The Homeless Peeper

Life was hard. I was 18 and out in the world by myself. My home life was not a pleasant situation. My Dad beat my Mom and if I happened to get in the way, he’d pound me to a pulp. I left home when I was 14. I wanted to stay and help my mom but I just couldn’t take it anymore. I love my mother dearly, but I just couldn’t handle it.

I got by pretty well for a homeless kid. I ate scraps that restaurants threw out. I’d found some pretty swanky restaurants that tossed out some near full meals that customers hadn’t eaten. I would encounter cooks taking smoke breaks in the alley and I got on good terms with them. About once a week I’d find a complete meal in a Styrofoam container. I got clothing from a homeless shelter and I was always able to find someplace dry to sleep.

During the day I would stay downtown by the river and entertain myself. There was a lot to do. In the evenings I would wander the streets looking for my lodging for that night. It wasn’t the greatest life, but it was certainly better than being beaten by that asshole I lived with. Everyday I thought about my mother and wondered how she was doing.

Today I did something different. I got on our LRT system and rode out to the suburbs. I hadn’t been in the ‘burbs for more than 2 years and I was curious to see how things had changed. I was lucky that I didn’t run into a transit employee because I hadn’t bought a ticket. I rode for about 45 minutes and then got off at a random stop near a residential neighborhood.

I wandered around looking at the houses. There was quite an assortment; they ranged from pretty average looking streets to some fine looking houses. I stayed mostly in the nicer areas. A kid likes to dream, right? I had been wandering for quite a while when I saw the sun was starting to set and I hadn’t found a place to sleep yet.

I stopped being a house voyeur and looked for a place to rest for the night. I found a park in not too much time at all. I loved that about suburbia; there were parks and schools EVERYWHERE. I looked through the park for a secluded place where no one would notice me. I learned very early in my homeless days that most people didn’t like vagrants hanging around their neighborhoods.

I came upon a wooded area and thought it would be perfect. The sun had set now. I settled down for a rest; I had been on my feet for hours without sitting down. I rested for a bit and then went off in search of dinner. I took notice of exactly where I was so that I could get back to my sleeping area.

I was walking through the woods when I saw a house with lights on the bottom floor. I went a bit closer and was shocked at what I saw. There was a pretty woman standing in her bedroom – NAKED. I had never seen a naked woman before. Since I left home my life had been about survival; I had not even THOUGHT about sex. Even when I lived at home I rarely thought about it. Sure I was fourteen when I left, but my thoughts were more along the lines of exacting revenge on my abusive father.

But here was this beautiful woman not 50 feet away from me. I had to get closer. I crept through the trees to her yard. There was only a small fence so I was able to leap over that quickly. Now I was about 30 feet away from her. There were some shrubs in her yard and I concealed myself behind them while I snuck closer. I could see a lot more now.

She was putting some kind of powder all over her body. She was facing away from me, but I could see her reflection in the mirror. She had pretty big breasts and an hourglass figure. As she patted the powder on her form her hips swayed back and forth as if she was keeping a beat. This was the coolest thing I had ever seen. I looked down and saw my dick was hard as a rock. THIS hadn’t happened for a while. Back to her.

She finished applying the powder and turned around. My heart stopped. What if she saw me? I ducked behind the shrub and stayed there until I felt it safe to look. After a few minutes I looked around the bush and my world darkened. She was gone! The lights were out and she was gone. I waited for some more time before I got up to go. I had to come back here. I snuck around to the front of the house and took note of the address.

I went back to my sleeping area and crashed for the night. I hadn’t had any supper, but that was nothing new. I’d live.

I had a pretty good night and woke up at sunrise. I went about my day as usual, wandering around, looking at houses and looking for food. Not too far from the park I found a restaurant and was able to score some scraps to fill me up. Nighttime came and I went back to my woman’s house. There were no lights on so I was able to get closer and look directly in the windows.

There were three bedrooms on the main floor and the kitchen. The three bedrooms were easy to identify with the contents; the master bedroom, the daughter’s bedroom and the son’s. The master bedroom had a big bed and a jetted bathtub in the en-suite. The daughter had typical daughter stuff in it; a few dolls, some posters of rock bands and 2 a frilly bed. The son’s bedroom was all about sports. I spent most of my time looking into the master bedroom. I was looking at the big TV sitting on the dresser when the light came on. I hit the dirt fast.

Soon I heard the water in the tub go on and rose up a bit. She was in the bathroom. I slowly made my way over to the bathroom window and got there just in time to see her unfastening her bra. She put in on the counter and stretched her arms over her head. They were perfect; big breasts with hard nipples about as wide as my thumb. She got into the tub, turned the jets on and adjusted her position a few times. She sat there and soon I could see her hand dart down.