It was the first day of my new job that I learned about the hotwife that worked in our office, namely, Jessie, the 5'5" slender brunette in her early 30s with a slender frame, deep brown eyes and perfect mouth. Since my job required me to spend a lot of time with her and the chemistry between us was undeniable from the start, I guess it was only a matter of time until I got to participate in her ritual. Once a month Jessie's husband allowed her to sleep with another guy with the one condition that she film it so he could watch it later. Several other guys in the office had been a part of it too before my arrival to the company.
After my night with Jessie, things at work remained very much the same, which is a good thing. It didn't take long for word to spread, so naturally some of my male coworkers congratulated me and asked for details. My relationship with Jessie stayed consistent - we got along great and had a good time working together. I didn't know if speaking about the sex we had was on the table during office hours, so I didn't bring it up, and neither did she, so the topic wasn't even discussed. Things continued normally for the next several weeks while I wondered if I'd ever get another chance with Jessie. The sex was awesome and something I would repeat if I ever had the opportunity.
Another thing that clung to my mind for the next few weeks was the mention of an office party Jessie had thrown in the past for Halloween. The guys talked about it like it was something sexy but would never give me details. Despite the fact that the guys who had fucked Jessie like I did were comfortable speaking shamelessly about their dates with her, the few guys who made mention of this party told me no details except that Jessie would have to be the one to tell me anything. After fucking Jessie that blissful night back in September, I even asked her about it, to which she responded that I would be invited.
It was now the last week of October. Halloween was this coming weekend, and I had heard nothing. I wanted to bring it up again but didn't want to be a pest. Finally, on hump day, I was working on a report with Jessie when she asked me what I was doing Friday, which would be the night before Halloween.
"Nothing," I said. I had plans to go to a Halloween party with some friends, but it was nothing I couldn't get out of, and there was no way it would be worth missing out on time with Jessie outside of work. Even without her saying anything specifically about doing anything Friday yet, I didn't want to take the chance.
"Remember you asked me about my Halloween office party?" she asked.
"Yes. Are you having it this year?"
"This Friday at 8 pm," she answered as she continued to look at her computer. "It'll be here in the conference room." She then looked up from her computer, remaining mostly expressionless, but I noticed the corner of her mouth twitch like she was suppressing amusement or excitement. "Dress up. Theme is typical monster, ghost, whatever - something scary. Traditional Halloween stuff."
I affirmed I would be there, and we finished our meeting. Afterward, I texted my friend to let him know I had to bail on his party and why. He knew all about Jessie, so he understood. We were both hoping, somehow, I'd get to fuck Jessie again because of this party. The party had to be worth it, given how the guys talked about it without saying much about it at all.
As for a costume, I had no idea. I wasn't planning on dressing up since I'm in my 30s and don't have kids. That night I went to one of those Halloween stores you find everywhere to pick up whatever I could find. I wasn't the only one waiting until two or three days before, since the place was very busy, but I pulled out some creepy skeleton thing that was still available and at least not the most expensive thing there. I didn't want to spend a lot of money on something silly, but if it was required to go to this party, it was worth the investment.
The next couple days went by as normal for the most part. Things with Jessie were standard: enjoyable albeit non-sexual, which is difficult on you when you've had sex - amazing sex - with the girl. Friday at lunch presented the only anomaly when one of my coworkers asked rather quietly if I was going to Jessie's party tonight. I said yes, and he grinned wide. "Did she tell you anything else about it?"
"Still nothing," I said. "Just to wear a costume."
"Come ready," he said. "It's hot."
"How so?"
"You'll see." I could see I still wasn't going to get any details, so I changed the subject: "She has it here? Why not her place?"
"The big boss doesn't care what she does," my buddy said. "I honestly don't know if he's fucked her or not, since he has a family and everything. Whether he has or not, if she keeps bringing as much money to the company as she does and keep the morale up, she can do what she wants."
With still very little information to go on, I prepared for the best-case scenario that I would have sex with Jessie again soon, if not tonight. I came back to work that night right before 8 and changed into the dumb costume in my office before heading to the board room. As I turned the corner, I noticed fog seeping down the hall. My instinct was panic because I thought it was a fire at first, but I quickly realized it was coming from the conference room where the shades were pulled but I could see festive lighting glowing through. The fog was just from a fog machine. The big boss really did let Jessie do whatever she wanted.
When I entered the room, I was greeted by three other men, and not much else, to be honest. There were snacks and drinks on the table. There were some Halloween decorations throughout the room, including lights and the fog machine that gave the room a bit of an eerie feel. I identified two of the guys as coworkers. The other was a stranger. Most noticeable was the lack of women; specifically, Jessie.
Over the next 10 minutes, two other guys showed up, in costume, one a total stranger to me as well and the other was a client of ours. I think it was safe to assume that the one thing we all had in common was that we had all had sex with the same hotwife. I couldn't make sense of it otherwise but continued to try to enjoy the company, the food, the ambiance and the music. Then, at 8:30, another man arrived, this one in a reaper costume that obscured his face entirely. He was carrying a camera, which immediately reminded me of my night with Jessie when her husband had her film her having sex with me. For the first time since I'd heard of Jessie's Halloween party, as if a switch flipped in my head, I thought maybe this party was a gangbang.
I had never done a gangbang before, but the thought of having one tonight with Jessie had me getting hard instantly. Before the reaper had finished setting up the camera, through the fog by the door came the only female who was coming to this party, and that was Jessie, the main attraction. Greeted by a few hoots and hollers, the bombshell brunette executive smiled and strutted over to the table where I got a good look at her very stunning costume. She dressed as a devil with red horns on a headband in long, dark brown, slightly curled hair. The outfit was basically lingerie, sleeveless, low-cut and black with red trim, complete with a bow in the front that held in her breasts. The bottom of it came down barely past her hips with a bright red miniskirt, and garters held her stockings in place about halfway up her thighs, where there was a red bow on each strap. With it she wore red high heels and carried a little red pitchfork. Oh, and a red anklet, of course.
"How do I look?" Jessie asked me as she grabbed a piece of celery.