Co-Worers with Benefits

Jennifer and I had a very unusual, but very wonderful, relationship. She was about ten years younger than me, curvy, and quite buxom, but she downplayed that with modest clothes. She had this great smile and pleasant personality, and was just a sweet person.

She and I worked together for several years, although not in the same office buildings. We always worked very well together on projects or any work that crosses both our paths.

I took a new role at one point, and upper management assigned Jennifer to my team. This involved her occasionally visiting my office building. We continued to work well together, and we were friendly with one another, chatting about social things and our personal lives. But we were always professional and our relationship was a work one, which always ended at the end of the workday.

At some point, we found we both were playing the same phone game and began playing together. We would play a couple of trivia games, as well as a word game.

For whatever reason, we would occasionally use a sexual word or phrase in the word game, just to goof around. It seemed like we started to do that a bit more over time. The game also had a chat feature and we would chat during games. Just small talk, about the game, or anything.

One day, Jenn mentioned she was reading "Fifty Shades of Grey", which had been out for a bit. She said she found it highly erotic. I was surprised because I had heard about it and thought it was kind of silly.

Jenn said "No, it's really very hot. It's hard to not get turned on reading it. I end up horny every time." I made a remark like "Well your husband is a lucky guy then". Jenn paused and said "I guess, but he doesn't always show interest in that."

I didn't really know how to respond to that. I said something like "Well he's crazy then. If I was your husband and you were hot every night..." but I added an lol emoji to keep it friendly.

We were both married, very happily, to other people. I thought her husband seemed nice from what she told me of him.

She said nothing more about it at work. Online though she brought it up again. "I hope you don't think anything about me telling you that." she said. I said "Oh no, it's fine. I was kind of shocked to hear you tell me it made you horny. And that...kind of made me horny."

From there we would flirt more and more, and our online chats became more and more graphic, to the point I said "I wish the next time you were at my office, you acted out your Fifty Shades fantasy." She said "If you mean that, I would." I said "I mean it".

My heart was pounding. I'm thinking "Wow did she just say that?? Maybe she is just sexting though?"

The next week she had occasion to come to my office for some business reports we were working on. We both looked at each other sheepishly but said nothing about our chat and continued to work for a couple of hours.

After a while, Jenn said "Can I close your door so we can talk?" I said "Of course." She closed it and then sat next to me and said "I can't do anything to hurt my marriage." I immediately started to say "I understand. It was chat that got out of hand." Jenn said "No, I want to...play. But without hurting our marriages."

She said "I've never done anything like this." I said "Me either."

Jenn reached across my pants and unzipped them. I was anything but hard as I had a thousands things racing through my mind.

She started stroking me, and said "I want to play. You have to control me." My cock began to get hard at her gentle stroking. I stood up and told her to pull down my pants and get on her knees. She did so, and she began sucking my cock. My office area was very quiet, with very few other workers in that area, which was good, although we always were sure to be quiet.

I sat back down in my chair. Jenn continued to suck me. She then started throating me and shocked me when she did something I never had before. As she throated my cock, she would engulf it and run her tongue against my balls. I was like "What the fuck are you doing?" - it felt wild. I knew I was going to come and told her, not knowing if she preferred to avoid cum in her mouth.

Jenn just continued and as I nutted she kept sucking, swallowing my load. I leaned over to her and kissed her. She moaned at that and said "Do you taste your cum in my mouth?" I said "Yes and I like it."

From that day in, Jenn would often come visit my office building. She explained to me that her husband didn't get off on her blowjobs, and when they fucked it was a quickie and then he was done. She loved him but felt like she was not attractive, or "good" in bed.

I assured her that she was very sexy, and in fact, I had never experience fellatio anywhere near as good as hers.

We became intensely sexual. She enjoyed playing out "being my sex slave". While I would often finger her, and occasionally eat her pussy, she preferred me telling her "to close my door, then suck me".

It became a game where she would suck me off but not immediately swallow unless I told her to. Often I would tell her to just hold my cum in her mouth and then tell her "Show me" and then tell her to swallow it.

We both discovered we got off on kissing passionately while her mouth was full of my load. One time she asked me to swallow it, which I did. This drove her wild.

I then told her I found sucking cock very sexy and wished I had a guy to do it to. The next time she visited, she said "I brought a surprise." She closed my door and reached into her purse. She pulled out a vibrator. It had a very realistic shape, including a nice head and veins. It was jet black with infused glitter so the shape was where the realism ended, lol.

I had a sexual experience with another guy when I was 20, but at never told anyone, so this dildo intrigued me.

Jenn said "Surprise" and smiled. I told her to suck me. She went right to work. I stopped her and told her to sit down in my place. I put her fake cock between her legs and started to suck it. She was like "oh my God, is this what it looks like?"

We changed places again. As she sucked me I said "When I come, don't let me cum in your mouth." As I got ready to shoot, I pulled my cock out of her mouth. I shot every warm jet of jizz across the shaft of the dildo. I then licked it clean. As I did, Jenn gasped "Oh my God".

I began playing with her pussy. I worked her pants off her and licked, then sucked, her clit. She had a really large clit which made sucking it easy. She really got off in that and shuddered as she came. She said no one ever sucked her before, only licked her pussy.

