dean knew he was not supposed to be doing things like this but he didn't care. It was fun, and exciting.
Seeing the women later on the street was always fun, he would smile and they would smile back, having no idea at all that Dean was thinking that he knew what they looked like naked.
+++
Then one day a couple in one house moved away, and they were soon replaced by a different couple.
That woman was a stone fucking fox!
He saw her several times, always dressed, and he learned her name was Trudy by sneaking down right behind the mailman and checking.
Dean wanted to see her titties and her pussy so bad that he was hard all the time just thinking about it.
When he arrived at the house where the woman lived, Dean was tickled to see the lights still on in the rear. They usually were. But nearly every time he had checked before, the curtains were drawn snugly.
The couple were in their forties, and they had a daughter that was perhaps a year younger than his own age of barely 19.
The daughter he had gotten early on, as she had marched by the patio windows naked one evening when her parents were gone somewhere.
Right behind her was a boyfriend, he was reaching out rubbing her bare behind. She had stopped and turned, wrapping her arms around the young man who had just his briefs on. He reached down and rubbed the girl's vagina, his fingers coming away shiny and damp looking.
Then they had vanished into a different room so he didn't get to see the rest.
But it was enough for him to leave his own deposit in their yard, then he ran all the way home and checked her off the list.
Her body was so slim and tight, he loved the way her tiny little nipples had gone stiff as the boyfriend slid his finger inside her.
Now it was her Mom Trudy he wanted to see, and she was making things difficult.
+++
Dean slipped into the bushes in the back yard, the view into the room was not great because the only light was from what appeared to be a night light.
He had seen that before the few times the curtains were open, and each time had been a very long wait. So far he had seen the woman come in wearing a robe, another time she had on an evening gown and looked fantastic.
Dean wanted desperately to see her body, and check her off his list but she would come in, look around, then close the curtain.
When she had the lights on, he could see the outline of her body as she undressed and that was driving him mad.
As he waited, he saw the lights come on. It was her. She walked to the bedroom window, pulled the drapes, but this time she left a gap of just a few inches.
Dean moved forward quietly so he could see better.
The woman stood with her back to the window, he realized she was looking at herself in the mirror.
Then she reached up and began to unbutton her blouse.
Excited, Dean moved closer, taking care to stay just outside the band of light shining out through the gap in the curtains.
She wore no bra, he could see her bare back. Then she turned and walked across the room, he had to move over to keep her in view.
Tits! My God, those tits! High and firm, magnificent. Not at all like most of the other women, her set curved upwards to a spectacular set of nipples as big around as a half dollar.
Dean was practically panting as he furiously tugged on his penis with his right hand.
Her head turned. Dean froze. She was looking right at him, but then she looked away. Dean let his breath out, of course she could not see out because the windows acted just like a mirror.
Emboldened, he moved in even closer as she reached down and began to undo her slacks. He watched as she turned again to the mirror.
Just then a car came down the street, it's headlights casting light into the trees. Dean moved back and ducked down as the machine went on by. Then he heard it stop, and some voices.
He froze until it all got quiet again.
Calm again, he looked back at the window.
The woman was leaned down, looking directly at him!
Dean stood up in panic, turned to run but his pants were undone and he almost lost his balance. Someone big and soft piled on top of him and he went down.
He struggled, twisted and turned but he could not get free, and he was being smothered. As he jerked, he realized he felt a soft pillow like breast.
"I got the little shit!" A woman's voice said loudly.
"Hold his fucking legs, he is kicking me." Another voice said.
He felt hands grab his ankles and pin them down.
Then one of them was on his chest, sitting straddling him. She was heavy, he couldn't breathe. Someone was holding his arms, too.
Dean gave up.
"Don't squash him, Marti." Someone said.
