Fun thread. Thought I’d add to it.
In my early 20s I had worked my way up to being a sous chef at a chain restaurant. I developed a flirtatious relationship with the bar manager who was 30. She was half Japanese, petite but with big boobs and a round ass. We never had sex but did make out with hands all over each other a few times after nights out. And she sucked my cock once. We would have had sex for sure but she was on her period that night.
About a week after that she said we needed to talk. She was getting back with an ex and we had to end our shenanigans. I was bummed but oh well. I agreed. But the flirting didn’t stop. It evolved into lots of discussion when we were alone in the office together. We’d often take our breaks together. Sit at the computers and pretend to be working but we’d be talking about sex. What positions we liked. Previous partners. Etc.
One evening, and I don’t recall how it came up, but she mentioned she never wears underwear unless she’s wearing a short dress or skirt. I was intrigued and she explained she just didn’t see the point. She continued something like…
“And the thing is right after I’ve shaved, I’m really sensitive, so like the seam of my jeans will press into my clit and make me really horny.”
“Oh yeah? Is that happening now”
“Yes. That’s why I mention it. Like the way I’m sitting I could probably just gently move my hips and get myself off.”
She was looking into my eyes as she said this.
“I mean… don’t let me stop you.”
It took some goading but eventually she was fidgeting in her chair. Moving her hips back and forth. She kept her gaze at me and started to breathe sort of heavy. Then heavier. Then she began to climax. Her eyes squinted almost shut and her body trembled. She squirmed for a good ten seconds and finally came to a stop. Her cheeks were flush and somehow her hair had gotten a little messed and she looked hotter than any woman I’d ever seen.
“I can’t believe I just did that.”
“That was so fucking hot”
“God I want to fuck you.”
I’ll never forget those exact words. Unfortunately it was never to be. But I did get a kick at a few nights out when her boyfriend tagged along with our coworkers knowing she had put that show on for me. I’d give her a knowing glance and she’d widen eyes as if to say “you better never let on what happened”.
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