We began playing on a regular basis in my office. We would be on conference calls and she would take out her breasts, which were quite large. I would bury my face in them, licking, sucking, and caressing her. We would mute the phone while others were speaking and moan as we kissed and fondled each other.

That turned to her giving me blowjobs during calls. I would come so hard my legs would shake. Many times she would keep sucking me after I came, making me hard again, come again, over and over.

Jenn remarked that I recovered much faster than her husband. I told her it was because she was so fantastic to experience.

The first time I asked her to strip completely she was reluctant, thinking she was too fat. She was absolutely goegeous and her incredible curves easily offset her couple of extra pounds. She wore her body well and was not fat by any means. She seemed so pleased that I found her so attractive.

We seemed to have struck the perfect accord. Hot sex, then home to our loving spouses. Jenn and I continued to develop our play. We would 69, and get each other off orally.

One say she brought her dildo again and said "I think you'd like this if I out it in you." I was like "No way" but also turned on by the idea. I said "OK but if it hurts we can stop."

Jenn pulled a rubber out of her purse, opened it and slid it onto the dildo. I laid down on the office floor, which fortunately was a nice carpet. She began to prod at my ass. The dildo did hurt but I was also getting really turned on. She said she had a a few inches in. Meanwhile she sucked me off. I got off on the dildo but also that she was pegging ne and she loved it. it was wild to enjoy that and she not only didn't judge me but got off doing it.

She brought the dildo again a few days later. I took my pants completely off and she held it standing on the floor while I gently rode it, up and down. It felt unbelievable. We kissed and I sucked her huge tits while she fucked me with the dildo. I came like never before. I felt like I was going to pee myself. I actually told her about my sex experience with the guy when I was 20. She said it was hot and made her horny.

While she always wanted to pleasure me, part of her fifty shades thing I guess, the next time we were together, she was throating me. I stopped her and said "If you want to get fucked, take off your pants". She pulled them right off. I laid her down and climbed above her. I rubbed my cock head against her pussy.

Jenn kissed me and said "I like when it hurts..". I suddenly thrust into her, hard. She muffled her groan. I leaned as far above her as I could so I could make good contact with her clit, in almost a downward thrust. I fucked her as hard and fast as possible.

I had worked her blouse off her shoulders and chest. I was amazed to see how flushed her neck and chest were. I pounded her and said "Feel good?" Jenn moaned "It's sooo good." I could feel myself coming so I stopped and began sucking her. She was holding her hands outright and they were shaking as she came.

It was incredibly sexy to see her body reacting to me. I loved watching it. As she came, I climbed up and stuffed my cock in her pussy again. I stroked maybe 10-15 times and came in her.

We lay still for a moment. As I started to get up, she kissed me and said "Thank you." Now, that completely shocked me. I could have imagined hearing many things. That was not one of them.

We talked that day more deeply. She said she loved her husband but it was very frustrating. He did not come from blowjobs. I reiterated that, having experienced her skills, I could not understand that one.

She said he got hard during sex but once he came he was done for the day. She said she loved that I would get hard again much more easily. She also said "I can't lie. I love going home and kissing him, even fucking him, knowing you coated my throat hours earlier."

She said "Now that you fucked me, it turns me on even more."

I suggested that, if she liked, we could fuck when hour visits allowed, and she could go home to hubby and fuck him while thinking of us. She said "That sounds hot". I said "You can go home, ride his dick, and think of my cock filling you."

Jenn said "I don't really think much about size, and you are about the same length, but you are thicker and that felt really good."

From that day on we would fuck whenever possible. We had occasional business trips and would always spend the nights in one room or the other. That gave us the opportunity to fuck without a concern of someone knocking on a door. It also allowed us to make love, or let me service her in a variety of positions, on a nice comfy bed.

Jenn and I knew we did share a love but also knew we could never jeopardize our marriages. We became incredibly intimate. I confided in her my gay experience in my 20s. She told me she was always turned on by a woman we both worked with. We would fantasize about those things together.

Jenn would show me porn videos on her phone. She enjoyed watching white women sucking and fucking huge black cocks. We got into watching those together. We often discussed both sucking a cock together, in particular a black co-worker we both knew, but we never found a way to act on it.

Our relationship lasted several years, it really was special. Jenn really was special. We were both broken hearted when an opportunity came up elsewhere for her, and I actually helped promote her for it. But it was only right. She deserved it.

Before she left, we got together outside of work. We kissed for hours. She gave me one of her incredible blowjobs. I filled her mouth with jizz and we swapped cum, both moaning.

I pushed her gently down onto the bed. I began fucking her mouth until I was hard again and then we fucked over and over. I nutted on her beautiful tits and licked the cum off. I fucked her from behind, and while she was moaning "slap those balls against my ass" her hubby called. We paused while they chatted. He called to ask her some question. Meanwhile I began fucking her mouth, and then her pussy.

She could barely hold the conversation, and as soon as she hung up, I rode her until her gorgeous chest was brick red, then I sucked her off. She said "Wow that was really hot. I liked talking to him knowing I was being your whore."

"My lover," I said. She kissed me. It was so bittersweet, the incredible love-making but the inevitable parting when the evening grew late.

We both told one another we will never have something this special again. And we won't.