This was years ago but still fun. Before I moved on to my current career, I was a cubicle jockey working an administrative job for our local government. Due to the nature of what we did, we had a lot of people in and out, and a fair number of contract employees who had to make the rounds to various offices for their company.
One of these employees was named “Brenda”. She wasn’t too conventionally attractive, but she was always subtly flirty with me, and finally she made her interest clear. We exchanged numbers and she asked if we could meet up for a drink that night.
She arrived at my house and I think bee both felt the tension between us. I’d done some social media digging and had found a few semi revealing pictures of her, and that she had gotten divorced, so I figured that I’d shoot my shot and either it would work or it’d be a massacre for me. Upon her arriving I gave her a very sensual kiss, which she returned and said that she had been waiting for that from me for a while.
We drove to a bar a friend of mine worked at, but it seemed like we were just killing time. After our 2nd drink she proposed we go back to my house. We reached the threshold of my front door and were all over each other. We both led each other to my bedroom where she started stripping down, and her body looked even better in person than the pictures. She wasn’t fat, definitely curvy, but had everything where it should be. I opened her legs and proceeded to lick her through her thing underwear, feeling her get wetter. She repositioned herself with her head hanging off the edge of my bed and let me face fuck her in that position while she grabbed her tits and moaned in pleasure.
Not long after I was inside her, pounding away feeling her get tighter each time, realizing she was holding in an orgasm. We switched positions several times and during one, I decided to try something. She seemed like the wild type, so I produced a pair of handcuffs and asked if she would mind. She seemed very enthusiastic, so I handcuffed her to my headboard, both hands above her head and redoubled my previous efforts. She couldn’t control her orgasm now and I not only heard it, but felt it too, helping her draw it out by rubbing her clit while I fucked her. She looked at me helplessly with her hands bound telling me how badly she wanted to do things, and her frustration made her cum even harder due to her not having any control.
Pretty soon I was ready to finish and decided that on her tits and face was the perfect place. So I unloaded across her tits with some splashing up onto her chin and neck. I let us both savor the moment before I released her from the handcuffs, and she told me that not being able to have any control was so hot and made her cum extremely hard.
We kept up our fling/affair for a while, she explained to me that she was usually the dominant one and enjoyed me being the dominant one in our flings, because most men she met were intimidated by her. We kind of drifted apart, but I would still run into her periodically, though not as much as before.
Source: reddit.com/r/gonewildstories/comments/qca4za/my_fling_with_a_frequent_visitor_to_my_office