Banging the Office Hotwife

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Jessie sleeps around the office for her husband's enjoyment.
4.1k words
4.41
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83

Part 1 of the 2 part series

Updated 06/10/2023
Created 10/29/2020
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dpingjessie
dpingjessie
1,155 Followers

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."

"How do you know she films it?" he said. Then his eyes widened. "You lucky son of a bitch! It's you tonight, isn't it?"

"I don't know what you're talking about," I said, but it was obvious I was lying.

"Don't worry, bro," he said. "I won't tell anyone. Shit, you're in for a great night, let me tell you. Maybe she'll invite you to the Halloween party next month."

"Yeah, again, what's the deal with that?" I countered.

"Nothing," he said. "Anyway, let me know how it goes tonight!"

Other than that slipup, the rest of the day went smoothly but long. I cut out a little earlier so I could prepare. I wasn't sure what you're supposed to do when you take another man's wife on a date, especially when you knew it would end in sex, but I bought her some flowers and then went home, showered, and carefully picked out my clothes, did my hair, and all that kind of stuff. I could my chest pounding for most of the time I was getting ready, and there was a steady stream of blood flowing to my penis as I thought about how much fun I was going to have tonight. At 6:30 I was already sitting in my car, waiting for enough time to pass so that I wasn't too early picking Jessie up.

It was a little cold that night, so when I pulled up to Jessie's house, she was on her porch wearing a coat that covered up her outfit. I could see that she was wearing black, open-toe high heels, though, and one silver and one gold bracelet around her left ankle, as usual. As soon as I pulled up, she made her way down the steps toward my car, carrying a large bag that undoubtedly contained a camera. I got out to open the passenger door for her and noticed as she approached that she was even prettier today than when she goes to work. I could tell she spent more time on her hair, she had a little more makeup on but not too much, and she had a very seductive scent. As she sat down in my car, I looked into the house to see if I could catch a glimpse of this hero of a man who was willing to share this goddess, but the lights were out, so I couldn't see anything.

The flowers were a good move. She was very flattered by them and said no one had ever gotten her flowers for an extra-marital date before. She really liked how I treated this rendezvous like an actual date rather than simply hooking up with some dude's wife. She went as far to say that if she weren't married, she would have hoped for a second date. My philosophy was that she was still a lady and that it was my responsibility to make her feel like one tonight, even if she had a man go back to when it was all over. I know I wouldn't want someone disrespecting my girl, so I wasn't going to disrespect someone else's just because this was a fling and didn't have the potential for something ongoing.

We went to a restaurant that was farther away than what either one of us would normally do for a date just because of the circumstances. Jessie was open, obviously, about her open marriage, but carefully so and didn't want to raise more questions than necessary. She finally took off the jacket to reveal a smoking hot dress. It was a red off-the shoulder bandage dress with chain lace up the chest that showed off her cleavage. While Jessie had perky tits, she didn't have a huge rack, but this dress really showed it off in a way that seemed impossible. "Wow, I love your dress," was really all I could manage as I stared at her for the next moment. She laughed, thanked me and took her seat.

We had a lovely time at dinner. I had feared it would be awkward and uncomfortable, but we never felt that way around each other at work, so it stood to reason we wouldn't feel that way outside of work. When we were finished eating, I asked if she wanted to do anything else before we headed back to my place. It was another good move -- most guys, she said, wanted to get straight to sex. She liked how I was treating her like she was single.

We would have liked to have seen a movie, but the pandemic shut down all the theaters in our state, so we just walked around the mall where the closed theater was for lack of a better idea. Our chemistry really shined there, as we stopped in a few stores, goofed around and got dessert. I hadn't had as strong a connection with a girl in a long time. If she weren't hitched, I might have started falling for her. I wasn't dumb enough to let that happen though. A guilt-free opportunity to nail someone else's extremely hot wife was not something an intelligent person messes up.

Finally, we decided to head to my place. My blood really started pumping. I had really enjoyed just dating Jessie that night, but I'd be lying if I said I couldn't stop thinking about how much fun it was going to be to have sex with her. I hastily made my way back to my house where I carried the bag in for Jessie and directed her to the bathroom. I showed her where the bedroom was and invited her to join me once she was done freshening up. In the meantime, I did my best to set up the camera. I didn't know the first thing about getting it to work, but I imagined Jessie did since she did this thing at least once a month, apparently. Jessie returned, her high heels clacking against the hardwood floors of the hall until she reached the carpeted bedroom. She laughed as she watched me fumble around with the camera and then gently pushed me aside as she finished the job for me until all that was left to do was press record.

"Stand here," she said, pointing to the floor between the camera and the bed as she looked through the viewer. I did so. "Drop your pants," she added. I did so, revealing to my coworker my already-hard cock. "Aww, for me?" Jessie said, a sly grin on her face. Then she pressed record and came around to the other side of the camera so that we were both in view.

Jessie grabbed my cock and began to stroke it as she stepped in to kiss me. Her lips were soft against mine as her pretty mouth pressed against me, her dainty hand sliding up and down my penis, making it harder and longer. After Jessie broke off the kiss, she dropped to her knees, her face in line with my erection. She got to work, kissing the tip of my cock, then licking it, then sucking it, just the head still while her hand beat off my shaft. I moaned quietly, running one hand through her brown hair while the other rested on her shoulder. Jessie's hand moved back to gently rub my balls as she began to take more and more of my cock into her mouth until she was sucking the entire length, all for her husband to view later.

