Billy was a senior in high school, 17 years old. But he didn’t live the life that his school mates did. Billy was raised in a female led household. There was no father in the household. He lived with his Mother, Alice and his two younger sisters, Becky who was 15, and Kathy who was 13.
There were some rules that existed in the house that were set by his Mother. Billy was never allowed to wear any clothing in the house. He had to do whatever his two Sisters said (although, he could complain to his Mother, if he thought his sisters were being unfair). But, if his Mother sided with the sisters, which She almost always did, then the punishment on Billy would be even worse. So, he didn’t complain unless he was very sure that his Mother would agree with him.
It was a dark night and I could clearly see into her window. The
curtains were open and a lamp on the table was on. The humidity was
thick and sweat dripped from my brow. I was hunched behind a bush
hoping no one could see me. I was wearing dark shorts and a dark
t-shirt. Even my sneakers were black. It was too hot for pants and
given my plans shorts were much more practical.
I heard a mosquito buzzing in my ear. I didn’t bother me. I’d been
bitten multiple times tonight and didn’t care. I could smell fresh
mulch at my feet. Her gardens must have been recently tended to. The
shrubs were trimmed and I was able to neatly fit between them. Up
close against the house my face was inches from the window screen. She
must not have had aircondtioning or liked the fresh air since her
window was open.
A young man discovers the pleasure of being watched while masturbating.
Though hardly endowed with a mighty horsecock, I’m hung a bit heavier than the average guy; so I never feel ashamed of showing my off my dick to anyone interested in seeing it. And, of course, I share with many men the love of being watched and urged on by an aroused on-looker when I jack off.
I was about 19 when I discovered that there is something terribly exciting about being spied upon–of course, I was not excited, but terribly embarrassed the first time this happened to me. After my sophomore year in college, my college roommate, George, and I went to France and Italy on a private tour arranged by a Frenchmen, who taught French literature at the university.
The professor, three co-eds, Mary, Kathy, and Tina, and, of course, George and me. And the six of us and our luggage somehow managed to fit fairly comfortably into the professor’s new 4-door Chevrolet. Since we were trying to travel on the cheap, at hotels in the countryside, we usually rented two double rooms (with enough bed space in each for three persons)–one with bath for the girls, the other, usually without bath, for the men. The trip was a lot of fun–about three weeks in Paris, followed by extensive travel in France and Italy; but, of course, the camaraderie meant that one had virtually no privacy. For a seasoned and addicted masturbator like me, this meant that hard-ons soon became a hardship. George and I shared a bed every night that summer, but since we were anything but J/O buddies, I was usually reduced to keeping my nuts drained by resorting to quickie jack-offs in the toilet. Continue reading →
Most people, especially today. find they have a need for down time. To me masturbation is a part of that personal down time. If possible, when I’m in the house alone, I will undress and just enjoy walking around the house nude. I’ll usually put on some acoustical music and close my eyes and imagine how my orgasm will be. I decide how I will make love to myself.
Usually I’ll become erect thinking about what I want to do to myself. Once I’m erect I’ll open my eyes and look at my penis but not touch it. By not touching myself right away, I soon find the strong urge to do so. Eventually I’ll find the urge too strong and began to pull the foreskin up and down, but doing so quite slowly. Once the sexual tingle begins, I try different ways of touching myself. If I become aroused quickly, I will try to just slightly rub the back of my penis with just my index finger. This usually just teases me and holds my arousal at a certain point which causes my sexual instinct to apply more friction, which I fight not to do. Continue reading →
older neighbor lady helps teenager. from jackaubrey1, 2005
I was educated in things sexual by an older woman named Mrs. Potter. She was a customer on my paper route. I would collect for the paper once a month and Mrs. Potter would always answer the door in her robe and slippers. Over the months we became friends and I couldn’t help looking down her robe when she bent to pick something up.
One afternoon we were sitting on her sofa talking while she was writing her check. She pointed to a Playboy magazine on the coffee table and asked if I read magazines like that. I said that I LOVED magazines like that. She then offered me a box of Playboys her ex- husband had left in her basement. I thought for a second – there were several months of pleasant masturbating ahead of me if I could get that box home but I just couldn’t figure out how to hide it. Since my friend Mrs. Potter and I were now the best of buddies, I told her EXACTLY that. She smiled and said, “Well you can read them here, if you want.”
