[MF] Coworker through the window [cheating] Part 1

**Be warned, this story involves infidelity. Also, it is pretty long and only really covers the first part of an ongoing affair.**

I am 32M, married, just over six feet tall, brown hair, green eyes, and average looking. My coworker will be called Jody, 40F, also married, about five feet tall with curly brown hair. She has a small frame with some residual weight through the middle from having two kids. Her breasts are on the larger side, maybe 34DD, but she tends to wear loose fitting blouses or sweaters, probably because she is slightly self conscious. Jody’s conservative wardrobe contrasts with some of the younger office employees’ outfits, and give her a hybrid mature/girl-next-door vibe. We have worked together for over five years, and we get along really well. However, we never spend time together outside of the office, so it is more of a “work spouse” situation.

Last summer, Jody and I were both assigned to do off-site training, which meant staying at a suburban hotel and sitting in boring classes for a few days. Evenings were free, so after the class I headed to the sports bar next door, and Jody said she would catch up with me. I grabbed a beer and got us a table on the patio, which was deserted on a mid-week evening in the suburbs. She finally showed up 30 minutes late, so we ordered food and more drinks, and enjoyed the weather outside. As the sun settled, we noticed that the patio lighting was not working, and we were essentially sitting in the dark. The restaurant lighting made people clearly visible through the windows, but they probably couldn’t see past their reflection. Suddenly, Jody gasped and motioned for me to lean over.

“See that woman over there?” she half-whispered and pointed to the indoor bar. I looked and saw one of the women from the training was sitting next to man. They were the only two people on the side of the bar facing our window vantage point, and the bar was between them and the rest of the room. “Yeah, I see Kay, or whatever her name is, from finance. So what?” I replied.

“Watch what that guy is doing!” Jody said. The man sitting next to Kay was not in our company training, but he was obviously talking to her like they knew one another well. Just then I saw him place his hand on her thigh and slowly start rubbing her leg. Kay was wearing the same mid-length skirt she had on earlier in the day, and as we watched, the man slid his hand under the skirt at her knee. It slowly moved up her leg, bunching the fabric, and Kay responded by shifting on her barstool and spreading her legs slightly. Both of them kept glancing around the room to ensure they were not spotted, and after a couple minutes, the stranger’s hand was all the way at her crotch. Kay had turned her body to face directly toward the man, with her knees spread and her heels hooked on the rung of the barstool. She had scooted her ass forward to perch on the edge of the stool, so Jody and I had a direct view of her crotch, while the stranger had total access to her pussy while keeping a lookout. He looped a finger under the material and we could see the lips of her pussy as he pulled the fabric aside. After a few minutes, they stopped and Kay composed herself before walking towards the door. The man looked around the room, as if waiting to make his own casual exit, and was obviously adjusting an erection. Then he stood up and headed the same way that Kay had gone.

“Well, show’s over,” I said. “Too bad, that was intense…” I paused, “and better than most of the porn I’ve seen lately.” Maybe that was too much, I worried, since Jody waited a few seconds to reply. “Yeah… Holy shit that was crazy! I can’t believe what I just saw!” she laughed. She had crossed her legs and was squirming in her seat, hands folded over her knees, and her mouth was slightly open. Meanwhile, Kay and the stranger walked out of the restaurant and headed straight across the parking lot towards the hotel. “Oh, there they are, headed to the hotel. Guess that’s all we’ll see,” she said, with hint of regret.

“Disappointed? I never had you pegged as the voyeur type,” I said. There was a long pause, and she shifted in her seat to lean towards me. “Can I tell you something really inappropriate? I am, ummm, super aroused right now….” she said in a low voice. “And I don’t think I will be able to get to sleep easily after seeing that.” We made eye contact and neither one of us looked away. “Well, if it makes you feel better, I am going to have the same problem,” I said, and smiled. She laughed softly, and started to stand up. “I need to use the restroom.” Without really waiting for a reply, she headed for the door and walked into the restaurant. I watched her go to the restroom and wondered if this was her way of changing the subject.

After a few minutes, I saw her come out of the restroom and walk towards the bar where the couple had been only 10 minutes ago, and climbed onto Kay’s barstool. “OK, funny,” I said to myself, assuming she would jump back down and come make a joke about the seat. I saw a little smirk cross her face, and she began to slowly spread her legs, and her hands started sliding the hem of the sundress higher. At first, I could see her upper thighs come into view, and I caught a glimpse of her panties, but then her hand slid down to cover her crotch with fabric as her legs spread further apart. Her upper thighs were totally exposed, and only the little bit of dress in he hand was covering her panties. Her eyes were fixated on the window, and even though she couldn’t see outside, it felt like she was smiling directly at me. I was completely frozen, amazed by the view but slightly terrified of what was happening. The whole show probably only lasted a few minutes, and then she casually jumped down like nothing had happened and headed for the patio door. I was hard as a rock from watching her tease me, and I had no idea what to say when she arrived at our table. She was keyed up and talking fast. “Enjoy the show? I figured you were going to have trouble sleeping anyway! No wonder Kay had to run back to the hotel, I’m all excited and nobody else was touching me!”