I moaned louder as Jessie sucked me harder. She was already living up to the hype, giving me one of the best blowjobs I had ever received. Occasionally she would stop sucking my penis so that she could lick up and down it. Then she would always briefly lick and suck the head again before taking the rest of my member back into her mouth.

Jessie sucked me off for a few minutes before she pulled back and stood up, holding onto my cock again, this time slightly tugging on me to beckon me into the bed. I got in first, and Jessie pushed her dress down until it dropped to her ankles. She stepped out of it, and climbed into bed with me, her breasts exposed and looking every bit as delicious as I imagined they'd be. She still wore her heels and anklet, and taking the dress off revealed a black lace thong she had been wearing underneath. I leaned in to take one of her boobs in my hand while I put my mouth against the other one, sucking and licking it as I squeezed the other. Jessie moaned, and I switched boobs. Then I lay her on her back and removed her thong so that she was now naked except for what was on her feet.

"Leave the shoes on?" I asked.

"Whatever you want," she said with a seductive smile. Since I had met her, I thought her feet always looked so pretty in the right high heels. I then proceeded to go down on her, spreading her legs with my hands while licking her pussy, getting it nice and wet. Jessie moaned, gripping the sheets beneath her as she watched on at my oral treatment of her vagina. I noticed her get wetter and wetter with each passing moment until she begged me to stick my prick in her. At last, the moment I had fantasized about since the day I first saw Jessie was coming to life.

I took off the rest of my clothes and then slid up over her, hovering above the gorgeous girl who was every bit as hot when she was naked as I imagined. Jessie lifted up her legs and spread them wide, giving me full access to her body as I pressed my cock against her cunt. I was so hard and she was so wet that I slipped into her in not time at all, going balls-deep into her married pussy with hardly any effort.

We moaned in unison as our bodies came together. I thrust into her gently at first as I held my upper body above her, hovering over her as I fucked her. I couldn't help but go faster as her tight pussy clung to my member, and so I began to pump hard up into her, causing her body to rock up with each thrust and her tits to bounce each time. My penis was as happy as it had ever been now that it was inside my sexy coworker. For the first few moments, Jessie kept her legs spread as wide as she could while her hands ran up my chest and settled near my stomach as she watched my prick slide in and out of her.

Eventually, I pulled Jessie's left leg over, the one with the anklets, and rested it on my shoulder as I leaned in farther and began to thrust faster, slamming into her as my balls slapped against her taint. Jessie's other leg wrapped around my waist as she begged me to fuck her harder as she panted. I did as she asked, now beginning to sweat as I focused on nailing her sexy body while also trying to manage my arousal and enthusiasm so I didn't cum too quickly. Everything about this experience was so stimulating that, if I wasn't careful, it could have been over all to quickly.

Jessie then pulled me down on top of her, wrapping her arms and legs around me. My chest pressed against her boobs, which were getting damp with sweat. Her fingernails sank into my back and her shoes brushed roughly against my flesh, but I didn't mind. Everything she did only turned me on more, making me want to pound her harder and faster until I was nailing her as fast as I could. My body slapped loudly against hers, and the bed creaked noisily beneath us. We moaned in unison between kisses as Jessie pushed her hips up to meet each of my thrusts into her married pussy.

"Let me on top," Jessie said through labored breathing. I stopped thrusting but shoved my dick deep inside her, remaining balls deep in her as we rolled over. Now I was on my back, and Jessie stayed pressed against me, kissing me as she grinding her hips against mine, feeling all of my cock inside her. After a minute, she straightened her back, giving me full view of her sexy tits as she started to ride me. Her messy hair and sweat-coated boobs bounced as Jessie, from her knees, slid up and down my cock, faster and faster until her moaning got so high-pitched that it was obvious she was about to cum. She cried out, slowing down her pace only as she came on my cock, which had me right near the edge with her. As Jessie came down from her climax, she quickly hopped of my dick, making me wonder what she had planned next. I remained in place as Jessie simply turned around, going from cowgirl to reverse cowgirl, and sank back on my penis. This time she was on her feet too instead of her knees, squatting over me and putting those hot shoes and that sexy anklet in full view as she faced the camera. Her husband was going to be able to watch head on as his wife finished off some guy he didn't even know.

Jessie went back to riding me hard and fast. I wrapped my hands around her ankles so that my knuckles were white. She slid straight up and down for a moment, then leaned forward, looking over her shoulder and really working my dick with her hips as she fucked it with her pussy. "Let me know when you're going to cum," she said through shallow breaths. All I could do was grunt in response. I wasn't far away from that point.

Jessie skillfully rocked my dick for just a couple more minutes before I told her I was about to cum. She quickly slipped off my dick, turned around onto her knees and held my cock at the base that was coated in her juices and took the rest of it in her mouth. It was an incredible and unexpected feeling to have her sucking my juice-covered penis with her pretty mouth as she jacked off the base of it. I stood no chance and was cumming in her married throat after just a few seconds, cursing and moaning as I did, unloading a torrent of semen. Jessie kept up wonderfully, swallowing almost all of my cum as it shot into her mouth, only a little bit of it escaping and trickling out of the corner of her lips and down to her chin. She continued to suck my super-sensitive dick through my whole orgasm and beyond until it was such an intense feeling that it almost hurt.

dpingjessie
dpingjessie
1,155 Followers
12