I opened the one on the coffee table and looked at the foldout. Mrs. Potter and I then discussed the merits of her body. She then looked at me and said, “Does she give you a hard-on?” I had no idea where this was going but I did indeed have a full, stiff erection. When I hesitated, she said, ” Come on Jack, I’ve seen you looking down my front. You’re big for your age. I bet you have a huge cock.” Well, I was big for my age. I was just establishing myself as a pretty good high school football player. And although I had only shower room reasons to think so, I did have a good size unit and I was proud of it.
I felt my penis stir at the site of this 60-year-old, sexy, blonde woman. But I also felt a dread that appears whenever we cross paths. You see, I have a complicated personal relationship with this woman who I’ve been acquainted with for nearly 23 years. At times she’s been a friend, an acquaintance, an employee, a co-worker, a buddy, an adversary in a lawsuit, a stalker, and someone I avoid. Over most of the year’s I’ve known her, Cammie has also been one of my foremost masturbation muses. I would think about her cute smile, pretty blue eyes, sexy legs, nice ass, sexy feet, her breasts, her back, her voice. I have often moaned her name as I reach masturbatory orgasm.
Office worker caught surfing porn and forced to masturbate for female boss and co-workers.
I share an office with two delightful ladies. We had been working together for a couple of months and got on fine. Wendy is about 35 with beautifully groomed long dark hair and dresses immaculately and very tastefully. Her figure is curvy and well-proportioned and I often find myself glancing at her bosom when she is wearing a tight blouse or low-cut top. Jenny is a good bit younger, probably only about 22. She’s shorter than Wendy and very bubbly, with bobbed blonde hair. She usually wears mini-skirts and up-to-the minute fashions. Her breasts are a lot smaller than Wendy’s, but perfectly shaped – you can tell because she never wears a bra! Our supervisor is also a woman, Belinda, who has an adjoining private office. She is very ambitious and authoritative. She power dresses, usually in a dark suit, with a tightly-fitting skirt reaching to her knees, which shows off her magnificent bottom to perfection. She has shoulder-length auburn hair, but is always tied back. I found all three very attractive and they all very quickly featured in my regular masturbation activity. Of course, they had no idea about this and I often felt embarrassed when I saw them some mornings, as if they might guess what I’d been up to the night before.
A major shift in my masturbatorial attitude toward Cammie seemed to take place on Thanksgiving morning in 2016. I was walking the beach near my house when I approached this woman looking for seashells. It was a cool day, and we had on jackets. I could see a nice, mature female ass as I came near. As I got closer, the woman looked up at me. It was Cammie!
The reality of sex on the web these days is solitary masturbation, huge numbers of us cyber-voyeurs staring at a small number of people having real sex as we stimulate ourselves. I see too little of this portrayed in porn on-line, I would love to see a few masturbators enjoying what I enjoy.
Anyway, there were no ejaculations for billy or johnny that week, and the day of the birthday party was upon them. Billy had been quite anxious about the party. He did not know who was going to be there from school, did not know if he could wear clothes, did not know if they were going to make johnny and him play with each other in front of everyone…he was excited but nervous.
The two Moms had been meeting regularly since their daughters had started hanging around with each other. Chrissy and johnnys’ Mom name is Lisa, and of course billy’s Mom name is Alice.
Alice had been telling Lisa about the events of last the previous Saturday when johnny and billy had their play date.
“Oh geezus, johnny must have been beside himself when he realized that Chrissy was going to jerk him off…he has been lusting after his little Sister for a few years now. Always going through Her panties and personal things. I have caught him wearing Chrissy’s panties more than once”, Lisa told Alice.
“Oh yes, he seemed like a real little pervert when he stayed with us. And him and billy got along so well. I even overheard them telling each other how much they liked each other and then falling into a deep french kiss, while holding each others’ peenies”, Alice exclaimed.