24/03/2023
When I was living in one of my college apartments downtown I used to do something naughty.
I was a few floors up and there was an office building directly across from me. Only one floor was tall enough to see onto my balcony, and that floor was a physical therapy office (at least I think).
Every night, there was one guy that stayed later than everyone else. He seemed to be in his late 40s or early 50s and I've always had a thing for older guys. He'd spend an hour or so cleaning up or sitting on his phone.
At that point I would've been 21 or 22 at the time. I was reeeeally horny back then (still am). I was also just eager to explore.
One day, I was just sitting on the balcony scrolling through social media. I can't remember if I saw a hot guy that turned me on or what, but I started getting really horny.
I'm wearing some really loose shorts and a sweatshirt and I started lightly rubbing my clit with my hands inside the sweatshirt pouch.
As I was getting more and more turned on, I started staring at the guy in the office across the way. My exhibitionist side came out I guess, because soon enough I had taken my hands out and was using one to hold my shorts off to the side while my exposed pussy was getting a few fingers sliding inside.
It was so hot that he was right there. Until he looked directly at me. I freaked out a bit, closed my legs, and tried to act like nothing happened.
But he smiled and gave me a thumbs up. That's all the permission I really needed. It was so taboo to my young self. I pulled my shorts off to the side again and went to town.
My legs started shaking, my mouth is wide open, and this guy and I are making consistent eye contact. I wished so badly that he would've pulled his dick out, but I guess that's a little much to ask of someone who probably has cameras pointed at them in their office.
I came and then got pretty embarrassed and went inside. I smiled at the guy first though.
It happened a few more times after that. The most memorable was when I brought a dildo out with me. I had a little glass coffee table out there so I stuck it on that, took all of my clothes off, and he got to watch me hop up and down on my dildo while facing him.
He would watch intently the entire time and I loved every second of it.
One of my hottest memories.