I took the opportunity to pump the brakes and try to avoid something regrettable. “Well, I doubt anything more interesting will happen tonight, so I am going to call it a day.” We made our way over to the hotel and stepped into the elevator. “3rd floor,” she said coyly, and I pushed the button. I was still partly at a loss for words, so I blurted out “I’m in 415…” and pushed that button, too. When she stepped off the elevator, she turned winked at me, “Good luck! See you tomorrow.” she said as the doors closed. I got to my room and figured I may as well try to release the tension. I had started to rub one out, thinking of the crazy sights I had just witnessed when I heard a soft knock on my door. I quickly put on my boxer briefs and a pair of gym shorts and looked out the peephole.

Jody was standing there in leggings and a tanktop, and obviously not wearing a bra. Her arms were folded across her chest, and she looked nervous. I opened the door and tried to turn away so my erection wouldn’t be as obvious. She came in and sat down on the bed. “Look, we are both married. I just wanted to make sure that you knew I was just blowing off steam earlier, right?”. I nodded and sat down on the bed next to her. She continued, “I don’t know what happened exactly, but when I saw Kay’s, uh… and heard how casually you were talking about it… I think something came over me and I wanted to play around and be a little risque.” Her hands were folded between her legs, and her nipples were fully erect under her thin tank top, with the dark aerolas faintly visible. She noticed my gaze, and squirmed.

“Technically I didn’t really see anything of yours at the bar,” I mumbled. “I mean, you kinda danced around a bit, but Kay was the one letting things hang out in public. In fact, I think I am seeing more of you right now than ever before…” as I nodded towards her chest, “I am totally fine, as long as you are, too.” Jody let out a little sigh and smiled. “Thanks. Unfortunately, I think we both still have a problem on our hands…”

She reached over and placed her hand on my cock over the fabric of my boxer briefs and gym shorts. I am an average 6” guy, but I was so keyed up from the bar and now seeing Jody’s MILF tits straining against a top, that my erection felt twice as hard as normal. It twitched and jerked as she lightly rubbed over the shorts, and I almost fainted. “Yeah, you definitely need to deal with that,” she said in a low voice. “Let me help.” She took my hand and guided it under the waistband of her leggings, then slid both of our hands slowly down her abdomen. She was not wearing panties, and I felt a wide expanse of short-trimmed hair in the area above her pubic bone. She laid back, spread her legs and kept guiding my hand lower, still totally underneath her leggings. I felt the heat and wetness of her smooth, shaved lips, and let my hand stop there.

“Feel how excited I am?” she asked in a whisper. I couldn’t form words so I just nodded. “I want to finish the show I started earlier. I want you to show me how well I’m doing.” She pulled our hands out of her pants, and stood up. “Lose the shorts and sit in that chair,” she said, pointing to the office chair by the desk. I kicked the shorts aside and complied. Jody was now kneeling on the bed, facing me from about 8 feet away. She started rubbing her hands across her tits, squeezing them together and bending forward to give me a better view. She slowly pulled the tank top over her head and let her creamy tits and nipples free. I was slowly stroking my cock as I watched, and she kept staring at it, smiling. She began to slowly slide the leggings down, and gradually her trimmed bush came into view. She then turned around and pulled them down over her ass, and laid down on her stomach. “Pull these off of me, but that’s it,” she commanded. I moved over to pull them off over her feet as she wiggled her legs out of the leggings. I sat back down.

At this point, I could have finished basically on command, but I was so amazing watching her strip that I was sandbagging for the finale. She did not disappoint. She rolled onto her back, and my first view of her pussy was as she slowly spread her legs and started rubbing herself. Her labia were shining with her juices, and she spread them wide with one hand to get better access. She was gyrating her pelvis and gradually increasing the pace of her hand on her clit; her breath was quick and shallow, and she lifted her head to look at me. “I want you to cum on my tits,” she whispered. “No touching, but I need to see you come, right now”. I moved over to the side of the bed, and gazed down on my friend as she frantically rubbed her dripping pussy, her head was now inches away from my throbbing cock. Finally, I couldn’t hold back anymore. “I’m cumming!” I grunted and started shooting rope after rope of cum across her tits. Of course, half the load ended up running off her and got on the sheet, but a few streams stuck to the pillowy breasts as she began to convulse on her hand. I was totally drained, but I just stood there taking in the sight as Jody’s legs started to shake uncontrollably, and her hands clamped down to grind a few last circles on her clit as she finished. She didn’t scream so much as let out a long growl, punctuated by little mewling squeals as the convulsions subsided.

We cleaned up as best we could, and she got dressed to head back to her room. “This never happened,” the said with a smile. The rest of the week’s training went by without incident, and things were pretty normal between us for the next 6 months. We had another work trip together in May of this year, but I will save that for Part 2, if I get around to writing it.

**to be continued…**

Source: reddit.com/r/gonewildstories/comments/769pls/mf_coworker_through_the_window_cheating_part_1

6 comments

  1. “I took the opportunity to pump the brakes and try to avoid something regrettable.” You are one cool mofo! I would’ve lost way early on. I can’t wait to hear the rest.

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