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Newspaper boys sometimes get "tips" that are more valuable than money...

Posted by: SoloTouchArchive Author: Tom49 Posted on: 13 Dec 2003 1 comments
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Peeping Tom...During my early high school days, I had a schedule that had me starting school at 10am and ending classes at 3:30pm. I had an early morning paper route that had me out of the house at 4:30am and back about 7am. Then I would nap for an hour or two and then walk the two blocks to school. My paper route afforded me several great masturbatory adventures that today would probably land me in jail! I became an acomplished "peeping Tom" at three different locations along my route. Many of my 300 papers were delivered to the rear doors of houses and apartment buildings by pushing my paper cart through the alleys that ran behind the homes. Since my delivery route had me throwing papers from about 5:15am until 6:45am it was always dark and the alleys were not lit. Some of the drops required me to enter the backyard and do a walkup of the rear outdoor staircase; others only required me to toss the paper close to the door or entryway.The first masturbation "post" that I found was discovered purely by accident [but, then led me to try to "discover" other windows of opportunity!]. I had tossed a paper toward a basement apartment stairwell and it skidded across the railing and landed in a narrow space between two adjacent apartment buildings. When I walked around the stairwell to retrieve the paper I could see light coming from a window in my customer's basement apartment. Curious, I quietly walked the few steps toward the low window that had a "light well" around it and knelt down to peer inside. Mecca! There seated on the edge of a double bed was my customer, Mrs. Miller, in her bra and panties. She was about 30ish, short brown hair, and average in height and weight. She was married and lived with her husband in the small basement flat. I knew Mrs. Miller because she had given me a $5 tip at Christmas when most of my customers gave $1 or nothing at all. I was always careful to insure that the Miller's paper was down the stairs next to their door. I quickly moved back toward the stairwell and tossed the paper down by the door and then crept back to the window. She was still seated on the bed wearing a white bra and white panties. Jack-off time. I undid my fly and popped my hardened dick into the cool morning breeze and knelt down pounding my pecker as Mrs. Miller rolled on her nylons and then hooked a garter belt around her waist and attached the tops of the nylons into the garter snaps. Splash three jolts of cum down the old window well! I didn't see Mr. Miller that morning, but during many months of window peering, I was able to add gallons more of my jism to that window well as I was able to watch the full gamut of tits and ass, actual fucking and even an occasional blowjob. Thank goodness the Millers always left the bathroom light on and liked fucking in the morning. I actually revised my route so that I could get to their window between 5am to 5:15am so that I could watch as Mrs. Miller strapped her giant tits into their harness! My favorite "show" was during one of the three blowjobs that I saw. Mrs. Miller was already dressed in a blouse and a skirt and Mr. Miller walked in from the bathroom, naked with a raging hard-on. He definitely wanted sex but she was evidently not going to get undressed so she carefully unzipped her skirt, stepped out of it and folded it over the back of an arm chair next to the dresser. Now, dressed in her blouse, a half slip, black pumps and dark nylons she opened the top dresser drawer and took out a folded handkerchief. She moved toward the bed, and kneeled down next to where Mr. Miller was lying spread-eagle and naked on top of the bedspread. She pulled her slip up around her waist so her panty-covered ass was facing the window. She then proceeded to give him, in short order, a two minute hand and blowjob. When he shot his load, my pumping fist guided my shooting cum onto the window glass as she sucked Mr. Miller's entire load into her mouth. I don't think she lost a drop. Then, she reached for the handkerchief she had placed on the bed and spit the mouthful of cum into the hanky. She definitely sucked dick, but she didn't swallow! My load that morning was immense and it portended a future fact, that for me, the better the visual, the bigger the load! The second jack-off window that I discovered was not as "busy" as the Miller apartment, but did offer a few opportunities for me to deposit a good load of cum onto another brick wall! This house was not one of my customers, but was next to an apartment building that had a three-story walkup stairway in the back. From the top floor I was able to look across about ten feet into the bathroom window of the house next door and on several occasions I saw an older [probably 50 years old!] woman peeing and on one occasion getting out of her bathtub. Because of the angle, I was only able to see her tits and never saw her pussy. Since the window had frosted glass, I only could see in during the summer when it was hot enough for her to leave the window open.The final "window" was one of my customers and I was only able to catch the "show" on a single occasion. It was a ground floor apartment and there were two sisters, probably about 10 and 13 years old who lived there with their parents. This one time happened on a morning in early spring when the window in the side gangway was open and the girls were dressing for school. It was toward the end of my route and it was beginning to get light so my peeping was very limited, but I was able to see them both get naked out of their pajamas and dress into their Catholic school uniforms. No boobs or pubic hair on the younger girl, but my dick shot a ton of cum into the bushes as I watched the older girl brush her brown pubs with the same brush that she later brushed her hair with. Just before I shot my load, I watched her strap her budding breasts into a new pink training bra. Cum-city that morning! Though I checked on a daily basis, I never saw that window open or a light on in that room again.My final memories of my early high school days involved me, myself, and I! Often, I would come home from my paper route and, having the entire house to myself, I would set up a typical masturbation session. I had a few nudist magazines, a well-turned paperback novel called "Sin Hotel", two French cards and lots of "visual memories" to use as jacking stimulus. After watching my first blowjob ala Mr. and Mrs. Miller, I improvised and used my mother's Hoover vacuum cleaner as a sucking mouth. My dick was still small enough to fit into the hose attachment [with a heavy glob of Vaseline for lubricant!] and the sucking and vibration of the air moving around my skinny boner caused many orgasms to shoot into that slimy tube. I had clean-up down to a science and would push a damp washcloth through the hose extension attachment with the toilet plunger handle and then carefully replace the hose, attachments and vacuum cleaner back into the utility closet. Never got caught with my personal sucking machine, but worried that I would!