Some of my early voyeur experiences
 

My earliest voyeuristic experiences were in junior high school when I had a paper route. I had to stop by each customer monthly to collect for the paper. One evening a lady in her late 20s/early 30s answered the door in a see through negligee. It was not much less transparent then nylon stockings and her breasts and nipples were clearly visible. After, she paid for the paper, I made small talk with her for nearly 20 minutes just to enjoy the view--even though my father was waiting out in the car. He asked me what took so long and I said we just got talking...

Another summer afernoon, a cute early 20s wife was working around the back yard when I stopped by on my bike to collect. She was wearing shorts and a bikini top. Perhaps her outdoor efforts had somehow twisted or pulled her bikini top, but her left nipple was completely exposed. Again, I made small talk for as long as I could. She was totally adorable, and to be looking right at that cute nipple in the midday sun was unbelievably arousing.

I had always wondered if these exposures were intended or not. I don't see how the first woman could not have known, but I guessed the second was a lucky slip. From then on, I always tried to stop buy at a time that might recreate my previous good fortune. Always weekday evenings for the first woman, but I never saw her again. Always weekday afternoons for the second. Although I saw her many more times, there was never another slip. But just seeing her each time brought back memories of that beatifully exposed nipple.

A High School Experience
 

In high school, I was always on the lookout for a nip slip at the beach, swimming pool, or the mall. One of the best was at the (coed) YMCA. There was one of the cutest gals I had ever seen in one of the swimming classes. She had huge full breasts despite being fairly young, probably no older than a freshmen. She was always fidgeting with her top, so I got great views of her cleavage, but no nipple. The real score was that she wore bottoms that were larger than typical for a bikini. As a result, they hung loose around her crotch. I can remember her sitting on the edge of the pool. I was in the water chatting her up, and had a perfect view of her pussy. Everytime she would look away from me during the conversation, my eyes would lock on those lovely fur lined lips. I was really concerned she would catch me peeping (I really did hope to take her out) but she never did. She seemed really naive about her sexuallity.

My best friend's sister
 

One evening, I went over to my friend's house to see if he wanted to hang out. No one was home except his cute younger sister (18 or 19). She invited me in to wait for him. We hadn't talked in a while and she and I ended up chatting for a couple hours, but her brother never showed. After it was pretty late she said she needed to go to bed, so I asked her to let her brother know I came by, then I left.

As I walked out the front door, it dawned on me she was probably on her way to her room to change clothes for bed or a shower. Her bedroom was the middle window in the back yard, and since no one was home I decided to climb a side gate (where it met a wall so I could be quiet) into the back yard to try to sneak a peek. It was very dark out back.

I had known her for years and had often seen her in cute outfits or a bikini, but had never so much as seen a nip slip before.

The backyard was enclose with 6 foot walls and the neighborhood was all single story, so not much reason to be extra careful with the blinds. As I approached the window I burned with anticipation. I could see the blinds were not completely closed and were pointed down toward me. So from a crouched position I could look up into her room. I could feel my heart thumping in my chest. The angle was such that I could see her head and shoulders when she was near her closet across the room from the window, but I could see almost down to her hips when she was close to the window. Also, when she was visible through the space between the blinds and the side of the windows, I could stand up and see her from head nearly to toe.

At first I, was moving around a lot trying to identify the best viewing positions so I wouldn't miss anything if she swiftly changed clothes. After a few minutes, she seemed to be taking out or putting away clothes or pehaps removing her shorts (she was reaching down near her dresser and bed, and I couldn't see that low). My adenelin was starting to race. My best friend's sister might be nude a few feet away from me momentarily.

Finally, with her back to the window, but at a slight angle from where I was, she took off her shirt, then her bra. Because it was a rear, side view, I was disappointed to not really be able to see her nipples. But I was surprised how her breasts really pointed out to the sides when they were released from her bra. So much so, that I might have gotten a glimpse of side nipple. Still have never seen breasts like that before or since.

As she quickly put on a night shirt, I heard a car door slam out front! A moment later some exterior lights on the house came on! I was like Oh fuck... In a flash I was dreading her looking out the window to see me (a bit unlikely because of the blinds) or my friend or his parents stepping into one of the rooms with open blinds to the back yard and seeing me, or one of them walking around to the back yard for some reason!

I bolted over the side wall into a neighbors back yard and ran full speed toward their wall to their front yard. They were a corner house so this would get me onto a different street, with a straight shot home... but as I'm running through their very dark back yard, compared to my recently illuminated friend's, I feel this horrible pulling then tearing across my face, neck and chest! What the...! As much as it hurt, it didn't slow me down (probably because I wasn't expecting it).

When I had jumped the front wall and was heading down the street to my house, I realized the other neighbor had something like a babmitten net in the back yard that I had run right through. I still remember the feeling of the wires snapping over my face. I had marks and slight cuts from where the net stretched then the fibors snapped across my face.

The nest morning, some of the sc****s were still visible on my face and my parents asked about them. I just said I must have somehow scratched against something I couldn't see in the dark. Sounded stupid, but had the advantage of being true.

Almost, but not busted.