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Old lady next door
I used to masturbate thinking about the old lady that lived next door.
She was a stern looking woman. But when she smiled, she seemed sweet. Very proper. Slim built. Good posture.
She lived alone. Usually had her curtains closed. Her bedroom was across from mine. Only a thin path of grass and some shrubs separated us.
I always wondered what she did inside all day.
I could see her silhouette through her bedroom curtains.
I imagined that she would love the company of a young boy like me. Inviting me inside her home after mowing her lawn. Teaching me how to be a great lover.
I left the evidence of my handy work on my bedroom carpet.
What evidence did you leave behind
Hot, not next door, but I used to fish a secluded pond in our town. A single retired older woman had bought the house at the roads end. I knocked on her door to ask if I could park beside her house to launch my canoe. She met me at the door in a night gown, very busty, nice slim figure, short hair, no bra, and said “Of course”. She added, “Let me know how you do fishing”.
I slid in and fished for a three hours making sure to pass behind her home a few times. On my second pass by I noticed she was on her back deck sunning in shorts and a tee. On the third pass I noticed she had removed her shorts and was playing with her beautiful shaved pussy. I pulled up my left shorts leg and let my 8” cock hang out. I fished for another hour and pulled my canoe out and packed up. I walked to the front door and she greeted me on the steps. I reported that fishing was good. She invited me in for a coffee so I gladly accepted. She led me to the back deck and poured my coffee. We chatted for a while before she reveled that she couldn’t help notice my manhood on my last pass by her home. I smiled and replied “Oh that”, and “I too couldn’t help but notice your beauty”. She smiled and asked me to join her inside. As we went inside she explained that it was lonely out here and she would love the company and if I would like, ”I’ll finish what I started”. In less than a minute she was naked on the sofa laying back spread eagle and staring a me. I removed my shorts and shirt and gave her a better view. She said “please move that chair over here, sit and masturbate for me”. I did and she laid back and pumped her fingers into her cunt and talking dirty. Within 5 minutes she had two orgasms and told me to cum on her. In another two minutes I stood in front of her pounding my cock as hard as ever and unloaded my spunk all over her tits, belly, and cunt. The best orgasm I ever had. There’s a lot more to the story since we fucked most of the afternoon. I love to masturbate with older women.
Ahhh, that brings back memories from when I was young. As a teen, the bedroom my sibling and I shared was adjacent to the back porch of my elderly neighbors.
I slept on the top bunk and my brother slept on the bottom. And in the hot summers, the window and curtains would be open, to allow for a breeze at night.
One esrly morning, my neighbor Betty was sitting at her porch swing drinking a cup of morning coffee. For what ever reason, I begain to maturbate. Being a teen, I'd get hard at the drop of a hat.
At first, Betty didn't see anything, but I let out a small cough that caught her attention. She looked in my direction. I could see her face between a small gap between the curtain and window frame.
To my surprise, she never got up, didn't get upset but instead watched as I hugged at my penis, waving it around at time and stroking it, until I had an orgasim that shot in the air. Landing on my stomach and chest.
Almost every morning that summer, Betty would watch me masturbating and never said a word about. I think its where I begain my enjoyment of exhibitionism.
I have MANY memories of older ladies pleasing me in college. They absolutely made me into the lover that I am today.
Slow and patient (I try to be) and always please a woman first.
My neighbor lady used to frequent our house and chat with Mom and others at any awkward time. That day there was no one at Home except me. Sitting in the drawing room I was jerking and was just about to cum and this neighbor Aunt (she is too gorgeous and booby and have big butts on whom I had always googled and jerked at times)peeped through the front doorside window which had no curtain. I had to simply cover my hard penis (with the sofa cushion over my lap) which was half way in cumming and pumping out the rest bit of cum. While my penis was throbbing with the after effect of cum and my body crumbling to the climax she asked where is Mom and her face had a surprise expression showing that she saw me stroking and cumming and trying to look beyond the cushion. I without standing up, slightly blushing and stuck to my sofa told her with a cracking sound that no one is at home except me. I think she was excited or just feeling embarrassed, but left quickly. When she left I went to my room and had another jerking thinking of my booby big ass neighbor lady.
At night leave your room with little light, open a part of the window curtain and undress or masturbate. Watch whether the curtain of her window shuffles. You might get something to start with!!
"Watched her hands of leather turned to velvet"... You'll never know until you try!