Shortly before I decided to put myself out there again, there was an . . . incident, with my neighbor’s son. He is only a year or two older than my daughter. I didn’t know much about him, other than his name, “Sam,” and that he was pretty shy. Whenever I said hi to him outside, although he would respond, it was difficult for him to maintain eye contact.
It was the end of the day. I walked into my bedroom, took my towel and went to the bathroom where I drew a bath. I didn’t notice my bathroom blinds were up until after I had already removed my pants and panties, revealing my bush and ass.
As I unbuttoned my blouse, I noticed that the blinds were up and that my old ass was essentially hanging the wind. I panicked and reached to close them but stopped when I noticed movement out of my neighbors window. Sam’s bedroom window was located across from my bathroom. I’m not sure how I hadnt noticed that previously, but there he was now in his room, on his bed, with his penis in his hand.
Our houses didn’t have a lot of space between them and I could make out what he was doing quite well. He was masturbating.
I gasped as I realized what was happening, Sam holding his cock, stroking slowly, as he watched something on his phone. I’m sure it was porn.
I’m not proud of it. But you have to understand, that I hadn’t even seen a cock in person since my husband’s death months earlier. As I watched Sam’s cock harden, I reached between my legs, spreading them just enough to get good access to my clit. My fingers wandered, getting lost in my folds.
I’m ashamed to admit that I closed my eyes and imagined my barely legal neighbor’s cock buried deep within my pussy. I opened my eyes to see Sam adding friction to his stroking, and I needed something more than my fingers. I quickly grabbed my bright hot pink dildo and eased it into my pussy as fast as I can, and quickly build up the speed of my thrusts, moaning with each new entrance into my vagina.
The faster he stoked, the faster my 9 inch dildo entered my body. I know it’s crazy, but the faster my arm moved in sync with him, the more connected I felt with him. As if he was the one fucking me now, his cock buried in his neighbor’s pussy.
As I drew closer to my orgasm, I witnessed Sam’s body suddenly jerk as cum started to spew from his cock. God, what a sight! It was shooting clear into the air.
Seeing that made my legs wobble, my toes curl, and my eyes screw shut. I came so freaking hard on that hot pink silicone cock, imagining Sam cumming on me instead of on himself.
As I came down from my climax, my gaze did as well, leveling back on Sam’s window. Only, Sam was no longer on his bed, Sam was looking back at me.
I felt my eyes bulge out of my head, as I realized I was caught. I ducked away from the window, which was awkward with a toy still in it. I went to my bed and silently screamed into a pillow. I could only hope that Sam didn’t really know what he was looking at or didn’t see everything.
I’m lucky. Nothing ever came of this, yet even until now, I wonder exactly what he saw.
Source: reddit.com/r/gonewildstories/comments/o8qnxb/f_spying_on_my_f40_neighbor
I mean, can you imagine him trying to explain this to anyone? “So I was jerking off and I looked up and through my window I saw my hot older neighbor masturbating.” There’s no world in which *he* doesn’t come off sounding like the creep. ? I had to re-read what you wrote because I thought for sure that he was masturbating because he had noticed your blinds were up!
In any event, I don’t think there’s anything wrong with enjoying a view through a window like that. You didn’t climb a tree outside his house to peep through his window, you were in your bathroom looking out the window that has always been there. If he didn’t close his blinds before masturbating, I would hazard a guess that he liked the idea of you seeing him.
Congratulations, you have now permanently shaped that young man’s fantasies and taste in women for the next, like… 40 years at least.