There was a lot coming at me during my first day at my new job. A friend had told me about the open management position for which he thought I was well-suited, and the hiring committee agreed. There was a lot to learn, but I knew quickly that I would do well. Honestly, the thing on my mind the most as I went home after that first day was the hot executive that I was told I'd be collaborating with a lot once I grew more comfortable in my role. I didn't formally meet her my first day, but plenty of my new coworkers, the males, especially, mentioned her to me in our conversations. That first day there was nothing too specific about her -- only that she was one of the high-ranking managers in the company and that my role would be closely tied with hers. Beside those facts, all I knew at the end of the first day was her name was Jessie and that she was gorgeous.
I pegged Jessie to be in her early 30s, same range as I. She stood about 5'5", I think, but it was hard to tell because she was wearing high heels, which looked great on her, by the way. The rest of her outfit, come to think of it, was very stylish too, with a short and tight but professional skirt with an equally tight but still appropriate top. The clothes showed off her perky breasts and round ass. She had short, dark brown hair that made it just short of her shoulders and deep brown eyes. Her best feature might have been her mouth, with perfect lips and a pretty smile that I caught a glimpse of a couple times.
I couldn't help but hope that, if I were going to be spending so much time with her, I'd get close to her and maybe date her. It seemed a tall order, given her status, beauty and apparent popularity, but I thought I could manage it. My mind changed, however, the very next day when I officially met her. When she shook my hand, I noticed a wedding ring on her other finger. I wasn't about to move in on a girl who was married, so those fantasies quickly dispelled . . . for the most part. She was really hot, so it was hard not to think about having sex with her.
What made it more frustrating was that first day we met made it very apparent there was chemistry between us. We were going to have a lot of fun working together. I could even see myself being friends with her outside of work, if her husband didn't mind.
That frustration didn't last long either, though. It wasn't long until some of the other guys told me Jessie's deal: she was a hotwife. I had actually noticed that she wore an anklet to work every day but hadn't thought much about it. Beside its being a sexy look in my opinion, I figured most women didn't know that it symbolized a married woman who slept with other guys.
Naturally, I pressed with more questions and learned, at least according to these guys, that Jessie's husband got off on other guys' fucking his wife and that he freed her to do so once a month. A few of the guys at work told me they had actually gotten to be the lucky guy once or twice. It was no wonder Jessie dressed like such a tease and why the men in the office talked about her all the time. It's a wonder she was still taken seriously as a professional. It goes to show you how good she was at her job and how otherwise professional she was at work.
It was exciting news to hear. I was confident I'd get to sleep with her eventually, given our close working relationship and undeniable chemistry. She was so damn hot that I couldn't imagine having sex wit her would be anything but a mind-blowing experience. My male colleagues agreed that it was inevitable. They also told me to wait until she tells me about her annual Halloween office party. I tried to get more information out of them, but they said Jessie would have to be the one to tell me about it. Apparently she had thrown a Halloween party the past few years, invited some of the guys from the office and, from what I gathered, it got a little wild. I wondered if she took her clothes off or something like that.
Anyway, suffice it all to say that as Jessie and I continued to work on projects, about three months into the job it was my turn for Jessie's monthly blessing from her husband. It was near the end of the day on a Wednesday where Jessie and I were going over some data for this quarterly report we were finalizing when Jessie asked me, "Have you noticed that I wear an anklet to work every day?"
"I have," I said, not sure of what else to say. "It's a cute look. I like it."
"Do you know what it means?" she asked.
I really didn't know what to say, so I just said, "I figured you wear it just because it looks cute."
"OK," she replied, "but do you know what some women wear it for?"
I felt pretty confident she was going for the answer I was thinking, so I said it, "Doesn't it mean a wife whose husband lets her sleep with other men?"
A seductive grin spread on Jessie's face and she said, "I get one night a month, and tomorrow is that night." I waited for her to say something else. I was too excited and nervous to speak. I was also getting turned on. She just looked at me with those pretty eyes, that sexy mouth grinning at me, making it obvious what she was indirectly communicating.
"If you're asking me to take you on a date tomorrow night," I finally said, "then just let me know what time you're free -- as long as your husband's OK with it."
Jessie laughed. "My husband is more than OK with it as long as we film it." Nothing prepared me for that statement.
"Film what?" I choked.
"Oh please," Jessie said, "now it's getting annoying. We're adults."
"Sorry," I said. "So how about I pick you up at 7? Do I need a camera?"
"Seven is perfect," Jessie said. "I'll text you my address. And my husband has a camera, of course, so I'll bring that. I assume we can do it at your place?"
"Absolutely," I answered quickly. Then I added, "By 'it,' you mean film us having sex, right?"
Jessie only grinned from ear to ear, stood up and said, "See you at 7 pm tomorrow." She grabbed her coat and pulled out her phone as she walked to door.
"Well, I'll see you at work," I said.
She started typing on her phone and responded, "No, I'll be taking the day off so I can be on top of my game tomorrow night. You won't be disappointed." My heart started pounding. "There," she said. "I just sent you my address." Then she walked out the door, leaving me alone at my desk, shocked at what had just transpired.
I finally pulled my jaw off the floor and then packed up to head home myself. My mind raced with anticipation all night. I hardly slept, exercising all self-control to not masturbate thinking of Jessie. I was distracted all day at work, too. Then, at lunch, one of my buddies pointed out that Jessie was off today, and her being off on a Friday usually meant some lucky guy was getting to bang her tonight. While Jessie hadn't told me not to tell anyway, I thought it would be inappropriate to brag about it or spill Jessie's business, so I did a good job of being quiet about it all day. I slipped without realizing it though when I said to my buddy (who was one of the lucky few who'd gotten to fuck Jessie), "You didn't tell me her husband makes her film it."