By Max Swan.
However, one day it all changed when I made a mistake and flashed her at Twilight once. The error was I had a light on in a room behind me, which meant my window had become transparent instead of one-way only. She suddenly stopped and looked into my window from the driveway. I froze, thinking that maybe she could see my shadow or outline, but to my surprise, she turned and walked straight up to my window and put her face against it. She began looking inside, straight at me.
Now I know I’m a pervert, but I don’t like directly involving people who live so close to me like this because if she goes to the cops, my local reputation will wither and die. I never flash anyone in my hometown, preferring to go down to the big city or other places to do it. I’m not stupid, after all. Therefore, this kind of safe flashing is a harmless diversion for me. However, Jane stood looking in my window at my fat body and small dick—so much for safe flashing.
I stood there, unsure what to do, so I did what I usually do. I started jerking off for Jane. To my amazement, she just stood there watching me until I blew a huge load, then she just walked back to her unit. She never said a word the whole time, just watching me as I did my little thing. It was intense, to say the least. After she had gone back to her unit, panic began to settle in. What if she calls the cops, I thought. After calming myself down, I knew I had a good story if the police did come. Jane was the one peeping in my window, so in effect, the crime committed here was by her.
Despite this realization, I spent a nervous few weeks wondering if the cops would come knocking on my door. Thankfully, they didn’t, and for about three weeks, I noticed Jane stayed clear of my window each time she went to collect her mail. In fact, I got the distinct impression she was purposely ignoring my window as she walked by.
After this, I began to notice another change. Jane started to move close to my window again. She was definitely trying to look inside. However, as I said, you cannot see through them in the daytime. I can’t tell you how thrilling it is to flash your dick at someone staring in your direction but cannot see you. I could never be one of those trench coat flashers scaring little girls and vulnerable women. As strange as it sounds, I don’t want my victims to see me directly. I only want them to see me out of the corner of their eye.
When they turn to look, the offending small dick is usually tucked away, and I act innocent as the day I was born. I find this narrow escape is what thrills me the most. Typically, the idea of being an overt flasher scares me. Maybe I’m a coward for it. That’s not my call. Although Jane’s behavior now indicated she wanted to see my dick again. Therefore, after a while, I thought giving her what she wanted was better.
Therefore, the next time I noticed her going to her mailbox, she passed near my window and paused momentarily to look at it. It was daytime, so that she couldn’t see inside. This time I had a plan, though, and I ran out to my carport, waiting for her to walk past on the trip back to her unit. I was nervous because this was out there, and I couldn’t call Jane a peeping tom for seeing me jerk off through my window this time. This time she could accuse me of flashing. She stopped, turned, and looked at my small dick and me as she walked past.
“I wondered how long it would take you to do it again,” she said calmly, staring at my dick.
I began stroking it for her. “You don’t seem to mind; otherwise, I would’ve thought the cops would be here by now.”
“I thought about it, calling the cops. You probably deserve it. But then I thought, it’s not like that tiny dick could harm anyone, right?” Jane shrugged. “Besides, how long have you been flashing me behind your window anyway?”
I smiled wickedly at her. “Ever since you moved in, Jane.”
Her eyes bulge a bit. “You’re a dirty old man, aren’t you?”
I shrugged. “Yet here you stand, watching me. Whose really the dirty one?” I tease her.
Jane smiled. “I just never saw one so small, not on a grown man anyway. It must get you down; no one would fuck you because of it. So I guess I feel kinda sorry for you,” Jane said, still watching me jerk off.
“So this is what this is then, an act of pity?”
Jane didn’t answer. She just kept watching until I blew. I came hard, and cum spurted out of the end of my dick like a fire hose. After I had milked the last drop out, she turned without a word and walked away.
About five days later, I was home when I spotted her going for her mail again. I was back in my carport, stroking my dick as she passed. Still, she stopped and watched me. This time we said nothing as I stroked until I blew a load. She walked off in silence afterward. This went on for about three months. Whenever our paths crossed (i.e., I was home on the weekday), I would go to my carport, and she would watch me jerk off. She never took her eyes off my dick and never looked me in the eyes until after I had ejaculated. Then she would nod and go back to her home.
I asked her a few questions after our ritual commenced on one wet and wintry day. I stood there jerking my small dick; she was close as she stood inside the carport due to the rain outside.
“Jane, what’s going on here?” I ask her.
She didn’t take her eyes off my dick. “I’m giving you your fix,” Jane said with a sneer.
“My fix? Why don’t you stop lying to yourself. I watched you yesterday; you checked your mail five times. So who’s getting their fix, really?”
Jane finally took her eyes off my dick and looked at me. “I like it. Is that a bad thing?”
“Nope, but we can like it even better inside, can’t we?”
The woman hesitated and thought before answering. “No, I don’t want that. However, I want to be able to watch it. Can you live with that?”
I shrugged. “I guess so if that is what you want.”
Since then, it’s become a ritual if I’m home when the mail arrives. Jane still likes to watch me jerk off, and who am I to argue with that.
*This story has been edited to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story was submitted directly to this website. Thank you so much for sharing your story with us.